Holiday Rentals in Cheltenham

1491 available vacation rental offers

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Cheltenham holiday rentals
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Best Holiday rentals and Airbnb offers in Cheltenham

Little Knapp On The Cotswold Way - Cheltenham
9.8 698 reviews
Cheltenham
02/12 – 03/12
£131/nightfor 1 night

Little Knapp On The Cotswold Way

1 2
cabin, Little Witcombe
Offering panoramic views towards Gloucester, the Forest of Dean, and Wales, this cabin is situated in an Area of Outstanding Natural Beauty near Little Witcombe, providing direct access to the Cotswold Way walking trail.
This dog-friendly cabin allows pets for an additional charge and features a private rooftop patio and garden, a kitchen with a fridge and microwave, and accommodates two guests in its open-plan living space.
Stylish Home In The Heart Of Cheltenham - Cheltenham
8.7 22 reviews
Cheltenham
11/09 – 16/09
£144/nighttotal: Â£720 (5 )

Stylish Home In The Heart Of Cheltenham

2 4
house, Cheltenham
Located in Cheltenham, this house is 13.2 kilometres from Sudeley Castle and 14.2 kilometres from Kingsholm Stadium.
This pet-friendly house offers a garden and private parking for up to 7 guests, featuring a well-equipped kitchen and WiFi.
Cosy Character Annexe Near Cheltenham Racecourse - Cheltenham
9.7 20 reviews
Cheltenham
23/10 – 24/10
£81/nightfor 1 night

Cosy Character Annexe Near Cheltenham Racecourse

1 1
cabin
This characterful cabin in a Gloucestershire district offers a unique, bijou retreat with off-road parking, perfect for solo travellers.
Pets are welcome at this cosy, newly fitted en-suite cabin, ideal for exploring the historic and beautiful county of Gloucestershire.
Premium Deal L Hill View Home L Last-minute Offer L Cheltenham L Aj Properties L Perfect For Short Or Long Stays L 4beds 4bedrooms - Cheltenham
8.8 65 reviews
Cheltenham
28/10 – 30/10
£379/nighttotal: Â£758 (2 )

Premium Deal L Hill View Home L Last-minute Offer L Cheltenham L Aj Properties L Perfect For Short Or Long Stays L 4beds 4bedrooms

4 7
house, Cheltenham
Enjoy scenic hill views from this recently renovated house in Cheltenham, conveniently located 12.1 kilometres from Sudeley Castle and 16.1 kilometres from Kingsholm Stadium.
This pet-friendly house comfortably accommodates up to 15 guests with 4 bedrooms and 3 bathrooms, featuring a well-equipped kitchen, a garden with patio, complimentary on-site parking, and free Wi-Fi.
Flat 3: Elegant & Spacious 3 Bed By Pittville Park - Cheltenham
9.8 156 reviews
Cheltenham
28/10 – 30/10
£290/nighttotal: Â£580 (2 )

Flat 3: Elegant & Spacious 3 Bed By Pittville Park

3 7
apartment
Centrally located in Cheltenham, a cultural hub of the Cotswolds and a renowned 'Design Destination', this elegant 3-bedroom apartment offers excellent user and location ratings.
This pet-friendly apartment comfortably accommodates up to 7 guests, featuring air conditioning, a garden, and a patio, with one dedicated parking space available.
Painswick Villas, In Tivoli Cheltenham. - Cheltenham
9.6 60 reviews
Cheltenham
25/11 – 02/12
£98/nighttotal: Â£686 (7 )

Painswick Villas, In Tivoli Cheltenham.

2 2
house, Cheltenham
This pet-friendly house in Tivoli, Cheltenham, is a short walk from the town centre, Bath Road, and the independent districts of Tivoli and The Suffolks, providing easy access to The Cotswolds.
With capacity for six guests, this property boasts two double bedrooms, one with an en-suite WC, a fully equipped kitchen featuring a Nespresso machine and rice cooker, and a private courtyard with bistro seating, making it ideal for exploring Cheltenham and its surroundings with your dog.
Town Centre Cottage Tucked Away - Cheltenham
9.5 203 reviews
Cheltenham
10/10 – 15/10
£118/nighttotal: Â£590 (5 )

Town Centre Cottage Tucked Away

2 2
apartment, Cheltenham
In a quiet residential area of Cheltenham, this self-contained cottage is just an 8-minute walk from the town centre's excellent local shops and eateries.
This pet-friendly, two-bedroom cottage offers exclusive use of a private garden and sitting room, with pets allowed by arrangement for a comfortable stay.
En Ville-maison-salle De Bain Privée-vue Sur Rue - Cheltenham
9.9 62 reviews
Cheltenham
07/08 – 09/08
£550/nighttotal: Â£1100 (2 )

En Ville-maison-salle De Bain Privée-vue Sur Rue

5 10
apartment, Gloucestershire
Located in Central Cheltenham, this Regency townhouse is a short distance from the Town Centre and the renowned Pittville Park, offering excellent access to local attractions.
This spacious 5-bedroom, 4-bathroom pet-friendly apartment comfortably accommodates up to 10 guests and features a fully equipped kitchen with a breakfast bar, a courtyard garden, and complimentary Wi-Fi.
Montpellier At Regency 24 - Cheltenham
8.7 7 reviews
Cheltenham
07/08 – 09/08
£158/nighttotal: Â£316 (2 )

Montpellier At Regency 24

1 4
apartment, Cheltenham
Located in Cheltenham's Montpellier district, this apartment offers convenient access to local attractions, being 12.7 kilometres from Sudeley Castle and 13.9 kilometres from Gloucester Cathedral.
This pet-friendly apartment, boasting 50 square meters of space and accommodating up to 7 guests, features a fully equipped kitchen, a balcony, and complimentary private parking with free WiFi.
Rotunda Suite At Regency 24 - Cheltenham
8.1 14 reviews
Cheltenham
09/08 – 12/08
£85/nighttotal: Â£255 (3 )

Rotunda Suite At Regency 24

1 2
apartment, Cheltenham
Rotunda Suite at Regency 24 is located in Cheltenham, with Sudeley Castle 12.7 kilometres away and Gloucester Cathedral 13.9 kilometres away.
This pet-friendly apartment offers 30 square meters of space, accommodates up to 3 guests, and includes a fully equipped kitchen and free Wi-Fi.
12 Montpellier Arcade - Cheltenham
10 4 reviews
Cheltenham
10/08 – 28/08
£159/nighttotal: Â£2862 (18 )

12 Montpellier Arcade

2 4
apartment, Cheltenham
Located in Cheltenham, 12 Montpellier Arcade offers convenient access to Gloucester Cathedral (13.2 kilometers) and Sudeley Castle (13.4 kilometers), with Kingsholm Stadium also nearby (13.5 kilometers).
This pet-friendly apartment, covering 105 square meters, accommodates up to seven guests with two bedrooms, one bathroom featuring a walk-in shower, and a fully equipped kitchen complete with a dishwasher, while outdoor activities like golfing, cycling, and fishing are readily available in the Cheltenham area.

Best Cheltenham holiday rentals with parking

In Cheltenham, finding dog-friendly vacation rentals with parking makes your trip seamless. Whether you prefer the comfort of a unique hotel or seek affordable alternatives to budget friendly hotels, these options ensure convenience for both you and your pet.

Elegant 3 Bedroom Home In The Centre Of Cheltenham - Cheltenham
8.7 92 reviews
Cheltenham
28/10 – 30/10
£261/nighttotal: Â£522 (2 )

Elegant 3 Bedroom Home In The Centre Of Cheltenham

3 7
house, Cheltenham
Centrally located in Cheltenham, this recently renovated 3-bedroom house offers easy access to local attractions, with Kingsholm Stadium 14.6 kilometres away and Cotswold Water Park 35.4 kilometres distant.
This pet-friendly house features a floor area of 93 square meters, accommodating up to 15 guests with a well-equipped kitchen, two bathrooms, and a garden with an outdoor dining area.
Premium Offer L Last-minute Escape L Aj Properties L High Street Cheltenham L Parking L Ideal For Short Or Long Stays - Town Centre Apartment, 4 Beds, 1 Bathroom - Cheltenham
8.7 29 reviews
Cheltenham
23/07 – 28/07
£130/nighttotal: Â£650 (5 )

Premium Offer L Last-minute Escape L Aj Properties L High Street Cheltenham L Parking L Ideal For Short Or Long Stays - Town Centre Apartment, 4 Beds, 1 Bathroom

2 1
apartment, Cheltenham
Located centrally in Cheltenham, this apartment is conveniently situated 13.2 kilometres from Sudeley Castle and 13.7 kilometres from Gloucester Cathedral.
This pet-friendly apartment offers two bedrooms, a kitchen with a fridge and microwave, and parking, making it ideal for families or groups of up to nine guests.
Beautiful Bath Road Retreat With Log Burner - Cheltenham
9.4 36 reviews
Cheltenham
11/09 – 16/09
£183/nighttotal: Â£915 (5 )

Beautiful Bath Road Retreat With Log Burner

2 4
house, Cheltenham
This pet-friendly house in Cheltenham offers easy access to local attractions, situated 8.3 kilometres from Gloucester Cathedral and 8.5 kilometres from Kingsholm Stadium, with Cotswold Water Park 32 kilometres away.
Boasting 56 square meters of floor area, this accommodation features two bedrooms, one bathroom, and a well-equipped kitchen, comfortably accommodating up to 11 guests with free WiFi and a cozy log burner for a pleasant stay.
Lower Lyndale - Cheltenham
10 3 reviews
Cheltenham
09/08 – 12/08
£155/nighttotal: Â£465 (3 )

Lower Lyndale

2 2
house, Leckhampton
Located in Leckhampton, this house is conveniently situated 13.9 kilometres from Gloucester Cathedral and 14.3 kilometres from Kingsholm Stadium.
This pet-friendly house offers 93 square meters of space with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, private parking, and free WiFi, making it an ideal choice for families and groups of up to 11 guests travelling with their pets.
Hermitage Cottage - Cheltenham
8.4 8 reviews
Cheltenham
07/08 – 09/08
£222/nighttotal: Â£444 (2 )

Hermitage Cottage

3 4
house, Gloucestershire
Located in Gloucestershire, this house is conveniently situated 8.8 kilometres from Kingsholm Stadium and 9.1 kilometres from Sudeley Castle.
This pet-friendly house offers 3 bedrooms, sleeping up to 7 guests, with a well-equipped kitchen and complimentary Wi-Fi for a comfortable stay.
Lovely 2-bed Home Right By Cheltenham Racecourse - Cheltenham
9.6 5 reviews
Cheltenham
10/10 – 15/10
£162/nighttotal: Â£810 (5 )

Lovely 2-bed Home Right By Cheltenham Racecourse

2 2
house, Cheltenham
Adjacent to Cheltenham Racecourse, this 2-bedroom house offers a prime location with Sudeley Castle just 11 kilometres away and Gloucester Cathedral 16 kilometres distant.
This pet-friendly house, boasting 84 square meters of space, provides a comfortable stay for up to 11 guests with a well-equipped kitchen, a garden, and free WiFi, perfect for exploring the local cycling routes.
Montrose Lodge - Cheltenham
9.4 82 reviews
Cheltenham
09/08 – 12/08
£116/nighttotal: Â£348 (3 )

Montrose Lodge

1 2
apartment, Cheltenham
This pet-friendly apartment in Cheltenham offers a patio and terrace, perfect for guests travelling with their dogs.
Situated in Montrose Lodge, this apartment is 13.8 kilometres from Kingsholm Stadium and 13.3 kilometres from Sudeley Castle.
Woodland Cabin - Cotswold Way - Logs & Dogs - Cheltenham
9.0 16 reviews
Cheltenham
13/07 – 17/07
£95/nighttotal: Â£380 (4 )

Woodland Cabin - Cotswold Way - Logs & Dogs

1 1
apartment, Cheltenham
Located on Cotswold Way in Cheltenham, this apartment is 13.8 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park.
This pet-friendly apartment offers 72 square meters of recently renovated space with a fully equipped kitchen, a modern bathroom, and a garden, alongside free WiFi and parking, making it ideal for families and outdoor enthusiasts.

Best Cheltenham holiday rentals with a balcony

Enjoy the comfort of a private balcony during your stay in Cheltenham by choosing from top vacation rental options. Whether you’re looking for a condo vacation rental or a short term vacation rental, these selections provide a relaxing outdoor space.

The Coach House - Cheltenham
9.8 69 reviews
Cheltenham
23/10 – 24/10
£280/nightfor 1 night

The Coach House

3 1
house, Cheltenham
This spacious 3-bedroom house in Cheltenham offers a pet-friendly escape, conveniently located 13.2 kilometers from Kingsholm Stadium and 32.2 kilometers from Cotswold Water Park.
Enjoy a generous 200 square meter floor area with a fully equipped kitchen, garden, and terrace, perfect for accommodating up to 9 guests with private parking and complimentary WiFi.
5&6 North Place - Cheltenham
9.4 178 reviews
Cheltenham
25/11 – 02/12
£190/nighttotal: Â£1330 (7 )

5&6 North Place

2 2
studio, Gloucestershire
Located in Gloucestershire, this studio apartment complex is conveniently situated 12.2 kilometres from Sudeley Castle and 14.9 kilometres from Gloucester Cathedral, offering a tranquil base for your visit.
This pet-friendly studio provides essential amenities including a fridge, microwave, and dishwasher, with a garden and terrace for enjoying the outdoors, and parking is available for an extra charge.
Norton Coach House - Cheltenham
10 7 reviews
Cheltenham
30/07 – 03/08
£436/nighttotal: Â£1744 (4 )

Norton Coach House

3 1
house, Cheltenham
Norton Coach House in Cheltenham offers a peaceful garden setting, conveniently located 11.6 kilometres from Gloucester Cathedral and 11.4 kilometres from Kingsholm Stadium.
This spacious, pet-friendly house provides accommodation for up to 9 guests with 3 bedrooms and 4 bathrooms, featuring a well-equipped kitchen, terrace, free WiFi, and free private parking.
Stunning 2bd Townhouse In Cheltenham - Cheltenham
Cheltenham
23/07 – 28/07
£143/nighttotal: Â£715 (5 )

Stunning 2bd Townhouse In Cheltenham

1 1
house
Conveniently located within a 15-minute walk of the University of Gloucestershire, Cheltenham Town Hall, and Cheltenham General Hospital, this house offers excellent access to key institutions and attractions in Great Britain.
This pet-friendly house features complimentary high-speed WiFi and in-unit washers and dryers, making it an ideal choice for travellers with pets visiting Cheltenham.
The Sandford Park Townhouse 6 Bed Sleeps 12 Entire Apartment - Cheltenham
8.7 13 reviews
Cheltenham
11/09 – 15/09
£351/nighttotal: Â£1404 (4 )

The Sandford Park Townhouse 6 Bed Sleeps 12 Entire Apartment

6 2
apartment, Cheltenham
This spacious 6-bedroom townhouse in Cheltenham offers a pet-friendly escape, conveniently located just 12.8 kilometres from Sudeley Castle and 14.9 kilometres from Gloucester Cathedral.
With a generous 100 square meters of floor area, this dog-friendly accommodation comfortably sleeps up to 23 guests and boasts a terrace, allowing you to bring your furry friends along for your Cotswolds adventure.
36 Queens - Cheltenham
Cheltenham
23/07 – 28/07
£179/nighttotal: Â£895 (5 )

36 Queens

1 1
apartment, Gloucestershire
Located in Gloucestershire, 36 Queens is a short drive from Kingsholm Stadium (12.6 kilometres) and Gloucester Cathedral (13 kilometres), with Sudeley Castle also within easy reach (14.9 kilometres).
This pet-friendly, one-bedroom apartment offers 70 square meters of space, accommodating up to three guests with a well-equipped kitchen, living room, and a garden with outdoor dining.
Town Centre Oasis With Two Hot Tubs - Cheltenham
Cheltenham
17/07 – 18/07
£595/nightfor 1 night

Town Centre Oasis With Two Hot Tubs

4 2
apartment, Cheltenham
Enjoy a prime central Cheltenham location, just steps from renowned dining, shopping, and festivals, with this dog-friendly apartment offering exclusive private entrance and an enclosed garden.
This spacious apartment accommodates up to 8 guests with four double bedrooms, two bathrooms including an en-suite, a fully equipped kitchen, and two six-seater hot tubs for a truly relaxing spa-like experience.
Luxury Woodland Stay - Private Walks - Just Refurbished - Cheltenham
10 4 reviews
Cheltenham
03/08 – 05/08
£233/nighttotal: Â£466 (2 )

Luxury Woodland Stay - Private Walks - Just Refurbished

2 4
apartment, Cheltenham
Set in a woodland area near Cheltenham, this recently refurbished apartment offers easy access to Kingsholm Stadium (13.9 kilometres), Gloucester Cathedral (14.1 kilometres), and Sudeley Castle (17.7 kilometres).
This pet-friendly apartment boasts 2 bedrooms, 2 living rooms, a fully equipped kitchen, and garden access, making it an ideal choice for families and nature lovers seeking a dog-friendly escape.

Destinations nearby

Best family friendly Cheltenham holiday rentals

Finding family-friendly vacation rentals in Cheltenham ensures everyone enjoys a comfortable and convenient trip. From spacious vacation home rentals to a short term vacation rental, these options are perfect for families seeking memorable stays together.

Stylish Cheltenham Home, 4 Beds, Garden & Parking - Cheltenham
9.8 23 reviews
Cheltenham
11/09 – 16/09
£380/nighttotal: Â£1900 (5 )

Stylish Cheltenham Home, 4 Beds, Garden & Parking

4 4
apartment
Located in Gloucestershire, this four-bedroom semi-detached house offers excellent access to local amenities and attractions, making it a convenient base for exploring the region.
This pet-friendly apartment boasts a central kitchen, a separate outdoor office/lounge, and Sky TV in three areas, comfortably accommodating up to eight guests with ample parking.
Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
8.0 2 reviews
Cheltenham
07/08 – 09/08
£473/nighttotal: Â£946 (2 )

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

4 10
apartment, Cheltenham
Conveniently located in Cheltenham city centre, this four-bedroom townhouse is just 700 meters from Cineworld Cheltenham and a short drive from Cleeve Hill Golf Club.
This pet-friendly apartment accommodates up to 10 guests, featuring four en-suite bedrooms, a fully equipped kitchen/diner opening onto a patio garden, and a first-floor lounge with a pull-out sofa bed.
Moderne-vue Sur Rue-maison-salle De Bain Privée - Cheltenham
9.8 64 reviews
Cheltenham
10/08 – 28/08
£139/nighttotal: Â£2502 (18 )

Moderne-vue Sur Rue-maison-salle De Bain Privée

2 4
apartment, Gloucestershire
Located on a quiet side road off the popular Bath Road, this 2-bedroom apartment offers excellent proximity to Regency Cheltenham, just a short walk away.
This pet-friendly apartment comfortably accommodates up to 6 guests and features a separate kitchen with a fridge freezer, microwave, washing machine, and tumble dryer, alongside a lounge diner with a log burner and complimentary Wi-Fi.
Large Period 2-bed Apartment Close To Town - Cheltenham
8.0 1 review
Cheltenham
09/08 – 13/08
£167/nighttotal: Â£668 (4 )

Large Period 2-bed Apartment Close To Town

2 2
apartment, Gloucestershire
Located in Cheltenham city centre, this apartment is just 500 meters from the Holst Birthplace Museum and Cheltenham Playhouse, offering a prime spot for exploring cultural attractions.
This pet-friendly apartment, boasting 92 square meters of floor area and accommodating up to 4 guests, features a private terrace and courtyard, a well-equipped kitchen with a dishwasher, and free Wi-Fi for a comfortable stay.
Cheltenham: 2 Bed Home•work Or Leisure•sleeps 6 - Cheltenham
9.5 34 reviews
Cheltenham
18/07 – 25/07
£142/nighttotal: Â£994 (7 )

Cheltenham: 2 Bed Home•work Or Leisure•sleeps 6

2 6
apartment, Gloucestershire
Discover this pet-friendly apartment in Cheltenham, perfectly situated just 600 meters from Pittville Park and Cheltenham Racecourse.
This comfortable apartment accommodates up to 6 guests across two bedrooms, featuring a fully equipped kitchen, a private garden, and complimentary Wi-Fi.
Modern 4 Bed 3 Bath Home Close To The Town Centre - Cheltenham
9.6 39 reviews
Cheltenham
25/07 – 27/07
£521/nighttotal: Â£1042 (2 )

Modern 4 Bed 3 Bath Home Close To The Town Centre

4 10
apartment, Gloucestershire
Just 1 kilometre from the Centre of Cheltenham, this spacious three-storey townhouse offers a prime location in Gloucestershire, perfect for exploring the town.
This pet-friendly apartment sleeps up to 10 guests and boasts a fully equipped kitchen, a private patio and garden, and complimentary hotel-quality amenities, ensuring a comfortable stay for the whole family.
Beautiful Bath Road Retreat With Log Burner - Cheltenham
8.8 3 reviews
Cheltenham
10/08 – 28/08
£139/nighttotal: Â£2502 (18 )

Beautiful Bath Road Retreat With Log Burner

2 4
apartment, Gloucestershire
This city centre apartment in Cheltenham offers a pet-friendly stay, conveniently located near Cineworld Cheltenham and within 3 kilometers of Cleeve Hill Golf Club, with Gloucester Quays and Gloucester Docks just a short drive away.
Boasting two double bedrooms and sleeping up to six guests, this self-catering accommodation features a fully equipped kitchen, a comfortable lounge diner with a log burner, and a private entrance, ensuring a cosy and practical visit for families and their dogs.
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