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Chesterton Holiday Rentals

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Our top choices for Chesterton holiday rentals

1. Fountain View 1BR Flat-Free Parking

Fountain View 1BR Flat-Free Parking
3.5 star property
Cowley
10.0 out of 10, Exceptional, (2 reviews)
"Manu was a great host, he was very welcoming and helpful and provided clear instructions to find the apartment, parking and how to get into the property. The property was exactly as advertised, in a great location and was spotless. Also, having tea and coffee at the property is only a small touch but has a great impact and shows Manu cares for guests. Great place and would 100% return. "
United Kingdom
Connor
The price is NZ$343
includes taxes & fees
20 Sept - 21 Sept
Fountain View 1BR Flat-Free Parking

2. Noa Residence

Noa Residence
3.5 star property
North Oxford
7.0 out of 10, Good, (39 reviews)
"It was good"
United Kingdom
Elham
The price is NZ$207
includes taxes & fees
11 Oct - 12 Oct
Noa Residence

3. 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.
The price is NZ$1,644
includes taxes & fees
4 Oct - 5 Oct
Luxury 5 bed House with Hot-tub near Bicester Village

4. Newly refurbished 2-bedroom flat + Free Parking

Newly refurbished 2-bedroom flat + Free Parking
New Marston
10.0 out of 10, Exceptional, (4 reviews)
"Great location to walk into central Oxford "
United Kingdom
Eleanor Jane
The price is NZ$479
includes taxes & fees
20 Sept - 21 Sept
Newly refurbished 2-bedroom flat + Free Parking

5. 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
The price is NZ$860
includes taxes & fees
13 Sept - 14 Sept
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

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.
The price is NZ$439
includes taxes & fees
23 Sept - 24 Sept
Beautiful self contained character Cotswold style cottage 15

7. 2 Bedroom Bangalow

2 Bedroom Bangalow
South Oxford
The price is NZ$454
includes taxes & fees
20 Sept - 21 Sept
2 Bedroom Bangalow

8. Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.6 out of 10, Exceptional, (181 reviews)
"An absolutely stunning property, the location was superb and the facilities were great. It was my first time staying here and it certainly won't be my last"
United Kingdom
Gemma
The price is NZ$379
includes taxes & fees
21 Sept - 22 Sept
Escapade Silverstone

9. 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.
The price is NZ$1,059
includes taxes & fees
21 Sept - 22 Sept
5 Bedroom House located near The Heyford for fab food & drinks & BicesterVillage

10. 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.
The price is NZ$985
includes taxes & fees
5 Oct - 6 Oct
2 bedroom accommodation in Kidlington, near Woodstock

11. 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
The price is NZ$1,323
includes taxes & fees
4 Oct - 5 Oct
Fountain View Cottage

12. 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.
The price is NZ$442
includes taxes & fees
21 Sept - 22 Sept
Beautiful self contained Cotswold style cottage 15 mins Central Oxford

13. 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
The price is NZ$622
includes taxes & fees
21 Sept - 22 Sept
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

14. 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
The price is NZ$614
includes taxes & fees
11 Oct - 12 Oct
Rana Court

15. 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
The price is NZ$464
includes taxes & fees
11 Oct - 12 Oct
A cosy studio that is perfect for a romantic break away.

16. Apple Perch 2BR Flat-Free Parking

Apple Perch 2BR Flat-Free Parking
Cowley
9.8 out of 10, Exceptional, (12 reviews)
"The host is very responsive and helpful, we had a good time in the apartment."
Hong Kong SAR China
Cheuk Lam
The price is NZ$486
includes taxes & fees
23 Sept - 24 Sept
Apple Perch 2BR Flat-Free Parking

17. 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
The price is NZ$434
includes taxes & fees
21 Sept - 22 Sept
Cosy 3 bedroom home located in Oxford

18. 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 traveller
The price is NZ$618
includes taxes & fees
20 Sept - 21 Sept
Glamping in Northamptonshire near Cotswolds

19. Flat A Rose Hill

Flat A Rose Hill
2.0 star property
Rose Hill
The price is NZ$303
includes taxes & fees
30 Sept - 1 Oct
Flat A Rose Hill

20. 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 traveller
The price is NZ$618
includes taxes & fees
20 Sept - 21 Sept
Shepherd's Hut near Cotswolds & Sky Dive Fun
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

Find out more about Chesterton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chesterton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chesterton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chesterton. Seeing all the best attractions is bound to make you fall in love with Chesterton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chesterton short-term rentals, that won’t be hard to do.

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?

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: This holiday home rental outside of Chesterton is on the boardwalk, and equipped with daily housekeeping and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge 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 Waterperry 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.