Title: Oakham Vacation Rentals from $169: Search Short-Term Rentals | Expedia.com

[Oakham Travel Guide](https://expedia.com/Oakham.dx3000441390)[Hotels in Oakham](https://expedia.com/Oakham-Hotels.d3000441390.Travel-Guide-Hotels)[Flights to Oakham](https://expedia.com/Cheap-Flights-To-Oakham.d3000441390.Travel-Guide-Flights)[Car Rentals in Oakham](https://expedia.com/Car-Rentals-In-Oakham.d3000441390.Car-Rental-Guide)[Oakham Vacation Packages](https://expedia.com/Oakham.d3000441390.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000441390&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Oakham vacation rentals

![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/0b6e9db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/6130b054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/cd5d31d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/b622c33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

[](https://www.expedia.com/Ware-Hotels-Little-House-Inn-Private-House-Secluded-2-Bedroom.h121734808.Hotel-Information)

Ware

9.8/10

Exceptional

(9 reviews)

"Nice place to stay a lot of family activities on the premises short distance to shopping and attractions"

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

Andrew

$160 nightly

$169 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Ware-Hotels-Little-House-Inn-Private-House-Secluded-2-Bedroom.h121734808.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110800000/110795100/110795090/73f49711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110800000/110795100/110795090/2d5858c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/111000000/110800000/110795100/110795090/65c94adf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110800000/110795100/110795090/3f05b090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3BR Near FSU • 15 Min to Wachusett

[](https://www.expedia.com/Fitchburg-Hotels-New-And-Modern-3-B-5-Min-FSU-15-Min-Wachusetts.h110795090.Hotel-Information)

Fitchburg

10/10

Exceptional

(13 reviews)

"Spacious, comfortable, clean. We loved staying there. "

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

DOROTHEA

[](https://www.expedia.com/Fitchburg-Hotels-New-And-Modern-3-B-5-Min-FSU-15-Min-Wachusetts.h110795090.Hotel-Information)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93800000/93791100/93791029/ffbf4c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93800000/93791100/93791029/221616df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93800000/93791100/93791029/65505444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93800000/93791100/93791029/1aeef231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in town center #1

[](https://www.expedia.com/West-Brookfield-Hotels-Apartment-In-Town-Center-1.h93791029.Hotel-Information)

West Brookfield

8.6/10

Excellent

(27 reviews)

"Clean place and was well suited for what we needed"

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

Chris

$271 nightly

$303 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/West-Brookfield-Hotels-Apartment-In-Town-Center-1.h93791029.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115820000/115814800/115814705/314704fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/116000000/115820000/115814800/115814705/aee58612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115820000/115814800/115814705/a1fde60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115820000/115814800/115814705/83b87efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious & Clean 3BR APT near Clark University

[](https://www.expedia.com/Worcester-Hotels-Spacious-Clean-3BR-APT-Near-Clark-University.h115814705.Hotel-Information)

Main South

10/10

Exceptional

(1 review)

"Perfect apartment with lots of room; comfortable beds. Decorated with a personal touch (some VRBO's feel too impersonal) which made it very welcoming. Could not be better located for visiting Clark University campus!"

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

Barb S.

$200 nightly

$228 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Spacious-Clean-3BR-APT-Near-Clark-University.h115814705.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124359100/124359005/d19d7ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124360000/124359100/124359005/c4a479a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124360000/124359100/124359005/d8c6e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124360000/124359100/124359005/e81981f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4/1 - 3BR Worcester - Cozy Apartment Near Clark Uni

[](https://www.expedia.com/Worcester-Hotels-41-3BR-Worcester-Cozy-Apartment-Near-Clark-Uni.h124359005.Hotel-Information)

Main South

$245 nightly

$280 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-41-3BR-Worcester-Cozy-Apartment-Near-Clark-Uni.h124359005.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/125000000/124430000/124427200/124427133/900dcf5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124430000/124427200/124427133/f6820341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124430000/124427200/124427133/b4ee2aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124430000/124427200/124427133/9656b03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 16/1 Worcester - Family Stay Close to Parks & Eats

[](https://www.expedia.com/Worcester-Hotels-161-Worcester-Family-Stay-Close-To-Parks-Eats.h124427133.Hotel-Information)

Worcester

$284 nightly

$325 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-161-Worcester-Family-Stay-Close-To-Parks-Eats.h124427133.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/123000000/122300000/122293500/122293469/8544a980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122300000/122293500/122293469/02dd9a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122300000/122293500/122293469/f9e40afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122300000/122293500/122293469/bdf06d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 12B-Cozy 3BR Apartment with Koi Pond in Worcester

[](https://www.expedia.com/Millbury-Hotels-12B-Cozy-3BR-Apartment-With-Koi-Pond-In-Worcester.h122293469.Hotel-Information)

Millbury

$323 nightly

$341 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Millbury-Hotels-12B-Cozy-3BR-Apartment-With-Koi-Pond-In-Worcester.h122293469.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/94000000/93800000/93790200/93790147/a50a4e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93800000/93790200/93790147/a4eebd57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93800000/93790200/93790147/8f447258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/94000000/93800000/93790200/93790147/8f82b678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Massachusetts Apartment #2

[](https://www.expedia.com/West-Brookfield-Hotels-Spacious-Massachusetts-Apartment-2.h93790147.Hotel-Information)

West Brookfield

9.0/10

Wonderful

(29 reviews)

"Really a cute place to stay, very clean and comfortable "

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

Michelle J.

$269 nightly

$300 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/West-Brookfield-Hotels-Spacious-Massachusetts-Apartment-2.h93790147.Hotel-Information)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/411b5107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/72473e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/ccb9cec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/ec493b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Built Barn Loft in Pioneer Valley

[](https://www.expedia.com/Belchertown-Hotels-Newly-Built-Barn-Loft-In-Pioneer-Valley.h108439999.Hotel-Information)

Belchertown

9.4/10

Exceptional

(22 reviews)

"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."

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

Emily O.

$201 nightly

$212 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Belchertown-Hotels-Newly-Built-Barn-Loft-In-Pioneer-Valley.h108439999.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/fc080d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/c7b86bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/2745dbcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/aea2bcfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

[](https://www.expedia.com/Westminster-Hotels-Our-Pondside-Cabin-A-Charming-Retreat-With-Modern-Amenities-Near-Wachusett-Mtn.h97004400.Hotel-Information)

Westminster

10/10

Exceptional

(24 reviews)

"Our family stayed at the house for 2 nights to attend a nearby wedding. The house was just as pictured - lovely, clean, and perfect for our stay. The hosts have been very thoughtful about every detail from easy check-in to a well stocked kitchen to cozy blankets for the comfy couch. We had a wonderful time and highly recommend! "

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

Kelly G.

$468 nightly

$513 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Westminster-Hotels-Our-Pondside-Cabin-A-Charming-Retreat-With-Modern-Amenities-Near-Wachusett-Mtn.h97004400.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/124000000/123180000/123180000/123179981/6420bf0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123180000/123180000/123179981/93129323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123180000/123180000/123179981/2d92782d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123180000/123180000/123179981/bde9ed51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Electric House - Cozy Downtown stay

[](https://www.expedia.com/Worcester-Hotels-Electric-House-Cozy-Downtown-Stay.h123179981.Hotel-Information)

Canal District

$362 nightly

$414 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Electric-House-Cozy-Downtown-Stay.h123179981.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/124000000/123610000/123607100/123607011/3f6a2940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123610000/123607100/123607011/w1024h682x0y1-527173c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/124000000/123610000/123607100/123607011/66f0d139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607100/123607011/5941fd9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautifully updated home located just minutes from downtown Worcester.

[](https://www.expedia.com/Worcester-Hotels-Beautifully-Updated-Home-Located-Just-Minutes-From-Downtown-Worcester.h123607011.Hotel-Information)

Worcester

10/10

Exceptional

(1 review)

"Great clean place. Groceries and restaurants very close and convenient."

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

Binoy K.

$317 nightly

$363 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Beautifully-Updated-Home-Located-Just-Minutes-From-Downtown-Worcester.h123607011.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/df32d8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/e5a621f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/0d8a6519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/e950f438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom with four and half bathrooms

[](https://www.expedia.com/Worcester-Hotels-Spacious-4-Bedroom-House-In-Wonderful-Worcester.h111153466.Hotel-Information)

Worcester

10/10

Exceptional

(6 reviews)

"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."

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

Deb H.

$446 nightly

$510 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Spacious-4-Bedroom-House-In-Wonderful-Worcester.h111153466.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/9decd8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/7ea4b568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/b271edb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/a1dc10ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home Away from Home!

[](https://www.expedia.com/Worcester-Hotels-Home-Away-From-Home.h104111299.Hotel-Information)

Worcester

9.4/10

Exceptional

(15 reviews)

"Very clean ans spacious. Great communication "

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

Tom K.

$350 nightly

$401 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Home-Away-From-Home.h104111299.Hotel-Information)

![Books](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/5df81e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/689e4343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/dd05768c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/3a2d2d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

[](https://www.expedia.com/Brimfield-Hotels-Little-House-Inn-FamilyPet-Friendly-Private-Home-Brimfield-2-Bedroom.h121764257.Hotel-Information)

Brimfield

$180 nightly

$201 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Brimfield-Hotels-Little-House-Inn-FamilyPet-Friendly-Private-Home-Brimfield-2-Bedroom.h121764257.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/be2bb9ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/840b095c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/dc8771e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117760000/117756600/117756566/0805540e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Warm & Cozy 4BR Near Airport + Winter-Ready Comfort• Fast WiFi

[](https://www.expedia.com/Worcester-Hotels-4-Bedroom-House-In-Fantastic-Worcester-With-AC.h117756566.Hotel-Information)

Webster Square

8.8/10

Excellent

(3 reviews)

"Great house. Excellent back yard and privacy. "

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

michael C.

[](https://www.expedia.com/Worcester-Hotels-4-Bedroom-House-In-Fantastic-Worcester-With-AC.h117756566.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108200000/108192000/108191944/170f59ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108200000/108192000/108191944/eda4692c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108200000/108192000/108191944/6a3d95fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108200000/108192000/108191944/d362486b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Chic Countryside Haven - Sleeps 4 , Firepit

[](https://www.expedia.com/Sturbridge-Hotels-Cozy-Chic-Countryside-Haven-Sleeps-4.h108191944.Hotel-Information)

Sturbridge

$378 nightly

$422 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Sturbridge-Hotels-Cozy-Chic-Countryside-Haven-Sleeps-4.h108191944.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/f174cd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/f7e1af3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/c32f3829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/b136efef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake House in Sturbridge w/All the Views!

[](https://www.expedia.com/Sturbridge-Hotels-Private-Sturbridge-Lake-House-W-HotTub.h93678557.Hotel-Information)

Sturbridge

9.8/10

Exceptional

(19 reviews)

"Thank you for a wonderful stay! Our family enjoyed the gorgeous views and the well-equipped home. There were toys, books, and games for the kids, and the beds were very comfortable. We’d definitely stay again!"

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

Caitlin D.

$801 nightly

$876 total

Feb 6 - Feb 7

Total with taxes and fees

[](https://www.expedia.com/Sturbridge-Hotels-Private-Sturbridge-Lake-House-W-HotTub.h93678557.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73580000/73571100/73571093/1d05bd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73580000/73571100/73571093/82c51eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73580000/73571100/73571093/c94d85ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73580000/73571100/73571093/bb37ac48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

[](https://www.expedia.com/Charlton-Hotels-Spacious-Getaway-By-TreeHouse-Brewery-Amazon-WareHouse.h73571093.Hotel-Information)

Charlton

8.6/10

Excellent

(24 reviews)

"It’s very clean with lots of room for the price. The neighborhood is quiet and peaceful. The pool is well-maintained. The owner is very responsive and helpful. Highly recommend!"

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

Jan L.

$891 nightly

$942 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Charlton-Hotels-Spacious-Getaway-By-TreeHouse-Brewery-Amazon-WareHouse.h73571093.Hotel-Information)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124540000/124531500/124531422/c20acee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124531500/124531422/0d72495e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124531500/124531422/a0fb85ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124540000/124531500/124531422/56e0cf25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 16/3 - Spacious 4BR Worcester Home Near Parks

[](https://www.expedia.com/Worcester-Hotels-163-Spacious-4BR-Worcester-Home-Near-Parks.h124531422.Hotel-Information)

Worcester

$265 nightly

$303 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-163-Spacious-4BR-Worcester-Home-Near-Parks.h124531422.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=2026-02-19&endDate=2026-02-20&regionId=3000441390&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO)

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## Top Oakham Hotel Reviews

![Holiday Inn Express Hotel & Suites Auburn by IHG](https://images.trvl-media.com/lodging/2000000/1100000/1093000/1092925/ff9b3fac_y.jpg)

### Holiday Inn Express Hotel & Suites Auburn by IHG

10/10 Excellent

"very much so"

[](https://expedia.com/Worcester-Hotels-Holiday-Inn-Express-Hotel-Suites-Auburn.h1092925.Hotel-Information)

![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/4c5a0c9e_y.jpg)

### Publick House Historic Inn and Country Motor Lodge

10/10 Excellent

"Very cute room. Felt very cozy, comfortable, and homey. Loved the little fireplace space warmer for ambiance. Room was spotlessly clean, bed was quite comfortable. Overnight guests got complimentary coffee, tea, and pastries from the bakery. And best of all, the room was very reasonably priced! I’ll definitely stay here again whenever I am in the area. "

[](https://expedia.com/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information)

![Residence Inn by Marriott Worcester](https://images.trvl-media.com/lodging/2000000/1400000/1399700/1399664/bd11599c_y.jpg)

### Residence Inn by Marriott Worcester

10/10 Excellent

"Room was spotless and staff were impressively friendly. I appreciated vegetarian options for breakfast. "

[](https://expedia.com/Worcester-Hotels-Residence-Inn-By-Marriott-Worcester.h1399664.Hotel-Information)

![Hampton Inn & Suites Worcester](https://images.trvl-media.com/lodging/14000000/13400000/13396800/13396768/5d37678b_y.jpg)

### Hampton Inn & Suites Worcester

10/10 Excellent

"The room was immaculate!!! The staff at the hotel were amazing but I will NEVER use hotels.com to book a room again. I had to extend my stay by one night and Hotels.com made it so difficult to add the night….there is literally no real person to talk to when an issue comes up!! The staff at the front desk were beyond helpful in dealing with the extra night. "

[](https://expedia.com/Worcester-Hotels-Hampton-Inn-Suites-Worcester.h13396768.Hotel-Information)

![Comfort Inn Auburn - Worcester](https://images.trvl-media.com/lodging/1000000/20000/14900/14890/223ac690_y.jpg)

### Comfort Inn Auburn - Worcester

10/10 Excellent

"Clean room, quiet, friendly staff and continental breakfast."

[](https://expedia.com/Worcester-Hotels-Comfort-Inn-Auburn-Worcester.h14890.Hotel-Information)

![Hampton Inn Auburn](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/afddbde6_y.jpg)

### Hampton Inn Auburn

10/10 Excellent

"The room was spotless the staff so welcoming. We will always stay with you when traveling "

[](https://expedia.com/Worcester-Hotels-Hampton-Inn-Auburn.h1066413.Hotel-Information)

![Courtyard by Marriott Worcester](https://images.trvl-media.com/lodging/1000000/330000/327500/327432/bc28e58e_y.jpg)

### Courtyard by Marriott Worcester

10/10 Excellent

"The design of the room was really nice with the bed facing the windows on the couch was comfortable."

[](https://expedia.com/Worcester-Hotels-Courtyard-By-Marriott-Worcester.h327432.Hotel-Information)

![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg)

### Motel 6 Leominster, MA

10/10 Excellent

"Great 😊 "

[](https://expedia.com/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information)

![La Quinta Inn by Wyndham Auburn Worcester](https://images.trvl-media.com/lodging/1000000/60000/51200/51107/71d53740_y.jpg)

### La Quinta Inn by Wyndham Auburn Worcester

10/10 Excellent

"Perfect "

[](https://expedia.com/Worcester-Hotels-La-Quinta-Inn-By-Wyndham-Auburn-Worcester.h51107.Hotel-Information)

## Find out more about Oakham

**Everything you need to know about Oakham 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 Oakham 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 Oakham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

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

Whenever you want to travel, a warm welcome awaits you in Oakham. 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 Oakham 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 $169 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 Oakham rentals**

At Expedia, we put the best Oakham 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 Oakham 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 Oakham 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 Oakham. 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

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- [Vacation Homes in Oakham ](https://expedia.com/Oakham-Private-Vacation-Homes.d3000441390-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Oakham ](https://expedia.com/Oakham-Apartments.d3000441390-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Oakham ](https://expedia.com/Oakham-Cottages.d3000441390-aaCottages.Travel-Guide-Accommodation)
- [Motels in Oakham ](https://expedia.com/Oakham-Motels.d3000441390-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakham ](https://expedia.com/Oakham-Cabins.d3000441390-aaCabins.Travel-Guide-Accommodation)
- [B&B in Oakham ](https://expedia.com/Oakham-Bed-And-Breakfast.d3000441390-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Oakham ](https://expedia.com/Oakham-Resorts.d3000441390-aaResorts.Travel-Guide-Accommodation)
- [Farmstay in Oakham ](https://expedia.com/Oakham-Agritourism.d3000441390-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Oakham ](https://expedia.com/Oakham-Chalets.d3000441390-aaChalets.Travel-Guide-Accommodation)
- [Villas in Oakham ](https://expedia.com/Oakham-Villas.d3000441390-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Oakham ](https://expedia.com/Oakham-Lodges.d3000441390-aaLodges.Travel-Guide-Accommodation)
- [RV Parks in Oakham ](https://expedia.com/Oakham-RV-Parks.d3000441390-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Oakham ](https://expedia.com/Oakham-Inns.d3000441390-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Oakham ](https://expedia.com/Oakham-Guest-Houses.d3000441390-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Oakham ](https://expedia.com/Oakham-Condos.d3000441390-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Oakham?

### What are some of the best vacation rentals in Oakham?

### What’s there to see and do in Oakham?

### What’s a vacation rental in Oakham like?

### Expedia's Latest Trends

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General

- [Visit Manchester-by-the-Sea](https://expedia.com/Manchester-By-The-Sea.dx129363)
- [Visit Rockport](https://expedia.com/Rockport.dx6350)

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## Go further with the Expedia app

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