Find Extended Stay Hotels in Jamaica, VT

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Top Jamaica Extended Stay Hotels | Reserve now, pay later

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

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

Jamaica
9.0 out of 10, Wonderful, (6)
"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
Michael C.
$682 nightly
The price is $722
Dec 7 - Dec 8
Total with taxes and fees
Family-friendly A-Frame near Stratton, Bromley & Magic — hot tub retreat in the quiet, peaceful woods
4 bedrooms, desk, iron/ironing board, free WiFi
7 min Stratton | Dec 6-12 Kids Ski Free Week | Sauna, HotTub, BootWarmers, 1GB

7 min Stratton | Dec 6-12 Kids Ski Free Week | Sauna, HotTub, BootWarmers, 1GB

Jamaica
$693 nightly
The price is $783
Dec 6 - Dec 7
Total with taxes and fees
7 min Stratton | Dec 6-12 Kids Ski Free Week | Sauna, HotTub, BootWarmers, 1GB
Interior detail
The White House Inn

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (260)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
$184 nightly
The price is $202
Jan 4 - Jan 5, 2026
Total with taxes and fees
The White House Inn
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
Londonderry
8.2 out of 10, Very Good, (686)
"Wery good diner"
United States
Yelena
$107 nightly
The price is $118
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Front of property
Brittany Motel

Brittany Motel

2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (326)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
$126 nightly
The price is $139
Dec 7 - Dec 8
Total with taxes and fees
Brittany Motel
Indoor pool
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 star property
Cavendish
8.8 out of 10, Excellent, (920)
"Clean room, great staff, wonderful suggestions for area restaurants and attractions."
United States
Margie
$146 nightly
The price is $159
Dec 11 - Dec 12
Total with taxes and fees
Pointe at Castle Hill Resort
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
Stratton
7.6 out of 10, Good, (937)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
$190 nightly
The price is $209
Dec 7 - Dec 8
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Library
Inn at Valley Farms

Inn at Valley Farms

2.0 star property
Walpole
10.0 out of 10, Exceptional, (13)
"Picturesque, family run bed and breakfast."
United States
Jay
$147 nightly
The price is $160
Dec 7 - Dec 8
Total with taxes and fees
Inn at Valley Farms
Exterior
Mountain Chalet mins from Mt Snow Skiing/hiking

Mountain Chalet mins from Mt Snow Skiing/hiking

East Dover
9.8 out of 10, Exceptional, (9)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
$366 nightly
The price is $414
Dec 7 - Dec 8
Total with taxes and fees
Mountain Chalet mins from Mt Snow Skiing/hiking
Property grounds
Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Putney
9.4 out of 10, Exceptional, (57)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
United States
Louis T.
$236 nightly
The price is $265
Dec 8 - Dec 9
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
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.
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Expand your search

Most booked related extended stays in Jamaica in 2026

Jamaica apart-hotels
Apart-hotels for extended stays
Apart-hotels for extended stays
Jamaica vacation homes with a kitchen
Vacation homes with a kitchen
Vacation homes with a kitchen

Frequently asked questions

What are the best long-term hotels in Jamaica?
Whether you're heading away with your loved ones or friends, Expedia will help you find the best long-term hotels for your extended stay in Jamaica. We recommend Stratton Mountain Home With View. It has a patio, a queen bed and a kitchen, which means eating homemade meals together and more bonding time. Green Mountain Tiny House is also tough to beat. With a patio, a barbecue grill and a kitchen, it's ideal for a getaway of a few weeks or longer.
What are the top pet-friendly extended stay hotels in Jamaica?
Fetch your furry friend's favorite toy bone and get away to Best Of Vermont. It has an array of amenities designed to make you and your bestie feel relaxed and comfortable throughout your extended stay in Jamaica, including a garden and pet-friendly services. Another top hotel for a long-term stay is Entire Cabin - The Old Church - Mins From Stratton Mountain. It also welcomes pet owners and features pet-friendly services, a patio and more.
What's the best extended stay hotel in downtown Jamaica?
For an extended escape in Jamaica, it's hard to beat the downtown area. And that's exactly where you'll find Stratton Mountain Home With View. Offering a washing machine and a patio, it's a great base to enjoy this destination at your own speed. Also have a look at Stratton Mountain: Luxury Contemporary Country Home. An oven and a patio are among the useful amenities at this extended stay hotel. Once you've unpacked and made yourself comfortable, it's time to see the sights. Where to first? We think you'll love Ball Mountain Dam and Margie's Muse Handweaving & Gallery.
What are the best extended stay hotels with kitchens in Jamaica?
Go sightseeing and then come back and whip up a tasty home-cooked meal at Entire Cabin - The Old Church - Mins From Stratton Mountain. Offering a kitchen, pet-friendly facilities and a barbecue grill, it has amenities that are well suited to a long-term stay with the family. Private Apt - 5 Min Drive To Stratton Mnt And 3 Min Walk To Pikes Falls is another top property with a kitchen. Take advantage of cycling, animal viewing activities and more during your visit to Jamaica.
Can I find extended stay hotels with pools in Jamaica?
Nothing says fun like a pool does. Get into your board shorts or bikini and spend your days poolside at Entire Cabin - The Old Church - Mins From Stratton Mountain. A kitchen, shopping and an oven are among the amenities here. Another recommendation for your extended stay in Jamaica is Family Home, 5 Minutes To Stratton Mountain. The family won't want to leave the pool at this popular property, which also offers a dryer, a queen bed and a kitchen so you can make your own meals.Jamaica has a humid continental climate and is an enticing destination no matter the season. If you're going to visit in the summer months, temperatures average between 53 ºF and 75 ºF.
Why book an extended stay hotel in Jamaica through Expedia?
Reserve your extended stay hotel in Jamaica through Expedia and get the best price without having to check dozens of websites. In addition to our competitive offers and reward programs, we make finding the ideal long-term stay a piece of cake. Use our filter tool to search for properties according to location, affordability, ratings and more. Some long-term rentals may offer weekly rates to help you keep extra cash in your pocket. Often equipped with the comforts of home like a refrigerator and dining area, your next extended stay in Jamaica is just a few clicks away!
What can I expect from an extended stay hotel?
You can expect to save money while enjoying a few extra perks with an extended stay hotel in Jamaica. Whether you'd like a small studio for yourself or a spacious apartment that'll fit your traveling companions too, these types of properties have amenities that'll make you feel at home. Besides standard things like a pool and a restaurant, many extended stay hotels have kitchens and a washer and dryer area. This means you can make home-cooked meals and wash your own clothes, allowing you to keep some extra cash in your wallet. Special weekly rates can help you make the most out of your travel budget.

Top Jamaica Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter."
Burton 2-night trip
Posted 3 weeks ago
Pointe at Castle Hill Resort
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Wonderful Staff!"
Scott 1-night trip
Posted 1 month ago
The Black Bear Lodge at Stratton Mountain Resort

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