Holiday Rentals in Cheltenham

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Cheltenham holiday rentals

Best Holiday rentals and Airbnb offers in Cheltenham

Francis House, Stay Cheltenham, Spacious Home, Free Parking - Cheltenham
No reviews

Francis House, Stay Cheltenham, Spacious Home, Free Parking

house, Gloucestershire
Conveniently located in Cheltenham, Francis House is under 0.6 miles from the University of Gloucestershire and a 16-minute walk from Cheltenham Town Hall, with Montpellier Gallery and Cheltenham Playhouse nearby.
This pet-friendly, three-bedroom house offers 106 square meters of living space, including a separate living room, a fully equipped kitchen with a dishwasher, and a private garden, with free on-site parking for up to 11 guests.
Montrose Lodge Regency Apartment, Free Parking(x2) - Cheltenham
9.9 274 reviews

Montrose Lodge Regency Apartment, Free Parking(x2)

apartment, Cheltenham
Centrally located in Cheltenham, this beautifully refurbished Regency-style apartment is a short walk from Montpellier and the Imperial Gardens, offering excellent ratings for location and cleanliness.
This dog-friendly apartment boasts a spacious, light-filled interior with high ceilings and elegant period detailing, featuring a modern kitchen, a lounge with a smart TV, a bedroom with a courtyard view, and permit street parking for two vehicles.
Cambray Apartment - Cheltenham
9.5 195 reviews

Cambray Apartment

apartment, Cheltenham
Centrally located in Cheltenham town centre, this apartment offers easy access to local amenities and is within 13.7 kilometres of Kingsholm Stadium and 13.2 kilometres of Sudeley Castle.
This pet-friendly apartment features a private garden, a hot tub, and a fully equipped kitchen, comfortably accommodating up to 11 guests across its 3 bedrooms and 2 bathrooms.
Luxury Apartment-private Bathroom-view Of J - Cheltenham
9.9 198 reviews

Luxury Apartment-private Bathroom-view Of J

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.
New Listing - Chic Apt In Central Cheltenham Free Permit Parking - Cheltenham
9.8 164 reviews

New Listing - Chic Apt In Central Cheltenham Free Permit Parking

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.
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.
Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking - Cheltenham
9.3 183 reviews

Pittville Loft Apartment - Central Cheltenham Highly Rated With Free Parking

apartment, Gloucestershire
Located in Cheltenham, this apartment offers easy access to Sudeley Castle (12.1 km) and Gloucester Cathedral (14.9 km), making it a perfect base for exploring Gloucestershire.
This spacious, pet-friendly two-bedroom apartment, covering 65 square meters, welcomes up to 11 guests and features a fully equipped kitchen with a dishwasher and microwave, alongside free WiFi for a comfortable stay.
Cosy 2 Bed With Parking/contractors/central Base - Cheltenham
9.9 59 reviews

Cosy 2 Bed With Parking/contractors/central Base

house, Gloucestershire
Rare private parking is available directly outside this newly renovated 2-bedroom house, situated just off a central road in Cheltenham, offering an 8-minute stroll to the town centre and convenient access to Cheltenham Racecourse and the Cotswolds.
This pet-friendly apartment allows up to two small dogs or one large breed and boasts a fully equipped kitchen, a private patio with seating for four, and complimentary high-speed Wi-Fi.

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.

Beautiful Montpellier Retreat - Cheltenham
9.7 13 reviews

Beautiful Montpellier Retreat

house, Cheltenham
Located in Cheltenham, this house is 13 kilometres from Gloucester Cathedral and 13.5 kilometres from Kingsholm Stadium.
This pet-friendly house offers 2 bedrooms and accommodates up to 7 guests, featuring a fully equipped kitchen with a dishwasher and oven, plus a garden and patio for outdoor enjoyment.
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.
Central Cheltenham Home, Parking & Pet Friendly! - Cheltenham
9.6 14 reviews

Central Cheltenham Home, Parking & Pet Friendly!

apartment
Located in Cheltenham, this luxury serviced apartment is presented by Cotswold Premium Properties and is ideal for families, groups, contractors, and business travellers.
This pet-friendly apartment boasts three bedrooms, sleeps six guests, and features air conditioning, parking, and a fully equipped kitchen with a dishwasher, making it a comfortable and convenient choice for your stay.
F1 Town Centre, Walk To Races! Sleeps 4 - Cheltenham
8.6 21 reviews

F1 Town Centre, Walk To Races! Sleeps 4

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.
Townhouse Basement Apartment - Cheltenham
9.9 87 reviews

Townhouse Basement Apartment

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.
Comfy Modern Home, Entire Flat, King Size Bed - Cheltenham
9.7 21 reviews

Comfy Modern Home, Entire Flat, King Size Bed

apartment, Gloucestershire
Centrally located in Cheltenham, this quiet basement apartment offers a peaceful retreat just a short walk from the high street and the pub 'Smokey Joes'.
This newly refurbished, pet-friendly apartment accommodates up to 4 guests with a king-size bed and a sofa bed, featuring a fully equipped kitchen with a Bosch dishwasher and washing machine, plus free on-site parking.
Spacious 5-bed Detached Home By The Park - Cheltenham
No reviews

Spacious 5-bed Detached Home By The Park

house, Cheltenham
Located by The Park in Cheltenham, this five-bedroom detached house is conveniently situated just 1.4 kilometres from the renowned Cheltenham Racecourse.
This pet-friendly house offers a private garden, on-site fitness room, and complimentary WiFi, making it ideal for families or groups travelling with pets.
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.

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 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.
Large Period 2-bed Apartment Close To Town - Cheltenham
10 1 review

Large Period 2-bed Apartment Close To Town

apartment, Cheltenham
Conveniently located near Cheltenham town centre, this large period apartment offers excellent access for exploring the local area.
This pet-friendly apartment boasts 92 square meters of living space and includes a kitchen with a fridge and microwave, making it a comfortable choice for families and those travelling with their dogs.
Thornton House Luxury Accommodation In The Town Centre With Private Parking - Cheltenham
9.8 122 reviews

Thornton House Luxury Accommodation In The Town Centre With Private Parking

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.
New Duke Street By Signature Stays - Garden With Parking - Cheltenham
No reviews

New Duke Street By Signature Stays - Garden With Parking

house, Cheltenham
Centrally located in Cheltenham, this house offers convenient access to the town's main attractions and landmarks, making it an ideal base for exploration.
This pet-friendly house, accommodating up to 5 guests, features 2 bedrooms, 1 bathroom, and includes a kitchen with a fridge, microwave, and dishwasher, alongside parking and a terrace for a comfortable stay.
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.
Margaret's Garden By Fortuna Property Portfolio, The Margaret's Garden - Cheltenham
No reviews

Margaret's Garden By Fortuna Property Portfolio, The Margaret's Garden

apartment, Cheltenham
Set within a Grade II listed building, this newly renovated basement apartment is centrally located in Cheltenham, just 240 meters from the High Street and 180 meters from the Brewery Quarter.
This pet-friendly apartment offers 71 square meters of space for up to 4 guests, featuring 2 bedrooms, 1 bathroom, a kitchen with a fridge and microwave oven, and a private terrace, with free unallocated parking available.
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.
Montpellier At Regency 24 - Cheltenham
8.2 13 reviews

Montpellier At Regency 24

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.

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 Atelier  A Stylish Cheltenham Hideaway For 4 - Cheltenham
10 2 reviews

The Atelier A Stylish Cheltenham Hideaway For 4

apartment, Gloucestershire
Elegant Georgian apartment located in Cheltenham's leafy 'The Park' district, just a short stroll from the town centre and minutes from Leckhampton's walking trails.
This dog-friendly apartment offers 90 square meters of space, accommodating up to 4 guests with a kitchen featuring a fridge and dishwasher, a comfortable lounge with a smart TV, and private off-street parking.
Montpellier Courtyard - Cheltenham
8.6 22 reviews

Montpellier Courtyard

apartment, Gloucestershire
Conveniently located in Gloucestershire, this apartment offers easy access to local attractions, being 8.2 kilometres from Kingsholm Stadium, 8.7 kilometres from Sudeley Castle, and 8.9 kilometres from Gloucester Cathedral.
This pet-friendly apartment welcomes families and provides private parking, with a guest capacity of 7 and 1 bathroom, ensuring a comfortable stay for all, while outdoor leisure is accessible at Cotswold Water Park, 33.8 kilometres away.
Cambray Apartment - Cheltenham
No reviews

Cambray Apartment

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.
Peaceful 3-bed Home In Tivoli - Cheltenham
8.0 1 review

Peaceful 3-bed Home In Tivoli

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.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, The Reddings
Located in the Cotswolds, this pet-friendly cottage offers easy access to Cheltenham Spa and picturesque villages like Winchcombe and Bourton-on-the-Water, all within a 30-40 minute drive.
This single-bedroom cottage accommodates two guests and features ground-floor living with an open-plan layout, a walk-in shower, and Wi-Fi for a comfortable stay.
Elliot Oliver - Stunning 6 Bedroom Regency House With Parking - Cheltenham
10 3 reviews

Elliot Oliver - Stunning 6 Bedroom Regency House With Parking

apartment, Cheltenham
Centrally located in Cheltenham, this apartment is a 10-minute walk from The Promenade and Cheltenham Town Hall, and within 3 kilometres of the University of Gloucestershire and Cheltenham Racecourse.
This family-friendly apartment offers 6 bedrooms and a private, fenced yard, making it a great pet-friendly choice for exploring the area.
Spacious 5-bed Detached-maison-salle De Bain Privé - Cheltenham
10 2 reviews

Spacious 5-bed Detached-maison-salle De Bain Privé

apartment
Perfectly situated in Cheltenham's prestigious Park area, this spacious detached apartment offers a prime location in Gloucestershire, close to the Cotswolds and just 5 kilometers from the world-famous Cheltenham Racecourse.
This pet-friendly apartment boasts five bedrooms accommodating up to 10 guests, featuring a private garden with a patio and outdoor dining, a dedicated office cabin, and ample driveway parking for four cars.
Flat 3: Elegant & Spacious 3 Bed By Pittville Park - Cheltenham
9.7 161 reviews

Flat 3: Elegant & Spacious 3 Bed By Pittville Park

house, 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.
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