A white building with a clock tower, surrounded by a garden of red and white flowers.

Oxford Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oxford holiday rentals

A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

1. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
The price is HK$628
HK$899 total
includes taxes & fees
27 Sept - 28 Sept
Clean & Cozy Private-3 floor_R 2
A room with a blue wall, a mirror, a table with chairs, potted plants, and a Christmas tree.

2. Charming 1-bedroom apartment with AC & Breakfast in Sturbridge

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is HK$353
HK$999 total
includes taxes & fees
26 Sept - 27 Sept
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

3. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is HK$988
HK$1,519 total
includes taxes & fees
27 Sept - 28 Sept
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

4. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is HK$988
HK$1,474 total
includes taxes & fees
27 Sept - 28 Sept
Wizard's Roost at Underhill Hollow
A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

5. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
The price is HK$988
HK$1,474 total
includes taxes & fees
30 Sept - 1 Oct
SteamPunk Bunk House and Intergalactic Way Station
A living room with a gray sofa, a coffee table, and a rug. There are two windows with blinds, a door, and a wall-mounted plant.

6. Large 3BD 1st Floor Apartment Minutes from 290

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (5 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is HK$1,176
HK$2,504 total
includes taxes & fees
29 Sept - 30 Sept
Large 3BD 1st Floor Apartment Minutes from 290
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

7. Cozy Chic Countryside Haven - Sleeps 4 , Firepit

Cozy Chic Countryside Haven - Sleeps 4 , Firepit
Sturbridge
10.0 out of 10, Exceptional, (3 reviews)
"The place was immaculate, very large room, great kitchen, great bath, plenty of room for a family, quiet and secluded area few minutes away from town, outstanding communication with the property owner..true home away from home...Try it for yourself.."
United States
Giora Y.
The price is HK$1,176
HK$2,470 total
includes taxes & fees
30 Sept - 1 Oct
Cozy Chic Countryside Haven - Sleeps 4 , Firepit
A two-story house with a front porch, stone steps, and a driveway.

8. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is HK$946
HK$1,696 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A room with two black leather sofas, a glass-top coffee table, white walls, and a ceiling light.

9. Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Main South
8.0 out of 10, Very good, (2 reviews)
"The host was very communicative and obviously has tried to make this unit a reasonable place to have people stay. However, the layout of the place was not ideal. They turned a front sitting room into a bedroom, but it doesn't really work well. Further, that room smelled like marijuana our whole stay (1-night). It connected to the stairwell up to the units above, and my guess is that those people just smoke weed all day/night and it's impacting this unit. Further, the outside of the house is...
United States
Jeffrey B.
The price is HK$1,020
HK$2,639 total
includes taxes & fees
27 Sept - 28 Sept
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1

10. Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2

Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Worcester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, perfect, had everything we needed for a quick stay "
United States
Sierra M.
The price is HK$1,167
HK$3,023 total
includes taxes & fees
27 Sept - 28 Sept
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
A wooden cabin with a glass upper floor, surrounded by a forest.

11. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is HK$1,376
HK$2,019 total
includes taxes & fees
25 Sept - 26 Sept
Dove Cabin up in the Trees
A modern hotel lobby with a seating area, a bar, and a kitchen.

12. Residences at Solomon Pond

Residences at Solomon Pond
3.5 star property
Marlborough
8.2 out of 10, Very good, (252 reviews)
"Wonderful!!"
United States
Huynh
The price is HK$759
HK$848 total
includes taxes & fees
27 Sept - 28 Sept
Residences at Solomon Pond
A modern kitchen with a stainless steel refrigerator, double sink, and wooden flooring.

13. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location"
United States
Harmony F.
The price is HK$2,157
HK$4,003 total
includes taxes & fees
27 Sept - 28 Sept
Spacious 4-bedroom with four and half bathrooms
A bedroom with a large mirror, a bed with floral bedding, a standing lamp, and a window with curtains.

14. Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (37 reviews)
"Lovely and great location "
United States
Kimberlee K.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
A neatly made bed with rolled towels, a bedside table with a lamp, and a large mirror on the wall.

15. Newly Refreshed 3bd Spacious Unit Minutes from 290

Newly Refreshed 3bd Spacious Unit Minutes from 290
Franklin Plantation
9.4 out of 10, Exceptional, (3 reviews)
"The communication was wonderful. There were some things that needed to be addressed and they were.We would definitely rent again! The space is very spacious and clean"
United States
Anonymous traveller
The price is HK$1,051
HK$2,271 total
includes taxes & fees
29 Sept - 30 Sept
Newly Refreshed 3bd Spacious Unit Minutes from 290
A living room with two sofas, a coffee table, and a bookshelf.

16. Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
The price is HK$1,440
HK$1,873 total
includes taxes & fees
29 Sept - 30 Sept
Heart of Shrewsbury St – 2BR Stay
A bar area with a counter, two green chairs, a refrigerator, and a neon sign.

17. Game Room + Bar Lounge, 35 Min to Boston

Game Room + Bar Lounge, 35 Min to Boston
Worcester
The price is HK$1,687
HK$2,110 total
includes taxes & fees
27 Sept - 28 Sept
Game Room + Bar Lounge, 35 Min to Boston
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

18. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is HK$698
HK$978 total
includes taxes & fees
27 Sept - 28 Sept
Clean & Cozy Private- 3 floor_R 3
A living room with a TV, sofa, chairs, a lamp, and a window with sheer curtains.

19. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
2.0 out of 10, (1 review)
The price is HK$628
HK$899 total
includes taxes & fees
25 Sept - 26 Sept
Clean & Cozy Private- 3 floor_R 5
A bedroom with a wooden bed, large windows, and a view of greenery outside.

20. Rustic Farmette Studio with Hot Tub & Pool

Rustic Farmette Studio with Hot Tub & Pool
Thompson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet location"
United States
Lynn J.
The price is HK$1,961
HK$2,925 total
includes taxes & fees
1 Oct - 2 Oct
Rustic Farmette Studio with Hot Tub & Pool
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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Top Oxford Hotel Reviews

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

10/10 Excellent
"Love the breakfast, especially the omelet!"
Maryann 2-night trip
Posted 1 hour ago
Embassy Suites by Hilton Boston Marlborough

Find out more about Oxford

Search for holiday rentals in Oxford on Expedia! You can easily find your home rentals, villas, holiday apartments in Oxford using one of the methods below:

  • View our selection of featured holiday rentals in Oxford
  • Use the map to find apartments and other holiday homes in the Oxford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oxford while they last

Look no further and take a look at our great range of rental properties in Oxford!

Frequently asked questions

Are there holiday rentals in Oxford?

Yes, there are holiday rentals close to the most popular sights in Oxford, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oxford has to offer?

Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8: This holiday home rental outside of Oxford is located in a rural location, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What’s there to see and do in Oxford?

While exploring the area, visit family-friendly sights like EcoTarium, or get outside and enjoy nature at Buffumville Lake. Slater Woods and Indian Ranch are a couple of places you'll find in the wider area.

What’s a holiday rental in Oxford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oxford. Holiday rentals provide amenities such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.