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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 kitchen with white cabinets, a wooden dining table, and a bench.

1. Luxury 5 bed House with Hot-tub near Bicester Village

Luxury 5 bed House with Hot-tub near Bicester Village
Bicester
10.0 out of 10, Exceptional, (1 review)
"Maison idéalement placée, très fonctionnelle Propre, Je recommande"
United States
Sylvie G.
$792 nightly
The price is $792
Nov 8 - Nov 9
Total with taxes and fees
Luxury 5 bed House with Hot-tub near Bicester Village
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, (199 reviews)
"Really good experience it was a nice stay"
United Kingdom
Onika Suzie
$190 nightly
The price is $227
Nov 8 - Nov 9
Total with taxes and fees
Escapade Silverstone
A dining area with a long wooden table, upholstered chairs, and a spiral staircase in the background.

3. Yew Tree Farm

Yew Tree Farm
3.0 star property
Aylesbury
10.0 out of 10, Exceptional, (1 review)
"Super beautiful and spacious home more than suitable for a large family gathering. Beautiful surroundings and great facilities. Lovely bedrooms, plenty of space to sit and relax. Felt our stay was above and beyond. "
United Kingdom
Yarri
$3,862 nightly
The price is $4,634
Nov 16 - Nov 17
Total with taxes and fees
Yew Tree Farm
A living room with a television displaying 'NETFLIX,' a coffee cup, a tray with a croissant, and a fireplace.

4. 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.
$277 nightly
The price is $277
Nov 13 - Nov 14
Total with taxes and fees
Cosy Oxfordshire Countryside flat
A stone building with a symmetrical facade, a large tree in the foreground, and a well-maintained lawn with daffodils.

5. Shepherdshut-hot Tub-cotswolds-petfriendly

Shepherdshut-hot Tub-cotswolds-petfriendly
2.0 star property
Brackley
10.0 out of 10, Exceptional, (1 review)
"Lovely hut, with a peaceful and cosy atmosphere. We stayed here for a couple of nights for the end part of our road trip, whilst visiting around cities and towns, it was great, it was nice and secluded too. "
United Kingdom
Megan-Rose
$284 nightly
The price is $284
Nov 9 - Nov 10
Total with taxes and fees
Shepherdshut-hot Tub-cotswolds-petfriendly
A stone house with a gravel driveway, two wooden doors, and a small bench.

6. 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.
$242 nightly
The price is $242
Nov 8 - Nov 9
Total with taxes and fees
Beautiful self contained character Cotswold style cottage 15
A dining area with a table set for two, large windows, and a television.

7. 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
$557 nightly
The price is $557
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 two wooden doors, a gravel driveway, and a wooden bench.

8. 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.
$242 nightly
The price is $242
Nov 15 - Nov 16
Total with taxes and fees
Beautiful self contained Cotswold style cottage 15 mins Central Oxford
A traditional stone building with a central arched entrance and multiple windows.

9. 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
$241 nightly
The price is $262
Nov 18 - Nov 19
Total with taxes and fees
Windsor Cottage-Bolthole in heart of CN
A small wooden table with a white vase containing flowers, a floor lamp, a clock, and a window with blinds.

10. 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
$303 nightly
The price is $303
Nov 8 - Nov 9
Total with taxes and fees
Newly refurbished 2-bedroom flat + Free Parking
A modern kitchen with a dining area.

11. 5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage

5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage
Bicester
8.6 out of 10, Excellent, (4 reviews)
"Loved our stay! House was a lot bigger in real life than it looks from photos. Very clean, spacious & every bedroom has an en-suite."
United Kingdom
Stephanie D.
$958 nightly
The price is $958
Nov 8 - Nov 9
Total with taxes and fees
5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage
A kitchen with a white table, two bowls, and a potted orchid.

12. Noa Residence

Noa Residence
3.5 star property
North Oxford
7.0 out of 10, Good, (39 reviews)
"It was good"
United Kingdom
Elham
$105 nightly
The price is $125
Nov 15 - Nov 16
Total with taxes and fees
Noa Residence
A traditional stone cottage with a thatched roof, wooden doors, and a bench in the foreground.

13. 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
$705 nightly
The price is $845
Nov 17 - Nov 18
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.

14. Flat A Rose Hill

Flat A Rose Hill
2.0 star property
Rose Hill
$163 nightly
The price is $196
Nov 19 - Nov 20
Total with taxes and fees
Flat A Rose Hill
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
$279 nightly
The price is $279
Dec 7 - Dec 8
Total with taxes and fees
Shepherdshut-hot Tub-cotswolds-petfriendly
A modern kitchen with a dining area, a TV mounted above the counter, and a sofa in the living area.

16. A cosy studio that is perfect for a romantic break away.

A cosy studio that is perfect for a romantic break away.
Long Hanborough, near Witney
10.0 out of 10, Exceptional, (5 reviews)
"Ideal for 2 people, everything you need in a convenient location, great for buses and trains."
United States
Gail Fox
$252 nightly
The price is $252
Nov 29 - Nov 30
Total with taxes and fees
A cosy studio that is perfect for a romantic break away.
Room

17. 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 8 - Nov 9
Total with taxes and fees
The Red Barn
A stone building with a covered entrance, surrounded by gravel and flowering plants.

18. 4 bedroom accommodation in Middle Aston, near Bicester

4 bedroom accommodation in Middle Aston, near Bicester
Middle Aston, near Bicester
9.8 out of 10, Exceptional, (9 reviews)
"We had the Long House for a family get together her, four generations and a dog. It was perfect for this."
United States
Paul Kitson
$642 nightly
The price is $642
Nov 8 - Nov 9
Total with taxes and fees
4 bedroom accommodation in Middle Aston, near Bicester
A dining area with a white table, wooden chairs, and a neon sign on the wall.

19. 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 9 - Nov 10
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, a built-in oven, and a window with blinds.

20. 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.
$303 nightly
The price is $303
Nov 8 - Nov 9
Total with taxes and fees
Cozy & Bright Apartment with a Large Balcony and Free Parking
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 Holt Hotel

The Holt Hotel

10/10 Excellent
"Rooms ok some slightly dated, food is nice if abit pricy nice atmosphere"
James 1-night trip
Posted 1 day ago
The Holt Hotel

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 $125 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.