Vacation Rentals in Cheltenham

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Cheltenham holiday rentals

2305 Holiday rentals and Airbnb in Cheltenham

Cosy Woodland Retreat | 10 Mins From Cheltenham Promenade | Dog Friendly - Cheltenham
10 1 review

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

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.
Stable Mews 2, Boutique Country Hideaway - Cheltenham
9.6 27 reviews

Stable Mews 2, Boutique Country Hideaway

house, Prestbury
Conveniently located just off Prestbury high street, this dog-friendly house offers excellent access to local amenities and is within 2 kilometers of Cheltenham Racecourse and the Cotswolds.
This stylish one-bedroom retreat, perfect for two guests, features a full kitchen, living and dining area, a modern wet room, and allows pets, making it an ideal base for exploring the area.
Cheltenham: 2 Bed Homework Or Leisuresleeps 6 - Cheltenham
9.5 34 reviews

Cheltenham: 2 Bed Homework Or Leisuresleeps 6

house, 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.
Clarence Square Penthouse - Cheltenham
8.2 20 reviews

Clarence Square Penthouse

apartment, Gloucestershire
Located in Gloucestershire, this apartment is conveniently situated approximately 12.1 kilometres from Sudeley Castle and 14.9 kilometres from Gloucester Cathedral.
This pet-friendly apartment offers 55 square meters of living space, accommodating up to 7 guests with a fully equipped kitchen, free WiFi, and garden views, making it ideal for families travelling with their dogs.
Elliot Oliver - Chic 2 Bedroom Town Centre Apartment - Cheltenham
10 2 reviews

Elliot Oliver - Chic 2 Bedroom Town Centre Apartment

apartment, Cheltenham
Centrally located in Cheltenham, this apartment is just a 5-minute walk from The Brewery Quarter and the Holst Birthplace Museum.
This pet-friendly apartment offers complimentary WiFi and a fully equipped kitchen, making it ideal for travellers with pets looking to explore Cheltenham's High Street and The Promenade.
Lovely 2-bed-maison-salle De Bain Privée - Cheltenham
9.4 29 reviews

Lovely 2-bed-maison-salle De Bain Privée

apartment
Ideally situated in Cheltenham, this pet-friendly apartment offers unbeatable proximity to Cheltenham Racecourse, making it perfect for race days and just a short distance from the town centre.
This spacious apartment accommodates up to six guests across two bedrooms and features a log-burning stove, a private enclosed garden, and driveway parking for two cars, with hotel-quality linen and towels provided.
The Coach House - Cheltenham
10 62 reviews

The Coach House

house, 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.
The Coach House - Cheltenham
9.8 84 reviews

The Coach House

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.

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.

F2 Cheltenham Festival Ready! Sleeps 3 - Cheltenham
9.8 32 reviews

F2 Cheltenham Festival Ready! Sleeps 3

apartment, Cheltenham
Moments from Cheltenham's cafes, restaurants, and boutiques, this modern 1-bedroom apartment offers prime central access.
This pet-friendly apartment features a stylish open-plan living and dining area, accommodating up to 3 guests with a fully equipped kitchen and complimentary super-fast WiFi.
Imperial Garden Suite At Regency 24 - Cheltenham
8.9 18 reviews

Imperial Garden Suite At Regency 24

apartment, Cheltenham
Located in Cheltenham, this apartment is conveniently situated within easy reach of local stadiums and historical sites, being just 12.7 kilometres from Sudeley Castle and 14.3 kilometres from Kingsholm Stadium.
This pet-friendly apartment offers a fully equipped kitchen, complimentary WiFi, and free private parking, perfect for guests travelling with their dogs and looking for a comfortable base with a private entrance and soundproofing.
Cosy Cottage Style Apartment - Cheltenham Centre - Cheltenham
9.9 58 reviews

Cosy Cottage Style Apartment - Cheltenham Centre

apartment, Gloucestershire
Located in The Suffolks, this garden apartment is a five-minute walk from Montpellier and the Promenade, offering excellent convenience for exploring Gloucestershire.
This pet-friendly apartment allows pets and features a garden, parking, and a kitchen with a fridge, microwave oven, and dishwasher, perfect for couples, small families, or groups of up to four.
Hermitage Cottage - Cheltenham
9.6 162 reviews

Hermitage Cottage

house, 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.
Montrose Lodge, Superb Central Regency-style Apartment With Free Parking(x2) - Cheltenham
9.6 5 reviews

Montrose Lodge, Superb Central Regency-style Apartment With Free Parking(x2)

apartment, Cheltenham
Centrally located in Cheltenham, this elegantly refurbished Regency-style apartment is a short walk from Montpellier and the Imperial Gardens, offering a superb base for exploring the town's cultural highlights like the Cheltenham Playhouse and the Everyman Theatre.
This pet-friendly apartment welcomes families and features permit street parking for two vehicles, a kitchen with a fridge, microwave, and dishwasher, and a terrace or balcony, providing accommodation for up to four guests.
F4 Town Centre, Walk To Races! Sleeps 4 - Cheltenham
9.1 13 reviews

F4 Town Centre, Walk To Races! Sleeps 4

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.
Luxury Cottage In 5 Scenic Acres | Just Renovated - Cheltenham
9.8 63 reviews

Luxury Cottage In 5 Scenic Acres | Just Renovated

house, Shurdington
Escape to a private woodland retreat near Shurdington, just 1.6 kilometres from Cheltenham's sophisticated Montpellier district and offering direct access to the renowned Cotswold Way.
This dog-friendly apartment accommodates up to 8 guests with a fully fitted kitchen, a separate snug, and 5 acres of pastures, providing a tranquil stay with ample space for pets.
The Nook, Fairview, Cheltenham Town Centre-parking & Garden - Cheltenham
9.7 95 reviews

The Nook, Fairview, Cheltenham Town Centre-parking & Garden

house, Cheltenham
Located in Cheltenham, this pet-friendly house is 12.6 kilometres from Kingsholm Stadium and 12.5 kilometres from Sudeley Castle.
This house offers two bedrooms and a kitchen with a microwave and fridge, perfect for families or groups of up to seven guests, with pets welcome.

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.

Vantage Stays - Cheltenham
8.7 9 reviews

Vantage Stays

apartment, Gloucester
Conveniently located a 10-minute walk from Gloucester Cathedral and a 19-minute walk from Kingsholm Stadium, this pet-friendly apartment offers easy access to local attractions.
This apartment provides complimentary high-speed WiFi, a fully equipped kitchen, and free private parking, making it an ideal choice for travellers with pets exploring Gloucester.
Cottage With Hot Tub - Near Cheltenham And Tewkesbury - Cheltenham
9.4 76 reviews

Cottage With Hot Tub - Near Cheltenham And Tewkesbury

house, Cheltenham
This pet-friendly cottage in Cheltenham is a short drive from the town centre, with Kingsholm Stadium and Gloucester Cathedral approximately 10.9 kilometres away.
Offering air conditioning, a hot tub, and a garden, this one-bedroom cottage accommodates two guests and boasts free WiFi and an electric vehicle charging station, with Sudeley Castle 17.7 kilometres and Cheltenham Racecourse Railway Station 9 kilometres distant.
Lovely 3 Bed House In The Heart Of Cheltenham - Cheltenham
8.6 304 reviews

Lovely 3 Bed House In The Heart Of Cheltenham

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.
Beautiful 4 Bedroom Home - Cheltenham
9.1 18 reviews

Beautiful 4 Bedroom Home

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.
The Hideaway, Cheltenham Centre - Garden & Parking - Cheltenham
9.5 2 reviews

The Hideaway, Cheltenham Centre - Garden & Parking

house, Cheltenham
Located a short walk from Cheltenham Town Hall and Cheltenham Playhouse, this two-bedroom holiday home is also under 1.6 kilometres from the Montpellier Gallery.
This pet-friendly house offers a fully equipped kitchen, free WiFi, and on-site parking, making it ideal for guests travelling with their pets.
Modern Two Bedroom Two Bathroom Home - Cheltenham
No reviews

Modern Two Bedroom Two Bathroom Home

house, Cheltenham
This modern two-bedroom house in Cheltenham offers a smoke-free environment with complimentary Wi-Fi and parking, making it an ideal choice for a pet-friendly stay.
With 72 square meters of living space, this home features a kitchen equipped with a fridge and microwave, a separate living area, and a terrace, providing ample room and comfort for guests and their pets.
Homely Regency Style House In The Heart Of Cheltenham - Cheltenham
9.9 19 reviews

Homely Regency Style House In The Heart Of Cheltenham

house, Cheltenham
Centrally located in Cheltenham, this Regency-style house is situated 14.9 kilometres from Kingsholm Stadium and 30.6 kilometres from Cotswold Water Park.
This pet-friendly house boasts 116 square meters of floor area with three bedrooms and two bathrooms, offering a private terrace, complimentary parking, and free Wi-Fi for up to 11 guests.
Beautiful Bath Road Retreat With Log Burner - Cheltenham
No reviews

Beautiful Bath Road Retreat With Log Burner

house, Cheltenham
Located on Bath Road, this house offers convenient access to Cheltenham's attractions, with complimentary Wi-Fi and a log burner for cozy evenings.
This 56 square meter house features a kitchen with a fridge and microwave, a terrace or balcony, and is a pet-friendly option with parking available.

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.

The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families - Cheltenham
10 3 reviews

The Most Amazing House In Cheltenham / Cotswolds Ideal For Parties & Families

apartment, Cheltenham
Set within 2.4 kilometers of central Cheltenham, this spacious pet-friendly apartment offers luxury living for up to 24 guests in the Cotswolds.
Boasting 9 bedrooms and 6 bathrooms, this apartment features a private indoor heated swimming pool, a hot tub, and 1.5 acres of gardens, providing ample space and activities for families and their pets.
Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
9.5 118 reviews

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

house, Cheltenham
Boasting an excellent user and location rating, this modern 4-bedroom house in Cheltenham is situated 13.9 kilometres from Kingsholm Stadium, offering a comfortable stay for families and a great base for exploring attractions within a 32-50 kilometre radius.
This dog-friendly house features a private patio and garden, a fully equipped kitchen with a dining area, and free Wi-Fi, making it an ideal choice for travellers seeking pet-friendly accommodation with plenty of space and amenities.
Montrose Lodge - Cheltenham
9.5 92 reviews

Montrose Lodge

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.
Town Centre Apartment With Hot Tub - Cheltenham
9.4 3 reviews

Town Centre Apartment With Hot Tub

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.
5&6 North Place - Cheltenham
9.5 210 reviews

5&6 North Place

studio, Gloucestershire
This historic studio in North Place, Gloucestershire, is conveniently located 12.1 kilometres from Kingsholm Stadium, 14.9 kilometres from Gloucester Cathedral, and 12 kilometres from Sudeley Castle.
Offering a pet-friendly retreat with a private entrance and a fully equipped kitchen, this studio provides modern comforts including free WiFi and a terrace, ensuring a comfortable stay for you and your dog.
Wooden Cabin In A Private Tree Bordered Garden . - Cheltenham
9.4 30 reviews

Wooden Cabin In A Private Tree Bordered Garden .

cabin
Perfectly situated in a local district of Gloucestershire, this cabin offers exclusive availability during race meetings and local festivals, just a short distance from amenities with full bathroom facilities available in a nearby bungalow.
This pet-friendly cabin, accommodating two guests with an option for two more in a garden room, boasts a lovely garden, internet access, and a unique opportunity to stay amongst free-roaming rescue animals including hens, rabbits, dogs, a horse, and a pony.
Bath Road Retreat | 2 Bedrooms | Garden - Cheltenham
9.6 43 reviews

Bath Road Retreat | 2 Bedrooms | Garden

house, 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.
Spacious Apartment In The City Centre With Kitchen - Cheltenham
10 2 reviews

Spacious Apartment In The City Centre With Kitchen

apartment
Located in a central district, this apartment offers convenient access to key city landmarks within Great Britain, making it an ideal base for exploring the city's cultural and entertainment hubs.
This pet-friendly apartment comfortably accommodates up to 4 guests, featuring a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside the convenience of on-site parking and complimentary internet.
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