Cottages in Cheltenham
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Cottages in Cheltenham
- Distance from location: 10 miles
- Location: Cheltenham, Gloucestershire
- Clear all filters
Your Cheltenham, Gloucestershire search returned 68 cottages
REFINE SEARCHHow reviews work
A property's star rating is the average of the star ratings received from guests that wish for their review to be published
[An exterior view of a house surrounded by trees and a fence at Wellinghill Cottage at Wellinghill House Charlton Kings]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Wellinghill Cottage is a superb barn conversion in Charlton Kings, Gloucestershire, with alpacas onsite and a woodburning stove. Cheltenham 3.1 miles; Gloucester 13.5 miles; Cirencester 14.3 miles. (Ref. 1183374)
- Wi-fi
- Dishwasher
- Washing machine
for 7 nights
From
507
[A row of houses with stone and brick walls blue doors and windows and small planters on the sidewalk at Lower Pack Horse Cottage in Winchcombe]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Lower Pack Horse Cottage is a harmonious Grade-II listed cottage in the town of Winchcombe in Gloucestershire, boasting a woodburning stove and a Smart TV. Cheltenham 7.7 miles; Broadway 10 miles; Gloucester 16.8 miles. (Ref. 1131021)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
From
761
Travel plans can change
Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).
[A stone house exterior with potted plants on a paved patio and metal chairs with a table at The Old Cider House in Prestbury near Cheltenham]
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
Beautiful Cotswold stone character property set on 150-acre equestrian centre. En-suite shower room. WiFi. Country walks and equestrian activities on site. 10 minutes to Cheltenham, 7 minutes to Cheltenham racecourse. (Ref. 948400)
- Wi-fi
- Off-road parking
for 7 nights
From
474
[A dining table set with plates and cutlery and a bouquet of flowers next to a living area with a leather sofa a wooden chair a TV and large window at The Coach House in Cheltenham]
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
An idyllic first-floor apartment nestled in the heart of Cheltenham, Gloucestershire. Romantic. Central location. Close to local amenities. Close to Cotswolds AONB. Private patio. Tewkesbury 8.2 miles; Cirencester 16 miles; Stratford-upon-Avon 31.8 miles. (Ref. 1121786)
- Wi-fi
- Washing machine
for 7 nights
From
422
[An outdoor view of Montpellier Arcade in Cheltenham]
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
12 Montpellier Arcade is a delightful first-floor apartment in Cheltenham, Gloucestershire, with a smart TV, pet-friendly living, and is near amenities. Tewkesbury 12.4 miles; Cirencester 15.9 miles. (Ref. 1178094)
- Pets go free
- Wi-fi
- Dishwasher
- Baby-friendly
-
50 off - Tue 14th Jul to 31st Aug 2026
-
420 off - Wed 17th Mar to 19th Mar 2027
for 7 nights
From
599
[A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham]
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
A stunning, detached lodge situated in Cheltenham, Cotswolds. WiFi. Pet-friendly. Open-plan living. Tewkesbury 5.9 miles; Cirencester 14.7 miles. (Ref. 1010167)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
for 7 nights
From
384
[A stone house with a garage and gravel driveway with flower pots at Farm View Lodge in Painswick]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A wonderful cottage sitting on a working farm in Painswick, Gloucestershire. Wonderful views. Partial ground-floor living. Amenities within walking distance. Stroud 4.1 miles; Gloucester 7.7 miles; Cheltenham 9.9 miles. (Ref. 1069818)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
614
Travel plans can change
Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).
[An outdoor area with a stone building and gravel pathway at Farm View Annex in Painswick]
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
Farm View Annex is a charming holiday annex in Painswick, Gloucestershire, offering offroad parking in a peaceful Cotswold setting. Stroud 4.3 miles; Gloucester 7.5 miles; Cheltenham 9.7 miles. (Ref. 1196003)
- Wi-fi
- Off-road parking
- Ground floor bedroom
for 7 nights
From
458
[A single-story house with a tiled roof next to a driveway and palm trees at Hillside in Bishops Cleeve]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Hillside is a homely, detached bungalow situated in a quiet residential area of Bishops Cleeve, Gloucestershire, featuring convenient ground-floor living. Cheltenham 5.9 miles; Tewkesbury 9 miles. (Ref. 1175869)
- Wi-fi
- Off-road parking
- Ground floor bedroom
for 7 nights
From
492
[The Garden Retreat - 1159770 - photo 1 ]
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
8 Gloucester Street is a charming house in Winchcombe, Gloucestershire, situated in the Cotswolds, boasting a woodburning stove and an enclosed garden. Cheltenham 7.8 miles; Broadway 8.4 miles; Gloucester 14.7 miles. (Ref. 1159770)
- Wi-fi
- Dishwasher
- Washing machine
for 7 nights
From
521
[A wooden footbridge over a pond leading to a stone building with a tiled roof at Jackdaw's Roost in Cheltenham]
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
This quaint adult only country cottage is situated in The Leigh, Gloucestershire. Woodburner. Pet-friendly. Period features. Tewkesbury 9.5 miles; Cirencester 14.7 miles. (Ref. 991352)
- Pets go free
- Off-road parking
- Ground floor bedroom
- Washing machine
for 7 nights
From
407
[A house with a gravel driveway and flower pots at Leafield Cottage in Brockworth]
- Sleeps10
- Bedrooms4
- Pet FriendlyYes
Leafield Cottage, a pleasing house in the hamlet of Little Witcombe in Gloucestershire, boasts a large garden with countryside views and allows pets. Cheltenham 5.4 miles; Gloucester 6 miles. (Ref. 1180262)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
for 7 nights
From
1229
[A stone house with a large window extension and a gravel driveway at The Nook in Jack's Green near Painswick]
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
A wonderful cottage resting in Jack's Green, Gloucestershire. Woodburning stoves. Freestanding bath. AGA. Countryside views. Stroud 4.7 miles; Gloucester 9.4 miles; Cheltenham 10.1 miles. (Ref. 1103863)
- Pets go free
- Wi-fi
- Off-road parking
- Washing machine
for 7 nights
From
726
[A stone farmhouse with a wooden pergola and outdoor seating surrounded by flowers and greenery at Hammonds Farmhouse in Stroud]
- Sleeps16
- Bedrooms8
- Pet FriendlyNo
Hammonds Farmhouse, a stunning home resting in the outskirts of the town of Stroud in Gloucestershire. In AONB. Woodburning stove. Countryside views. Stonehouse 4.9 miles; Gloucester 9.9 miles; Cheltenham 12.5 miles. (Ref. 1134526)
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
for 7 nights
From
2911
Travel plans can change
Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).
[A side entrance to a brick house with a black metal gate with a Beechnt Cottage sign and a garden with green grass and trees in the background at Beechnut Cottage in Tewkesbury]
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
A stylish ground-floor cottage resting in Aston on Carrant, Tewkesbury. Open-plan living. Ideal for couples. Tewkesbury 4 miles. Malvern Hills Area of Outstanding Natural Beauty 20.8 miles. (Ref. 952307)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
for 7 nights
From
339
[A stone house with large windows and doors surrounded by grass and trees at Hetty's Stables in Aylworth nr Naunton]
- Sleeps7
- Bedrooms3
- Pet FriendlyNo
Peacefully located in the hamlet of Aylworth, close to Naunton, rests Hettys Stables which is a stunning barn conversion in the grounds of Aylworth Cottage. Underfloor heating. Woodburning stove. WiFi. Off-road parking. En-suite bedrooms. Naunton 1.5 mil (Ref. 1091364)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
956
[An outdoor area with a round table and four chairs with cushions on grass outside a stone building with windows and a door at The Compton Cottage in Northleach]
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
Outstanding Cottage in the rolling Cotswolds' countryside. A beautifully crafted cottage for 4 people, good pubs nearby and Cheltenham a short drive away. Perfect retreat! (Ref. 1100672)
- Pets go free
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Sky TV
for 7 nights
From
930
[A driveway leading to a house with wooden front door and garage surrounded by plants and greenery at The Gables in Sheepscombe]
- Sleeps8
- Bedrooms4
- Pet FriendlyYes
A beautiful four-bedroom holiday home resting in Sheepscombe, Gloucestershire. Hot tub. Stunning panoramic views.Off-road parking. Stroud 4.7 miles; Gloucester 9.4 miles; Cheltenham 10.1 miles. (Ref. 1116058)
- Pets go free
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
for 7 nights
From
1600
[A kitchen with a large island and four stools under copper pendant lights at Greystones in Upton St Leonards]
- Sleeps8
- Bedrooms4
- Pet FriendlyNo
A beautifully-decorated, four-bedroom abode residing in Upton St. Leonards, Gloucestershire. Games room. Off-road parking for 3 cars due to private drive. Close to amenities. In an AONB. Pretty views. Gloucester 3.1 miles. (Ref. 1135285)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
for 7 nights
From
1160
[A stone house with large glass windows and a door with flower pots on each side at Flynn's Barn in Naunton]
- Sleeps8
- Bedrooms3
- Pet FriendlyNo
Peacefully located in the hamlet of Aylworth, close to Naunton, rests Flynns Barn which is a stunning barn conversion in the grounds of Aylworth Cottage. Underfloor heating. Woodburning stove. WiFi. Off-road parking. En-suite bedrooms. Naunton 1.5 miles; (Ref. 1091363)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Washing machine
- Baby-friendly
for 7 nights
From
1026
This range of Cheltenham accommodation rests within one of the UK's best-preserved spa towns, promising a holiday experience to remember.
Why Cottages in Cheltenham?
This town, on the western fringes of the Cotswolds AONB, boasts elegant streets lined with Regency architecture, with one of the finest examples being the Pitville Pump Room. Other popular attractions include Cheltenham's Museum and Art Gallery know, The Holst Birthplace Musuem as well as the stylish Montpellier district of the town, a region full of beautiful buildings, boutique shops and restaurants. To discover the best things to do near your Cheltenham cottage, browse through our Cheltenham Travel Guide.
Places to visit near Cheltenham
Cottages in Cheltenham rest at the western gateway to the Cotswolds, making them ideally placed to explore this beautiful Area of Outstanding Natural Beauty. Avid ramblers will be in their element throughout the beauty of the Cotswolds, with many paths and trails coming surrounded by luscious greenery. You will also stumble across a choice of historic and characterful market towns, as well as an assortment of quaint little villages. During your Cheltenham cottage holiday, you may consider visiting popular spots such as Bourton-on-the-Water, Chipping Campden, Evesham, Gloucester, Moreton-in-Marsh, Tewkesbury, Stow-on-the-Wold and Stroud.
Types of Cotswolds Holidays
If you're looking to explore the beauty of the Cotswolds on your next trip, find different holiday types to find a perfect break for you. Book a Cotswolds family holiday if you're looking to celebrate that special occasion, or treat yourselves to that extra touch with a choice of luxury Cotswolds cottages. For a unique holiday experience, try a glamping pod in Gloucestershire or Glamping pod in the Cotswolds. You can also choose from these dog-friendly cottages in the Cotswolds.
The wide variety of properties and experience of Sykes will ensure that your adventure is one to remember.
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![[An exterior view of a house surrounded by trees and a fence at Wellinghill Cottage at Wellinghill House Charlton Kings]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1183374/sc_1765796276_1183374_1.jpg?access=3674T3194T840){kind=link}
![[A row of houses with stone and brick walls blue doors and windows and small planters on the sidewalk at Lower Pack Horse Cottage in Winchcombe]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1131021/sc_1742216841_1131021_1.jpeg?access=3674T3194T840){kind=link}
![[A stone house exterior with potted plants on a paved patio and metal chairs with a table at The Old Cider House in Prestbury near Cheltenham]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/948400/sc_15529861482657_948400_28.jpg?access=3674T3194T840){kind=link}
![[A dining table set with plates and cutlery and a bouquet of flowers next to a living area with a leather sofa a wooden chair a TV and large window at The Coach House in Cheltenham]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1121786/sc_1670335273_1121786_3.jpeg?access=3674T3194T840){kind=link}
![[An outdoor view of Montpellier Arcade in Cheltenham]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1178094/sc_1770108410_1178094_1.jpg?access=3674T3194T840){kind=link}
![[A wooden building with potted plants and gravel driveway at Wellinghill Lodge in Cheltenham]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1010167/sc_15555066794148_1010167_19.jpg?access=3674T3194T840){kind=link}
![[A stone house with a garage and gravel driveway with flower pots at Farm View Lodge in Painswick]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1069818/sc_1689242495_1069818_26.jpeg?access=3674T3194T840){kind=link}
![[An outdoor area with a stone building and gravel pathway at Farm View Annex in Painswick]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1196003/sc_1774431990_1196003_1.jpg?access=3674T3194T840){kind=link}
![[A single-story house with a tiled roof next to a driveway and palm trees at Hillside in Bishops Cleeve]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1175869/sc_1747997537_1175869_1.jpg?access=3674T3194T840){kind=link}
![[The Garden Retreat - 1159770 - photo 1 ]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1159770/sc_1752655593_1159770_55.jpg?access=3674T3194T840){kind=link}
![[A wooden footbridge over a pond leading to a stone building with a tiled roof at Jackdaw's Roost in Cheltenham]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/991352/sc_15677682965426_991352_003.jpg?access=3674T3194T840){kind=link}
![[A house with a gravel driveway and flower pots at Leafield Cottage in Brockworth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1180262/sc_1753450103_1180262_1.jpg?access=3674T3194T840){kind=link}
![[A stone house with a large window extension and a gravel driveway at The Nook in Jack's Green near Painswick]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1103863/sc_1657812963_1103863_2.jpeg?access=3674T3194T840){kind=link}
![[A stone farmhouse with a wooden pergola and outdoor seating surrounded by flowers and greenery at Hammonds Farmhouse in Stroud]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1134526/sc_1721998610_1134526_98.jpeg?access=3674T3194T840){kind=link}
![[A side entrance to a brick house with a black metal gate with a Beechnt Cottage sign and a garden with green grass and trees in the background at Beechnut Cottage in Tewkesbury]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/952307/sc_15946428359752_952307_76.jpg?access=3674T3194T840){kind=link}
![[A stone house with large windows and doors surrounded by grass and trees at Hetty's Stables in Aylworth nr Naunton]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1091364/sc_1638958794_1091364_0.jpg?access=3674T3194T840){kind=link}
![[An outdoor area with a round table and four chairs with cushions on grass outside a stone building with windows and a door at The Compton Cottage in Northleach]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1100672/sc_1648127873_1100672_20.jpeg?access=3674T3194T840){kind=link}
![[A driveway leading to a house with wooden front door and garage surrounded by plants and greenery at The Gables in Sheepscombe]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1116058/sc_1663858394_1116058_2.jpeg?access=3674T3194T840){kind=link}
![[A kitchen with a large island and four stools under copper pendant lights at Greystones in Upton St Leonards]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1135285/sc_1684511466_1135285_14.jpeg?access=3674T3194T840){kind=link}
![[A stone house with large glass windows and a door with flower pots on each side at Flynn's Barn in Naunton]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1091363/sc_1638958756_1091363_0.jpg?access=3674T3194T840){kind=link}
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