This Cheltenham cottage offers three separate accommodations, less than 1 kilometre from the Playhouse Theatre, Everyman Theatre, and Cheltenham Town Hall, and close to the Imperial Gardens. The self-catering property includes a kitchen, garden, and free Wi-Fi in communal areas, providing an ideal base for exploring Cheltenham's cultural attractions and green spaces.
Cheltenham
21/07 – 24/07
SG$303/nighttotal: SG$909 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Montpellier
This two-bedroom cottage, located in Cheltenham's Montpellier district, is within a 500-meter walk of independent boutiques, artisan coffee shops, and Pittville Park, offering easy access to the town's spa heritage and the Cotswolds. Sleeping up to four guests, this pet-friendly accommodation features a well-equipped kitchen with a dishwasher, a comfortable sitting room with a Smart TV, and flexible sleeping arrangements, providing a convenient base for exploring Cheltenham.
Cheltenham
06/07 – 08/07
SG$372/nighttotal: SG$744 (2 )
Cottage ∙ 3 Bedrooms ∙ 8 Guests
3 2
cottage
This charming cottage is located on the edge of Cheltenham, within walking distance of the university grounds, pubs, and the town centre. The suburban setting provides a peaceful retreat while still being close to the action. The cottage comfortably sleeps 8 guests in 4 bedrooms, making it ideal for families or groups of friends. It includes a well-equipped kitchen with a dishwasher, a private garden with a decking area and barbecue, and free Wi-Fi.
Cheltenham
28/06 – 29/06
SG$155/nightfor 1 night
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , The Reddings
This one-bedroom ground-floor apartment in The Reddings, a bay-fronted property with historical links to Lillias Hamilton, offers private access and a spacious layout. The self-catering apartment sleeps two, boasts a fully equipped kitchen including a washer-dryer, a large living-dining area with original sash windows, an en-suite bathroom, and a private patio; smart TV and gas central heating are also included.
Cheltenham
11/01 – 12/01
SG$722/nightfor 1 night
Hillside, Family Friendly, With A Garden In Bishops Cleeve
2 2
cottage , Cheltenham
This Cheltenham cottage, an 11-minute walk from Cleeve Hill Golf Club and a 7-minute drive (approx. 4.4km) from Cheltenham Racecourse, offers convenient access to local attractions. This self-catering holiday home boasts 105 square metres of floor space, comprising two bedrooms, one bathroom, and a fully equipped kitchen, sleeping up to four guests and including free Wi-Fi, on-site parking, and a garden.
Cheltenham
26/06 – 27/06
SG$729/nightfor 1 night
The Coach House
1 2
cottage , Cheltenham
This self-catering cottage in Cheltenham offers a prime location, situated under 2 kilometres from Petersfield Park, Cheltenham Town Hall, Cheltenham Art Gallery and Museum, and Parabola Arts Centre, with Cheltenham Spa train station only an 11-minute walk away. This 90 square meter cottage features a kitchen with a fridge and microwave oven, one bathroom, and includes complimentary Wi-Fi in public areas and free unassisted parking, making it ideal for exploring Cheltenham's attractions and for golfers.
10 1 review
Cheltenham
07/08 – 09/08
SG$674/nighttotal: SG$1348 (2 )
Stunning 2 Bed Cotswold Cottage Winchcombe
2 3
cottage , Cheltenham
This Cotswold cottage is situated in the village of Winchcombe, just 10km from Cheltenham, close to the Cotswold Way trail and the historic Sudley Castle. The 100 square metre, two-bedroom property sleeps four guests and features a fully-equipped kitchen, two bathrooms, a courtyard garden and a welcome starter pack.
Cheltenham
27/06 – 28/06
SG$908/nightfor 1 night
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This Cheltenham ground-floor apartment, Flat 2 Battledown Grange, is situated on Battledown Drive and offers easy access to Cheltenham's festivals, racecourse, and is a short drive (distance unspecified) from Gloucester Cathedral. The self-catering property features two bedrooms sleeping four, a fully equipped kitchen with fridge and dishwasher, a private enclosed garden with picnic bench, and private driveway parking for one car.
Cheltenham
07/08 – 09/08
SG$4639/nighttotal: SG$9278 (2 )
Stunning Country House With A Swimming Pool, Hot Tub And Sauna In The Cotswolds - Keepers House
4 3
cottage , Cranham
Keepers House, a four-bedroom holiday home near Cranham and Birdlip in Gloucestershire, offers easy access to the Cotswolds Area of Outstanding Natural Beauty. This pet-friendly property sleeps nine, boasting a heated swimming pool (additional charge Oct-Feb), extensive grounds with a pool house and outdoor games, a 16-seater dining room, cinema room with log burner, and modern amenities including a Smart TV and Sonos speaker.
8.7 3 reviews
Cheltenham
07/08 – 09/08
SG$664/nighttotal: SG$1328 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , Winchcombe
This Winchcombe holiday let offers a prime location, situated just 500 metres from Sudeley Castle and within easy reach of local inns, independent shops, and the Cotswold Way for exploring Cleeve Hill, located 5 kilometres away. This two-bedroom apartment accommodates up to four guests and features an open-plan living space, a modern bathroom with a shower over the bath, and a kitchen equipped with a microwave oven and dishwasher, providing a comfortable base for exploring the Cotswolds National Landscape.
Cheltenham
28/06 – 29/06
SG$189/nightfor 1 night
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage , The Reddings
This Redding's apartment, situated in a historic building accessed via a Victorian staircase, offers a convenient location within the town centre, though precise proximity to specific landmarks requires further clarification. The 44-square-metre self-catering property features one bedroom sleeping two guests, a fully-fitted kitchen with modern appliances, an en-suite shower room, and shared laundry facilities, plus a smart TV and adjustable electric heating.
9.4 3 reviews
Cheltenham
07/08 – 09/08
SG$1138/nighttotal: SG$2276 (2 )
Two Dog Friendly Holiday Properties With Hot Tub - Keepers Homes
3 3
cottage , Cranham
This Cranham cottage, situated 4.8km from Crickley Hill Country Park and within 9.6km of Prinknash Abbey and Rococo Gardens, offers a secluded rural retreat. Sleeping six guests in three bedrooms and boasting two bathrooms, a Jacuzzi, private garden, and parking, this self-catering holiday home provides a fully equipped kitchen (fridge, microwave) and excellent Wi-Fi.
Best family friendly Cheltenham cottages
Among the 31 accommodations in Cheltenham, here are the 4 best family friendly cottages
10 1 review
Cheltenham
07/08 – 09/08
SG$906/nighttotal: SG$1812 (2 )
Appledore Cottage - Comfy And Cosy Dog Friendly Holiday Home In The Cotswolds
4 3
cottage , Andoversford
Appledore Cottage is located in Cheltenham, 2.6 kilometers from Whittington Court and 3.1 kilometers from Chedworth Roman Villa, with Naunton Downs Golf Club and Cineworld Cheltenham nearby. This 119 square meter holiday home accommodates up to 8 guests in 4 bedrooms, offers a kitchen with a dishwasher and microwave, a garden, and allows up to two dogs.
8.8 6 reviews
Cheltenham
07/08 – 09/08
SG$579/nighttotal: SG$1158 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , Upton Saint Leonards
This Cotswold cottage in Upton St Leonards offers convenient access to local amenities, including a pub, shop, and post office, and is situated 4km from Painswick Rococo Gardens and 8km from Cheltenham. The 45 square metre self-catering property sleeps four, boasting two bedrooms, one bathroom, a well-equipped kitchen with dishwasher, underfloor heating, private parking for two cars, and a small enclosed lawn; explore nearby walking trails such as the Cotswold Way and Kites Hill Nature Trail.
9.0 12 reviews
Cheltenham
07/08 – 09/08
SG$627/nighttotal: SG$1254 (2 )
2 Bed Cotswold Stone Cottage -Pyatt's Pad
2 3
cottage , Winchcombe
This Winchcombe holiday cottage is conveniently located a short walk from Belas Knap and the Winchcombe Folk and Police Museum, and within 4.8km of Sudeley Castle and Hailes Abbey. This 62 square metre self-catering property sleeps four guests in two bedrooms and one bathroom, boasting a garden, fireplace, fully equipped kitchen, laundry facilities, and Wi-Fi.
10 1 review
Cheltenham
07/08 – 09/08
SG$5860/nighttotal: SG$11720 (2 )
Amazing Collection Of Properties With A Swimming Pool, Two Hot Tubs And A Sauna - Keepers Lodge
7 3
cottage , Cranham
This seven-bedroom cottage is located between Cranham and Birdlip, just a short distance from the Cotswold Country Park and Beach. The 320 square metre property sleeps up to 15 guests and boasts a heated outdoor swimming pool, hot tub, and a woodland to explore, making it ideal for large families or groups of friends.
Best Cheltenham cottages with a kitchen
Cheltenham
07/08 – 09/08
SG$871/nighttotal: SG$1742 (2 )
Two Pound Cottage - 3 Bed Home - Hot Tub
3 3
cottage , Gloucester
This Gloucester self-catering property is situated within 4.8km of Barnwood Arboretum & Park, Prinknash Abbey, Crickley Hill Country Park, and Gloucester Ski and Snowboard Centre. This 93 square metre holiday home sleeps six guests, boasting three bedrooms, one bathroom with a shower, a Jacuzzi, a private garden with patio, free Wi-Fi, parking, and a Smart TV.
Cheltenham
21/08 – 23/08
SG$501/nighttotal: SG$1002 (2 )
12 Montpellier Arcade, Pet Friendly In Cheltenham
2 4
cottage , Cheltenham
This cottage in central Cheltenham is conveniently located 100 meters from a pub and 300 meters from a shop, with a lake 1.1 kilometers away. This two-bedroom property offers accommodation for four guests, featuring a well-equipped kitchen, WiFi, and allows pets.
9.4 88 reviews
Cheltenham
07/08 – 09/08
SG$693/nighttotal: SG$1386 (2 )
2 Bedroom Cotswold Holiday Home - Abbots Cottage
2 3
cottage , Winchcombe
Abbots Cottage is a Grade II listed Cotswold holiday home located in Winchcombe, a charming town close to Sudeley Castle and the Cotswold Way. This cottage has received excellent ratings for location, cleanliness, and overall user experience. The cottage has two bedrooms and one bathroom, offering space for up to four guests. It features a traditional Cotswold charm with exposed beams and a cosy fireplace, while also providing modern amenities like a Smart TV, dishwasher, and a tranquil patio with views of the Cotswold countryside.
8.0 1 review
Cheltenham
27/06 – 28/06
SG$750/nightfor 1 night
The Coach House, Romantic, Character Holiday Cottage In Cheltenham
1 2
cottage , Cheltenham
The Coach House is a first-floor apartment in Cheltenham, close to a shop and pub, making it ideal for exploring the town and enjoying local amenities. It's also within walking distance of Cheltenham Town Hall and Holst Birthplace Museum, and the Cotswolds are easily accessible for day trips. The self-catering property has one bedroom and one bathroom, accommodating up to two guests. It comes equipped with a kitchen, a washing machine, a Smart TV, and a patio with furniture, perfect for relaxing after a day of exploring.
Frequently asked questions about cottages in Cheltenham
What would be a good 2-days itinerary for visiting Cheltenham?
On your first day, visit the Cheltenham Art Gallery & Museum, explore the Montpellier Gardens, and enjoy a show at the Everyman Theatre. The next day, head to the Cheltenham Racecourse for a tour, visit the Pittville Park, and indulge in a delicious afternoon tea at one of the many charming cafes.
What part of Cheltenham is ideal for renting a cottage?
The areas around Leckhampton, Charlton Kings, and Bishop's Cleeve are great for finding cosy cottages. They offer a peaceful setting with easy access to the town centre and surrounding countryside.
What are the best cottages with a pool in Cheltenham?
When is the best time to rent a cottage in Cheltenham?
Spring and Autumn are lovely times to visit, with pleasant weather and fewer crowds. If you're a fan of horse racing, consider visiting during the Cheltenham Festival in March.
What are the best cottages with a jacuzzi in Cheltenham?
You definitely shouldn't miss the Cheltenham Town Hall, the Imperial Gardens, the Holst Birthplace Museum, and the Cheltenham Promenade. They all offer a glimpse into the town's rich history and culture.
What are the best cottages for families and kids in Cheltenham?
Why consider renting a cottage in Cheltenham for your stay?
Cottages offer a charming and cosy alternative to hotels, giving you a more authentic experience of the local area. They often come with gardens and plenty of space, perfect for families or groups.
What are the best pet friendly cottages in Cheltenham?
Can you easily explore Cheltenham on foot or by bike?
Yes, Cheltenham is a very walkable town, and there are plenty of cycle paths. You can easily explore the town centre and surrounding parks without needing to rely on public transport.
What are the best cottages with parking in Cheltenham?
What are the best restaurants in Cheltenham with nature views?
The Rooftop Terrace at The Ivy Montpellier Brasserie offers stunning views of the town, while The Tavern at The Wheatsheaf Inn has a lovely garden terrace overlooking the countryside.
What family-friendly activities are available in Cheltenham?
The Cotswold Wildlife Park & Gardens is a great day out for families, and the Cheltenham Museum & Art Gallery has interactive exhibits for children. You can also enjoy a picnic in the beautiful Pittville Park or take a ride on the miniature railway at the Cotswold Farm Park.
Destinations nearby
Best Cheltenham cottages with a jacuzzi
Among the 31 accommodations in Cheltenham, here are the 2 best cottages with a jacuzzi
10 1 review
Cheltenham
07/08 – 09/08
SG$987/nighttotal: SG$1974 (2 )
Dog Friendly Holiday Cottage In The Cotswolds With A Hot Tub - The Old Forge
3 3
cottage , Winchcombe
This detached house in Winchcombe offers a prime location, placing the Winchcombe Museum and Belas Knap Tumulus within a 500-meter walk and providing convenient on-site parking. Spanning 82 square meters, this pet-friendly holiday home accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, Wi-Fi, a hot tub, and a garden for outdoor relaxation.
9.2 9 reviews
Cheltenham
07/08 – 09/08
SG$898/nighttotal: SG$1796 (2 )
Dog Friendly Holiday Home With A Hot Tub And Woodland Views - Keepers Stable
2 3
cottage , Cranham
This Cranham cottage, situated 4.8km from Crickley Hill Country Park and within 9.6km of Prinknash Abbey and Rococo Gardens, offers a peaceful rural retreat. The 47 square metre property sleeps four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen, jacuzzi, garden, parking, and excellent guest reviews.
Best pet friendly Cheltenham cottages
Among the 31 accommodations in Cheltenham, here are the 4 best pet friendly cottages
10 1 review
Cheltenham
21/08 – 23/08
SG$414/nighttotal: SG$828 (2 )
Cosy Woodland Retreat | 10 Mins From Cheltenham Promenade | Dog Friendly
2 4
cottage , Leckhampton
This woodland lodge in Leckhampton offers a secluded five-acre escape with direct access to the Cotswold Way, situated less than 2 kilometres from Cheltenham's shops, cafes, Promenade, Imperial Gardens, and Cheltenham Racecourse. This dog and child-friendly holiday home accommodates up to 8 guests across 2 bedrooms and 1 bathroom, featuring a terrace, garden, and parking, with on-site hosts available for local advice on nearby attractions such as Gloucester Quays and Walks With Hawks.
9.6 63 reviews
Cheltenham
07/08 – 09/08
SG$440/nighttotal: SG$880 (2 )
Dove Cottage Beautifully Restored Tudor Cottage Sleeps 6 Or 7
3 3
cottage , Winchcombe
This family-friendly cottage is located just a short 10-minute walk from Winchcombe Folk and Police Museum and Belas Knap, with Sudeley Castle and Hailes Abbey within a 5-kilometre radius, offering easy access to the area's historical attractions. It has received excellent user ratings, making it a popular choice for families and groups. The cottage spans 138 square metres and comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. Amenities include a fully equipped kitchen, a relaxing spa tub, a private garden with barbecue facilities, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Cheltenham
07/08 – 09/08
SG$331/nighttotal: SG$662 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage
Cotswold Outlet Coach House, near Tewkesbury in Gloucestershire, offers a pet-friendly self-catering property within walking distance of the Cotswold Designer Outlet and a short drive (approximately 5 km) from Junction 9 of the M5 motorway, providing easy access to Tewkesbury Abbey and the Tewkesbury Battlefield. This two-bedroom house sleeps four, featuring a king-size and a double bedroom, a well-equipped kitchen with fridge and dishwasher, off-road parking for two cars, and a spacious living/dining room with a Smart TV; nearby attractions include Cheltenham, Stratford-upon-Avon, and Bath.
9.0 2 reviews
Cheltenham
07/08 – 09/08
SG$394/nighttotal: SG$788 (2 )
Cosy One Bedroom Apartment - Keepers Annexe
1 3
cottage , Cranham
Keepers Annexe, a Cotswold studio apartment near Cranham in Gloucestershire, offers a peaceful rural location with easy access to Cheltenham (distance unspecified). This dog-friendly self-catering property boasts a 23 square metre floor area, sleeping up to three guests, and features a private terrace, off-street parking for two cars, a kitchenette with a Nespresso machine and induction hob, plus a Smart TV and Bose sound system.