Title: Oakham Vacation Rentals from CA $232: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/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.ca/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.ca/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.ca/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

![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)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/81662bc3.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)

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

[](https://www.expedia.ca/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.

CA $376

CA $707 total

includes taxes & fees

Feb 9 - Feb 10

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

![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)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/116000000/115820000/115814800/115814705/f0ff6374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/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.

CA $178

CA $314 total

includes taxes & fees

Feb 9 - Feb 10

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

![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/0b6e9db7.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)

![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)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121740000/121734900/121734808/bc657092.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.ca/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

CA $192

CA $232 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Ware-Hotels-Little-House-Inn-Private-House-Secluded-2-Bedroom.h121734808.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/98000000/97010000/97004400/97004400/2745dbcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97010000/97004400/97004400/ed7fc300.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)

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

[](https://www.expedia.ca/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.

CA $308

CA $708 total

includes taxes & fees

Feb 9 - Feb 10

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

![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108440000/108439999/ec493b8c.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)

![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)

### Newly Built Barn Loft in Pioneer Valley

[](https://www.expedia.ca/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.

CA $215

CA $291 total

includes taxes & fees

Feb 9 - Feb 10

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

![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)

![Dining](https://images.trvl-media.com/lodging/94000000/93680000/93678600/93678557/ff2f14cc.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.ca/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.

CA $472

CA $1,238 total

includes taxes & fees

Feb 9 - Feb 10

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/cde6428f.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)

![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)

### Home Away from Home!

[](https://www.expedia.ca/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.

CA $254

CA $548 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Worcester-Hotels-Home-Away-From-Home.h104111299.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/bb37ac48.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)

![Interior](https://images.trvl-media.com/lodging/74000000/73580000/73571100/73571093/df820c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Getaway by TreeHouse Brewery & Amazon WareHouse

[](https://www.expedia.ca/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.

CA $677

CA $1,305 total

includes taxes & fees

Mar 2 - Mar 3

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

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

![Smart TV](https://images.trvl-media.com/lodging/94000000/93800000/93790200/93790147/9b0d2563.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)

### Spacious Massachusetts Apartment #2

[](https://www.expedia.ca/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.

CA $109

CA $414 total

includes taxes & fees

Feb 14 - Feb 15

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

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124511500/124511432/a9fc98ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124520000/124511500/124511432/74419b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/125000000/124520000/124511500/124511432/27eb1470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124520000/124511500/124511432/f9c8a749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 16/2 - 4BR Family Home in Worcester Near Parks

[](https://www.expedia.ca/Worcester-Hotels-162-4BR-Family-Home-In-Worcester-Near-Parks.h124511432.Hotel-Information)

Worcester

CA $128

CA $419 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Worcester-Hotels-162-4BR-Family-Home-In-Worcester-Near-Parks.h124511432.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)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124360000/124359100/124359005/b98731f5.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.ca/Worcester-Hotels-41-3BR-Worcester-Cozy-Apartment-Near-Clark-Uni.h124359005.Hotel-Information)

Main South

CA $128

CA $383 total

includes taxes & fees

Feb 9 - Feb 10

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

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123180000/123180000/123179981/746ac886.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)

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

### Electric House - Cozy Downtown stay

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

Canal District

CA $234

CA $574 total

includes taxes & fees

Feb 9 - Feb 10

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

![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)

![Exterior](https://images.trvl-media.com/lodging/109000000/108200000/108192000/108191944/b548cefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Sturbridge

CA $321

CA $582 total

includes taxes & fees

Feb 9 - Feb 10

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

![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)

![Children's area](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/cba89eaa.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.ca/Brimfield-Hotels-Little-House-Inn-FamilyPet-Friendly-Private-Home-Brimfield-2-Bedroom.h121764257.Hotel-Information)

Brimfield

CA $215

CA $273 total

includes taxes & fees

Feb 9 - Feb 10

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

![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607100/123607011/w1018h683x0y0-86282a58.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)

![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.ca/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.

CA $219

CA $501 total

includes taxes & fees

Feb 28 - Mar 1

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

![Interior](https://images.trvl-media.com/lodging/123000000/122300000/122293500/122293469/bdf06d0f.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)

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

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

Millbury

CA $172

CA $457 total

includes taxes & fees

Feb 15 - Feb 16

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

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

![TV](https://images.trvl-media.com/lodging/125000000/124540000/124531500/124531422/596ff7da.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)

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

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

Worcester

CA $128

CA $400 total

includes taxes & fees

Feb 9 - Feb 10

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

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979859/807a35e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979859/c8f62078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979859/80d199f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122980000/122979900/122979859/0defd94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Cushing Home | Family Cabin Near Wachusett Mtn

[](https://www.expedia.ca/Ashburnham-Hotels-NEW-Cushing-Home-Family-Cabin-Near-Wachusett-Mtn.h122979859.Hotel-Information)

Ashburnham

CA $428

CA $1,158 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Ashburnham-Hotels-NEW-Cushing-Home-Family-Cabin-Near-Wachusett-Mtn.h122979859.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)

![Interior](https://images.trvl-media.com/lodging/125000000/124430000/124427200/124427133/9656b03b.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)

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

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

Worcester

CA $127

CA $418 total

includes taxes & fees

Feb 11 - Feb 12

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

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114410000/114406100/114406030/be8f40d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114406100/114406030/54a795e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114406100/114406030/04132a98_edited_e61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114410000/114406100/114406030/5ac955c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dream Inn LLC 2-bedroom apartment in fabulous Fitchburg with WiFi, fitness room

[](https://www.expedia.ca/Fitchburg-Hotels-Dream-Inn-LLC-2-Bedroom-Apartment-In-Fabulous-Fitchburg-With-WiFi.h114406030.Hotel-Information)

Fitchburg

2.0/10

(1 review)

"The stairs to get to the property were inadequate for one member of our party with mobility issues, so we had to cancel. The host was responsive and polite."

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

Susannah

CA $219

CA $302 total

includes taxes & fees

Feb 28 - Mar 1

[](https://www.expedia.ca/Fitchburg-Hotels-Dream-Inn-LLC-2-Bedroom-Apartment-In-Fabulous-Fitchburg-With-WiFi.h114406030.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.ca/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&regionId=3000441390&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Oakham%2C+Massachusetts%2C+United+States+of+America&regionId=3000441390&latLong=42.352711%2C-72.044975&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME)

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## Top Oakham Hotel Reviews

![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg)

### Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Good "

[](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information)

![Homewood Suites By Hilton Worcester](https://images.trvl-media.com/lodging/19000000/18160000/18157600/18157562/f7c6ce5c_y.jpg)

### Homewood Suites By Hilton Worcester

10/10 Excellent

"Very clean, Isabel at the desk was great for our check-in. "

[](https://expedia.ca/Worcester-Hotels-Homewood-Suites-By-Hilton-Worcester.h18157562.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

"Amazing staff and very clear rooms "

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

![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.ca/Worcester-Hotels-Holiday-Inn-Express-Hotel-Suites-Auburn.h1092925.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

"Excellent front desk staff and great breakfasts. Room had a couple cleanliness issues but overall worth the price of the room"

[](https://expedia.ca/Worcester-Hotels-Comfort-Inn-Auburn-Worcester.h14890.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.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.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.ca/Worcester-Hotels-Hampton-Inn-Suites-Worcester.h13396768.Hotel-Information)

![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg)

### Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Amazing breakfast "

[](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.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.ca/Worcester-Hotels-Hampton-Inn-Auburn.h1066413.Hotel-Information)

## Find out more about Oakham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Oakham ](https://expedia.ca/Oakham-Private-Vacation-Homes.d3000441390-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Oakham ](https://expedia.ca/Oakham-Apartments.d3000441390-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Oakham ](https://expedia.ca/Oakham-Cottages.d3000441390-aaCottages.Travel-Guide-Accommodation)
- [Motels in Oakham ](https://expedia.ca/Oakham-Motels.d3000441390-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Oakham ](https://expedia.ca/Oakham-Cabins.d3000441390-aaCabins.Travel-Guide-Accommodation)
- [B&B in Oakham ](https://expedia.ca/Oakham-Bed-And-Breakfast.d3000441390-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Resorts in Oakham ](https://expedia.ca/Oakham-Resort-Hotels.d3000441390-aaResortHotels.Travel-Guide-Accommodation)
- [Farmstay in Oakham ](https://expedia.ca/Oakham-Agritourism.d3000441390-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Oakham ](https://expedia.ca/Oakham-Chalets.d3000441390-aaChalets.Travel-Guide-Accommodation)
- [Villas in Oakham ](https://expedia.ca/Oakham-Villas.d3000441390-aaVillas.Travel-Guide-Accommodation)
- [Lodges in Oakham ](https://expedia.ca/Oakham-Lodges.d3000441390-aaLodges.Travel-Guide-Accommodation)
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- [Condo Rentals in Oakham ](https://expedia.ca/Oakham-Condos.d3000441390-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Oakham?

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

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