Chesterton Vacation Rentals from CA $153: Short-Term Rentals for 2026

Q: 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.

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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

Bicester

Sylvie G.

CA $1,153 total

includes taxes & fees

Nov 15 - Nov 16

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

2. Fountain View Cottage

Bicester

"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...

Georgina

CA $1,114 total

includes taxes & fees

Nov 18 - Nov 19

A dining area with a table set for two, large windows, and a television.

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

Bicester

Tracy

CA $783 total

includes taxes & fees

Nov 23 - Nov 24

A garden center with various plants and gardening supplies.

4. 2 bedroom accommodation in Kidlington, near Woodstock

Kidlington, near Woodstock

Ulf R.

CA $864 total

includes taxes & fees

Nov 25 - Nov 26

A modern indoor pool area with seating and a large potted plant.

5. Escapade Silverstone

Towcester

Onika Suzie

CA $317 total

includes taxes & fees

Dec 13 - Dec 14

A modern kitchen with white cabinets, a stove, and a refrigerator.

6. Rana Court

Cowley

"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"

Nyengeterai

CA $518 total

includes taxes & fees

Nov 15 - Nov 16

7. 5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage

Bicester

Stephanie D.

CA $1,387 total

includes taxes & fees

Nov 13 - Nov 14

A kitchen with a white table, two bowls, and a potted orchid.

8. Noa Residence

North Oxford

Elham

CA $184 total

includes taxes & fees

Nov 16 - Nov 17

A stone building with a symmetrical facade, a large tree in the foreground, and a well-maintained lawn with daffodils.

9. Shepherdshut-hot Tub-cotswolds-petfriendly

Brackley

Megan-Rose

CA $393 total

includes taxes & fees

Dec 2 - Dec 3

A living room with a television displaying 'NETFLIX,' a coffee cup, a tray with a croissant, and a fireplace.

10. Cosy Oxfordshire Countryside flat

Oxfordshire

Louise D.

CA $389 total

includes taxes & fees

Nov 13 - Nov 14

A small wooden table with a white vase containing flowers, a floor lamp, a clock, and a window with blinds.

11. Newly refurbished 2-bedroom flat + Free Parking

New Marston

Eleanor Jane

CA $439 total

includes taxes & fees

Nov 15 - Nov 16

A living room with a grey sofa, wooden coffee table, and a TV on a stand.

12. 22 Old Chapel Close

Kidlington

CA $1,015 total

includes taxes & fees

Nov 23 - Nov 24

A modern kitchen with white cabinets, a central island, a built-in oven, and a window with blinds.

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

New Marston

"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."

Peter S.

CA $439 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinets, a central island with stools, and a dining area with a table and chairs.

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

New Marston

Marc B.

CA $457 total

includes taxes & fees

Nov 23 - Nov 24

A modern kitchen with a dining area, a TV mounted above the counter, and a sofa in the living area.

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

Long Hanborough, near Witney

Gail Fox

CA $354 total

includes taxes & fees

Dec 6 - Dec 7

A stone building with a grey door, two windows, and a small dormer window.

16. Cosy Central Townhouse in Woodstock

Woodstock

Charles S.

CA $982 total

includes taxes & fees

Nov 13 - Nov 14

A bedroom with a large mirror, a bed with white linens, a bedside table, and a patterned wallpaper.

17. Boutique City Centre Apartment

Oxford City Centre

Marytherese C.

CA $569 total

includes taxes & fees

Nov 15 - Nov 16

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

Oxford

Jack O.

CA $307 total

includes taxes & fees

Nov 15 - Nov 16

19. Shepherdshut-hot Tub-cotswolds-petfriendly

Brackley

James

CA $368 total

includes taxes & fees

Nov 15 - Nov 16

A white front door with the number 17A, a small window with a curtain, and a potted plant beside it.

20. Cosy 3 bedroom home located in Oxford

Headington

crystal

CA $343 total

includes taxes & fees

Nov 16 - Nov 17

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Find vacation rentals that suit your style

Top Chesterton Hotel Reviews

A white cushioned outdoor seating area with a view of a residential building in the background.

The Chesterton Hotel

Bicester

10/10 Excellent

David

A dining area with a large round table, purple upholstered chairs, and a rustic wooden ceiling.

The Lion Wendlebury

Bicester

10/10 Excellent

Cherry

A modern hotel entrance with a brick pathway, a landscaped garden, and a glass facade.

Holiday Inn Express Bicester by IHG

Bicester

10/10 Excellent

Jennifer

An outdoor patio area with tables and chairs under a large umbrella, surrounded by stone walls and potted plants.

Old Parsonage Hotel

Oxford City Centre

10/10 Excellent

The Old Parsonage is new again. A major renovation has transformed an historic building into a modern classic. Greeted by a blazing fire and a friendly check-in desk, the welcome is cosy and warm. Smallish rooms are immaculate and kept that way by an efficient staff, including fresh towels at the evening turn-down service. Handy restaurant and bar provide nourishment and drink, suitable for family and friends. Located at the quiet end of St Giles with nearby historic pubs and a choice of...

GolfProf

A historic hotel with a classic facade, arched windows, and a prominent entrance.

Old Bank Hotel

Oxford City Centre

10/10 Excellent

Paul

A rustic stone building with a wooden door, surrounded by a floral archway and trimmed hedges.

The Swan Inn

Chipping Norton

10/10 Excellent

Jeffrey

A stone house with a wooden porch, a small garden with pebbles, and a white picket fence.

The Feathered Nest Country Inn

Chipping Norton

10/10 Excellent

Alexandra

A cozy restaurant with a fireplace, wooden furniture, and a stone wall.

The Harcourt Arms

Witney

10/10 Excellent

Barrie

A bar area with a stone wall, wooden bar counter, and multiple liquor bottles.

Unicorn Inn

Deddington

10/10 Excellent

gerald roger

A patio with outdoor seating, a conservatory, and a brick house in the background.

St. Margaret's Hotel

North Oxford

10/10 Excellent

Beautifully maintained older home. Rooms were spacious and comfortable. It was situated between Summertown and the city centre, and about 15 minutes walk to both. We arrived after 6:00 but instructions were sent for easy entry. The room was unlocked and keys left on the bed, with necessary information. It was too cold to eat breakfast outside but garden looked lovely for warmer weather. Would be happy to stay here again.

marie

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, 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 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 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 Chesterton 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 Chesterton vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard 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.

Chesterton Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterton vacation rentals

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

2. Fountain View Cottage

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

4. 2 bedroom accommodation in Kidlington, near Woodstock

5. Escapade Silverstone

6. Rana Court

7. 5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage

8. Noa Residence

9. Shepherdshut-hot Tub-cotswolds-petfriendly

10. Cosy Oxfordshire Countryside flat

11. Newly refurbished 2-bedroom flat + Free Parking

12. 22 Old Chapel Close

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

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

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

16. Cosy Central Townhouse in Woodstock

17. Boutique City Centre Apartment

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

19. Shepherdshut-hot Tub-cotswolds-petfriendly

20. Cosy 3 bedroom home located in Oxford

Find vacation rentals that suit your style

Top Chesterton Hotel Reviews

The Chesterton Hotel

10/10 Excellent

Find out more about Chesterton

Chesterton vacation rentals: An excellent choice for every season

How to find incredible deals on Chesterton rentals

Frequently Asked Questions

Can I find a vacation rental in Chesterton?

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

What can I see and do in Chesterton?

What’s a vacation rental in Chesterton like?