
Cottage holiday 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.

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!

Stylish Cottage in The Cotswolds.
This quaint cottage in the beautiful village of Alderton has been refurbished to a high standard, an open plan living area including a kitchen/diner leading into a living space .Off the hallway is a downstairs WC. Upstairs there are two bedrooms, one with king size bed, the second with twin beds and a family bathroom. The outside space offers a small pretty area to relax, read, eat, & drink wine. This idyllic village has everything on offer, a village shop, pub & play park in stunning setting.

Secluded cottage in the heart of Stow on the Wold
This beautiful stone two bedroom cottage is set well away from Park Street and sits within a secluded private garden. It offers peaceful and cosy accommodation yet is conveniently located within the historic town of Stow on the Wold. With easy access to all local amenities including several pubs, takeaways, antique and lifestyle shops, convenience stores and walking tracks. The cottage offers open plan living on the ground floor with two bedrooms with their own ensuites on the first floor.

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).

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.

53 Church Street - 500 yr old cottage/Luxury/View
53 Church Street served as a corner shop for many years, still evidenced by the door sign. It is likely to be around 500 years old, and has been lovingly restored to re-create an unmistakably historic building with all the modern comforts you could possibly want in a holiday home. From a four poster bed to a sleek, modern bathroom, from a beamed, cosy lounge to a characterful kitchen, and from a winding oak staircase to a breathtaking view of the spectacular Abbey.

Muir Cottage in the Cotswolds
Muir Cottage has been converted from an 18th Century barn to a design inspired by the Arts and Crafts Movement that established in the Cotswolds in the 19th Century, resulting in an array of stone mullioned windows, exposed beams and period furnishings. It is beautifully situated in a hidden coombe on the leeward side of the Cotswolds highest hill, yet only minutes from Winchcombe, a classic Cotswold "wool town" with excellent shops and restaurants.

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.

Amber Cottage - Stow on the Wold
Set in the heart of the Cotswolds, this charming cottage enjoys a secluded and peaceful position, within a few minutes' walk of the town's bustling market square, antique galleries, interesting shops, restaurants and pubs. It is a great base to explore the wider delights of the Cotswolds with Bourton-on-the-water and Moreton-on-the-Marsh close by. Oxford, Stratford, Warwick and Cheltenham are all less than 30 miles 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 .

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. *Helicopter landing field
Popular amenities for cottage rentals in Cheltenham
Cottage rentals with a hot tub

Riverside Cottage

Rural, character 2 bed cottage and hot tub

Beautiful grade 2 listed cottage

Romantic cosy cottage & hottub in Forest of Dean

Mill Garden Lodge Romantic Spa break in the Forest

Cosy Grade ll Cottage with new Wood Fired Hot Tub.

The Barn - cheerful 2 bedroom cottage with hot tub

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

Pretty Chocolate Box Thatched Cottage

Cotswold retreat. Spacious and peaceful

Converted barn in beautiful Cotswolds countryside

Peaceful Cotswolds, country walks/pubs/shops/cafes

The Stables Cottage. Your home from home!

Relaxing Gloucestershire getaway

Cider Mill Cottage, Winchcombe

Cute Cotswolds cottage in the heart of Northleach
Private cottage rentals

The Feathered Nest an idyllic Cotswolds escape.

IDYLLIC COSY WEST WING CLOSE TO CHIPPING CAMDEN

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

A stylish and cosy Cotswold cottage

Unique luxury retreat with glorious views & piano

Character two bedroom cottage in Moreton-in-Marsh

Unique luxury Cotswolds cottage, near Stroud

Rose End Cottage, Oddington
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 1,380 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

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
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- 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
- Puzzlewood
- Coventry Cathedral
- University of Warwick
- Shakespeare's Birthplace
- Hereford Cathedral
- Bowood House and Gardens
- Dyrham Park
- Eastnor Castle




