
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$12,574 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.

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

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.

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).

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!

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.

Lavender Lodge - Bourton on the Water
Lavender Lodge is a cute and cosy cottage, perfectly situated in Bourton on the Water. Often referred to as the ‘Venice of the Cotswolds’ due to the pretty stone bridges arching over the river Windrush. Lavender Lodge is located in a peaceful lane, a 2 minute walk from the centre. With parking at the property, 2 double bedrooms, both with stunning en-suite bathrooms, Lavender Lodge is a versatile holiday home suited to families, friends or an indulgent couples retreat.

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.

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!

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.

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 .

4 Star Cotswold stone cottage
This modern Cotswold stone cottage (with good Wifi) 2.5 bathrooms and a new woodburner lies close to the heart of the delightful town of Winchcombe. Adjoining another property, it is set along a quiet lane, 2 minutes’ walk from an excellent range of shops, historic pubs, restaurants and 10 minutes to Sudeley Castle. EV chargers 300 metres from the property.
Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Rural, character 2 bed cottage and hot tub

Idyllic Waterside Cottage - Private Hot Tub

Riverside Cottage

Romantic Idyllic Nuthatch Cottage with Hot Tub

Elmside is a country cottage with Hot Tub

Romantic cosy cottage & hottub in Forest of Dean

The Pixie, Cotswolds

Peaceful relaxation or jumping off point & hot tub
Pet-friendly cottage rentals

Winterwell Farm Bothy situated in the Cotswolds

Dog friendly stylish cottage near Malvern Hills

Stylish Cotswold Retreat with Dog Friendly Garden

Beautiful, recently renovated two bedroom cottage

Secluded cottage in the heart of Stow on the Wold

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

The Chapel, Cirencester, Cotswolds

Exquisitely designed | Village centre location
Private cottage rentals

The Old Bakery At The Grange

Cotswold cottage charm

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

53 Church Street - 500 yr old cottage/Luxury/View

Luxury Cottage, WOW en~suite and private parking.

A Cotswold Retreat with Private Garden

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage

Chic Cottage - Central Bourton - 2 parking Spaces
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- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- Longleat Safari Park
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Highclere Castle
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Bath Abbey
- Cotswold Wildlife Park
- Puzzlewood
- Sudeley Castle
- University of Birmingham
- No. 1 Royal Crescent
- Bicester Village
- Alexander Stadium





