Properties near Cheltenham
Love this area but nothing available in the immediate vicinity? Search for properties within 40 miles of Cheltenham.

The Palladian
Ampney Crucis, Cirencester, Gloucestershire, The Cotswolds, UK
Georgian in style and grand in nature, this self-catering Cotswold manor offers a true countryside escape perfect for multi-generational groups.
Sleeps: Up to 12 guests (6 adults and 6 children)
From: £4,550 per week, £3,295 per short break
Pets: Sorry, no pets
Features: Outdoor heated swimming pool and hot tub (both May - September), gym, tennis court, trampoline, small football pitch, and table tennis

Filly Island
Cirencester, Gloucestershire, The Cotswolds, UK
Blending style with a big dose of ingenuity results in something truly quite magical here at Filly Island. This unique cottage near Cirencester is sat upon a tiny island accessed by a humpback bridge. Pre-loved finds are revivified to bring about the unique interiorscape at Filly Island.
Sleeps: Up to 2 guests
From: £895 per week, £795 per short break
Pets: Two small well-behaved dogs are welcome

Four Hundred Summers
Ablington, Bibury, Gloucestershire, The Cotswolds, UK
With an ashlar chimney that sends smoke signals curling above the gable roof, Four Hundred Summer is a luxury Cotswolds cottage with a hot tub that brings Nordic clout to Ablington.
Sleeps: Up to 2 guests
From: £1,495 per week, £1,095 per short break
Pets: Sorry, no pets
Features: Wood-fired hot tub

The Flower Press
Bibury, Gloucestershire, The Cotswolds, UK
Emerald green in spring and fire red in autumn, creeper-clad cottage The Flower Press is a restful self-catering retreat nestled in the welcoming arms of quintessential Bibury. Snow-white walls, candelabras, chandeliers and vibrant gardens brimming with anemones bring a feel of modern-day Provence to this gorgeous old Cotswold manse.
Sleeps: Up to 4 guests
From: £1,995 per week, £1,595 per short break
Alternative Group Option: Up to 2 guests
Pets: Two well-behaved dogs are welcome

Under the Yew Tree
Syde, Cheltenham, Gloucestershire, The Cotswolds, UK
Enter a modernised Cotswolds homestead of Anglo-Saxon parentage; with sacrosanct paintings and limewashed walls, Under the Yew Tree is the early medieval darling of Cheltenham.
Sleeps: Up to 4 guests
From: £1,950 per week, £1,450 per short break
Alternative Group Option: Up to 2 guests
Pets: One well-behaved dog is welcome

Gulliver´s Hall
Bisley, Stroud, Gloucestershire, The Cotswolds, UK
Blending ancestral tales with elegant maximalism, Gulliver's Hall brings vitality to the soul; this is a secluded luxury self-catering Cotswold farmhouse where escape where escapism and comfort are key.
Sleeps: Up to 21 guests
From: £8,495 per week, £6,695 per short break
Alternative Group Option: Up to 15 & Up to 6 guests
Pets: Two well-behaved dogs are welcome on prior request
Features: Outdoor heated swimming pool (April-October), sunken spa bath, sauna, steam room, outdoor shower, outdoor kitchen with pizza oven, paella burner, games and cinema room, tennis court, croquet lawn

Weddings at Gulliver´s Hall
Bisley, Stroud, Gloucestershire, The Cotswolds, UK
Modern bohemians, lovestruck eccentrics, and pairs of playful classicists, meet Gulliver’s Hall: a made-to-measure luxury wedding venue available for exclusive hire in the Cotswolds.
Sleeps: Up to 21 and accommodates 80 day guests
From: £13,495 per week, £11,395 per short break
Alternative Group Option: Up to 40 & Up to 21 guests
Pets: Two well-behaved dogs are welcome on prior request
Features: Outdoor heated swimming pool (April-October), sunken spa bath, sauna, steam room, outdoor shower, outdoor kitchen with pizza oven, paella burner, games and cinema room, tennis court, croquet lawn

Elissa
Cirencester, Gloucestershire, The Cotswolds, UK
Surrounded by miles of undulating countryside, this luxury self-catering home is all about life’s simple pleasures; drawn-out pub lunches, rural rambles and evenings in the hot tub.
Sleeps: Up to 4 guests (2 adults and 2 children)
From: £1,695 per week, £1,295 per short break
Alternative Group Option: Up to 2 guests
Pets: Two well-behaved dogs are welcome
Features: Hot tub

The Find
Cranham, Cheltenham, Gloucestershire, The Cotswolds, UK
Dynamic pairing of luxury architect-designed properties in a beautifully secluded valley location in the Cotswolds.
Sleeps: Up to 12 guests
From: £6,250 per week, £5,000 per short break
Alternative Group Option: Up to 8 & Up to 4 guests
Pets: Two well-behaved dogs are welcome on prior request
Features: Trampoline, rowing boat, hot tub hire is available (please enquire for details)

Dandelion
Kempsford, Cirencester, Gloucestershire, The Cotswolds, UK
Traditional on the outside, but with flamboyance and flair within, this luxury Grade II listed manor with a hot tub near the Cotswolds has a rambunctious makeup of rich colour, bold patterns, and unteachable taste.
Sleeps: Up to 14 guests (12 adults and 2 children)
From: £5,495 per week, £4,250 per short break
Pets: Pets are considered on request
Features: Wood-fired hot tub and DJ decks

Evania
Bentham, Cheltenham, Gloucestershire, The Cotswolds, UK
Inspired by the colours and countryside of the Mediterranean, this Gloucestershire home with heated outdoor swimming pool and hot tub, is the perfect family retreat.
Sleeps: Up to 10 guests
From: £4,750 per week, £3,750 per short break
Alternative Group Option: Up to 6 & Up to 4 guests
Pets: Two well-behaved dogs are welcome, or three on prior request
Features: Outdoor heated swimming pool (May - September), hot tub, games room with table football, pool table, table tennis and television

Weddings at Anthology Farm
Cheltenham, Gloucestershire, The Cotswolds, UK
An 18th century barn designed with love-filled celebrations and grand gatherings in mind, Anthology Farm is poised at the head of an ancient Cotswolds valley on the outskirts of vibrant Cheltenham, just two hours from London.
Sleeps: Up to 18, with 50 day guests
From: £15,495 per week, £13,695 per short break
Alternative Group Option: Up to 18 guests
Pets: Sorry, no pets
Features: Wedding barn, heated indoor swimming pool, tennis court and electric car charging point

Anthology Farm
Cheltenham, Gloucestershire, The Cotswolds, UK
With acres of space and oodles of old stone style, these two traditional barns in the heart of the Cotswolds are perfect for large family gatherings or big celebrations.
Sleeps: Up to 18 guests
From: £8,995 per week, £7,195 per short break
Alternative Group Option: Up to 10 guests
Pets: Sorry, no pets
Features: Heated indoor swimming pool, cinema room, tennis court, table tennis, gym equipment, purpose built yoga studio and electric car charging point

The Marlings
Standish, Stroud, Gloucestershire, The Cotswolds, UK
A stone’s throw from the limestone grassland and fruit markets of the Cotswolds, this luxury self-catering farmhouse that’s set across five dwellings in Standish has a heated pool, hot tub, playground, and tennis court to rival any private family resort.
Sleeps: Up to 25 guests (20 adults and 5 children)
From: £7,450 per week, £5,850 per short break
Alternative Group Option: Up to 12 guests
Pets: Three well-behaved dogs are welcome
Features: Heated outdoor pool (available April to October) with pool house, hot tub, tennis court, wooden playpark, massage room

Midsummer Wood
Bourton-on-the-Water, Gloucestershire, The Cotswolds, UK
This magical Cotswolds millhouse calls you to run wild in private woodland, get lost amidst secret wildflower meadows, dive into a 12-metre indoor pool and unfurl within lavish Jacobean interiors.
Sleeps: Up to 8 guests
From: £5,995 per week, £4,495 per short break
Pets: Sorry, no pets
Features: Indoor heated swimming pool, two steam rooms, tennis court and games room with ping pong, gym and large TV

The Studio
Upper Slaughter, Gloucestershire, The Cotswolds, UK
In the beating heart of Upper Slaughter, one of England’s “doubly-thankful” villages, The Studio is a former dairy barn with luxurious, Manhattan-esque design sensibilities and a soulful story.
Sleeps: Up to 2 guests
From: £1,495 per week, £1,095 per short break
Pets: Sorry, no pets
Features: Pizza oven and fire pits

Atticus
Burford, Oxfordshire, The Cotswolds, UK
Treacle-toned Cotswold stone, iron gates and heavy antique doors hint at this striking home’s colourful past. Once a court house and a later jail, Atticus can be found jostling amongst a row of fine period buildings at the end of Burfords' golden high street.
Sleeps: Up to 8 guests
From: £3,250 per week, £2,450 per short break
Pets: Two well-behaved dogs are welcome
Features: Baby Grand Piano and fire pit

Inkwell Cottage
Burford, Oxfordshire, The Cotswolds, UK
Handcrafted, atelier in style and ever-so fun, this self-catering home in Burford is a pocketful of luxury throwing all conventionality out of its mullion window
Sleeps: Up to 2 guests
From: £1,195 per week, £950 per short break
Pets: Sorry, no pets

The Aviary
Moreton-in-Marsh, Gloucestershire, The Cotswolds, UK
Traditional Cotswold stone provides the golden foundations for some striking modern flourishes at this luxury farmhouse retreat.
Sleeps: Up to 12 guests (10 adults and 2 children)
From: £5,995 per week, £4,495 per short break
Pets: One well-behaved dog is welcome
Features: Outdoor heated swimming pool and hot tub (May - September), tennis court, cinema room and playing fields with football goals

The Walled Garden
Dyrham, Bath, The Cotswolds, UK
Perhaps the most ornate vegetable store in the whole of England, The Walled Garden began life as a potato house for Dyrham Park. This romantic retreat sits on the western edge of the Cotswolds, not far from Bath and all its gleaming treasures.
Sleeps: Up to 4 guests
From: £1,750 per week, £1,395 per short break
Alternative Group Option: Up to 2 guests
Pets: One small well-behaved dog is welcome
Features: Fire pit, use of the owners´ tennis court

The Ruby Barn
Sandford St Martin, Chipping Norton, Oxfordshire, The Cotswolds, UK
Bringing a touch of Californian chicness to the Oxfordshire countryside, this luxury Cotswold stone barn conversion has been fashioned with soul.
Sleeps: Up to 6 guests
From: £2,250 per week, £1,695 per short break
Alternative Group Option: Up to 2 guests
Pets: Two well behaved dogs are welcome
Features: Children´s play area with slide

Margot´s Townhouse
Bradford-on-Avon, Wiltshire, The Cotswolds, UK
A greenery-infused internal courtyard brings a burst of botany to this luxury self-catering home in Bradford-on-Avon, in which storied libraries and earthen marble add an opulent timbre to an eighteenth-century weaver’s townhouse near Bath.
Sleeps: Up to 6 guests
From: £2,250 per week, £1,695 per short break
Alternative Group Option: Up to 4 & Up to 2 guests
Pets: One small well-behaved dog is welcome

The Hop Store
Set within 150 acres of perfectly aligned hop yards, rolling meadows and juicy apple orchards, The Hop Store is idyllically situated on one of the last remaining hop farms in the UK.
Sleeps: Up to 4 guests
From: £1,695 per week, £1,295 per short break
Alternative Group Option: Up to 2 guests
Pets: Sorry, no pets
Features: Hot tub and fire pit, heated garden room, games room with pool table, dartboard and giant jenga

Wool Merchant´s House
Beckington, Frome, Somerset, UK
Classic and tasteful in style, with pops of modern artwork, a heated outdoor swimming pool and immaculate attention to detail, this Frome country home is an exquisite Somerset retreat.
Sleeps: Up to 10 guests
From: £4,250 per week, £3,395 per short break
Alternative Group Option: Up to 6 guests
Pets: One well-behaved dog is welcome
Features: Heated outdoor swimming pool (May - September inclusive)

Avalon Manor
Upton Scudamore, Wiltshire, UK
Superb 14th century large self-catering Manor House in Wiltshire. Stylish and historic, it's the perfect luxury country house.
Sleeps: Up to 12 guests (+ 2 children)
From: £3,795 per week, £2,850 per short break
Alternative Group Option: Up to 6 guests
Pets: One well-behaved dog is welcome (aged two and above)
Features: Games room, mini gym and tree house for children. A cedar hot tub and outdoor woodfired BBQ and pizza oven.

Pearl´s Place
Hugged by a scrambling rose garden and woodland glades, this rock 'n' roll home brings together traditional country chic with gorgeous faded glamour. A unique setting for special celebrations and self-catering escapes.
Sleeps: Up to 18 (14 adults and 4 children)
From: £10,595 per week, £8,450 per short break
Pets: Two small well-behaved dogs are welcome
Features: Wood-fired hot tub

The Dancer´s Room
Little Haseley, Oxford, Oxfordshire, UK
A biscuit tin cottage that sees your old-world charm and raises you poured concrete and Picassos, this luxury thatch was designed for family living, with plenty of slumber spots for dogs too.
Sleeps: Up to 8 guests
From: £2,995 per week
Pets: Two well behaved dogs are welcome

The Parsonage
A beautifully designed Grade-II listed old parsonage with stunning gardens, set on the outskirts of Ombersley in the rolling green Abberley Hills.
Sleeps: Up to 12 guests
From: £3,750 per week, £2,795 per short break
Alternative Group Option: Up to 8 & Up to 4 guests
Pets: Sorry, no pets
Features: Tundra hot tub, gaming snug and Peloton bike

Little Red Lock
Claydon, Banbury, Oxfordshire, UK
An English country home that truly embraces its idiosyncrasies, Little Red Lock's wooden picket fence and waterfront position on the Oxford canal oozes tranquillity, while inside its brick walls, a carnival of eclectic rustic charm awaits.
Sleeps: Up to 6 guests
From: £1,995 per week, £1,495 per short break
Alternative Group Option: Up to 4 & Up to 2 guests
Pets: Two well-behaved dogs are welcome
Features: Hot tub, fire pit, kayaks and life jackets for the canal