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

36 Queens - Cheltenham
Cheltenham
17/07 – 19/07
A$376/nighttotal: A$752 (2 )

36 Queens

1 2
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.
Flat 3: Elegant & Spacious 3 Bed By Pittville Park - Cheltenham
9.8 155 reviews
Cheltenham
28/05 – 31/05
A$468/nighttotal: A$1404 (3 )

Flat 3: Elegant & Spacious 3 Bed By Pittville Park

3 5
apartment, Gloucestershire
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.
Townhouse Basement Apartment - Cheltenham
9.9 54 reviews
Cheltenham
03/06 – 04/06
A$283/nightfor 1 night

Townhouse Basement Apartment

1 4
house, Gloucestershire
A C19 townhouse basement apartment in Gloucestershire offers a unique stay, just a short walk from the town centre and Racecourse.
This pet-friendly property features a wood-burning stove, a well-equipped kitchen, and exclusive courtyard garden access, comfortably accommodating four guests.
Elegant, Central Apartment With Scenic Church View - Cheltenham
9.8 68 reviews
Cheltenham
29/05 – 31/05
A$255/nighttotal: A$510 (2 )

Elegant, Central Apartment With Scenic Church View

1 2
apartment, Gloucestershire
Centrally located in Cheltenham's peaceful St Lukes district, this apartment offers a stunning church view and is a short walk to The Lido and the elegant Montpellier area.
This pet-friendly apartment boasts a fully equipped kitchen, high-speed Wi-Fi, and parking permit availability upon advance arrangement, making it ideal for a comfortable stay with your dog.
Master Suite  (Self Contained - Private Entrance) - Cheltenham
10 57 reviews
Cheltenham
17/07 – 19/07
A$350/nighttotal: A$700 (2 )

Master Suite (Self Contained - Private Entrance)

1 2
house, Gloucestershire
Primely located on Cleeve Hill, an Area of Outstanding Natural Beauty, this house offers a pet-friendly stay, just a short walk from the racecourse, bypassing traffic and parking.
This luxurious house for two features an upscale ensuite bathroom, a minibar fridge, and a Nespresso machine, with a continental breakfast included and close proximity to Cotswold villages like Broadway and Stow-on-the-Wold.
Fully Equipped Comfy Log Cabin - Cheltenham
9.5 84 reviews
Cheltenham
14/07 – 15/07
A$153/nightfor 1 night

Fully Equipped Comfy Log Cabin

1 3
cabin, Gloucestershire
Conveniently located in a quiet area of Cheltenham, this log cabin is just a 5 to 10-minute walk from Cheltenham train station and a 15 to 20-minute walk to the town centre.
This dog-friendly cabin offers a glamping experience for up to three guests, featuring a private 20sqm insulated log cabin with a kitchenette, a double bed, a single bed, a sofa bed, and EV charging available for a small fee.
Fountain View At Regency 24 - Cheltenham
9.2 6 reviews
Cheltenham
24/10 – 26/10
A$168/nighttotal: A$336 (2 )

Fountain View At Regency 24

1 2
apartment, Cheltenham
This pet-friendly apartment in Cheltenham is located at Fountain View at Regency 24, offering convenient access to regional attractions, with Kingsholm Stadium 14.3 kilometres away and Sudeley Castle 12.7 kilometres away.
This 30 square meter apartment accommodates up to three guests and includes a fully equipped kitchen and free WiFi, making it ideal for a self-catering stay with your dog.
Moderne-maison-salle De Bain Privée-vue Sur Rue - Cheltenham
9.8 30 reviews
Cheltenham
28/05 – 31/05
A$363/nighttotal: A$1089 (3 )

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

1 5
apartment, Gloucestershire
Located in Tivoli, a sought-after district of Cheltenham, this apartment offers excellent proximity to Montpellier and Central Cheltenham, with rare off-road parking for one car and additional unrestricted street parking.
This pet-friendly apartment boasts a spacious open-plan living area, a modern shower room, and three comfortable double bedrooms accommodating up to 6 guests, all equipped with complimentary Wi-Fi and a flat-screen TV.
Appartement-salle De Bain Privée Séparée - Cheltenham
9.8 48 reviews
Cheltenham
17/07 – 19/07
A$442/nighttotal: A$884 (2 )

Appartement-salle De Bain Privée Séparée

1 2
apartment, Cheltenham
Centrally located in Cheltenham, this modern 1-bedroom apartment offers immediate access to the district's cafes, restaurants, and boutiques, making it a prime spot for exploration.
This pet-friendly apartment features a stylish open-plan living and dining area, comfortably accommodating up to four guests with super fast WiFi, a Smart TV, and a luxurious rainfall shower.
5&6 North Place - Cheltenham
9.4 162 reviews
Cheltenham
30/05 – 06/06
A$157/nighttotal: A$1099 (7 )

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.
F4 Town Centre, Walk To Races! Sleeps 4 - Cheltenham
9.0 10 reviews
Cheltenham
17/07 – 19/07
A$486/nighttotal: A$972 (2 )

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.
Beautiful & Vast Central Apartment Free Parking - Cheltenham
9.8 186 reviews
Cheltenham
29/05 – 31/05
A$315/nighttotal: A$630 (2 )

Beautiful & Vast Central Apartment Free Parking

1 2
apartment, Gloucestershire
Located in the desirable Montpellier district of Cheltenham, this ground-floor apartment is housed within an impressive 18th-century property, offering convenient access to local amenities and transport links.
This spacious, pet-friendly apartment accommodates up to 5 guests with a luxurious Superking bed, a well-equipped kitchen, and an Xbox for entertainment, making it ideal for families and dog-friendly holidays.

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.

Rotunda Suite At Regency 24 - Cheltenham
8.3 10 reviews
Cheltenham
26/07 – 30/07
A$170/nighttotal: A$680 (4 )

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.
F1 Town Centre, Walk To Races! Sleeps 4 - Cheltenham
8.2 20 reviews
Cheltenham
17/07 – 31/07
A$259/nighttotal: A$3626 (14 )

F1 Town Centre, Walk To Races! Sleeps 4

1 1
apartment, Cheltenham
Centrally located in Cheltenham town centre, this apartment is just 7.9 kilometres from Sudeley Castle and 8.8 kilometres from Kingsholm Stadium.
This 40 square meter, pet-friendly apartment offers a comfortable stay with a kitchenette, WiFi, and private parking, perfect for exploring Cheltenham with your dog.
Peaceful 3-bed Home In Tivoli - Cheltenham
9.8 6 reviews
Cheltenham
28/05 – 31/05
A$363/nighttotal: A$1089 (3 )

Peaceful 3-bed Home In Tivoli

3 5
house, Gloucestershire
Located in the residential area of Tivoli, Gloucestershire, this house is situated 12.2 kilometers from Gloucester Cathedral and 12.7 kilometers from Kingsholm Stadium.
This pet-friendly house offers 93 square meters of space, accommodating up to 11 guests with 3 bedrooms and 2 bathrooms, and features a garden and a fully equipped kitchen.
The Coach House - Cheltenham
9.8 61 reviews
Cheltenham
03/06 – 04/06
A$599/nightfor 1 night

The Coach House

3 4
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.
Chic Apt In Central Cheltenham - Cheltenham
9.7 164 reviews
Cheltenham
28/05 – 30/05
A$293/nighttotal: A$586 (2 )

Chic Apt In Central Cheltenham

1 2
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.
The Coach House - Cheltenham
Cheltenham
04/07 – 05/07
A$798/nightfor 1 night

The Coach House

1 2
cottage, Cheltenham
Conveniently located in Cheltenham, this pet-friendly cottage is just an 11-minute walk from Cheltenham Spa Station and within 2 kilometres of the Parabola Arts Centre and Cheltenham Town Hall.
This cottage offers a fully equipped kitchen with a refrigerator and a washing machine, alongside free self-parking and complimentary WiFi, making it ideal for guests travelling with pets.
Lovely 2-bed Home Right By Cheltenham Racecourse - Cheltenham
9.3 3 reviews
Cheltenham
01/10 – 04/10
A$278/nighttotal: A$834 (3 )

Lovely 2-bed Home Right By Cheltenham Racecourse

2 4
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.
Cosy Woodland Retreat | 10 Mins From Cheltenham Promenade | Dog Friendly - Cheltenham
10 1 review
Cheltenham
17/07 – 19/07
A$478/nighttotal: A$956 (2 )

Cosy Woodland Retreat | 10 Mins From Cheltenham Promenade | Dog Friendly

2 2
cottage, Leckhampton
Directly on the Cotswold Way, this pet-friendly cottage in Leckhampton offers five acres of private woodland and pastures, just a 10-minute drive from Cheltenham's shops and cultural sites.
This dog-friendly accommodation sleeps up to 8 guests and features 2 bedrooms and 1 bathroom, with on-site hosts available to help you explore local attractions like Parabola Arts Centre and the EV Charger Points Stadium.

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.

Central 2bd With Garden And Free Parking - Cheltenham
10 1 review
Cheltenham
21/09 – 23/09
A$343/nighttotal: A$686 (2 )

Central 2bd With Garden And Free Parking

1 2
house, Cheltenham
Centrally located in Cheltenham, this house is just 500 metres from the Cheltenham Playhouse and Cheltenham General Hospital, placing you a 10-minute walk from Cheltenham Town Hall and Imperial Gardens.
This pet-friendly house offers free WiFi, parking, and a washer/dryer, making it a convenient base for exploring the area with your dog.
10 Tivoli Mews - By Luxury Apartments - Cheltenham
9.5 2 reviews
Cheltenham
17/07 – 31/07
A$349/nighttotal: A$4886 (14 )

10 Tivoli Mews - By Luxury Apartments

2 1
apartment, Cheltenham
Located in Cheltenham, this recently renovated, allergy-free apartment at 10 Tivoli Mews is conveniently situated 12.4 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park, with Bristol Airport 82.1 kilometres away.
This spacious, pet-friendly 2-bedroom apartment offers a separate living room, a fully equipped kitchen, a bathroom with both bath and shower, a private balcony and terrace with garden views, complimentary private parking, free WiFi, and an outdoor seating area, making it ideal for families and travellers with pets.
Coach House - Lovely Home In Cheltenham - Cheltenham
Cheltenham
02/07 – 06/07
A$354/nighttotal: A$1416 (4 )

Coach House - Lovely Home In Cheltenham

1 2
house, Cheltenham
This pet-friendly house in Cheltenham is conveniently located within 15 minutes' walk of the University of Gloucestershire and Cheltenham General Hospital, with Imperial Gardens and Cheltenham Town Hall also under 2 kilometers away.
Enjoy complimentary WiFi and a washing machine during your stay, making it ideal for longer visits or those needing to keep up with laundry, and this dog-friendly accommodation welcomes your pets.
Leafield House - Cheltenham
10 1 review
Cheltenham
28/05 – 31/05
A$1234/nighttotal: A$3702 (3 )

Leafield House

4 5
house, Great Witcombe
Leafield House, a spacious house in Great Witcombe, is located 6.2 kilometers from Kingsholm Stadium and 17 kilometers from Cotswold Water Park.
This pet-friendly accommodation boasts 4 bedrooms, 4 bathrooms, and a generous 275 square meters of floor area, offering ample space for up to 17 guests and featuring a well-equipped kitchen with a dishwasher and microwave, plus a delightful terrace with garden views.
Town Centre Oasis With Two Hot Tubs - Cheltenham
9.7 25 reviews
Cheltenham
07/08 – 08/08
A$1311/nightfor 1 night

Town Centre Oasis With Two Hot Tubs

4 3
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.
Elliot Oliver - 2 Bedroom Garden Apartment With Parking - Cheltenham
9.0 4 reviews
Cheltenham
24/10 – 26/10
A$531/nighttotal: A$1062 (2 )

Elliot Oliver - 2 Bedroom Garden Apartment With Parking

1 2
apartment, Cheltenham
This apartment offers a central Cheltenham location, a 15-minute walk from Pittville Park and Cheltenham Town Hall, and is within 14.5 kilometers of Cheltenham Racecourse.
Enjoy complimentary WiFi, a private patio, a tranquil garden, and free on-site parking at this pet-friendly apartment, ideal for exploring all that Cheltenham has to offer with your dog.
Luxury Woodland Stay - Private Walks - Just Refurbished - Cheltenham
10 4 reviews
Cheltenham
28/05 – 30/05
A$372/nighttotal: A$744 (2 )

Luxury Woodland Stay - Private Walks - Just Refurbished

2 2
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.
Norton Coach House - Cheltenham
10 7 reviews
Cheltenham
01/10 – 04/10
A$736/nighttotal: A$2208 (3 )

Norton Coach House

3 4
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.

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.

2 Bed Cottage In Prime Location - Cheltenham
9.9 26 reviews
Cheltenham
03/06 – 04/06
A$449/nightfor 1 night

2 Bed Cottage In Prime Location

1 4
apartment, Gloucestershire
This Victorian end-of-terrace house in a quiet residential area of Cheltenham offers a homely atmosphere, situated just a 10-minute walk from the town centre and a 5-minute drive from the racecourse.
This pet-friendly apartment boasts two bedrooms accommodating up to four guests, with a kitchen, sitting room, and a basement snug, providing convenient access to Cotswolds destinations all within a 30-minute drive.
Peaceful 3-bed Home In Tivoli - Cheltenham
8.0 1 review
Cheltenham
24/10 – 26/10
A$433/nighttotal: A$866 (2 )

Peaceful 3-bed Home In Tivoli

3 2
apartment, Gloucestershire
This pet-friendly apartment in Cheltenham offers rare off-road parking and is conveniently located within 500 meters of the Everyman Theatre, Cheltenham Playhouse, Cheltenham Town Hall, and the Statue of Edward Wilson.
With a generous 92 square meters floor area, this family-friendly apartment comfortably accommodates up to six guests in three double bedrooms and features a modern shower room and a bathroom, plus a fully equipped kitchen with a dishwasher and a separate utility area with a washing machine and tumble dryer.
House ∙ 4 Bedrooms ∙ 12 Guests - Cheltenham
Cheltenham
17/07 – 31/07
A$471/nighttotal: A$6594 (14 )

House ∙ 4 Bedrooms ∙ 12 Guests

4 1
house
Located on Gloucester Road in Cheltenham, this house offers a convenient base with easy access to the city's attractions, just 1.2 kilometers from Cheltenham town centre.
This pet-friendly house boasts four bedrooms, two bathrooms, and a private garden, plus a games room with a pool and football table, comfortably accommodating up to 12 guests.
Town Centre Apartment With Hot Tub - Cheltenham
10 1 review
Cheltenham
03/06 – 06/06
A$377/nighttotal: A$1131 (3 )

Town Centre Apartment With Hot Tub

3 1
apartment, Cheltenham
This stylish basement apartment in Regency Cheltenham offers a prime location, just a short walk from the town centre's dining, shopping, and entertainment, and is perfectly situated for exploring nearby festival venues.
Boasting a private entrance and courtyard garden with a six-seater hot tub, this pet-friendly apartment comfortably accommodates up to six guests across three bedrooms and features a fully equipped kitchen, super-fast WiFi, and two free parking permits for town centre access.
Chapel End - Cheltenham
10 162 reviews
Cheltenham
11/06 – 12/06
A$336/nightfor 1 night

Chapel End

1 2
house, Cleeve Hill
Enjoy panoramic views from this unique converted chapel on Cleeve Hill, offering direct access to the scenic Cotswold Way and a dog-friendly stay.
This pet-friendly accommodation sleeps up to 4 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, along with a private entrance and courtyard.
Montpellier Villa - Cheltenham
8.8 66 reviews
Cheltenham
23/07 – 30/07
A$278/nighttotal: A$1946 (7 )

Montpellier Villa

1 2
apartment, Gloucestershire
Conveniently located in Montpellier Villa, Gloucestershire, this apartment is 13.2 kilometres from Kingsholm Stadium and 13.9 kilometres from Sudeley Castle, offering a pet-friendly base for exploring local attractions.
This comfortable 1-bedroom apartment, accommodating up to 7 guests, features a separate living room, a fully equipped kitchen with a dining area, and a modern bathroom with a washing machine, ensuring a hassle-free and dog-friendly stay.
Norton Coach House - Cheltenham Spa - Cheltenham
10 13 reviews
Cheltenham
29/05 – 31/05
A$873/nighttotal: A$1746 (2 )

Norton Coach House - Cheltenham Spa

3 2
cottage, Cheltenham
Norton Coach House is a secluded cottage located just off a main street in Cheltenham, offering easy access to the town's cultural hub, including the Art Gallery and Museum and the Everyman Theatre.
This pet-friendly cottage boasts a modern open-plan living space, accommodating up to six guests across three bedrooms, each with its own en-suite, and features a garden, terrace with BBQ, and off-road parking for three cars.
Leafield House  - Pet Friendly Near Cheltenham - Cheltenham
10 2 reviews
Cheltenham
28/05 – 31/05
A$1234/nighttotal: A$3702 (3 )

Leafield House - Pet Friendly Near Cheltenham

4 5
cottage, Little Witcombe
This pet-friendly cottage in Little Witcombe is situated approximately 4.8 kilometers from Cheltenham, offering easy access to its cultural venues like the Playhouse and Everyman Theatre.
Boasting 275 square meters of living space, this family-friendly cottage accommodates up to 10 guests with four bedrooms, three bathrooms, a well-equipped kitchen, and a beautiful garden with a sunlit terrace, making it ideal for dog-friendly holidays.
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