A rural landscape with a field, trees, and a church in the background.

Cherington Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Cherington vacation rentals

Courtyard entrance connecting the house and outdoor seating area

1. Cotswold Cottage, Inglenook Fire & Sun-Trap Courtyard | Dog Friendly | Pub Walk

Cotswold Cottage, Inglenook Fire & Sun-Trap Courtyard | Dog Friendly | Pub Walk
Cherington
The price is CA $450
CA $751 total
includes taxes & fees
Oct 13 - Oct 14
Cotswold Cottage, Inglenook Fire & Sun-Trap Courtyard | Dog Friendly | Pub Walk
A traditional stone building with a central arched entrance and multiple windows.

2. Windsor Cottage-Bolthole in heart of CN

Windsor Cottage-Bolthole in heart of CN
3.0 star property
Chipping Norton
9.6 out of 10, Exceptional, (5 reviews)
"We loved our stay in Chipping Norton, the place was perfect size for our party of 3, great location, and ridiculously cute :) only wished we could have stayed longer."
Canada
Diane
The price is CA $159
CA $380 total
includes taxes & fees
Nov 5 - Nov 6
Windsor Cottage-Bolthole in heart of CN
A bedroom with a bed, bedside tables, a chair, a window, and a radiator.

3. George Apartments

George Apartments
2.0 star property
Broadway
9.4 out of 10, Exceptional, (56 reviews)
"Excellent location and well stocked kitchen."
United States
Elisa
The price is CA $162
CA $195 total
includes taxes & fees
Oct 11 - Oct 12
George Apartments
A hotel room with a bed, a desk, a chair, a lamp, a mirror, and a window with curtains.

4. Walton Hall Hotel & Spa by Sunday Classic Room

Walton Hall Hotel & Spa by Sunday Classic Room
Wellesbourne Hastings
9.0 out of 10, Wonderful, (63 reviews)
"Functional but amazing value for money, and for the price it was clean and peaceful, we slept well, the staff were friendly and it had everything we needed."
United Kingdom
Clare
The price is CA $58
CA $58 total
includes taxes & fees
Oct 10 - Oct 11
Walton Hall Hotel & Spa by Sunday Classic Room
A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

5. Cotswold Townhouse - Adults Only

Cotswold Townhouse - Adults Only
2.5 star property
Stow-on-the-Wold
The price is CA $314
CA $376 total
includes taxes & fees
Oct 18 - Oct 19
Cotswold Townhouse - Adults Only
A stone building with a door, a window, and a small garden area with plants and a table.

6. Little Cottage in Moreton-in-Marsh

Little Cottage in Moreton-in-Marsh
2.0 star property
Moreton-in-Marsh
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $614
CA $906 total
includes taxes & fees
Nov 2 - Nov 3
Little Cottage in Moreton-in-Marsh
A modern kitchen with white cabinetry, a marble countertop, and a central island with white orchids.

7. Cotswold Chic Retreats "Cloud Nine" Chipping Campden

Cotswold Chic Retreats "Cloud Nine" Chipping Campden
Chipping Campden
9.0 out of 10, Wonderful, (22 reviews)
The price is CA $299
CA $342 total
includes taxes & fees
Oct 25 - Oct 26
Cotswold Chic Retreats "Cloud Nine" Chipping Campden
A stone building with multiple windows and doors, including a sign that reads "Bumble Cottage."

8. Bumble Cottage

Bumble Cottage
3.5 star property
Warwick
10.0 out of 10, Exceptional, (1 review)
The price is CA $557
CA $668 total
includes taxes & fees
Oct 17 - Oct 18
Bumble Cottage
A garden patio with a wooden table and chairs, surrounded by potted plants and a fence.

9. 18th Century With Stunning Views in Snitterfield

18th Century With Stunning Views in Snitterfield
3.0 star property
Stratford-upon-Avon
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was wonderful and Amanda was most helpful in getting us checked in."
United Kingdom
Robert
The price is CA $191
CA $229 total
includes taxes & fees
Oct 12 - Oct 13
18th Century With Stunning Views in Snitterfield
A conservatory with a dining table set for six, surrounded by stone walls and a garden view.

10. Chipping Campden Shabby Chic on Famous High Street

Chipping Campden Shabby Chic on Famous High Street
Chipping Campden
9.6 out of 10, Exceptional, (11 reviews)
"Wonderful property, beautifully decorated and well equipped with everything we needed for a really enjoyable stay"
United States
Rachael K.
The price is CA $386
CA $640 total
includes taxes & fees
Nov 1 - Nov 2
Chipping Campden Shabby Chic on Famous High Street
A bedroom with a bed, bedside table, chair, dresser, and a window with a view of a brick building.

11. Romeo’s Retreat

Romeo’s Retreat
Stratford-upon-Avon City Centre
10.0 out of 10, Exceptional, (5 reviews)
"Lovely property right in the centre of town - very clean with good facilities. Had a great stay"
United Kingdom
Aleksander
The price is CA $151
CA $151 total
includes taxes & fees
Nov 4 - Nov 5
Romeo’s Retreat
A stone building with a white door and a small porch area with a bench and chairs.

12. Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (5 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is CA $343
CA $619 total
includes taxes & fees
Oct 27 - Oct 28
Jasmine Cottage-2BD in Heart of Bourton
A stone building with wicker furniture, a bottle of wine, and a cheese board.

13. Stow on the Wold Scandi Chic Authentic Cottage

Stow on the Wold Scandi Chic Authentic Cottage
Stow-on-the-Wold
10.0 out of 10, Exceptional, (11 reviews)
"Excellent choice for Stow and the Cotswolds.. loved the cottage and the host is v friendly and informative."
United Kingdom
Pete
The price is CA $386
CA $640 total
includes taxes & fees
Nov 2 - Nov 3
Stow on the Wold Scandi Chic Authentic Cottage
A bathroom with a glass shower enclosure, a white toilet, and a window above the toilet.

14. Myrtle Cottage

Myrtle Cottage
3.0 star property
Southam
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $190
CA $228 total
includes taxes & fees
Oct 11 - Oct 12
Myrtle Cottage
A modern wooden building with large glass doors and a white bathtub in front.

15. Cosy off-grid countryside cabin.

Cosy off-grid countryside cabin.
Lower Boddington
10.0 out of 10, Exceptional, (1 review)
"we had a lovely stay. the owner was really helpful and nothing was to much trouble lots of information on things to do in the area, restaurant and pubs too the cabin was very clean with everything we needed we will definitely be coming back to this wonderful get away "
United Kingdom
amanda
The price is CA $156
CA $186 total
includes taxes & fees
Oct 13 - Oct 14
Cosy off-grid countryside cabin.
A stone cottage with a white door, a small porch with a chair, and a sign reading 'Little Cottage.'

16. Beautiful Little Cottage in Moreton-in-Marsh

Beautiful Little Cottage in Moreton-in-Marsh
Moreton in Marsh
The price is CA $755
CA $909 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful Little Cottage in Moreton-in-Marsh
A bedroom with a bed, pillows, a nightstand, a lamp, and a wall-mounted abstract painting.

17. Shakespeare's Nest - central Stratford -upon - Avon - sleeps 4

Shakespeare's Nest - central Stratford -upon - Avon - sleeps 4
Stratford-upon-Avon City Centre
10.0 out of 10, Exceptional, (3 reviews)
"Perfectly situated, quirky and comfortable apartment. Friendly and helpful host. Would definitely book again."
United States
Vince K.
The price is CA $187
CA $290 total
includes taxes & fees
Oct 13 - Oct 14
Shakespeare's Nest - central Stratford -upon - Avon - sleeps 4
A cozy room with wicker furniture, a stone wall, and a glass door leading outside.

18. Stone Wheel Cottage

Stone Wheel Cottage
3.0 star property
Banbury
10.0 out of 10, Exceptional, (1 review)
"We loved our stay at Stone Wheel cottage. The property is lovely and spacious, the pool is nice, the owners are very helpful and we loved the village. Look forward to returning again in the future."
United Kingdom
Jonathan
The price is CA $1,166
CA $1,399 total
includes taxes & fees
Oct 13 - Oct 14
Stone Wheel Cottage
A breakfast table with bread, pastries, and a coffee pot in a room with a skylight and a plant.

19. One Abbey Lane

One Abbey Lane
3.0 star property
Southam
9.8 out of 10, Exceptional, (18 reviews)
"Excellent location for a recent wedding, accommodation was lovely"
United Kingdom
Steve
The price is CA $206
CA $247 total
includes taxes & fees
Oct 14 - Oct 15
One Abbey Lane
A deck with outdoor furniture, a barbecue, and a view of a field.

20. Period Cotswold Cottage with outdoor bar & open views

Period Cotswold Cottage with outdoor bar & open views
Milton-under-Wychwood
10.0 out of 10, Exceptional, (1 review)
"My husband, knowing how much we both love the Cotswolds, booked this cottage as a last-minute surprise, to wrap up our trip to the UK, to celebrate my birthday. What an absolute delight to spend an evening at Sunnybank Cottage. I was smitten from the moment we walked in. Beautifully appointed, wonderful location, and an absolute highlight in a busy agenda. I so wish we would have had more time to linger. I spent about 10 minutes just gazing across the picturesque landscape. It was a perfect...
United States
Brent
The price is CA $450
CA $714 total
includes taxes & fees
Oct 13 - Oct 14
Period Cotswold Cottage with outdoor bar & open views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cherington Hotel Reviews

The White Swan Hotel

The White Swan Hotel

10/10 Excellent
"The place is charming! The restaurant and bar was an old pub hundreds of years ago and the place maintains the old timbers and charm of that era. We had delicious breakfasts each morning and one great dinner there. Our room was extremely comfortable and the staff were helpful and friendly. Excellent place to stay"
Nancy 2-night trip
Posted 4 hours ago
The White Swan Hotel

Find out more about Cherington

Everything you need to know about Cherington 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 Cherington 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 Cherington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cherington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cherington. 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 Cherington 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 Cherington vacation rentals we have selected for you start as low as CA $58 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cherington rentals

At Expedia, we put the best Cherington 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 Cherington 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 Cherington 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 Cherington. 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 vacation rentals in Cherington?

Yes, we offer vacation rentals close to top local attractions in Cherington, or you can choose a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Cherington?

Cosy Carol Cottage Just Off The High Street: Located near Cherington, this vacation home rental offers a fireplace, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Cherington?

Explore the area and family-friendly sights such as The Model Village, or get out into nature at a spot like Batsford Arboretum. Cotswolds Distillery and Feldon Valley Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Cherington?

Vacation rentals are private properties you can book for a short or long stay in Cherington. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a small group gathering.