Vacation Rentals in Cheltenham

1491 available vacation rental offers

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Cheltenham holiday rentals
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1491 Holiday rentals and Airbnb in Cheltenham

Stunning 2 Bedroom Flat In Cheltenham - Cheltenham
9.6 54 reviews
Cheltenham
03/08 – 05/08
A$259/nighttotal: A$518 (2 )

Stunning 2 Bedroom Flat In Cheltenham

2 4
apartment, Saint Mark's
Just a 5-minute walk from Cheltenham Spa Train Station and 1.6 kilometers from the town centre, this ground floor apartment in Saint Mark's offers exceptional convenience for travellers.
This pet-friendly apartment boasts two bedrooms, two bathrooms, and a guest capacity of six, featuring a stylish open-plan living area, a private garden, and ample parking, ensuring a comfortable stay for you and your dog.
Moderne-résidence-sdb Privée Avec Douche-vue Sur R - Cheltenham
9.7 55 reviews
Cheltenham
10/08 – 28/08
A$293/nighttotal: A$5274 (18 )

Moderne-résidence-sdb Privée Avec Douche-vue Sur R

2 4
apartment, Gloucestershire
Located in the peaceful Prestbury area of Gloucestershire, this modern 2-bedroom apartment offers easy access to Prestbury Village and the Regency centre of Cheltenham, just a short drive away.
This dog-friendly apartment accommodates up to 4 guests and features a fully equipped kitchen, complimentary Wi-Fi, and a private enclosed patio garden, with a nearby children's play area perfect for families.
Hermitage Cottage - Cheltenham
9.6 151 reviews
Cheltenham
03/08 – 05/08
A$323/nighttotal: A$646 (2 )

Hermitage Cottage

3 4
apartment, Gloucestershire
Just off Bath Road in Gloucestershire, this apartment offers direct access to a small courtyard from its ground floor king-size bedroom, ideal for a private outdoor space.
This pet-friendly apartment features a fully equipped kitchen/diner, a cosy living area, and can accommodate up to four guests, with pets welcome for an additional charge.
Appartement-de Luxe-salle De Bain Privée-vue Sur J - Cheltenham
9.9 188 reviews
Cheltenham
17/07 – 18/07
A$568/nightfor 1 night

Appartement-de Luxe-salle De Bain Privée-vue Sur J

3 2
apartment, Gloucestershire
This recently refurbished boutique basement apartment in Regency Cheltenham offers a prime location, just a short walk from festival venues, the town centre, and numerous restaurants, bars, and parks, and is perfectly pet-friendly for your furry companions.
Guests can enjoy exclusive use of a private garden and a 6-seater hot tub, with accommodation for up to 6 people in 3 bedrooms and 2 bathrooms, making it an ideal choice for families and groups travelling with pets.
Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
8.0 2 reviews
Cheltenham
07/08 – 09/08
A$909/nighttotal: A$1818 (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.
Montrose Lodge - Cheltenham
9.4 82 reviews
Cheltenham
09/08 – 12/08
A$223/nighttotal: A$669 (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.
F4 Town Centre, Walk To Races! Sleeps 4 - Cheltenham
9.2 12 reviews
Cheltenham
25/11 – 02/12
A$199/nighttotal: A$1393 (7 )

F4 Town Centre, Walk To Races! Sleeps 4

1 2
apartment, Cheltenham
Located in Cheltenham's F4 Town Centre, this apartment is within walking distance of the Cheltenham Races and a short drive to Kingsholm Stadium (approximately 13.7 kilometers) and Gloucester Cathedral (approximately 13.3 kilometers).
This pet-friendly apartment offers a comfortable 1-bedroom living space for up to 4 guests, featuring complimentary Wi-Fi and private parking, making it ideal for those travelling with their dogs.
Cheltenham: 2 Bed Home•work Or Leisure•sleeps 6 - Cheltenham
9.5 34 reviews
Cheltenham
18/07 – 25/07
A$274/nighttotal: A$1918 (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.
Cleeveland Retreat - Cheltenham
8.8 32 reviews
Cheltenham
03/08 – 05/08
A$352/nighttotal: A$704 (2 )

Cleeveland Retreat

2 4
house, Cheltenham
This pet-friendly house in Cheltenham offers convenient access to local attractions, situated 13.2 kilometres from Kingsholm Stadium and 14.3 kilometres from Gloucester Cathedral.
With a floor area of 51 square meters, this accommodation provides two bedrooms, two bathrooms, a kitchen with a fridge and microwave, and a garden, all within a property that welcomes pets.
Ivy Place; Boutique Pet Friendly Retreat, Sleeps 6 - Cheltenham
9.6 5 reviews
Cheltenham
18/07 – 25/07
A$574/nighttotal: A$4018 (7 )

Ivy Place; Boutique Pet Friendly Retreat, Sleeps 6

2 6
apartment
Nestled in Charlton Kings, this pet-friendly apartment is located on a quiet residential street, just a short 500-meter stroll from Bath Road's shops and restaurants, with Cheltenham's town centre and racecourse a brief drive away.
This stylish 2-bedroom apartment comfortably sleeps up to 6 guests and boasts a well-equipped kitchen, a private garden, and on-site parking, making it ideal for families or small groups travelling with their pets.

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.

Modern & Spacious Home In Central Cheltenham - Cheltenham
9.5 23 reviews
Cheltenham
07/08 – 09/08
A$549/nighttotal: A$1098 (2 )

Modern & Spacious Home In Central Cheltenham

3 4
house, Gloucestershire
Centrally located in Cheltenham, Gloucestershire, this house is just 13.6 kilometers from Kingsholm Stadium, 13 kilometers from Sudeley Castle, and 13.5 kilometers from Gloucester Cathedral.
This 93 square meter, 3-bedroom house offers ample space for up to 11 guests, featuring a fully equipped kitchen with a dishwasher and microwave, complimentary Wi-Fi, and convenient on-site parking, making it a great pet-friendly option for exploring the region.
Montpellier At Regency 24 - Cheltenham
8.7 7 reviews
Cheltenham
23/07 – 28/07
A$283/nighttotal: A$1415 (5 )

Montpellier At Regency 24

1 1
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.
Modern 4 Bed 3 Bath Home Close To The Town Centre - Cheltenham
9.9 11 reviews
Cheltenham
25/07 – 27/07
A$1002/nighttotal: A$2004 (2 )

Modern 4 Bed 3 Bath Home Close To The Town Centre

4 10
house, Gloucestershire
Located in Gloucestershire, this spacious 4-bedroom house is situated 12.56 kilometers from Kingsholm Stadium and 13.20 kilometers from Gloucester Cathedral.
This pet-friendly house offers a large garden and patio, perfect for guests travelling with their dogs, and features a fully equipped kitchen including a dishwasher and microwave.
Beautiful 2 Bedroom Flat In Cheltenham - Cheltenham
9.8 59 reviews
Cheltenham
10/08 – 28/08
A$216/nighttotal: A$3888 (18 )

Beautiful 2 Bedroom Flat In Cheltenham

2 4
apartment
Conveniently located in Saint Mark's, this ground floor apartment is just 500 meters from Cheltenham Spa Train Station and 1.6 kilometers from the town centre, with a direct bus stop outside.
This pet-friendly apartment offers spacious accommodation for up to 6 guests, featuring a stylish open-plan living, kitchen, and dining area, a private garden, and ample parking.
Beautiful School House In Cheltenham Town Centre. - Cheltenham
9.8 43 reviews
Cheltenham
09/08 – 12/08
A$274/nighttotal: A$822 (3 )

Beautiful School House In Cheltenham Town Centre.

2 2
apartment
Offering free onsite parking in central Cheltenham, this 2-bedroom apartment is conveniently located a short walk from shops and restaurants, and a 30-minute walk to Cheltenham Racecourse via the Honeybourne line.
This dog-friendly accommodation comfortably sleeps up to four guests and features a private garden with outdoor seating, ideal for families travelling with pets.
5&6 North Place - Cheltenham
9.4 178 reviews
Cheltenham
09/08 – 13/08
A$205/nighttotal: A$820 (4 )

5&6 North Place

1 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.
Lower Lyndale - Cheltenham
10 3 reviews
Cheltenham
23/07 – 28/07
A$274/nighttotal: A$1370 (5 )

Lower Lyndale

2 1
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
A$426/nighttotal: A$852 (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.

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.

Norton Coach House - Cheltenham
10 7 reviews
Cheltenham
13/07 – 17/07
A$692/nighttotal: A$2768 (4 )

Norton Coach House

3 2
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.
Town Centre Oasis With Two Hot Tubs - Cheltenham
9.7 27 reviews
Cheltenham
17/07 – 18/07
A$1145/nightfor 1 night

Town Centre Oasis With Two Hot Tubs

4 2
apartment, Cheltenham
Located in Cheltenham within a historic building, this apartment is 13.6 kilometres from Kingsholm Stadium and 12.9 kilometres from Sudeley Castle.
This pet-friendly apartment boasts 4 bedrooms, a private garden, a terrace, and a hot tub, offering accommodation for up to 8 guests with complimentary WiFi.
Comfortable & Contemporary 5-bed 3 Bathroom Home - Cheltenham
9.7 3 reviews
Cheltenham
09/08 – 13/08
A$763/nighttotal: A$3052 (4 )

Comfortable & Contemporary 5-bed 3 Bathroom Home

5 2
house, Gloucestershire
Located in Gloucestershire, this recently renovated house is conveniently situated 11.8 kilometres from Sudeley Castle and 14.5 kilometres from Gloucester Cathedral.
This spacious 163 square metre, 5-bedroom house is pet-friendly and offers a fully equipped kitchen, a garden, and private parking, making it ideal for families or groups travelling with their dogs.
Stunning 2bd Townhouse In Cheltenham - Cheltenham
Cheltenham
23/07 – 28/07
A$275/nighttotal: A$1375 (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.
Brookbank Close - Cheltenham
Cheltenham
13/07 – 17/07
A$312/nighttotal: A$1248 (4 )

Brookbank Close

1 1
house, Cheltenham
Located in central Cheltenham, this house is within a 15-minute walk of the Art Gallery and Museum, Cineworld, Parabola Arts Centre, The Promenade, and Everyman Theatre, with Cheltenham Spa Station 16 minutes away.
This pet-friendly house offers a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside complimentary WiFi and a Smart TV for your convenience.
Wellinghill Lodge - Cheltenham
9.7 70 reviews
Cheltenham
02/12 – 03/12
A$747/nightfor 1 night

Wellinghill Lodge

1 2
house, Cheltenham
Situated in Wellinghill Lodge, Cheltenham, this accommodation offers convenient access to Sudeley Castle, located 15.1 kilometers away, and Kingsholm Stadium, 17.7 kilometers distant.
This pet-friendly house boasts a tranquil garden and a fully equipped kitchen, ideal for families and outdoor enthusiasts with opportunities for golfing, cycling, and fishing.
Sky Garden Cabin - Cabin In The Clouds - Cheltenham
9.2 8 reviews
Cheltenham
11/09 – 16/09
A$676/nighttotal: A$3380 (5 )

Sky Garden Cabin - Cabin In The Clouds

2 4
cabin, Charlton Kings
Experience a unique "Cabin in the Clouds" concept in Charlton Kings, conveniently located 16 kilometers from Kingsholm Stadium and Sudeley Castle.
This pet-friendly cabin offers a relaxing terrace with garden views, a Jacuzzi, free WiFi, and accommodates up to 7 guests.
Luxury Woodland Stay - Private Walks - Just Refurbished - Cheltenham
10 4 reviews
Cheltenham
03/08 – 05/08
A$448/nighttotal: A$896 (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.

Cheltenham Town House - Sleeps 8 - Central - Cheltenham
9.6 5 reviews
Cheltenham
03/08 – 05/08
A$362/nighttotal: A$724 (2 )

Cheltenham Town House - Sleeps 8 - Central

3 4
house, Gloucestershire
This pet-friendly house is perfectly situated on Bath Road, offering immediate proximity to Cheltenham's restaurants, bars, and boutiques, with Montpelier, the Promenade, and the town centre all within a 5 to 10-minute walk.
Offering accommodation for up to 8 guests across 3 floors, this dog-friendly house features 3 bedrooms, 2 bathrooms, a separate living room with a sofa bed and board games, and an open-plan kitchen and dining area leading to a secure garden.
Cheltenham Townhouse - 4 Flats For Groups Of 15 - Cheltenham
Cheltenham
07/08 – 09/08
A$1694/nighttotal: A$3388 (2 )

Cheltenham Townhouse - 4 Flats For Groups Of 15

4 10
house
This Cheltenham townhouse offers exclusive use of four modern one-bedroom apartments, perfect for groups and ideal for a pet-friendly stay with its own kitchens and complimentary Wi-Fi.
With a capacity for 15 guests, this accommodation provides secure off-road parking and is conveniently located within Cheltenham town, giving easy access to its cafes, festivals, and races.
Lovely 3 Bed House In The Heart Of Cheltenham - Cheltenham
8.5 318 reviews
Cheltenham
13/07 – 14/07
A$422/nightfor 1 night

Lovely 3 Bed House In The Heart Of Cheltenham

3 2
house, Cheltenham
Located in central Cheltenham, this 3-bedroom house is 12.8 kilometres from Sudeley Castle and 13.6 kilometres from Kingsholm Stadium, offering a pet-friendly base for exploring the area.
This spacious 149 square metre house features a garden, terrace, and a fully equipped kitchen, perfect for families and providing ample room for pets.
The Coach House - Cheltenham
10 56 reviews
Cheltenham
23/10 – 24/10
A$552/nightfor 1 night

The Coach House

3 1
apartment, Gloucestershire
Located on Painswick Road, this apartment is just 500 meters from Bath Road's amenities and a 5-minute walk to Montpellier.
This pet-friendly apartment offers space for five guests across three en-suite bedrooms and features a private garden and ample parking, making it ideal for families.
Apartment 3 St Georges - Cheltenham
Cheltenham
10/10 – 15/10
A$308/nighttotal: A$1540 (5 )

Apartment 3 St Georges

1 2
apartment, Cheltenham
Apartment 3 St Georges is located in a well-appointed district of Cheltenham, offering convenient access to local attractions.
This apartment provides a comfortable stay with amenities such as a fridge, microwave oven, and complimentary internet, and is a pet-friendly choice for your visit.
4 Bed Townhouse Near Racecourse - Cheltenham
9.6 23 reviews
Cheltenham
11/09 – 16/09
A$437/nighttotal: A$2185 (5 )

4 Bed Townhouse Near Racecourse

4 4
apartment, Gloucestershire
Located in Cheltenham, this Georgian apartment is perfectly positioned between the renowned racecourse and the town centre, offering excellent accessibility to both amenities.
This dog-friendly apartment boasts four bedrooms, two bathrooms, and a guest capacity of six, featuring a spacious open-plan ground floor with a dual-aspect kitchen/diner and a versatile playroom.
Moderne-vue Sur Rue-maison-salle De Bain Privée - Cheltenham
9.8 64 reviews
Cheltenham
09/08 – 13/08
A$278/nighttotal: A$1112 (4 )

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

2 2
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.
Chic Apt In Central Cheltenham - Cheltenham
9.7 167 reviews
Cheltenham
03/08 – 05/08
A$372/nighttotal: A$744 (2 )

Chic Apt In Central Cheltenham

1 4
apartment, Cheltenham
Centrally located in Cheltenham, this apartment offers easy access to local attractions, being 13.05 kilometres from Sudeley Castle and 16.09 kilometres from Gloucester Cathedral.
This one-bedroom apartment is a superb pet-friendly choice, providing free Wi-Fi and a well-equipped kitchen for a comfortable stay.
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