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Chesterton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Chesterton vacation rentals

A modern hotel room with a bed, bedside table, and a small desk area.

1. Bicester Court Lodge The Lodge Room | Bicester Holiday Let | 1 Bed & Sleeps 2

Bicester Court Lodge The Lodge Room | Bicester Holiday Let | 1 Bed & Sleeps 2
Bicester
Bicester Court Lodge The Lodge Room | Bicester Holiday Let | 1 Bed & Sleeps 2
A modern indoor pool area with seating and a large potted plant.

2. Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.6 out of 10, Exceptional, (198 reviews)
"Really good experience it was a nice stay"
United Kingdom
Onika Suzie
$189 nightly
The price is $227
Nov 8 - Nov 9
Total with taxes and fees
Escapade Silverstone
A modern kitchen with white cabinets, a central island, a built-in oven, and a window with blinds.

3. Cozy & Bright Apartment with a Large Balcony and Free Parking

Cozy & Bright Apartment with a Large Balcony and Free Parking
New Marston
8.0 out of 10, Very good, (3 reviews)
"Excellent base for a visit to Oxford, with the city centre a pleasant half-hour walk across parks to get there. A quiet residential street with some local shops and public transport nearby. Flat was spotless and well furnished with parking out the back. Plenty of space in the kitchen/lounge and a well-equipped kitchen. Host answered any questions quickly and helpfully and no issues with access on arrival. The balcony was an added bonus for coffee in the morning or sitting out in the evening."
United States
Peter S.
$311 nightly
The price is $311
Nov 6 - Nov 7
Total with taxes and fees
Cozy & Bright Apartment with a Large Balcony and Free Parking
A traditional stone building with a central arched entrance and multiple windows.

4. Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
3.0 star property
Chipping Norton
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay in Chipping Norton, the place was perfect size for our party of 3, great location, and ridiculously cute :) only wished we could have stayed longer."
Canada
Diane
$240 nightly
The price is $261
Nov 18 - Nov 19
Total with taxes and fees
Windsor Cottage-Bolthole in heart of CN
A modern living room with a grey sofa, a glass coffee table, a flat-screen TV, and a kitchen in the background.

5. Rana Court

Rana Court
4.0 star property
Cowley
8.6 out of 10, Excellent, (30 reviews)
"The property was really good. Clean, tidy and well presented. My only issue was that the radiators were not as warm despite being on the highest setting. The bedroom especially was very cold. Another negative is upto now I have not received my deposit back. Surely you should have a system that works for returning deposits back. People are so busy spmetimes one will forget to check that the deposit has been returned back"
United Kingdom
Nyengeterai
$367 nightly
The price is $367
Nov 13 - Nov 14
Total with taxes and fees
Rana Court
A living room with a television displaying 'NETFLIX,' a coffee cup, a tray with a croissant, and a fireplace.

6. Cosy Oxfordshire Countryside flat

Cosy Oxfordshire Countryside flat
Oxfordshire
8.0 out of 10, Very good, (1 review)
"Perfect location for a concert in Blenheim. The flat was lovely really enjoyed it. Couple of things , stair carpet needs to be fixed coming out of bedroom , trip risk.Could have done with some fans , very very hot!!!!Gorgeous period features and nice soft furnishings.Be warned there are lots of stairs, not for the elderly or with small children."
United Kingdom
Louise D.
$276 nightly
The price is $276
Nov 7 - Nov 8
Total with taxes and fees
Cosy Oxfordshire Countryside flat
A stone building with two wooden doors, a gravel driveway, and a wooden bench.

7. Beautiful self contained Cotswold style cottage 15 mins Central Oxford

Beautiful self contained Cotswold style cottage 15 mins Central Oxford
Cassington
9.0 out of 10, Wonderful, (8 reviews)
"Lovely property ideal location for us visiting the european Horse trials at Bleinheim Palace"
United Kingdom
Hazel D.
$248 nightly
The price is $248
Nov 16 - Nov 17
Total with taxes and fees
Beautiful self contained Cotswold style cottage 15 mins Central Oxford
A small wooden table with a white vase containing flowers, a floor lamp, a clock, and a window with blinds.

8. Newly refurbished 2-bedroom flat + Free Parking

Newly refurbished 2-bedroom flat + Free Parking
New Marston
10.0 out of 10, Exceptional, (6 reviews)
"Great location to walk into central Oxford "
United Kingdom
Eleanor Jane
$310 nightly
The price is $310
Nov 6 - Nov 7
Total with taxes and fees
Newly refurbished 2-bedroom flat + Free Parking
A white front door with the number 17A, a small window with a curtain, and a potted plant beside it.

9. Cosy 3 bedroom home located in Oxford

Cosy 3 bedroom home located in Oxford
Headington
10.0 out of 10, Exceptional, (1 review)
"The best in everything."
United States
crystal
$243 nightly
The price is $243
Nov 8 - Nov 9
Total with taxes and fees
Cosy 3 bedroom home located in Oxford
A kitchen with a white table, two bowls, and a potted orchid.

10. Noa Residence

Noa Residence
3.5 star property
North Oxford
7.0 out of 10, Good, (39 reviews)
"It was good"
United Kingdom
Elham
$198 nightly
The price is $238
Nov 8 - Nov 9
Total with taxes and fees
Noa Residence
A stone house with a gravel driveway, two wooden doors, and a small bench.

11. Beautiful self contained character Cotswold style cottage 15

Beautiful self contained character Cotswold style cottage 15
Cassington
9.2 out of 10, Wonderful, (33 reviews)
"Perfect place and house "
United States
ALEX I.
$248 nightly
The price is $248
Nov 13 - Nov 14
Total with taxes and fees
Beautiful self contained character Cotswold style cottage 15
A kitchen with wooden flooring, a stove, oven, and a table with benches.

12. Fountain View Cottage

Fountain View Cottage
3.0 star property
Bicester
9.0 out of 10, Wonderful, (4 reviews)
"We stayed here as a base for the Game Fair and it was a great location for that. We didn’t really explore the area much but we did get pizza from The Hertford which was good. There wasn’t any garden chairs and is it was lovely weather this was a bit amid a shame as the domino was in the courtyard a fair bit. The cottage was pretty, tidy, clean and cosy. No welcome package was a bit of a shame as this has become pretty standard for holiday cottages and the garden was overrun with bindweed...
United Kingdom
Georgina
$632 nightly
The price is $758
Nov 12 - Nov 13
Total with taxes and fees
Fountain View Cottage
A modern living room with a white sofa, a coffee table, and a dining area with chairs.

13. Flat A Rose Hill

Flat A Rose Hill
2.0 star property
Rose Hill
$159 nightly
The price is $191
Nov 23 - Nov 24
Total with taxes and fees
Flat A Rose Hill
A dining area with a table set for two, large windows, and a television.

14. The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms
Bicester
10.0 out of 10, Exceptional, (3 reviews)
"This place was amazing. It has been lovingly converted into accommodation with so much attention to detail that you don’t want to leave. The additional Christmas decorations were super cute and appreciated as well as the full service kitchen (with coffee and milk), games and fabulous top floor 360°window to watch the sunrise/sunset, wildlife etc. Highly recommend a stay here. "
United Kingdom
Tracy
$555 nightly
The price is $555
Nov 8 - Nov 9
Total with taxes and fees
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms
A stone building with a symmetrical facade, a large tree in the foreground, and a well-maintained lawn with daffodils.

15. Shepherdshut-hot Tub-cotswolds-petfriendly

Shepherdshut-hot Tub-cotswolds-petfriendly
2.0 star property
Brackley
10.0 out of 10, Exceptional, (2 reviews)
"Super cute, like being in your own romantic little bubble in the countryside. We came to watch a friend do a parachute jump at the airfield for charity. It was the perfect place to stay for a night or two. Loved the BBQ, the view through the windows and the way the space was designed. So compact and yet everything was so considered and well designed. "
United Kingdom
James
$283 nightly
The price is $283
Nov 12 - Nov 13
Total with taxes and fees
Shepherdshut-hot Tub-cotswolds-petfriendly
Room

16. The Red Barn

The Red Barn
3.0 star property
Abingdon
8.0 out of 10, Very good, (48 reviews)
"This property is set in a charming Oxfordshire village and made a lovely place for our overnight stopover. We would return if we are in the area again."
United Kingdom
Ian
$101 nightly
The price is $121
Nov 25 - Nov 26
Total with taxes and fees
The Red Barn
Exterior detail

17. Central and Modern One Bedroom Flat

Central and Modern One Bedroom Flat
South Oxford
8.4 out of 10, Very good, (7 reviews)
"We originally booked a one bedroom flat from the owners, but had to switch to a studio due to some emergency renovations being done. However, the studio turned out to be just fine and the owner adjusted the cost accordingly. The kitchenette came in handy and the location was great for walking into town. "
United States
Mary Jo N.
$145 nightly
The price is $145
Nov 16 - Nov 17
Total with taxes and fees
Central and Modern One Bedroom Flat
A dining area with a white table, wooden chairs, and a neon sign on the wall.

18. Entire 2-Bed House with free Parking and Near Oxford City Centre

Entire 2-Bed House with free Parking and Near Oxford City Centre
Oxford
$219 nightly
The price is $219
Nov 13 - Nov 14
Total with taxes and fees
Entire 2-Bed House with free Parking and Near Oxford City Centre
A modern kitchen with white cabinets, a central island with stools, and a dining area with a table and chairs.

19. Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
New Marston
9.6 out of 10, Exceptional, (5 reviews)
"Everything was perfect!"
United States
Marc B.
$365 nightly
The price is $365
Nov 23 - Nov 24
Total with taxes and fees
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
A multi-story brick building with balconies, a staircase, and lush greenery in the foreground.

20. Luxurious & Modern Home

Luxurious & Modern Home
4.0 star property
Oxford City Centre
8.0 out of 10, Very good, (2 reviews)
"Beautiful apartment in a lovely location. Communication by the owners was excellent. They even helped with longer parking"
United Kingdom
M
$212 nightly
The price is $212
Nov 18 - Nov 19
Total with taxes and fees
Luxurious & Modern Home
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 Chesterton Hotel Reviews

The Randolph Hotel Oxford, a Graduate by Hilton

The Randolph Hotel Oxford, a Graduate by Hilton

10/10 Excellent
"Lovely hotel, full of character - excellent service"
Katrina 1-night trip
Posted 8 hours ago
The Randolph Hotel Oxford, a Graduate by Hilton

Find out more about Chesterton

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

Chesterton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterton. 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 Chesterton 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 $154 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 Chesterton rentals

At Expedia, we put the best Chesterton 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 Chesterton 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 Chesterton 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 Chesterton. 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 Chesterton?

Yes, there are vacation rentals near the most popular attractions in Chesterton, or you can choose a more remote option if you're looking for relaxation. Our travelers say Chesterton has a good selection of restaurants. Make sure you have time to check out the gardens and shopping during your trip.

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

Lovely Two Bedroom Home: Visitors like this Chesterton vacation home rental. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

What can I see and do in Chesterton?

Explore the area and family-friendly sights such as Southwold Park, or get out into nature at a spot like Rousham House and Gardens. While here, Bicester Golf and Country Club and Bicester Avenue are other places worth a visit.

What’s a vacation rental in Chesterton like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Chesterton. Vacation rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family getaway.