
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.

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 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.

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!

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!

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.

Set in AONB & 40 Acres of Private Countryside
Perfectly situated to explore all the Wye Valley and Forest of Dean has to offer, The Apple Loft is an idyllic getaway popular with honeymooners, walkers, cyclists and those just wishing to escape the hustle and bustle of everyday life. With panoramic views across Mork Valley, guests can walk our grassy tracks, explore the old lime kilns, picnic in our fields, say ‘hello’ to the pet sheep and enjoy the sights and sounds of nature, stars and sunsets in this magical and relaxing retreat.

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.

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.

Unique luxury retreat with glorious views & piano
Uplands Garden Cottage is a luxury retreat with wonderful views across Herefordshire countryside. Located 1 mile from the market town of Ledbury and its independent shops and cafes, it is within striking distance of the Malvern Hills and the Wye Valley (Areas of Outstanding Natural Beauty). Festivals nearby are Ledbury Poetry, Hay, Longborough Opera, Cheltenham, Three Counties/Choirs. Piano & dedicated work station for those wanting to WFH.
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 Idyllic Nuthatch Cottage with Hot Tub

Romantic cosy cottage & hottub in Forest of Dean

Mill Garden Lodge Romantic Spa break in the Forest

The Cow Pen Cottage, hot tub &indoor swimming pool

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

Cotswold retreat. Spacious and peaceful

Charming cottage: King Bed, Central, Dogs welcome

Church Steps Luxury Thatched Cottage in Ebrington

Penny Cottage – Cozy Cotswold cottage

Dog friendly stylish cottage near Malvern Hills

Barley Cottage

Winterwell Farm Bothy situated in the Cotswolds

Stunning Cotswold cottage, log burner, Winchcombe
Private cottage rentals

Cosy cottage set in lovely grounds of water mill

Secluded cottage in the heart of Stow on the Wold

Lavender Cottage - Cosy 2-bedroom Cotswold cottage

4 Star Cotswold stone cottage

Charming Cotswold Cottage and Garden near Bibury

The Old Bakery At The Grange

Malvern Hills view at Fleet's Cottage Malvern

North Cotswolds, Vale of Evesham 1 bedroom cottage
Quick stats about cottage rentals in Cheltenham
Total rentals
20 properties
Nightly prices starting at
€ 51 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Birmingham Airport
- 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
- Bowood House and Gardens
- Shakespeare's Birthplace
- Lacock Abbey
- Hereford Cathedral
- Manor House Golf Club
- Royal Shakespeare Theatre
- Dyrham Park
- Painswick Golf Club