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Self Catering Holiday Cottages in Cheltenham

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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

51.980867, -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

51.895162, -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

51.944800, -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 £182 per night

2  |   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 £183 per night

2  |   1  |   No  |   Yes  |   Yes


51.990000, -1.929900

"Cottage in Gloucestershire" is a 1 bed holiday Cottage sleeping up to 2 guests in Gloucestershire. A fantastic bolthole for couples looking for a unique experience whilst exploring the idyllic Cotswolds region. This shepherd s hut is located 200 metres from Toddington Station which is on the heritage railway line that connects Broadway to...

Prices from £157 per night

2  |   1  |   Yes  |   Yes  |   No


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 £130 per night

2  |   1  |   No  |   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 £174 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.886823, -1.762556

"Beech Apartment" is a 2 bed holiday Apartment sleeping up to 3 guests in Gloucestershire. Bourton-on-the-Water is a picturesque village in the Gloucestershire that is a gateway to the scenic Cotswolds. It provides a beautiful setting for a countryside break with a selection of country pubs, restaurants and shops. It is a great place...

Prices from £170 per night

3  |   2  |   No  |   Yes  |   Yes


51.799043, -1.902209

"Apple Cottage" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire. Northleach is a great location to travel from if you want to visit these well-known and beautiful locations because it is only off the Roman route, the Fosse Way (A429), which is just 8 miles north-east of Cirencester, 10 miles south-west of...

Prices from £140 per night

2  |   1  |   No  |   Yes  |   Yes


51.894910, -2.085577

"7A Lansdown Place Lane" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire. Cheltenham is a town in Gloucestershire and lies beneath Cleeve Hill, the highest point in the Cotswolds and above the vale of the River Severn. It is known as 'The Western Gateway to the Cotswolds'. This edge-of-the Cotswolds spa town is hard...

Prices from £118 per night

2  |   1  |   No  |   Yes  |   Yes


51.900669, -1.745191

"Petals Patch" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Four miles to the southwest of Stow-on-the-Wold is the village of Lower Slaughter in Gloucestershire, England's Cotswold region. The River Eye, which also flows through Upper Slaughter, is a slow-moving stream that is bridged by two...

Prices from £263 per night

4  |   2  |   No  |   Yes  |   Yes


51.926300, -1.747900

"Cottage in Gloucestershire" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. The peaceful village of Lower Swell enjoys an enviable location tucked into the valley enjoying the surrounding countryside, though just over a mile from Stow on the Wold a quintessential English town, often referred to as the hub of the...

Prices from £337 per night

6  |   3  |   No  |   Yes  |   Yes


51.886938, -1.763986

"Barton Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. The historic village of Bourton-on-the-Water, located in the Cotswold Area of Outstanding Natural Beauty, dates back to Neolithic times and has over 100 Grade II listed or higher buildings. The lovely high street nestles against the River...

Prices from £199 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.886823, -1.762556

"Maple Apartment" is a 1 bed holiday Apartment sleeping up to 2 guests in Gloucestershire. Bourton-on-the-Water is a picturesque village in the Cotswolds, nestled by the river Windrush. The village is rich in history, with many medieval buildings, cobbled streets and picturesque gardens. The village attracts many tourists who come to...

Prices from £187 per night

2  |   1  |   No  |   Yes  |   Yes


51.928768, -2.038834

"Suncroft" is a 4 bed holiday Cottage sleeping up to 7 guests in Gloucestershire. The historic Cotswold village of Prestbury lies on the edge of the spa town of Cheltenham, surrounded by beautiful Gloucestershire countryside and claims to be the most haunted village in England! The village offers a range of amenities...

Prices from £361 per night

7  |   4  |   Yes  |   Yes  |   Yes


51.835459, -1.929106

"The Compton Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Northleach IS just off the Roman road, the Fosse Way (A429) 8 miles north-east of Cirencester and 10 miles south-west of Stow-on-the-Wold, and about 7 miles from Burford - making it an excellent place to travel from if you're looking to visit...

Prices from £248 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.878387, -1.767484

"Cotswold View" is a 2 bed holiday Cottage sleeping up to 4 guests in Gloucestershire. Bourton-On-The-Water is a small village resting within the Cotswold Area of Outstanding Natural Beauty and dates back to the Neolithic times with over 100 buildings being Grade II listed or higher. As well as a plethora of amenities, the...

Prices from £163 per night

4  |   2  |   No  |   Yes  |   Yes


51.883400, -1.756350

"Apartment in Gloucestershire" is a 2 bed holiday Apartment sleeping up to 4 guests in Gloucestershire. Bourton on the Water is known for its charming stone bridges and picturesque setting along the River Windrush, meaning a stay at this luxury apartment allows visitors to immerse themselves in the village's idyllic scenery. Perfect for small...

Prices from £253 per night

4  |   2  |   Yes  |   Yes  |   Yes


51.878387, -1.767484

"Beautiful Cotswold View" is a 3 bed holiday Apartment sleeping up to 6 guests in Gloucestershire. Located in the Cotswold Area near the historic village of Bourton-on-the-Water which nestles alongside the River Windrush over which several low stone bridges span, which is why Bourton-on-the-Water is known as the Venice in the Cotswolds. The...

Prices from £233 per night

6  |   3  |   No  |   Yes  |   Yes


51.954385, -1.964813

"Primrose Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Midway between Cheltenham and Broadway, the thriving Fairtrade town of Winchcombe, a conservation site, is located above the River Isbourne. Visitors can browse the unique selection of local stores along the town's three main streets, which...

Prices from £165 per night

6  |   3  |   Yes  |   Yes  |   Yes


51.884561, -1.707969

"Park Stables" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Wyck Rissington, Gloucestershire is a short drive away from the quiet village of Little Rissington. Just outside the popular destination of Bourton-on-the-Water, Little Rissington is worth visiting for its 12th century church with its moving...

Prices from £258 per night

6  |   3  |   Yes  |   Yes  |   Yes


51.963977, -2.022033

"Manor Farm" is a 4 bed holiday Cottage sleeping up to 8 guests in Gloucestershire. The bustling, Fairtrade town of Winchcombe, a conservation site, lies above the River Isbourne, midway between Cheltenham and Broadway. Visitors can sample a mouthwatering array of local produce in the town's restaurants, wine bars, tea shops...

Prices from £633 per night

8  |   4  |   Yes  |   Yes  |   Yes


51.930900, -1.718100

"House in Gloucestershire" is a 3 bed holiday Cottage sleeping up to 6 guests in Gloucestershire. Stow on the Wold is a vibrant market town that truly represents traditional Cotswolds living at its best. The market square and immediate surroundings are filled with an array of elegant Cotswolds stone houses, traditional independent shops,...

Prices from £307 per night

6  |   3  |   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 £1023 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 £675 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 £202 per night

0  |   0  |   No  |   Yes  |   Yes