
Cottage vacation rentals in Cheltenham
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Top-rated cottage rentals in Cheltenham
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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.

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!

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

Cottage Nestled within old Cotswold Farmhouse
Take your first glimpse of the rolling fields surrounding our traditional Cotswold stone farmstead, as you travel along our private, tree lined drive. In an AONB, the farmstead sits on the edge of the Golden Valley. Dating back to the 1700s, Little Finch's Cottage is nestled within the original Farmhouse, where you can still find exposed beams and sunny window seats. Step through Little Finch's front door into the lounge/breakfast room which is linked to the bedroom by a steep spiral staircase.

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!

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!

Stunning Cotswold cottage, log burner, Winchcombe
Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven Nespresso machine, Smeg fridge/freezer. Shower room. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

The Feathered Nest an idyllic Cotswolds escape.
Nestled in the heart of historic Winchcombe, The Feathered Nest offers a welcoming escape in the beautiful North Cotswolds. Set on picturesque Vineyard Street, this lovingly restored former wool cottage blends timeless character with modern comforts. Thoughtfully renovated by the owners this the boutique two-bedroom home features stylish furnishings and all the contemporary amenities you need for a relaxing stay. Available for mid week or long weekend breaks this February.

Cheltenham - Cosy Bath Road Cottage
A beautifully presented cosy and welcoming, newly refurbished, 2 bedroom Georgian cottage located just off the desirable Bath Road. The local area has plenty of great shops, restaurants and pubs. In addition, trendy Montpellier is a short walk away. The historical spa town of Cheltenham, in the centre of the Costwolds, has a buzzing atmosphere and hosts many events throughout the year, with the famous racecourse is only a 10 minute drive away.

The Nook, nr Winchcombe, Cotswolds. 2 adults
The Nook is a cosy one bedroom cottage in the beautiful village of Gretton. Set on the Winchcombe Way, The Nook is just two miles outside Winchcombe which has a host of pubs and restaurants. It has a spacious kitchen diner, cosy lounge with inglenook fireplace and log burning stove for the winter. A spiral staircase leads up to the Double bedroom with en-suite shower room. The local pub, The Royal Oak, is walking distance and has great 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!
Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Riverside Cottage

Peaceful relaxation or jumping off point & hot tub

Rural, character 2 bed cottage and hot tub

Romantic cosy cottage & hottub in Forest of Dean

Romantic Idyllic Nuthatch Cottage with Hot Tub

Mill Garden Lodge Romantic Spa break in the Forest

Elmside is a country cottage with Hot Tub

Idyllic Waterside Cottage - Private Hot Tub
Pet-friendly cottage rentals

Lovely 2-bed cottage in Cotswold village with pub

Adorable listed cottage,burner,town centre,parking

Stunning Private Cotswold Cottage with views

Secluded cottage in the heart of Stow on the Wold

Market Lodge

Barley Cottage

Winterwell Farm Bothy situated in the Cotswolds

Thimble Cottage. Winchcombe
Private cottage rentals

East Barn Cottage - Refurbished Barn Conversion!

Countryside Cidermaker's Cottage

Cotswold cottage with beautiful views in AONB

The Old Bakery At The Grange

Argyll Coach House, Cirencester

Charming 2 Bed House in Tewkesbury Centre

North Cotswolds, Vale of Evesham 1 bedroom cottage

Unique luxury retreat with glorious views & piano
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$12,556Â GYD per night before taxes and fees

Verified guest reviews
Over 1,380 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

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

4.8 Average rating
Cheltenham stays are highly rated by guestsâaveraging 4.8 out of 5!

Nearby attractions
Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Lower Mill Estate
- Silverstone Circuit
- West Midland Safari Park
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Shakespeare's Birthplace
- Hereford Cathedral
- Bowood House and Gardens
- University of Warwick
- Dyrham Park
- Royal Shakespeare Theatre




