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Self Catering Holiday Cottages in Cheltenham

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51.895162, -2.046661

The party starts here! Cheltenham Chase is a big holiday home in the Cotswolds. Sleeping 24 people in a quiet location three miles from Cheltenham, the 10-bedroom property is perfect for your hen weekend, family reunion, or hosting your wedding party and guests for your celebration. The house has superb self-catering facilities and an acre of landscaped grounds, an indoor swimming pool, a games room and a terrace with a barbecue. Spend a day relaxing by the pool before getting ready to dine out and hit the town or explore picturesque villages and historic market towns. 

Weekly guide price:
£9450 to £15100
Short breaks from £2500 per night

24  |   9  |   Enquire  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Mon/Fri

51.940678, -1.875172

Beautifully presented, this welcoming holiday retreat for two provides a cosy self-catering base from which to explore the Cotswolds and its many attractions. Popular with garden enthusiasts, there are many country houses and gardens to visit locally, along with attractions and fine eating establishments (including the village pub in Kineton, a short stroll away). Tourist board rating: 4 Star

Weekly price:
£495 all year

2  |   1  |   No  |   Enquire  |   Yes

Min nights: Enquire

Preferred arrival day: Flexible | 4 Star

51.856413, -1.856250

The Snicket is a pretty period cottage with a large garden in the heart of The Cotswolds.

Weekly guide price:
£1890 to £2800
Short breaks from £290 per night

8  |   4  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 5 (peak)

Preferred arrival day: Flexible

51.980867, -2.007171

You'll fall asleep as soon as your head hits the pillow when you stay at The Lodge. After a full day of walking, cycling, horseriding and sightseeing, the quiet location and comfortable king-sized bed will welcome you home. The one-bedroom cottage is ideal for couples or solo travellers, including those who want to bring their dog, horse or bike to explore the huge network of footpaths, bridleways and cycling routes that spread across the Cotswolds, linking beautiful views with pretty villages and towns that make this part of the country a favourite in every season.

Weekly guide price:
£300 to £585
Short breaks from £65 per night

2  |   1  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Mon/Fri

51.944800, -2.036000

"Bungalow in Gloucestershire" is a 2 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The village of Woodmancote enjoys an enviable location with the Regency Spa town of Cheltenham on its doorstep and a wealth of walking from your front door including Cleeve Hill, with well waymarked paths that will take you across this...

Prices from £231 per night

2  |   2  |   Yes  |   Yes  |   Yes


51.954607, -1.962765

"Fern Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Winchcombe is a Cotswold town, found in Gloucestershire lying above the River Isbourne. It is home to beautiful timbered inns, independent shops and businesses, with fresh local produce available to buy to prepare some delicious food on your...

Prices from £233 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.847400, -2.040700

"Barn in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Upper Coberley is a small hamlet of cottages set within established farmlands. Well positioned for walkers with easy access to The Cotswold Way, where you can join the pathway going south towards Leckhampton Hill and north towards Dowdeswell....

Prices from £277 per night

2  |   1  |   No  |   Yes  |   Yes


51.907200, -1.848300

"Barn in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The unspoilt village of Naunton is tucked peacefully away in the heart of a valley though just off the main tourist trail. Well served with a traditional village pub, a historic dovecote situated in a beautiful spot by the river Windrush, along...

Prices from £283 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.881100, -2.133240

"Cottage in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. Offering spacious and stylish interior that seamlessly blends rustic charm with modern amenities, providing a cosy yet elegant retreat, nestled amidst beautifully landscaped gardens, dog friendly and perfect for couples. Set off the beaten...

Prices from £198 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.916216, -2.050022

"3 Lake Cottages" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The village of Prestbury rests on the edge of Cheltenham, surrounded by Gloucestershire countryside. The village boasts amenities including a shop and a Post Office, pubs and a butcher. Prestbury Park, home to Cheltenham Racecouse, is below the...

Prices from £196 per night

2  |   1  |   No  |   Yes  |   Yes


51.902972, -2.097837

"The Coach House" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. The town of Cheltenham, Gloucestershire, can be found just below Cleeve Hill, the highest point in the Cotswolds, and above the vale of the River Severn. "The Western Gateway to the Cotswolds" is a nickname for this area. Regency terraces,...

Prices from £145 per night

2  |   1  |   No  |   Yes  |   Yes


51.882347, -1.758671

"Kate's Cottage" is a 2 bed holiday Cottage sleeping up to 3 guests in Gloucestershire. Located in the Cotswolds Area of Outstanding Natural Beauty, the village of Bourton-on-the-Water dates back to Neolithic times with over 100 buildings being Grade II listed or higher. The picturesque high street nestles alongside the River...

Prices from £219 per night

3  |   2  |   No  |   Yes  |   Yes


51.877504, -1.969804

"Jubilee Mews" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. The bustling village of Andoversford lies six miles southeast of Cheltenham, surrounded by lovely countryside offering many attractive walks with the Cotswold Way and Gloucestershire Way close by. Andoversford has a thriving village community...

Prices from £220 per night

6  |   3  |   Yes  |   Yes  |   Yes


51.882200, -1.757900

"Cottage in Gloucestershire" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Often referred to as the Venice of the Cotswolds, the thriving village of Bourton on the Water is a great base for exploring the Cotswolds. Enjoying a great location, it is within walking distance of the Motor Museum, the Model Village,...

Prices from £330 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.881200, -1.760200

"Bungalow in Gloucestershire" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The picturesque village of Bourton on the Water with its vibrant community attracts visitors throughout the year. Enjoying a more central location within the Cotswolds offering easy access to a host of attractions. Why not visit Adam Henson at...

Prices from £411 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.928482, -1.723187

"Hour Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The Cotswolds town of Stow-on-the-Wold offers a biannual Gypsy Horse Fair, craft fairs, a monthly Farmer's market, antique shops, tearooms, traditional pubs, award-winning restaurants and a cricket museum. Many walks and cycle rides can be...

Prices from £208 per night

4  |   2  |   No  |   Yes  |   Yes


51.901700, -1.758690

"Cottage in Gloucestershire" is a 5 bed holiday Cottage sleeping up to 9 guests in Gloucestershire. This delightful three storey stone cottage in Lower Slaughter offers a serene retreat for families and friends seeking a countryside getaway. Lower Slaughter is one of the most beautiful villages in the Cotswolds and provides a tranquil setting...

Prices from £666 per night

9  |   5  |   No  |   Yes  |   Yes


51.880760, -2.101010

"Cosy Cotswolds House - Four-Bedroom Holiday Home" is a 0 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. Guests will find a dishwasher and kitchenware in the kitchen. The holiday home also comes with a barbecue. The holiday home features a private entrance and heating.

Prices from £265 per night

8  |   0  |   No  |   Yes  |   Yes


51.980726, -1.910326

"Wood Stanway House" is a 6 bed holiday Cottage sleeping up to 10 guests in Gloucestershire. Newtown lies on the banks of the River Severn, in the heart of the beautiful Montgomeryshire countryside, and boasts a vibrant art gallery, museums and a variety of pubs and restaurants. Newtown is also home to Theatr Hafren, one of Wales’s...

Prices from £1793 per night

10  |   6  |   No  |   Yes  |   Yes


51.930950, -1.716107

"Levant House" is a 4 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. The highest town in the Cotswolds, Stow-on-the-Wold, originally an Iron Age Fort, epitomises olde worlde England. This ancient market town has played host to many fairs since the 12th century and today holds a biannual Gypsy Horse Fair, craft...

Prices from £719 per night

6  |   4  |   No  |   Yes  |   Yes


51.954300, -1.964650

"Postmasters Lodging, Cheltenham" is a 0 bed holiday Cottage sleeping up to 0 guests in Gloucestershire.

Prices from £373 per night

0  |   0  |   No  |   Yes  |   Yes


51.830750, -2.052950

"Cowley Manor Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

Prices from £599 per night

2  |   1  |   No  |   Yes  |   Yes


51.896830, -2.073610

"3, Gainsborough House" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire.

Prices from £143 per night

2  |   1  |   No  |   Yes  |   Yes


51.877340, -2.075770

"Leckhampton Road Apartments - Cheltenham" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire.

Prices from £138 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.922280, -2.095250

"Little Manor" is a 1 bed holiday BandB sleeping up to 2 guests in Gloucestershire.

Prices from £120 per night

2  |   1  |   No  |   Yes  |   Yes


51.896460, -2.080090

"Queens Hotel Cheltenham" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

Prices from £179 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.905270, -2.072020

"Clarence Court Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Gloucestershire.

Prices from £149 per night

2  |   1  |   Yes  |   Yes  |   Yes


51.885170, -2.084900

"Beaumont House" is a 1 bed holiday BandB sleeping up to 2 guests in Gloucestershire.

Prices from £147 per night

2  |   1  |   No  |   Yes  |   Yes