
Cottage vacation rentals in Cheltenham
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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.

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

Luxury Cottage, WOW en~suite and private parking.
The Cotswolds romantic cottage hideaway... Perfect for couples this beautiful cottage has the real WOW factor. A spacious one bedroom cottage with and a stunning decadent en_suite, resplendent with two side by side slipper baths positioned opposite a bespoke wall mural of Florence. Tucked away down a quiet side street off Moreton in Marsh main high street you have the best of both worlds. All the charm of a country cottage but with all amenities close by and stunning countryside all around.

Little Nook Cottage - Dog Friendly & 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!

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!

Quintessential Cotswolds Cottage near Stow-on-Wold
Located a 5 min drive away from Stow-on-the-Wold in the quaint village of Upper Oddington, my cozy English cottage known as Yellow Rose Cottage is the ideal location for your escape to the Cotswolds. With my local pub The Fox just a 15 min walk away & Daylesford Farm a couple of miles down the road, you'll be spoilt for choice with award-winning pubs & restaurants. My kitchen offers all you’ll need to cook your own meals should you choose to stay in. Note: YOU WILL NEED A CAR to stay here

Grade II listed historic Cotswolds cottage
A Grade II listed 2-bedroom cottage, in a charming Cotswolds area, steeped in history and character, with original windows, traditional flagstone flooring, stone walls, oak beams and a fireplace. All rooms have lovely little window seats. Enjoy your own orchard at the end of the garden, perfect for a BBQ or picnic. The Cottage also includes free off-street parking. We love the local walks, views and the quintessential little Cotswolds high street only minutes walk from the cottage.

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
Festive decorations with Christmas tree!! 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.

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 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 .

Stunning 2 bed Cotswold cottage, sleeps 4
Formally a candle making workshop and then the village surgery, Heron Cottage has recently been completely refurbished and extended to create a modern, light and comfortable cottage. Sitting in beautiful countryside and conveniently located between Cheltenham and Cirencester, the cottage is perfect for romantic breaks and those that want to escape from busy city life.
Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Riverside Cottage

Holiday cottage With hot tub

Peaceful relaxation or jumping off point & hot tub

Beautiful barn conversion/hot tub views

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
Pet-friendly cottage rentals

Lavender Lodge, Cosy cottage in Bourton

Lovely 2-bed cottage in Cotswold village with pub

Church Steps Luxury Thatched Cottage in Ebrington

Penny Cottage - Cosy Cotswold cottage

Apple Tree Cottage, 2 bedroom (double & king beds)

Thimble Cottage. Winchcombe

Cosy two bedroom cottage with period features.

Delightful Cotswold Retreat Dog Friendly
Private cottage rentals

Peaceful South facing cottage in Cotswolds. UK,

Hobleys Cottage Stanton Nr Broadway

Secluded cottage in the heart of Stow on the Wold

Lavender Cottage - Cosy 2-bedroom Cotswold cottage

Charming Cotswold Cottage with Logfire near Bibury

The Old Bakery At The Grange

Minnow Cottage

Chapel Cottage, Pancake Hill, Chedworth. Cotswolds
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 $83 CAD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Cheltenham vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

4.8 Average rating
Cheltenham stays are highly rated by guests—averaging 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
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Dyrham Park
- Lacock Abbey
- Painswick Golf Club
- Big Pit National Coal Museum




