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

Fountain View At Regency 24 - Cheltenham
9.2 6 reviews
Cheltenham
24/10 – 26/10
£89/nighttotal: Â£178 (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.
Vernon Place Accommodation - Cheltenham
10 3 reviews
Cheltenham
28/05 – 30/05
£70/nighttotal: Â£140 (2 )

Vernon Place Accommodation

1 2
cottage, Cheltenham
Perfectly situated for exploring Cheltenham, this cottage is within a 10-minute walk of the Playhouse, Everyman Theatre, Town Hall, Imperial Gardens, and the Statue of Edward Wilson.
This pet-friendly cottage offers convenient amenities including refrigerators, microwaves, and LCD TVs, and is a great base for a dog-friendly holiday.
Master Suite  (Self Contained - Private Entrance) - Cheltenham
10 57 reviews
Cheltenham
17/07 – 19/07
£186/nighttotal: Â£372 (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.
Montrose Lodge - Cheltenham
9.4 76 reviews
Cheltenham
11/06 – 12/06
£116/nightfor 1 night

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.
The Coach House - Cheltenham
9.8 61 reviews
Cheltenham
07/08 – 08/08
£316/nightfor 1 night

The Coach House

3 3
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.
Fully Equipped Comfy Log Cabin - Cheltenham
9.5 84 reviews
Cheltenham
14/07 – 15/07
£81/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.
5&6 North Place - Cheltenham
9.4 162 reviews
Cheltenham
28/05 – 30/05
£100/nighttotal: Â£200 (2 )

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.
Large Period 2-bed Apartment Close To Town - Cheltenham
9.7 269 reviews
Cheltenham
01/06 – 05/06
£134/nighttotal: Â£536 (4 )

Large Period 2-bed Apartment Close To Town

2 2
apartment, Cheltenham
This pet-friendly apartment in Cheltenham is located 16 kilometers from Kingsholm Stadium and 32 kilometers from Cotswold Water Park.
Enjoy a comfortable stay in this spacious 2-bedroom apartment, featuring a fully equipped kitchen with a dishwasher, a private patio, and on-site parking for your convenience.
Thornton House Luxury Accommodation In The Town Centre With Private Parking - Cheltenham
9.8 94 reviews
Cheltenham
07/08 – 08/08
£206/nightfor 1 night

Thornton House Luxury Accommodation In The Town Centre With Private Parking

1 3
apartment, Cheltenham
Located in Cheltenham's town centre, this recently renovated apartment is just 14 kilometres from Kingsholm Stadium and 34 kilometres from Cotswold Water Park.
This pet-friendly apartment offers a spacious 70 square meter layout with a living room, equipped kitchen, and capacity for 7 guests, featuring a private patio with outdoor seating and city views.
Beautiful & Vast Central Apartment Free Parking - Cheltenham
9.8 186 reviews
Cheltenham
29/05 – 31/05
£167/nighttotal: Â£334 (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.
Appartement-salle De Bain Privée Séparée - Cheltenham
9.8 48 reviews
Cheltenham
17/07 – 19/07
£235/nighttotal: Â£470 (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.
Chic Apt In Central Cheltenham - Cheltenham
9.7 164 reviews
Cheltenham
29/05 – 31/05
£144/nighttotal: Â£288 (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.

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.

Central 1 Bd In The Heart Of Cheltenham - Cheltenham
Cheltenham
30/05 – 06/06
£122/nighttotal: Â£854 (7 )

Central 1 Bd In The Heart Of Cheltenham

1 2
house, Cheltenham
Conveniently located in Cheltenham, this house is just a 5-minute walk from Holst Birthplace Museum and Pittville Park, with Cineworld Cheltenham and Everyman Theatre also a short stroll away, offering a truly pet-friendly base for exploring the town.
This accommodation provides complimentary self-parking and free WiFi throughout, ensuring a comfortable stay with pets allowed.
Lovely 2-bed Home Right By Cheltenham Racecourse - Cheltenham
9.3 3 reviews
Cheltenham
01/10 – 04/10
£148/nighttotal: Â£444 (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.
Central 1 Bd + Sofa Bed In The Heart Of Cheltenham! - Cheltenham
8.1 26 reviews
Cheltenham
30/05 – 06/06
£128/nighttotal: Â£896 (7 )

Central 1 Bd + Sofa Bed In The Heart Of Cheltenham!

1 2
apartment, Cheltenham
Centrally located in Cheltenham, this apartment is only 12 kilometers from Sudeley Castle and 16 kilometers from Gloucester Cathedral.
This pet-friendly apartment offers a comfortable stay with a full kitchen, free WiFi, and accommodates up to 4 guests, making it ideal for families or couples travelling with their dogs.
Beautiful 2 Bedroom Flat In Cheltenham - Cheltenham
9.9 54 reviews
Cheltenham
26/07 – 30/07
£120/nighttotal: Â£480 (4 )

Beautiful 2 Bedroom Flat In Cheltenham

1 2
apartment, Saint Mark's
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.
Town Centre Oasis With Two Hot Tubs - Cheltenham
9.7 25 reviews
Cheltenham
07/08 – 08/08
£695/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
21/09 – 23/09
£120/nighttotal: Â£240 (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.
St James Lodge - Cheltenham
9.0 63 reviews
Cheltenham
02/07 – 06/07
£137/nighttotal: Â£548 (4 )

St James Lodge

1 2
apartment, Cheltenham
Conveniently located in Cheltenham, this pet-friendly apartment is just 12.8 kilometres from Sudeley Castle and 15.2 kilometres from Gloucester Cathedral, with Kingsholm Stadium also accessible at 14.1 kilometres.
This 50 square meter, one-bedroom apartment accommodates up to three guests and features a fully equipped kitchen, a comfortable living space with a flat-screen TV, and complimentary Wi-Fi, making it ideal for those travelling with their pets.
Comfortable 2br Home Free Parkingprivate Garden - Cheltenham
9.6 17 reviews
Cheltenham
07/08 – 08/08
£257/nightfor 1 night

Comfortable 2br Home Free Parkingprivate Garden

2 3
apartment, Cheltenham
This pet-friendly Cheltenham apartment is located 13.0 kilometres from Kingsholm Stadium, with Gloucester Cathedral 12.5 kilometres away and Sudeley Castle 13.7 kilometres distant.
Offering 65 square meters of space for up to 7 guests, this apartment boasts a private garden, free Wi-Fi, and a well-equipped kitchen, ensuring a comfortable stay for you and your dog.

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 Sandford Park Townhouse 6 Bed Sleeps 12 Entire Apartment - Cheltenham
8.8 12 reviews
Cheltenham
02/07 – 06/07
£350/nighttotal: Â£1400 (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.
Montpellier At Regency 24 - Cheltenham
8.8 5 reviews
Cheltenham
01/06 – 05/06
£163/nighttotal: Â£652 (4 )

Montpellier At Regency 24

1 2
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.
Large House, Great For Families, Sleeps 5 - Cheltenham
Cheltenham
07/08 – 08/08
£259/nightfor 1 night

Large House, Great For Families, Sleeps 5

1 3
apartment, Brockworth
This pet-friendly apartment in Brockworth is conveniently located 8.5 kilometres from Kingsholm Stadium and 8.7 kilometres from Gloucester Cathedral.
With a private terrace and free WiFi, this apartment comfortably accommodates up to 5 guests and welcomes pets, making it an ideal choice for a dog-friendly getaway.
Norton Coach House - Cheltenham
10 7 reviews
Cheltenham
11/06 – 14/06
£414/nighttotal: Â£1242 (3 )

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.
Comfortable & Contemporary 5-bed 3 Bathroom Home - Cheltenham
9.7 3 reviews
Cheltenham
24/10 – 26/10
£550/nighttotal: Â£1100 (2 )

Comfortable & Contemporary 5-bed 3 Bathroom Home

1 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.
Cambray Apartment - Cheltenham
Cheltenham
01/06 – 05/06
£181/nighttotal: Â£724 (4 )

Cambray Apartment

1 2
apartment, Cheltenham
Conveniently located in The Cambray Apartment's district, this apartment offers easy access to Cheltenham's local amenities and transport links.
This pet-friendly apartment boasts a delightful garden and terrace, making it an ideal choice for guests travelling with their pets, and features a kitchen with a fridge, microwave, and dishwasher.
Perfect Booking | 4 Bed Home In Cheltenham - Cheltenham
Cheltenham
17/07 – 31/07
£271/nighttotal: Â£3794 (14 )

Perfect Booking | 4 Bed Home In Cheltenham

4 1
apartment, Gloucestershire
Located on Gloucester Road in Cheltenham, this spacious apartment offers convenient access to the Cheltenham Art Gallery and Museum, Everyman Theatre, and Gloucester Quays.
This pet-friendly apartment boasts 149 square meters of living space, featuring four bedrooms, two bathrooms, a private garden, and a games room with a pool table, comfortably accommodating up to 12 guests.
Beautiful 4 Bedroom Home - Cheltenham
9.3 7 reviews
Cheltenham
01/10 – 04/10
£215/nighttotal: Â£645 (3 )

Beautiful 4 Bedroom Home

1 4
house, Cheltenham
Located in Cheltenham, this spacious 4-bedroom house offers easy access to Sudeley Castle, situated 13.2 kilometres away, and Kingsholm Stadium, 14.2 kilometres distant.
This pet-friendly accommodation boasts a garden and terrace, complimentary Wi-Fi, and a fully equipped kitchen, making it an ideal choice for families or groups looking for a comfortable stay with their dogs.

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.

Malvern - By Luxury Apartments - Cheltenham
10 8 reviews
Cheltenham
30/05 – 06/06
£203/nighttotal: Â£1421 (7 )

Malvern - By Luxury Apartments

2 2
resort, Gloucestershire
Located in Cheltenham's sought-after Lansdown area, this luxury two-bedroom apartment is just a short walk from the Montpellier District, offering prime access to its bars, restaurants, and boutiques.
This pet-friendly apartment, accommodating up to four guests, boasts an interior designer's touch, original Regency features, and a master bedroom with a free-standing roll-top bath for a truly indulgent stay.
Montpellier Villa - Cheltenham
8.8 66 reviews
Cheltenham
23/07 – 30/07
£148/nighttotal: Â£1036 (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.
Woodland Cabin - Cotswold Way - Logs & Dogs - Cheltenham
8.8 11 reviews
Cheltenham
28/05 – 30/05
£121/nighttotal: Â£242 (2 )

Woodland Cabin - Cotswold Way - Logs & Dogs

1 2
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.
Town Centre Apartment With Hot Tub - Cheltenham
10 1 review
Cheltenham
01/06 – 05/06
£168/nighttotal: Â£672 (4 )

Town Centre Apartment With Hot Tub

3 2
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.
The Atelier  A Stylish Cheltenham Hideaway For 4 - Cheltenham
9.8 35 reviews
Cheltenham
30/05 – 06/06
£257/nighttotal: Â£1799 (7 )

The Atelier A Stylish Cheltenham Hideaway For 4

2 2
apartment, Gloucestershire
Ideally situated in Cheltenham's sought-after 'The Park' district, this elegant Georgian apartment is just a short stroll from the town centre and offers convenient access to Leckhampton's walking trails and the Cotswold hills.
This dog-friendly apartment sleeps 4 guests and boasts a fully equipped kitchen, a private courtyard, and access to a shared garden, making it perfect for a memorable pet-friendly getaway.
Bath Road Retreat | 2 Bedrooms | Garden - Cheltenham
9.6 36 reviews
Cheltenham
25/11 – 02/12
£145/nighttotal: Â£1015 (7 )

Bath Road Retreat | 2 Bedrooms | Garden

1 2
apartment, Cheltenham
Located just off Bath Road, this Victorian terraced cottage is a short 500-meter walk to Cheltenham's Suffolks, Montpellier, and town centre.
This stylish, pet-friendly apartment comfortably accommodates four guests across two double bedrooms and boasts a lovely private garden, a fully equipped kitchen, and a Smart TV.
Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
10 1 review
Cheltenham
17/07 – 31/07
£321/nighttotal: Â£4494 (14 )

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

4 1
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.
The Old Tractor Shed - Cheltenham
10 1 review
Cheltenham
28/05 – 31/05
£898/nighttotal: Â£2694 (3 )

The Old Tractor Shed

5 5
house, Cheltenham
This spacious 5-bedroom house in Cheltenham is located 19 kilometers from Kingsholm Stadium and 35 kilometers from Cotswold Water Park, offering a pet-friendly escape.
With a generous floor area and a garden, this accommodation provides ample space for families and pets, featuring a terrace, parking, and a fully equipped kitchen.
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