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

Oxford Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Oxford holiday rentals

Interior

1. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (39 reviews)
"Nice place to stay has good air conditioning "
United States
Zachary P.
The price is HK$988
HK$1,527 total
includes taxes & fees
10 Aug - 11 Aug
The Tree House at Underhill Hollow
1 bedroom, Internet, bed sheets

2. Clean & Cozy Private room - 3 floor_R 1

Clean & Cozy Private room - 3 floor_R 1
Union HIll
The price is HK$628
HK$899 total
includes taxes & fees
10 Aug - 11 Aug
Clean & Cozy Private room - 3 floor_R 1
Exterior

3. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 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
10 Aug - 11 Aug
Wizard's Roost at Underhill Hollow
Property grounds

4. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (16 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$988
HK$1,474 total
includes taxes & fees
17 Aug - 18 Aug
SteamPunk Bunk House and Intergalactic Way Station
TV

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

Large 3BD 1st Floor Apartment Minutes from 290
Franklin Plantation
10.0 out of 10, Exceptional, (4 reviews)
"It was a great place for my family and i"
United States
Taisha M.
The price is HK$824
HK$2,038 total
includes taxes & fees
11 Aug - 12 Aug
Large 3BD 1st Floor Apartment Minutes from 290
Interior

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

Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Sturbridge
The price is HK$431
HK$1,087 total
includes taxes & fees
10 Aug - 11 Aug
Charming 1-bedroom apartment with AC & Breakfast in Sturbridge
Exterior

7. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.6 out of 10, Exceptional, (34 reviews)
"So calm, clean and relaxing, and beautiful! Wonderful stay! "
United States
Sarah G.
The price is HK$1,377
HK$2,019 total
includes taxes & fees
10 Aug - 11 Aug
Dove Cabin up in the Trees
Smart TV

8. 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$1,327
HK$3,261 total
includes taxes & fees
10 Aug - 11 Aug
Newly Renovated 4BR Worcester Home • Pet-Friendly • Near I-290 & Park 16-2
Living area

9. Clean & Cozy Private- 3 floor_R 4

Clean & Cozy Private- 3 floor_R 4
Union HIll
The price is HK$537
HK$794 total
includes taxes & fees
10 Aug - 11 Aug
Clean & Cozy Private- 3 floor_R 4
Interior

10. 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
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,180
HK$2,859 total
includes taxes & fees
10 Aug - 11 Aug
Modern Stay 3BR Worcester Apt • FREE Parking near Clark University & I-290 4/1
Exterior

11. The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (33 reviews)
"Just as advertised clean and comfortable, thank you gentlemen. Keep up the good work. :)"
United States
Herbert
The Carriage House at Chaprae Hall
Coffee/tea maker, fridge, microwave, oven

12. Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location"
United States
Harmony F.
The price is HK$2,157
HK$4,031 total
includes taxes & fees
23 Aug - 24 Aug
Spacious 4-bedroom with four and half bathrooms
Dining

13. 12B-Cozy 3BR Apartment with Koi Pond in Worcester

12B-Cozy 3BR Apartment with Koi Pond in Worcester
Millbury
9.4 out of 10, Exceptional, (3 reviews)
"Super nice place to stay with lots of food options in the area."
United States
Roberto A G.
The price is HK$1,389
HK$3,085 total
includes taxes & fees
10 Aug - 11 Aug
12B-Cozy 3BR Apartment with Koi Pond in Worcester
Living area

14. Clean & Cozy Private-3 floor_R 2

Clean & Cozy Private-3 floor_R 2
Union HIll
The price is HK$664
HK$939 total
includes taxes & fees
12 Aug - 13 Aug
Clean & Cozy Private-3 floor_R 2
Dining

15. Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Hopkinton
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay very nice apartment"
United States
Aaron R.
The price is HK$1,247
HK$1,814 total
includes taxes & fees
1 Sept - 2 Sept
Beautiful family getaway, walking distance to markets, 35 min drive to Boston
Interior

16. Angel Sky Challenge

Angel Sky Challenge
Worcester
2.0 out of 10, (1 review)
"The add states an entire home, this is a home with small bedrooms and a bathroom. I was under the impression by the description the entire home was ours without others on the property. I’d put that in the description I felt under comfortable with the men on the property. False advertising "
United States
Cameron R.
The price is HK$1,255
HK$2,038 total
includes taxes & fees
10 Aug - 11 Aug
Angel Sky Challenge
Exterior

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (6 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$1,090
HK$1,909 total
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Living area

18. Clean & Cozy Private- 3 floor_R 3

Clean & Cozy Private- 3 floor_R 3
Union HIll
The price is HK$671
HK$947 total
includes taxes & fees
30 Aug - 31 Aug
Clean & Cozy Private- 3 floor_R 3
Living area

19. Clean & Cozy Private- 3 floor_R 5

Clean & Cozy Private- 3 floor_R 5
Union HIll
The price is HK$678
HK$955 total
includes taxes & fees
30 Aug - 31 Aug
Clean & Cozy Private- 3 floor_R 5
Exterior

20. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (3 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is HK$1,616
HK$1,840 total
includes taxes & fees
10 Aug - 11 Aug
Cottage by the Castle – Downtown Spencer
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oxford Hotel Reviews

Sonesta Select Boston Milford

Sonesta Select Boston Milford

8/10 Good
"Bathroom wasn’t completely clean. Otherwise, room was okay. Outside was a bit trashy."
John 1-night trip
Posted 8 hours ago
Sonesta Select Boston Milford

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?

Home Away from Home!: This holiday home rental outside of Oxford offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

What’s there to see and do in Oxford?

While exploring the area, visit family-friendly sights like Breezy Picnic Grounds & Waterslides, 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.