
Cottage vacation rentals in Cheltenham
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Quick stats about cottage rentals in Cheltenham

Total vacation rentals
Explore 20 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at G$12,554 GYD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cheltenham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

4.7 Average rating
Cheltenham stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
Top-rated cottage rentals in Cheltenham
Guests agree: these cottages are highly rated for location, cleanliness, and more.

The Bothy cottage in the Cotswolds
The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.
ValueFamilyCheckout
4.93 out of 5 average rating, 560 reviews
Luxury Thatched Cotswold Cottage, amazing location
Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed
LocationValueEV charging
4.94 out of 5 average rating, 213 reviews
Willow Cottage, A Luxury Cotswold Retreat
Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!
ValueLocationKitchen
4.94 out of 5 average rating, 151 reviews
Little Nook Cottage - Cosy & Large Garden
Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!
FamilyLocationBackyard
4.98 out of 5 average rating, 263 reviews
Chic Georgian town house in Cotswold town centre
Chic luxury town house full of charm with river views. Formerly the town's Post Office, in the heart of Fairford. Three boutique luxury bedrooms, one with master en-suite. Large fully equipped kitchen, generous living space with large fireplace. Pretty, enclosed stone walled garden. We're next door to a lovely 15th century inn with a choice of other pubs nearby; Italian restaurant; local shops; pharmacy; cafes and takeaways on hand - a perfect base to explore this lovely part of the world.
ValueFamilyLayout
4.99 out of 5 average rating, 234 reviews
Quiet grade 1 listed entire cottage in Cotswolds
A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).
ValueLocationIndoor spaces
5.0 out of 5 average rating, 216 reviews
Charming one bed detached cottage in the Cotswolds
Beautiful 17th Century detached Cotswold stone cottage, renovated and furnished to a high standard, located off a quiet country lane with far reaching views, a parking space and patio area. The open plan ground floor looks across the hosts cottage garden, has many original features including a traditional stone fireplace with wood burner, exposed beams and feature walls. The oak staircase leads to the bedroom and bathroom and fabulous views can be enjoyed across the valley. A little gem!
LocationFamilyDecor
4.99 out of 5 average rating, 248 reviews
Idyllic Barn, 1650sqft, Award-Winning Pub Nearby
West Barn Cottage is a wonderful large barn situated on the grounds of West Barn. This bright home is fully equipped with lovely spaces to relax, two large bedrooms and views of the rolling countryside. There are many walks in the surrounding area and the award winning pub The Frogmill is just a stones throw away. With easy access to the A40 and the A436, this Barn brings the whole of the Cotswolds in easy reach, including Cheltenham, Cirencester, Bourton on the water and the Slaughters.
ValueLocationBreakfast
4.97 out of 5 average rating, 115 reviews
Hobleys Cottage Stanton Nr Broadway
Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.
FamilyLocationAccuracy
5.0 out of 5 average rating, 143 reviews
53 Church Street - 500 yr old cottage/Luxury/View
53 Church Street served as a corner shop for many years, still evidenced by the door sign. It is likely to be around 500 years old, and has been lovingly restored to re-create an unmistakably historic building with all the modern comforts you could possibly want in a holiday home. From a four poster bed to a sleek, modern bathroom, from a beamed, cosy lounge to a characterful kitchen, and from a winding oak staircase to a breathtaking view of the spectacular Abbey.
LocationValueAmenities
4.99 out of 5 average rating, 325 reviews
Boutique 1 bedroom Cotswold Cottage
Kick back and relax in this beautiful location. A stylish stone cottage in the heart of the Coln Valley, arguably the prettiest part of the Cotswolds. The cottage is set within the 16 acres of land belonging to the main house. The perfect place for scenic walks and romantic nights in. A peaceful retreat, just 20 minutes drive from both Cirencester and Cheltenham and 10 mins from Upcote Barn wedding venue. *Helicopter landing possible.
LocationFamilyBathroom
4.99 out of 5 average rating, 335 reviews
Cotswold77 - Heart of the Cotswolds
Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!
LocationValueBiking
4.92 out of 5 average rating, 574 reviewsPopular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Rural, character 2 bed cottage and hot tub
LocationFamilyCheck-in
4.93 out of 5 average rating, 304 reviews
Waterlily, Romantic Lakefront Stay, Hot Tub
LocationValueAmenities
4.95 out of 5 average rating, 153 reviews
Romantic Idyllic Nuthatch Cottage with Hot Tub
FamilyLocationBackyard
4.97 out of 5 average rating, 298 reviews
Riverside Cottage
ValueLocationHospitality
4.93 out of 5 average rating, 698 reviews
The Pixie, Cotswolds
LocationValuePets
4.87 out of 5 average rating, 130 reviews
Luxury Barn, Hot Tub, Dog Friendly, Stunning Views
FamilyLocationEV charging
5.0 out of 5 average rating, 242 reviews
Idyllic Waterside Cottage - Private Hot Tub
FamilyValuePool
4.96 out of 5 average rating, 444 reviews
Peaceful relaxation or jumping off point & hot tub
ValueLocationHot tub
4.99 out of 5 average rating, 197 reviewsPet-friendly cottage rentals
Cricketers’ Cottage Nr Tewkesbury Glos. Sleeps 10
LocationValueLayout
4.9 out of 5 average rating, 201 reviews
Idyllic Cotswolds cottage in Upper Slaughter
FamilyValueBathroom
4.95 out of 5 average rating, 108 reviews
Secluded cottage in the heart of Stow on the Wold
ValueLocationCheck-in
4.98 out of 5 average rating, 276 reviews
Converted barn in beautiful Cotswolds countryside
LocationValueCleanliness
4.99 out of 5 average rating, 245 reviews
Luxury 16th C. Cottage Broadway
FamilyValueCleanliness
5.0 out of 5 average rating, 124 reviews
Cotswold retreat. Spacious and peaceful
ValueFamilyAmenities
4.95 out of 5 average rating, 257 reviews
Lovely 2-bed cottage in Cotswold village with pub
ValueLocationHeating
4.94 out of 5 average rating, 212 reviews
Traditional Cotswold cottage, Bisley, Nr. Stroud.
ValueFamilyHiking
4.96 out of 5 average rating, 302 reviewsPrivate cottage rentals

2-Bed Character Cottage, Access to Cotswold Way!
FamilyValueWalkability
4.83 out of 5 average rating, 170 reviews
A Cotswold Retreat with Private Garden
LocationValueNearby
4.98 out of 5 average rating, 122 reviews
The Potting Shed, 5* ❤︎ Luxury escape Cirencester
FamilyValueRiver
4.98 out of 5 average rating, 454 reviews
Grade II listed historic Cotswolds cottage
LocationFamilyTV
4.94 out of 5 average rating, 283 reviews
Luxury Cottage, WOW en~suite and private parking.
ValueFamilyDecor
4.96 out of 5 average rating, 135 reviews
Chapel Cottage, Pancake Hill, Chedworth. Cotswolds
LocationFamilyView
4.89 out of 5 average rating, 420 reviews
Charming Cotswold Cottage
LocationValueHiking
4.97 out of 5 average rating, 514 reviews
Minnow Cottage
FamilyLocationNearby
4.97 out of 5 average rating, 498 reviewsDestinations to explore
- Rentals with breakfast Cheltenham
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- Rentals with a hot tub Cheltenham
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- Family-friendly rentals Cheltenham
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- Silverstone Circuit
- Longleat Safari Park
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Highclere Castle
- Cheltenham Racecourse
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- University of Birmingham
- Ludlow Castle
- Puzzlewood
- Coventry Building Society Arena
- Bath Abbey
- Sudeley Castle
- Bicester Village
- Warwick Castle
- University of Warwick
- No. 1 Royal Crescent





