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Chesterton Vacation Rentals

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Check prices for these dates

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

Our top choices for Chesterton vacation rentals

A traditional stone cottage with a thatched roof, wooden doors, and a bench in the foreground.

1. 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
$638 nightly
The price is $765
Oct 2 - Oct 3
Total with taxes and fees
Fountain View Cottage
A dining area with a table set for two, large windows, and a television.

2. 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
$497 nightly
The price is $497
Sep 23 - Sep 24
Total with taxes and fees
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms
A modern kitchen with a dining area.

3. 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.
$615 nightly
The price is $615
Sep 23 - Sep 24
Total with taxes and fees
5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage
A garden center with various plants and gardening supplies.

4. 2 bedroom accommodation in Kidlington, near Woodstock

2 bedroom accommodation in Kidlington, near Woodstock
Kidlington, near Woodstock
10.0 out of 10, Exceptional, (20 reviews)
"It was a wonderful vacation in a very nice cottage. We felt totally at home in this place. The hosts were perfect and there was nothing missing. We would love to vacation there again."
Germany
Ulf R.
$568 nightly
The price is $568
Oct 5 - Oct 6
Total with taxes and fees
2 bedroom accommodation in Kidlington, near Woodstock
A small wooden table with a white vase containing flowers, a floor lamp, a clock, and a window with blinds.

5. Newly refurbished 2-bedroom flat + Free Parking

Newly refurbished 2-bedroom flat + Free Parking
New Marston
10.0 out of 10, Exceptional, (5 reviews)
"Great location to walk into central Oxford "
United Kingdom
Eleanor Jane
$339 nightly
The price is $339
Sep 23 - Sep 24
Total with taxes and fees
Newly refurbished 2-bedroom flat + Free Parking
A stone building with a symmetrical facade, a large tree in the foreground, and a well-maintained lawn with daffodils.

6. 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
$328 nightly
The price is $328
Sep 24 - Sep 25
Total with taxes and fees
Shepherdshut-hot Tub-cotswolds-petfriendly
A loft bedroom with a sloped ceiling, exposed wooden beams, a white bed, and two bedside tables with lamps.

7. Boutique Cottage near Soho Farmhouse

Boutique Cottage near Soho Farmhouse
2.0 star property
Oxfordshire
$353 nightly
The price is $424
Sep 24 - Sep 25
Total with taxes and fees
Boutique Cottage near Soho Farmhouse
A cozy kitchen with a wood-burning stove, wooden cabinets, and a window with blinds.

8. Glamping in Northamptonshire near Cotswolds

Glamping in Northamptonshire near Cotswolds
Steane
10.0 out of 10, Exceptional, (20 reviews)
"A peaceful retreat in Northamptonshire! The spacious double bed was incredibly comfortable, We appreciated the mini fridge for keeping our drinks cool,"
United States
Anonymous traveler
$360 nightly
The price is $360
Sep 23 - Sep 24
Total with taxes and fees
Glamping in Northamptonshire near Cotswolds
A wooden staircase leading to a room with a dining table and chairs, a window, and a door.

9. Shepherd's Hut near Cotswolds & Sky Dive Fun

Shepherd's Hut near Cotswolds & Sky Dive Fun
Steane
9.8 out of 10, Exceptional, (20 reviews)
"We really enjoyed our time here, The shepherd's hut was quaint, and the outdoor seating was perfect for star-gazing at night, A great escape from city life!"
United States
Anonymous traveler
$360 nightly
The price is $360
Sep 23 - Sep 24
Total with taxes and fees
Shepherd's Hut near Cotswolds & Sky Dive Fun
A modern living room with a grey sofa, a glass coffee table, a flat-screen TV, and a kitchen in the background.

10. 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
$341 nightly
The price is $341
Oct 23 - Oct 24
Total with taxes and fees
Rana Court
A dining area with a table set for four, white chairs, a blue tablecloth, and a view of the outdoors through large glass doors.

11. 2 Dewars Farm Cottages

2 Dewars Farm Cottages
3.0 star property
Bicester
$1,071 nightly
The price is $1,285
Sep 27 - Sep 28
Total with taxes and fees
2 Dewars Farm Cottages
A bedroom with a bed, bedside tables, a mirror, a window with flowers, and a floral wallpaper.

12. Apple Perch 2BR Flat-Free Parking

Apple Perch 2BR Flat-Free Parking
3.5 star property
Cowley
9.6 out of 10, Exceptional, (13 reviews)
"Clean rooms"
United Kingdom
Vilma
$232 nightly
The price is $263
Sep 27 - Sep 28
Total with taxes and fees
Apple Perch 2BR Flat-Free Parking
A stone building with a covered entrance, surrounded by gravel and flowering plants.

13. 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
$805 nightly
The price is $805
Oct 5 - Oct 6
Total with taxes and fees
4 bedroom accommodation in Middle Aston, near Bicester
A kitchen with a white table, two bowls, and a potted orchid.

14. Noa Residence

Noa Residence
3.5 star property
North Oxford
7.0 out of 10, Good, (39 reviews)
"It was good"
United Kingdom
Elham
$96 nightly
The price is $115
Sep 27 - Sep 28
Total with taxes and fees
Noa Residence
A stone house with a gravel driveway, two wooden doors, and a small bench.

15. 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.
$259 nightly
The price is $259
Oct 7 - Oct 8
Total with taxes and fees
Beautiful self contained character Cotswold style cottage 15
A stone building with a symmetrical facade, a large tree in the foreground, and a well-maintained lawn with daffodils.

16. 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
$311 nightly
The price is $311
Sep 24 - Sep 25
Total with taxes and fees
Shepherdshut-hot Tub-cotswolds-petfriendly
A modern kitchen with white cabinets, a central island with stools, and a dining area with a table and chairs.

17. 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)
"Parking was good but property is far from the city centre. Definitely need a car if you are staying here."
United Kingdom
Nitin Mohan
$339 nightly
The price is $339
Oct 1 - Oct 2
Total with taxes and fees
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking
A modern kitchen with a dining area, a TV mounted above the counter, and a sofa in the living area.

18. 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
$258 nightly
The price is $258
Sep 30 - Oct 1
Total with taxes and fees
A cosy studio that is perfect for a romantic break away.
A modern kitchen with white cabinets, a central island, a built-in oven, and a window with blinds.

19. 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.
$309 nightly
The price is $309
Sep 24 - Sep 25
Total with taxes and fees
Cozy & Bright Apartment with a Large Balcony and Free Parking
A modern indoor pool area with seating and a large potted plant.

20. Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.6 out of 10, Exceptional, (185 reviews)
"Really good experience it was a nice stay"
United Kingdom
Onika Suzie
$188 nightly
The price is $226
Oct 6 - Oct 7
Total with taxes and fees
Escapade Silverstone
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

Oxford Belfry Hotel & Spa

Oxford Belfry Hotel & Spa

8/10 Good
"Great place"
Mary 4-night trip
Posted 10 hours ago
Oxford Belfry Hotel & Spa

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 $115 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: You might want to consider this vacation home rental near Chesterton, which 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.