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

Total holiday rentals
Explore 20 holiday rentals in Cheltenham

Nightly prices starting at
Cheltenham holiday rentals start at £45 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cheltenham holiday rentals include wifi 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

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!

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.

Exquisitely designed | Village centre location
At the centre of one of the South Cotswolds’ most charming riverside villages, The Stables is a newly refurbished and interior designed two bedroomed cottage (allowing 4 guests maximum, including babies in cots), with private garden, EV charger and complimentary off street private parking. Historic Lechlade-on-Thames is the perfect base from which to explore the Cotswolds Area of Outstanding Natural Beauty and its picturesque hamlets, villages and towns like Bibury, Burford and Cirencester.

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.

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!

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.

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 cottage rentals in Cheltenham
Cottage rentals with a hot tub

Riverside Cottage

Holiday cottage With hot tub

Luxury Barn, Hot Tub, Dog Friendly, Stunning Views

Rural, character 2 bed cottage and hot tub

Romantic Idyllic Nuthatch Cottage with Hot Tub

Romantic cosy cottage & hottub in Forest of Dean

Mill Garden Lodge Romantic Spa break in the Forest

Elmside is a country cottage with Hot Tub
Pet-friendly cottage rentals

Lovely 2-bed cottage in Cotswold village with pub

Luxury Central, Dog friendly, King Bed, Log fire

Charming Dog Friendly Barn Conversion & Paddock

Secluded cottage in the heart of Stow on the Wold

Penny Cottage - Cozy Cotswold cottage

Market Lodge

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

Winterwell Farm Bothy situated in the Cotswolds
Private cottage rentals

Lavender Lodge - Bourton on the Water

Quiet grade 1 listed entire cottage in Cotswolds

Charming one bed detached cottage in the Cotswolds

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage

Cotswold cottage charm

The Old Bakery At The Grange

Beautiful, recently renovated two bedroom cottage

North Cotswolds, Vale of Evesham 1 bedroom cottage
Destinations to explore
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- Cottage rentals Gloucestershire
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- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- 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
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Coventry Building Society Arena
- Bath Abbey
- Cotswold Wildlife Park
- Sudeley Castle
- Puzzlewood
- University of Birmingham
- No. 1 Royal Crescent
- Waddesdon Manor
- Bicester Village





