
Cottage vacation rentals in Cheltenham
Find and book unique cottages on Airbnb
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$12,563 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.
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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
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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!
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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.
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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).
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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.
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Charming Cotswold Cottage
The Cottage is now open again, following a major extension project. A stylish spacious Cotswold stone cottage with open plan kitchen dining living space, wood burning stove and 3 bedrooms. Main bedroom has French doors overlooking Cotswold countryside and enjoys the morning sun. The bedroom opens onto a spacious luxury en-suite bathroom with large shower and separate bath. There are two further bedrooms, each with a double bed, one of which has an en suite shower room.
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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.
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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.
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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!
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The Potting Shed, 5* ❤︎ Luxury escape Cirencester
The Potting Shed is the quintessential 5* Cotswold escape. Following an 18 month restoration completed in May 2019, this stone barn conversion is the perfect weekend and holiday retreat. Located within the grounds of an elegant Grade II listed Georgian town house on Cecily Hill - this romantic getaway is accessed by a private stone bridge which leads through through a formal kitchen garden to a stunning private terrace.
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Town Centre Cottage Tucked Away
Lovely self-contained cottage in the heart of Cheltenham. Exclusive use of two-bedroom cottage in a quiet, residential location 8 minutes’ walk from town centre. Own front door, sitting / dining room, kitchen, downstairs bathroom. Small, private rear courtyard. Smokers welcome to smoke outside. Pets by arrangement and I would ask for an additional £5.00. Excellent local shops and eateries.
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Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Waterlily, Romantic Lakefront Stay, Hot Tub
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Rural, character 2 bed cottage and hot tub
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Idyllic Waterside Cottage - Private Hot Tub
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Elmside is a country cottage with Hot Tub
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Riverside Cottage
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Romantic Idyllic Nuthatch Cottage with Hot Tub
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Peaceful relaxation or jumping off point & hot tub
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Romantic cosy cottage & hottub in Forest of Dean
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Pet-friendly cottage rentals

The Chapel, Cirencester, Cotswolds
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Luxury 16th C. Cottage Broadway
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Secluded cottage in the heart of Stow on the Wold
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Lavender Lodge - Bourton on the Water
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Dog friendly stylish cottage near Malvern Hills
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Stylish Cotswold Retreat with Dog Friendly Garden
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Stunning Cotswold cottage, log burner, Winchcombe
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Winterwell Farm Bothy situated in the Cotswolds
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Private cottage rentals

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage
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A Cotswold Retreat with Private Garden
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Hobleys Cottage Stanton Nr Broadway
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Beautiful Cotswold Farm Cottage - quiet, view
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The Old Bakery At The Grange
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Chic Cottage - Central Bourton - 2 parking Spaces
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Cotswold cottage charm
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Exquisitely designed | Village centre location
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Destinations to explore
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- Family-friendly rentals Cheltenham
- Cottage rentals Gloucestershire
- Cottage rentals England
- Cottage rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- Blenheim Palace
- National Exhibition Centre
- Longleat Safari Park
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Highclere Castle
- Cheltenham Racecourse
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- University of Oxford
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Sudeley Castle
- University of Warwick
- No. 1 Royal Crescent
- Alexander Stadium
- Warwick Castle
- The International Convention Centre





