
Cottage holiday 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.

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!

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 Dog Friendly Barn Conversion & Paddock
Discover the perfect rural retreat in this beautifully appointed dog friendly barn set in AONB. Blending rustic character with modern convenience & offering a unique lifestyle opportunity for those seeking space, comfort & dedicated environment for their pets Standout feature of Hare Barn is the impressive 3/4 acre private paddock . Fully enclosed & well maintained providing a safe expansive space for all dogs to run freely or for those looking to enjoy countryside right at their doorstep

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby
West Barn Cottage is a wonderful large barn situated on the grounds of West Barn. This bright home is fully equipped with lovely spaces to relax, two large bedrooms and views of the rolling countryside. There are many walks in the surrounding area and the award winning pub The Frogmill is just a stones throw away. With easy access to the A40 and the A436, this Barn brings the whole of the Cotswolds in easy reach, including Cheltenham, Cirencester, Bourton on the water and the Slaughters.

A Cotswold Retreat with Private Garden
A calm, light-filled Cotswold retreat with a private garden, set in a peaceful village setting. The Other House is an architect-designed one-bedroom space with garden views and direct access to a private terrace. Walk to The Green Dragon pub and Elkstone Studios, with two excellent farm shops, and Cowley Manor Hotel and Spa nearby. Ideal for couples or solo travellers looking for a quiet countryside escape, with walks from the door and easy access to Cirencester and the wider Cotswolds.

Cotswold retreat. Spacious and peaceful
This rural retreat provides spacious, comfortable accommodation with fabulous views. An open plan ground floor leads to a south facing terrace (sole use.) Upstairs there is a huge bedroom ( Super King bed) and a roll top bath with garden view. Shower/WC downstairs Private parking. Hosts on hand if required. This peaceful rural village is an ideal base to explore the Cotswolds and soak up glorious countryside. Enjoy excellent dog walking and cycling straight out of the door.

The Nook, nr Winchcombe, Cotswolds. 2 adults
The Nook by Feather Cotswold Cottages 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 cottage rentals in Cheltenham
Cottage rentals with a hot tub

Riverside Cottage

Peaceful relaxation or jumping off point & hot tub

Beautiful barn conversion/hot tub 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

Olli's Cottage-Terrace & Jacuzzi
Pet-friendly cottage rentals

Adorable listed cottage,burner,town centre,parking

The Coach House at The Rookery

Dog friendly stylish cottage near Malvern Hills

Penny Cottage - Cozy Cotswold cottage

Cosy Cotswold cottage for couples, dog friendly,

Converted barn in beautiful Cotswolds countryside

Clematis Cottage, Cosy Cotswold Cottage

Beautiful, recently renovated two bedroom cottage
Private cottage rentals

The Feathered Nest an idyllic Cotswolds escape.

A beautiful cottage set in spectacular grounds

The Old Bakery At The Grange

Malvern Hills view at Fleet's Cottage Malvern

Historic Barn Conversion in Worcestershire

Minnow Cottage

Comfortable Cotswold lodge conservatory and garden

The Garden Room - Coach House.
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 1,310 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

4.8 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
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Lower Mill Estate
- Silverstone Circuit
- Highclere Castle
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- University of Warwick
- Ludlow Castle
- Sudeley Castle
- Waddesdon Manor
- Puzzlewood
- No. 1 Royal Crescent
- National Exhibition Centre
- Coventry Cathedral
- Coventry Building Society Arena
- Eastnor Castle
- University of Birmingham
- The International Convention Centre





