Chesterton Vacation Rentals

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Our top choices for Chesterton vacation 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
$210 nightly
The price is $236
Dec 28 - Dec 29
Total with taxes and fees
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.
$146 nightly
The price is $146
Jan 18 - Jan 19, 2026
Total with taxes and fees
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.
$173 nightly
The price is $173
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$127 nightly
The price is $127
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$162 nightly
The price is $195
Jan 7 - Jan 8, 2026
Total with taxes and fees
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
$232 nightly
The price is $263
Jan 7 - Jan 8, 2026
Total with taxes and fees
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.
$242 nightly
The price is $242
Jan 9 - Jan 10, 2026
Total with taxes and fees
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
$117 nightly
The price is $117
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
$462 nightly
The price is $555
Jan 2 - Jan 3, 2026
Total with taxes and fees
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
$90 nightly
The price is $109
Dec 29 - Dec 30
Total with taxes and fees
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
$279 nightly
The price is $279
Dec 30 - Dec 31
Total with taxes and fees
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
$172 nightly
The price is $172
Jan 1 - Jan 2, 2026
Total with taxes and fees
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
$502 nightly
The price is $502
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
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.
$319 nightly
The price is $319
Jan 2 - Jan 3, 2026
Total with taxes and fees
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)
$280 nightly
The price is $320
Jan 8 - Jan 9, 2026
Total with taxes and fees
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
$212 nightly
The price is $212
Dec 28 - Dec 29
Total with taxes and fees
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
$260 nightly
The price is $260
Jan 8 - Jan 9, 2026
Total with taxes and fees
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 traveler
$561 nightly
The price is $673
Jan 3 - Jan 4, 2026
Total with taxes and fees
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.
$302 nightly
The price is $302
Jan 18 - Jan 19, 2026
Total with taxes and fees
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 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 $82 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?

PRIVATE ROOMs In TOWN CENTRE FREE PARKING WIFI AND PATIO WITH AA STAY LTD: Visitors like this Chesterton vacation home rental. It 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 larger area, you’ll find Silverstone Circuit and Bicester Village.

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.