Destinations and properties:
Dates and flexibility:
Select dates
Party makeup:
Guests

Filters

Price range

Based on a 7 night stay

£340
£1,500+
Reset
Property makeup
Dogs allowed
Minimum star grading
Cheltenham • Dates • Guests

Cheltenham Cottages

40 properties found

Stow-on-the-Wold (5.5mls SW), Cotswolds

Naunton Little Barn

2111

Our grading

7 nights

£569 - £1,098

View

Tewkesbury, Cotswolds

9 Mill Bank

211

Our grading

7 nights

£548 - £681

View

Bredon (2.5 Mls E), Cotswolds

Hoglets

2111

Our grading

7 nights

£692 - £762

View

Stow-on-the-Wold (5.5mls SW), Cotswolds

The Old Cart House

2111

Our grading

7 nights

£569 - £1,115

View

Tewkesbury (NW 2Mls), Worcestershire

Bumble Bee Cottage At Bushley

221

Our grading

7 nights

£509 - £912

View

Keep me updated with new properties, holiday ideas and special offers!

Please enter a valid email address.

At holidaycottages.co.uk, part of The Travel Chapter Group, your privacy is paramount to us. You can read in our privacy statement how we safeguard your data. You can opt out at any time.

Gloucester (3.5 mls SW), Cotswolds

Old Barn

2111

Our grading

7 nights

£340 - £574

View

Winchcombe, Cotswolds

The Nook - Winchcombe

2111

Our grading

7 nights

£565 - £1,230

View

Bourton-on-the-Water (9mls SW), Cotswolds

Ballingers Granary Cottage

2111

Our grading

7 nights

£471 - £661

View

Gloucester (3mls W), Cotswolds

Murcott Farm The Dairy

2111

Our grading

7 nights

£455 - £833

View

Painswick (4mls NE), Cotswolds

Broadridge Mews

2111

Our grading

7 nights

£501 - £687

View

Cheltenham (8mls NW), Cotswolds

Pound Barn

2112

Our grading

7 nights

£602 - £1,189

View

Kemerton, Cotswolds

Kemerton Cottage

211

Our grading

7 nights

£572 - £823

View

Book with confidence

We understand just how important holidays are. Find out what makes us different.

Showing 1-12 of 40 properties

Self-catering holiday cottages in Cheltenham

Located on the edge of the Cotswolds Area of Outstanding Natural Beauty, the Regency town of Cheltenham is an appealing place to visit throughout the year. This vibrant, cultural hub boasts an abundance of music and food festivals each year, and is brimming with boutique shops, trendy bars and top-notch restaurants. From our holiday cottages in Cheltenham, Gloucestershire, you can spend leisurely mornings shopping in the affluent Montpellier District, before stopping for a spot of lunch in the Brewery Quarter. A trip to the Pittville Pump Room is a must where you can sample the town’s restorative alkaline-rich spa waters, followed by a relaxing stroll around the surrounding Pitville Park.

If you fancy a flutter, our Cheltenham cottages are perfect for a day at the races, particularly in March when Cheltenham Racecourse plays host to the renowned Gold Cup. More entertainment can be found at the award-winning art gallery known as The Wilson, the Holst Birthplace Museum, and the Brennen & Brown Distillery where you can create your own bottle of gin. Our self-catering accommodation in Cheltenham also makes a great base to explore the breathtaking surrounding countryside of the Cotswolds which is peppered with gorgeous golden towns and villages, such as Bourton-on-the-Water, Broadway, and Stow-on-the-Wold. And for some of the most incredible views in the area, enjoy a brisk jaunt up Cleeve Hill, the highest point in the Cotswolds – the sunsets here are the best in the region!