Search Holiday Rentals in Chesterton

Q: What are some of the best holiday rentals that Chesterton has to offer?

Lovely Two Bedroom Home : This holiday home rental outside of Chesterton 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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Dates

November 2026

December 2026

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Our top choices for Chesterton holiday 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.

includes taxes & fees

8 Nov - 9 Nov

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

2. Escapade Silverstone

Towcester

Onika Suzie

includes taxes & fees

5 Nov - 6 Nov

A dining area with a long wooden table, upholstered chairs, and a spiral staircase in the background.

3. Yew Tree Farm

Aylesbury

Yarri

includes taxes & fees

17 Nov - 18 Nov

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

4. Cosy Oxfordshire Countryside flat

Oxfordshire

Louise D.

includes taxes & fees

6 Nov - 7 Nov

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

Brackley

Megan-Rose

includes taxes & fees

10 Nov - 11 Nov

A stone house with a gravel driveway, two wooden doors, and a small bench.

6. Beautiful self contained character Cotswold style cottage 15

Cassington

ALEX I.

includes taxes & fees

8 Nov - 9 Nov

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

Bicester

Tracy

includes taxes & fees

5 Nov - 6 Nov

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

Cassington

Hazel D.

includes taxes & fees

9 Nov - 10 Nov

A traditional stone building with a central arched entrance and multiple windows.

9. Windsor Cottage-Bolthole in heart of CN

Chipping Norton

Diane

includes taxes & fees

18 Nov - 19 Nov

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

New Marston

Eleanor Jane

includes taxes & fees

5 Nov - 6 Nov

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

Bicester

Stephanie D.

includes taxes & fees

8 Nov - 9 Nov

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

12. Noa Residence

North Oxford

Elham

includes taxes & fees

8 Nov - 9 Nov

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

13. 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

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a white sofa, a coffee table, and a dining area with chairs.

14. Flat A Rose Hill

Rose Hill

includes taxes & fees

19 Nov - 20 Nov

15. Shepherdshut-hot Tub-cotswolds-petfriendly

Brackley

James

includes taxes & fees

15 Nov - 16 Nov

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.

Long Hanborough, near Witney

Gail Fox

includes taxes & fees

8 Nov - 9 Nov

17. The Red Barn

Abingdon

Ian

includes taxes & fees

8 Nov - 9 Nov

A stone building with a covered entrance, surrounded by gravel and flowering plants.

18. 4 bedroom accommodation in Middle Aston, near Bicester

Middle Aston, near Bicester

Paul Kitson

includes taxes & fees

8 Nov - 9 Nov

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

Oxford

includes taxes & fees

5 Nov - 6 Nov

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

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.

includes taxes & fees

5 Nov - 6 Nov

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Find holiday rentals that suit your style

Top Chesterton Hotel Reviews

A dining area with four tables, each covered with a white tablecloth. There are chairs around the tables, and a television is mounted on the wall.

House Forty one

Aylesbury

10/10 Excellent

We had a lovely one-night stay at House 41 while visiting Aylesbury Theatre. The room was spotless, warm and welcoming, making it a lovely place to relax after our evening out. Helen, the owner, was absolutely lovely and made us feel very welcome. The breakfast was freshly cooked, delicious and the perfect start to the day. We couldn’t fault our stay and would highly recommend House 41 to anyone looking for a comfortable and welcoming place to stay. We would definitely return if we’re in the...

PAULINE

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

Simon

A stone building with a central entrance, multiple windows, and a symmetrical design.

Weston Manor Hotel

Bicester

10/10 Excellent

Steve

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

Anniversary weekend. Very nice hotel with character and good service - just what we were looking for. The room was super, the hotel serve fantastic afternoon tea and we loved the quiet library and the little sun-trap on the library terrace. Would have liked fluffy bathrobes, but can't think of anything else to improve. Be warned: - The bed was hard (which we like/prefer) but large and comfortable. The climb to our room was via small twisty stairs with a very low door. So if you have any physical...

Chris

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

Old Bank Hotel

Oxford City Centre

10/10 Excellent

We were attending a parents event at one of the colleges on Saturday morning, so decided to treat ourselves to a night at The Old Bank Hotel the night before to allow for dinner and a more leisurely start in the morning. The hotel has its own car park and is perfectly situated on the High Street. Our room overlooked the dreaming spires of Oxford was tastefully decorated, equipped to a high specification and extremely comfortable. After dinner, we enjoyed a glass of wine in the peace and quiet...

Jenny

A rustic dining area with a stone wall, wooden beams, and a hanging vine.

The Lion Wendlebury

Bicester

10/10 Excellent

Stewart

A brick building with a central courtyard, a blue door, and a brick wall with climbing plants.

St. Margaret's Hotel

North Oxford

10/10 Excellent

Sharon

A hotel room with a desk, chair, and a bed. There is a window with curtains, a TV mounted on the wall, and a bookshelf.

Crown Hotel

East Oxford

10/10 Excellent

Amazing little hotel in a back street, very clean and comfortable, we arrived early to drop our bags of as we had a tour later but our room was already available so they let us use the room straight away. Hardly any noise from other guests although there was a busy pub opposite the noise was minimal. Staff very polite, 20 minute walk to Oxford City Centre. Would highly recommend and would stay here again.

Jacqueline

A modern hotel lobby with a sofa, round tables, and a bar area.

The Store

Oxford City Centre

10/10 Excellent

Stefanie

A narrow street with parked cars, a bench, and a building with a 'No Smoking' sign.

The Lamb Inn

Burford

10/10 Excellent

Carol

Find out more about Chesterton

Everything you need to know about Chesterton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterton holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterton holiday rentals we have selected for you start as low as £82 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 holiday 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 holiday.

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 holiday rental in Chesterton?

Yes, there are holiday rentals close to the most popular sights in Chesterton, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Chesterton has to offer?

Lovely Two Bedroom Home: This holiday home rental outside of Chesterton 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 holiday rental in Chesterton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterton. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips.

Search Holiday Rentals in Chesterton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterton holiday rentals

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

2. Escapade Silverstone

3. Yew Tree Farm

4. Cosy Oxfordshire Countryside flat

5. Shepherdshut-hot Tub-cotswolds-petfriendly

6. Beautiful self contained character Cotswold style cottage 15

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

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

9. Windsor Cottage-Bolthole in heart of CN

10. Newly refurbished 2-bedroom flat + Free Parking

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

12. Noa Residence

13. Fountain View Cottage

14. Flat A Rose Hill

15. Shepherdshut-hot Tub-cotswolds-petfriendly

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

17. The Red Barn

18. 4 bedroom accommodation in Middle Aston, near Bicester

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

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

Find holiday rentals that suit your style

Top Chesterton Hotel Reviews

House Forty one

10/10 Excellent

Find out more about Chesterton

Chesterton holiday rentals: An excellent choice for every season

How to find incredible deals on Chesterton rentals

Frequently Asked Questions

Can I find a holiday rental in Chesterton?

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

What can I see and do in Chesterton?

What’s a holiday rental in Chesterton like?