Holiday Rentals in Chesterton

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Our top choices for Chesterton holiday rentals

Apple Perch 2BR Flat-Free Parking

Apple Perch 2BR Flat-Free Parking
3.5 star property
Cowley
10.0 out of 10, Exceptional, (11)
"The host is very responsive and helpful, we had a good time in the apartment."
Hong Kong SAR China
Cheuk Lam
The price is €209
includes taxes & fees
28 Dec - 29 Dec
Apple Perch 2BR Flat-Free Parking

Central and Modern One Bedroom Flat

Central and Modern One Bedroom Flat
South Oxford
10.0 out of 10, Exceptional, (1)
"We originally booked a one bedroom flat from the owners, but had to switch to a studio due to some emergency renovations being done. However, the studio turned out to be just fine and the owner adjusted the cost accordingly. The kitchenette came in handy and the location was great for walking into town. "
United States
Mary Jo N.
The price is €101
includes taxes & fees
25 Dec - 26 Dec
Central and Modern One Bedroom Flat

Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire

Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire
Abingdon
10.0 out of 10, Exceptional, (1)
"We had a very nice stay. Just one night but used the washer and kitchen amenities. Would stay here again. It is a bit snug but cozy. "
United States
Zach G.
The price is €151
includes taxes & fees
1 Jan - 2 Jan 2026
Flat 1,1 bedroom flat sleeps 4 in Abingdon Oxfordshire

Modern city centre studio apartment

Modern city centre studio apartment
South Oxford
9.0 out of 10, Wonderful, (7)
"Very clean and cozy. It had everything I needed"
United Kingdom
Tamara
The price is €95
includes taxes & fees
25 Dec - 26 Dec
Modern city centre studio apartment

Escapade Silverstone

Escapade Silverstone
3.0 star property
Towcester
9.8 out of 10, Exceptional, (113)
"Beautiful location, rooms, restaurant, food - everything! Cannot fault it. We loved the wellness area too. So relaxing. "
United Kingdom
Charlotte
The price is €182
includes taxes & fees
8 Jan - 9 Jan 2026
Escapade Silverstone

Sustainable Pod on Old Chalford Farm

Sustainable Pod on Old Chalford Farm
2.0 star property
Chipping Norton
10.0 out of 10, Exceptional, (3)
"Absolutely stunning location, waking up to swans on the lake was a dream. Really high spec pod. The perfect country retreat. "
United Kingdom
Rory
The price is €234
includes taxes & fees
7 Jan - 8 Jan 2026
Sustainable Pod on Old Chalford Farm

Charming Garden Flat with Free Parking @ Abingdon

Charming Garden Flat with Free Parking @ Abingdon
South Oxford
10.0 out of 10, Exceptional, (1)
"Excellent experience from start to finish. "
United Kingdom
Laura D.
The price is €203
includes taxes & fees
27 Dec - 28 Dec
Charming Garden Flat with Free Parking @ Abingdon

Bicester Court Lodge The Heritage Room | Bicester Holiday Let | 1 Beds & Sleeps 2

Bicester Court Lodge The Heritage Room | Bicester Holiday Let | 1 Beds & Sleeps 2
Bicester
10.0 out of 10, Exceptional, (1)
"Helpful"
United Kingdom
Daniel
The price is €99
includes taxes & fees
28 Dec - 29 Dec
Bicester Court Lodge The Heritage Room | Bicester Holiday Let | 1 Beds & Sleeps 2

Rose Cottage

Rose Cottage
3.5 star property
Chipping Norton
10.0 out of 10, Exceptional, (2)
"Very nice, comfortable, well equipped cottage."
United Kingdom
Simon
The price is €471
includes taxes & fees
2 Jan - 3 Jan 2026
Rose Cottage

Noa Residence

Noa Residence
3.5 star property
North Oxford
7.2 out of 10, Good, (37)
"It was good"
United Kingdom
Elham
The price is €93
includes taxes & fees
29 Dec - 30 Dec
Noa Residence

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
10.0 out of 10, Exceptional, (1)
"We stayed for one night and loved it! The apartment is new, spotless, and in an excellent location. We really appreciated the free parking, as well as the thoughtful touches like tea, coffee, and all the kitchen utensils we needed. The beds were very comfortable, which made for a good night’s sleep. Our only suggestion would be to have a few extra pillows, but overall it was a wonderful stay and we’d happily come back!"
United Kingdom
Salma
The price is €244
includes taxes & fees
30 Dec - 31 Dec
Homely Retreat Spacious Ground Floor Flat Near Oxford City Centre, Free Parking

Shepherdshut-cotswolds-petfriendly-woodburner

Shepherdshut-cotswolds-petfriendly-woodburner
2.0 star property
Brackley
10.0 out of 10, Exceptional, (2)
"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
The price is €146
includes taxes & fees
8 Jan - 9 Jan 2026
Shepherdshut-cotswolds-petfriendly-woodburner

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)
"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 €426
includes taxes & fees
7 Jan - 8 Jan 2026
The Windmill Blackthorn Hill - a windmill that sleeps 4 guests in 2 bedrooms

Villa Noria

Villa Noria
Kingston Bagpuize
8.8 out of 10, Excellent, (3)
"Great stay. Perfect for our plans. Thank you."
United States
Arnold R.
The price is €249
includes taxes & fees
28 Dec - 29 Dec
Villa Noria

Lovely 2 bedroom brand new flat in Oxford

Lovely 2 bedroom brand new flat in Oxford
New Marston
8.6 out of 10, Excellent, (7)
"Perfect for our needs and spotlessly clean. Would definitely stay again."
Australia
Simon A.
The price is €267
includes taxes & fees
26 Dec - 27 Dec
Lovely 2 bedroom brand new flat in Oxford

Unique 1 BD Eco-Retreat in Old Chalford

Unique 1 BD Eco-Retreat in Old Chalford
2.0 star property
Chipping Norton
10.0 out of 10, Exceptional, (1)
The price is €286
includes taxes & fees
8 Jan - 9 Jan 2026
Unique 1 BD Eco-Retreat in Old Chalford

Modern cosy countryside apartment close to Bicester Village, Oxford and Blenheim

Modern cosy countryside apartment close to Bicester Village, Oxford and Blenheim
Oxford
10.0 out of 10, Exceptional, (4)
"Nice cosy apartment ideal for Blenheim and Bicester. Well appointed with very helpful owners 5*’s"
United Kingdom
Ashley
The price is €184
includes taxes & fees
28 Dec - 29 Dec
Modern cosy countryside apartment close to Bicester Village, Oxford and Blenheim

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)
"Ideal for 2 people, everything you need in a convenient location, great for buses and trains."
United States
Gail Fox
The price is €221
includes taxes & fees
10 Jan - 11 Jan 2026
A cosy studio that is perfect for a romantic break away.

Spring Cottage

Spring Cottage
3.0 star property
Banbury
10.0 out of 10, Exceptional, (1)
"Cosy setting, lots of amenities in the property. Would’ve been nice to have met the owner when checking in (met him upon checking out) but otherwise really nice stay. Will happily stay there again. "
United Kingdom
Anonymous traveller
The price is €571
includes taxes & fees
3 Jan - 4 Jan 2026
Spring Cottage

Comfortable 4-bedroom home / park view / pet friendly / close to the hospital

Comfortable 4-bedroom home / park view / pet friendly / close to the hospital
Aylesbury
10.0 out of 10, Exceptional, (3)
"Lovely property near to many local amenities, better suited to a family with children rather than 6 full size adults, not because it’s small but just the logistics of seating/lounging/eating. Great garden and outdoor space, loads of hot water for everyone! "
United States
Guy C.
The price is €275
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable 4-bedroom home / park view / pet friendly / close to the hospital
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

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 €73 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?

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 Rousham House and Gardens. In the wider area, you’ll find Silverstone Circuit and Bicester Village.

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.