
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$12,522 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.

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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Secluded cottage in the heart of Stow on the Wold
This beautiful stone two bedroom cottage is set well away from Park Street and sits within a secluded private garden. It offers peaceful and cosy accommodation yet is conveniently located within the historic town of Stow on the Wold. With easy access to all local amenities including several pubs, takeaways, antique and lifestyle shops, convenience stores and walking tracks. The cottage offers open plan living on the ground floor with two bedrooms with their own ensuites on the first floor.
ValueLocationHiking

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!
FamilyLocationHospitality

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.
LocationFamilyAccess

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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Comfortable Cotswold lodge conservatory and garden
Centrally located in a quiet corner in one of the most picturesque villages in the Cotswolds, Saltway Lodge in Bibury is a perfect escape for peace, quiet and fresh air... It is close to Cheltenham renowned (festival) race horse track, literature and jazz festivals as well as the annual airshow at Fairford and much more. The area has many wonderful markets, pubs, spas and walks all within easy reach. A step back in time to the Roman age and beyond but with up to date amenities!
LocationFamilyComfort

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.
FamilyValueGrill

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.
ValueFamilyHospitality

Muir Cottage in the Cotswolds
Muir Cottage has been converted from an 18th Century barn to a design inspired by the Arts and Crafts Movement that established in the Cotswolds in the 19th Century, resulting in an array of stone mullioned windows, exposed beams and period furnishings. It is beautifully situated in a hidden coombe on the leeward side of the Cotswolds highest hill, yet only minutes from Winchcombe, a classic Cotswold "wool town" with excellent shops and restaurants.
LocationFamilySleep quality

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!
FamilyLocationAmenities

The Stables - Luxury Central Cheltenham Bolthole
Gorgeous converted stables located in the heart of Cheltenham originally belonging to a Georgian Villa, this is the ideal place to stay for a long weekend or mid week break in the Cotswolds. Perfectly located within walking distance of the bars and restaurants of the Suffolk's and Montpellier, and all that Cheltenham has to offer, be that one of the many the festivals or of course the races .
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Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Riverside Cottage
FamilyValueWifi

Peaceful relaxation or jumping off point & hot tub
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Luxury Barn, Hot Tub, Dog Friendly, Stunning Views
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Rural, character 2 bed cottage and hot tub
ValueFamilyQuiet

Romantic cosy cottage & hottub in Forest of Dean
LocationParksWifi

Romantic Idyllic Nuthatch Cottage with Hot Tub
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Mill Garden Lodge Romantic Spa break in the Forest
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Elmside is a country cottage with Hot Tub
LocationFamilyGetting around
Pet-friendly cottage rentals

Luxury Central, Dog friendly, King Bed, Log fire
FamilyLocationNearby

Dog friendly stylish cottage near Malvern Hills
ValueFamilyCheckout

Penny Cottage - Cozy Cotswold cottage
ValueLocationNearby

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby
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Converted barn in beautiful Cotswolds countryside
FamilyValueDecor

Stunning Cotswold cottage, log burner, Winchcombe
FamilyLocationDecor

Chic Cottage - Central Bourton - 2 parking Spaces
ValueLocationRiver

Town Centre Cottage Tucked Away
LocationFamilyShared spaces
Private cottage rentals

Countryside Cidermaker's Cottage
FamilyLocationAccuracy

Luxury Cottage, WOW en~suite and private parking.
ValueFamilyLaundry

Cotswold cottage charm
ValueLocationBathroom

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
ValueLocationOutdoor spaces

The Old Bakery At The Grange
FamilyValueWifi

Historic Barn Conversion in Worcestershire
ValueFamilyView

Grade II listed historic Cotswolds cottage
FamilyLocationHeating

Minnow Cottage
LocationValueWifi
Destinations to explore
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- Rentals with a hot tub Cheltenham
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- Pet-friendly rentals Cheltenham
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- Family-friendly rentals Cheltenham
- Cottage rentals Gloucestershire
- Cottage rentals England
- Cottage rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- Longleat Safari Park
- University of Oxford
- National Exhibition Centre
- Blenheim Palace
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Cheltenham Racecourse
- Highclere Castle
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Bicester Village
- Sudeley Castle
- Warwick Castle
- Alexander Stadium





