Oxford Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Oxford vacation rentals

A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

1. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is CA $160
CA $343 total
includes taxes & fees
Dec 1 - Dec 2
Private Apartment in Southbury 102
A view through a window with a clear sky and lush greenery outside.

2. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is CA $185
CA $376 total
includes taxes & fees
Dec 1 - Dec 2
Private Apartment in Southbury 101
A white house with a wooden staircase leading to a porch.

3. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
The price is CA $146
CA $185 total
includes taxes & fees
Dec 7 - Dec 8
Cozy One Bedroom Apartment Centrally Located in Southbury
A two-story house with a porch, a front door with a wreath, and a small garden area.

4. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, all you need away from home, super !!!"
United States
Igor L.
The price is CA $164
CA $465 total
includes taxes & fees
Nov 22 - Nov 23
Bear Retreat - 2-bedroom house in Waterbury
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

5. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is CA $180
CA $292 total
includes taxes & fees
Nov 18 - Nov 19
Serene Country Cottage
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

6. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is CA $155
CA $196 total
includes taxes & fees
Nov 14 - Nov 15
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

7. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.2 out of 10, Wonderful, (5 reviews)
"Convenient location & hosts"
United States
Northeast C.
The price is CA $216
CA $430 total
includes taxes & fees
Nov 27 - Nov 28
Stylish Westville Apartment near Yale Campus
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

8. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is CA $231
CA $639 total
includes taxes & fees
Nov 11 - Nov 12
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

9. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is CA $160
CA $283 total
includes taxes & fees
Nov 23 - Nov 24
Spacious 2 Bedroom apartment close to Yale Bowl
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

10. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
The price is CA $166
CA $357 total
includes taxes & fees
Nov 17 - Nov 18
Prime Yale Studio Steps to Sallys Apizza
Interior

11. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
Château Blanc | Near Yale University
Deck: Comfortable outdoor sofa sets for outdoor conversations

12. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
Serenity Haven: A Modern Retreat
A living room with a wooden floor, a television on a white stand, a dining table with books, and a chair with a blanket.

13. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
The price is CA $180
CA $384 total
includes taxes & fees
Nov 15 - Nov 16
Yale Science Park 1BR | Free Parking
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

14. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
The price is CA $108
CA $241 total
includes taxes & fees
Nov 30 - Dec 1
One bedroom in United States of America, New Haven
A house with a front porch, a garage, and a well-maintained lawn.

15. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is CA $212
CA $479 total
includes taxes & fees
Dec 9 - Dec 10
Angelica’s safe haven @ west haven
A modern living room with a dark sofa, a small side table, and a kitchen area with a refrigerator and microwave.

16. Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (26 reviews)
"Great place clean and quiet "
United States
James P.
The price is CA $170
CA $277 total
includes taxes & fees
Dec 7 - Dec 8
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

17. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveller
The price is CA $133
CA $267 total
includes taxes & fees
Nov 30 - Dec 1
Yale Deluxe Modern Apartment
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

18. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
The price is CA $108
CA $241 total
includes taxes & fees
Nov 30 - Dec 1
Yale Casa Verde Studio
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

19. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is CA $212
CA $542 total
includes taxes & fees
Nov 30 - Dec 1
1-bedroom vacation home 22 minutes from Quinnipiac University
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

20. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (119 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $246
CA $370 total
includes taxes & fees
Dec 10 - Dec 11
DUNE Fairfield Beach
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

A modern lobby with a stone wall, seating area, and a bar with bottles.
Wyndham Southbury

Wyndham Southbury

Wyndham Southbury
Southbury

10/10 Excellent

We arrive late night and the process was easygoing. Well kept rooms, very comfy beds, plenty of towels and the sofa bed was a plus since we traveled 5 of us and my service dog. We all slept through the night! Will come back definitely if we are back in town.
Canada
Andrea
Reviewed July 20, 2026
Wyndham Southbury

Find out more about Oxford

Everything you need to know about Oxford 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 Oxford vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Oxford vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oxford vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oxford. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oxford vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oxford vacation rentals we have selected for you start as low as CA $89 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oxford rentals

At Expedia, we put the best Oxford 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 Oxford 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 Oxford 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 Oxford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a vacation rental in Oxford?

Yes, we give you a choice of vacation rentals near top local attractions in Oxford, or you can select a secluded option if you'd like a relaxing place to stay. Oxford is known for its waterfalls and aquarium. Make sure you have time to check out the waterfront while you're in the area.

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

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Oxford vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Oxford?

Choose from 3 Expedia vacation rentals in Oxford for a memorable vacation.

What’s there to see and do in Oxford?

While exploring the area, visit family-friendly sights like Quassy Amusement Park, or get outside and enjoy nature at Housatonic River. Southford Falls State Park and Kettletown State Park are other places to visit while you're in town.

What are vacation rentals like in Oxford?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Oxford. Vacation rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip.