Title: Jamaica Vacation Rentals from $255: Search Short-Term Rentals | Expedia.com

[Jamaica Travel Guide](https://expedia.com/Jamaica.dx184052)[Hotels in Jamaica](https://expedia.com/Jamaica-Hotels.d184052.Travel-Guide-Hotels)[Flights to Jamaica](https://expedia.com/Cheap-Flights-To-Jamaica.d184052.Travel-Guide-Flights)[Car Rentals in Jamaica](https://expedia.com/Car-Rentals-In-Jamaica.d184052.Car-Rental-Guide)[Jamaica Vacation Packages](https://expedia.com/Jamaica.d184052.Destination-Travel-Guides)

![A beautiful 3 mile hike to the Hamilton Falls in Jamaica State Park is well worth the trip. Such a peaceful experience and great camping in the campground. Other hiking options close by also.](https://images.trvl-media.com/place/184052/a9d43e68-1d35-41d3-a4a7-a123a49af175.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Darrell Bumbala

![](https://images.trvl-media.com/place/184052/a9d43e68-1d35-41d3-a4a7-a123a49af175.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=184052&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=184052&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=184052&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=184052&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Jamaica vacation rentals

![Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/9a4f5d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/775424f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/26b2ee5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72281200/72281108/a019d42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods

[](https://www.expedia.com/Jamaica-Hotels-This-House-Is-A-4-Bedroom.h72281108.Hotel-Information)

Jamaica

8.8/10

Excellent

(8 reviews)

"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael C.

$695 nightly

$736 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Jamaica-Hotels-This-House-Is-A-4-Bedroom.h72281108.Hotel-Information)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/f3293a73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/6a20b4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/407a0d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120430000/120430000/120429915/a3e005f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Stratton Ski Haus: A-Frame Hot Tub Sauna EV Privacy 1Gbps Manchester Okemo

[](https://www.expedia.com/Jamaica-Hotels-PreLaunch-A-Frame-Hot-Tub-Sauna-EV-Stratton.h120429915.Hotel-Information)

Jamaica

10/10

Exceptional

(2 reviews)

"Couldn't be better! Outstanding! We had our family holiday ski trip from Dec 25-29th,2025\. The amenities were second to none. The hot tub, sauna and fire pit made the winter warm! The house was clean comfortable and very cozy. The kitchen was extremely well appointed (sharp knives!). The staples available (coffee, tea, oil, spices etc.) were high quality and the best I've ever experienced in a short term rental. The beds and bedding were very comfortable! Most immortality the hosts were very...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laird N.

$1,131 nightly

$1,227 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Jamaica-Hotels-PreLaunch-A-Frame-Hot-Tub-Sauna-EV-Stratton.h120429915.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/04000126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/dec25c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/5200a28c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36778100/36778065/64548e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

[](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

Dover

9.2/10

Wonderful

(21 reviews)

"So cute and in such a great area! It was a perfect stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jaden F.

$279 nightly

$315 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-Den.h36778065.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f68608f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/b47ad841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/e7a4fea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/005d9ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

[](https://www.expedia.com/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information)

Ludlow

7.6/10

Good

(56 reviews)

"Irish Bar nearby was a plus on St. Patrick’s Day !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Warren

$275 nightly

$311 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/a4954c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cea2d009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

[](https://www.expedia.com/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information)

Stratton

7.6/10

Good

(54 reviews)

"Location was great, pool, hot tubs and sauna were great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lin M.

$296 nightly

$335 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/32130af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/1eaaf157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/ffa1709a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 bedroom condo 2.5 miles to Mount Snow

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information)

West Dover

9.2/10

Wonderful

(50 reviews)

"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Franklin C.

$256 nightly

$289 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/38f7fdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/c7526449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bromley Retreat

[](https://www.expedia.com/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

Bromley Mountain

9.4/10

Exceptional

(10 reviews)

"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vanessa P.

$301 nightly

$340 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/5805ee12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/648bcca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/fda99bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123530000/123526000/123525991/4de5a1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Studio with a View. Bring your dog, too!

[](https://www.expedia.com/Brattleboro-Hotels-The-Studio-With-A-View-Bring-Your-Dog.h123525991.Hotel-Information)

Brattleboro

10/10

Exceptional

(2 reviews)

"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James M.

$234 nightly

$262 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Brattleboro-Hotels-The-Studio-With-A-View-Bring-Your-Dog.h123525991.Hotel-Information)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595696/05a08724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595696/8be47e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595696/b0b55b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123600000/123595700/123595696/2f3008ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Mi to Mt Snow: Secluded Family Home w/ Game Area

[](https://www.expedia.com/West-Dover-Hotels-5-Mi-To-Mt-Snow-Secluded-Family-Home-W-Game-Area.h123595696.Hotel-Information)

West Dover

$1,239 nightly

$1,362 total

Feb 21 - Feb 22

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-5-Mi-To-Mt-Snow-Secluded-Family-Home-W-Game-Area.h123595696.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/856198d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/a7362efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/5f696632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038646/b6f307fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Well-appointed studio right downtown - less than a mile to Okemo Mountain

[](https://www.expedia.com/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information)

Ludlow

8.6/10

Excellent

(12 reviews)

"Clean with everything we needed for a few nights stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sandra S.

$276 nightly

$312 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Well-Appointed-Studio-Right-Downtown-Less-Than-A-Mile-To-Okemo-Mountain.h90038646.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6cd80eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/w956h736x34y34-3e10a6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/fc0d0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/de082b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wellness Getaway with a Personal Sauna, and Private River Beach!

[](https://www.expedia.com/Newfane-Hotels-Wellness-Getaway-With-A-Personal-Sauna.h106418444.Hotel-Information)

Newfane

10/10

Exceptional

(3 reviews)

"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph P.

$228 nightly

$255 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Newfane-Hotels-Wellness-Getaway-With-A-Personal-Sauna.h106418444.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/fce63aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/ef38effc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/f9e6e0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/b7233da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

[](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information)

Dover

8.6/10

Excellent

(35 reviews)

"Great place with great amenities! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rachel R.

$319 nightly

$361 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124520000/124515900/124515804/878470a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124520000/124515900/124515804/dcb4e261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124515900/124515804/38754554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/125000000/124520000/124515900/124515804/128de024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free HOT Breakfast for each guest everyday! Located in charming Whitingham

[](https://www.expedia.com/Jacksonville-Hotels-Free-HOT-Breakfast-For-Each-Guest-Everyday-Located-In-Charming-Whitingham.h124515804.Hotel-Information)

Whitingham

$533 nightly

$597 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Jacksonville-Hotels-Free-HOT-Breakfast-For-Each-Guest-Everyday-Located-In-Charming-Whitingham.h124515804.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/1a650c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/e3b7abc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/953a06fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, video library](https://images.trvl-media.com/lodging/34000000/33970000/33961400/33961365/18ad0df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

[](https://www.expedia.com/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.Hotel-Information)

Walpole

10/10

Exceptional

(50 reviews)

"We had a very lovely stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

mary c.

$545 nightly

$592 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Keene-Hotels-Charming-Updated-Farmhouse-In-Historic-Picturesque-Walpole-NH-And-Sleeps-8.h33961365.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/62670e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/306e8880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/b81f74eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/c5d0a9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Fully Renovated One-Room Schoolhouse on 22+ acres

[](https://www.expedia.com/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

Grafton

9.6/10

Exceptional

(167 reviews)

"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Philip

$328 nightly

$367 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information)

![Golf](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/39b8fc78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/9c3e040e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/f4ee1a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/f52abcad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Efficient condo near slopes with kitchenette & great location

[](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information)

Ludlow

8.6/10

Excellent

(32 reviews)

"Nice place close to mountain easy in easy out"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron B.

$219 nightly

$247 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/f8d749ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/916d5cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/bf43c699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/57d42e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely ski-in/out condo steps from ski lift with trails and amazing views

[](https://www.expedia.com/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information)

Stratton

8.6/10

Excellent

(29 reviews)

"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John N.

$337 nightly

$381 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b93f8a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/16edb5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/f358eaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107180000/107179800/107179793/b208aaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cabin in charming Londonderry

[](https://www.expedia.com/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

Londonderry

8.4/10

Very Good

(5 reviews)

"Very cozy and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric H.

$245 nightly

$276 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Londonderry-Hotels-Cozy-Cabin-In-Charming-Londonderry.h107179793.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/1ec609e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/5e42b791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/b0490e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108330000/108320100/108320042/b4e38c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake Whitingham & Mount Snow Area Village Apartment

[](https://www.expedia.com/Jacksonville-Hotels-Lake-Whitingham-Mount-Snow-Area-Village-Garden-Apartment-2-BR.h108320042.Hotel-Information)

Whitingham

10/10

Exceptional

(1 review)

"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anicia K.

$274 nightly

$307 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Jacksonville-Hotels-Lake-Whitingham-Mount-Snow-Area-Village-Garden-Apartment-2-BR.h108320042.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/a4ec6964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/73e1d55a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w960h638x0y1-6a5c7328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19890000/19887200/19887179/w2207h1242x0y0-824667c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Family Friendly Hilltop House In Putney Vermont

[](https://www.expedia.com/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

Putney

9.4/10

Exceptional

(59 reviews)

"The property was beautiful--great views, super peaceful, and fabulous hosts. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Louis T.

$260 nightly

$291 total

Mar 19 - Mar 20

Total with taxes and fees

[](https://www.expedia.com/Putney-Hotels-Pet-And-Family-Friendly-Hilltop-House-In-Putney-Vermont.h19887179.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&regionId=184052&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_184052)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CHALET)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Jamaica%2C+Vermont%2C+United+States+of+America&regionId=184052&latLong=43.100357%2C-72.778427&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VILLA)

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## Top Jamaica Hotel Reviews

![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg)

### Best Western Springfield Hotel

10/10 Excellent

"Very clean room. Good quality breakfast and nice arcade room to keep the kids entertained after a full ski day. There was also a room with board games that my daughter enjoyed a lot."

[](https://expedia.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg)

### Colonial Motel And Spa

10/10 Excellent

"Clean room and friendly staff "

[](https://expedia.com/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"The Pointe was much more than I expected (honestly). The room was large with a couch, reading chair (and ottoman) and small table and 2 chairs. The bathroom had a tub with jets. There was an indoor pool and hot tub-that worked. The one negative, no microwave in the room or common area— but the desk attendants, who were very very nice and accommodating, took care of that for me! And there was fresh brewed coffee in the lobby by 6 am!"

[](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"Clean, staff friendly "

[](https://expedia.com/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Solid updated motor lodge. Recommended"

[](https://expedia.com/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"The room was very comfortable and clean. The staff ( front end clerk) was extremely friendly. "

[](https://expedia.com/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg)

### The Manchester View

10/10 Excellent

"Everything was perfect 👌 "

[](https://expedia.com/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information)

![Big Bears Lodge](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108_y.jpg)

### Big Bears Lodge

10/10 Excellent

"The hosts were very nice and accommodating. The room was very comfortable. The breakfast each morning was great! And I also enjoyed the common area lounge and hot tub. Would definitely stay at the Big Bears Lodge again! "

[](https://expedia.com/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information)

![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg)

### Hampton Inn Brattleboro

10/10 Excellent

"The room was very clean, and the showers hot water was amazing! The staff was friendly and would let us know when breakfast was available so we wouldn’t miss it ! Robert and Destiny always had a smile on their face and greeted us when we arrived and when we left the hotel. I would definitely stay there again when we visit Brattleboro VT!! "

[](https://expedia.com/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information)

## Find out more about Jamaica

**Everything you need to know about Jamaica vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamaica vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamaica vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Jamaica vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Jamaica. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jamaica in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $255 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Jamaica rentals**

At Expedia, we put the best Jamaica vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jamaica rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamaica vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamaica. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Jamaica

### Trending destinations on Expedia.com

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- [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)
- [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals)
- [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals)
- [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals)
- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Jamaica ](https://expedia.com/Jamaica-Private-Vacation-Homes.d184052-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Jamaica ](https://expedia.com/Jamaica-Condos.d184052-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Jamaica ](https://expedia.com/Jamaica-Apartments.d184052-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Jamaica ](https://expedia.com/Jamaica-Cottages.d184052-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Jamaica ](https://expedia.com/Jamaica-Cabins.d184052-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Jamaica ](https://expedia.com/Jamaica-Chalets.d184052-aaChalets.Travel-Guide-Accommodation)
- [B&B in Jamaica ](https://expedia.com/Jamaica-Bed-And-Breakfast.d184052-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Jamaica ](https://expedia.com/Jamaica-Resorts.d184052-aaResorts.Travel-Guide-Accommodation)
- [Motels in Jamaica ](https://expedia.com/Jamaica-Motels.d184052-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Jamaica ](https://expedia.com/Jamaica-Agritourism.d184052-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Jamaica ](https://expedia.com/Jamaica-Apart-Hotels.d184052-aaApartHotels.Travel-Guide-Accommodation)
- [Lodges in Jamaica ](https://expedia.com/Jamaica-Lodges.d184052-aaLodges.Travel-Guide-Accommodation)
- [Guest Houses in Jamaica ](https://expedia.com/Jamaica-Guest-Houses.d184052-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Jamaica ](https://expedia.com/Jamaica-Villas.d184052-aaVillas.Travel-Guide-Accommodation)
- [Inns in Jamaica ](https://expedia.com/Jamaica-Inns.d184052-aaInns.Travel-Guide-Accommodation)
- [RV Parks in Jamaica ](https://expedia.com/Jamaica-RV-Parks.d184052-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Jamaica?

### What are some of the best vacation home rentals that Jamaica has to offer?

### How many vacation rentals are there in Jamaica?

### What can I see and do in Jamaica?

### What are vacation rentals like in Jamaica?

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Cars

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Activities

- [Things to do in Montpelier](https://expedia.com/Things-To-Do-In-Montpelier.d8798.Travel-Guide-Activities)

Vacation Rentals

- [Killington Vacation Rentals](https://expedia.com/Killington-Vacation-Rentals.d10780.Travel-Guide-VacationRentals)

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