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Cheltenham vacation rentals
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Best Vacation rentals and Airbnb offers in Cheltenham

Compare Vacation Rentals for Families in Cheltenham

Booking a family-oriented vacation rental in Cheltenham keeps you close to top city attractions for a stress-free getaway.

Contemporary 2-bed 2-bath Home With Parking - Cheltenham
Cheltenham
08/21 – 08/23
$357/nighttotal: $714 (2 )

Contemporary 2-bed 2-bath Home With Parking

2 4
apartment , Gloucestershire
This family-friendly apartment in Cheltenham, Gloucestershire, is located on a quiet lane just a short stroll from Pittville Park and offers convenient access to the town center.
This two-bedroom, two-bathroom flat accommodates up to four guests and features a fully equipped kitchen, a private courtyard garden, and onsite parking.
Moderne-résidence-sdb Privée Avec Douche-vue Sur R - Cheltenham
9.8 50 reviews
Cheltenham
06/26 – 06/28
$315/nighttotal: $630 (2 )

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

1 4
apartment , Gloucestershire
This modern two-bedroom home is located on a quiet street in Prestbury, just a short distance from the village center and the heart of Regency Cheltenham. Guests have consistently rated this property excellent for cleanliness and location, making it a great choice for travelers seeking a comfortable and convenient stay.
This house has a comfortable living area, two bedrooms, and two bathrooms, accommodating up to four guests. Enjoy complimentary amenities like Wi-Fi, TV, linens, towels, and basic toiletries, as well as a private patio garden with an Astro turf lawn and dining table for outdoor relaxation.
Bath Road Retreat | 2 Bedrooms | Garden - Cheltenham
9.6 38 reviews
Cheltenham
09/04 – 10/04
$182/nighttotal: $5460 (30 )

Bath Road Retreat | 2 Bedrooms | Garden

1 3
apartment , Cheltenham
This Victorian-era terraced house is located on a quiet street off Cheltenham's Bath Road, a short walk from the Suffolks area, Montpellier, and Cheltenham town center.
This two-bedroom, one-bathroom rental sleeps four, features a fully equipped kitchen with modern appliances, a garden, and on-site parking, and is ideal for families visiting Gloucestershire.
16 Lansdown -By Luxury Apartments - Cheltenham
9.8 8 reviews
Cheltenham
09/04 – 10/04
$247/nighttotal: $7410 (30 )

16 Lansdown -By Luxury Apartments

2 3
apartment , Cheltenham
This Cheltenham flat is conveniently located just 31 kilometers from Weston Park and 33 kilometers from Cotswold Water Park, offering easy access to both the town center and the surrounding countryside. The apartment consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The 1020 square foot flat features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, free Wi-Fi, a flat-screen TV, a garden, and parking, along with the convenience of a concierge service.

Best Cheltenham vacation rentals with parking

Flat 2 Battledown Grange, Family Friendly In Cheltenham - Cheltenham
Cheltenham
10/10 – 10/11
$711/nightfor 1 night

Flat 2 Battledown Grange, Family Friendly In Cheltenham

2 3
cottage , Cheltenham
This Cheltenham cottage, located near Pittville Park (3 minutes away) and Cheltenham Racecourse (5 minutes away), offers easy access to local attractions.
This 1130-square-foot (approximately 105-square-meter) house features two bedrooms, one bathroom, and sleeps four, including a fully equipped kitchen, laundry facilities, and a garden with parking.
Unique & Stylish Town House In Central Cheltenham - Cheltenham
9.3 27 reviews
Cheltenham
08/20 – 08/21
$318/nightfor 1 night

Unique & Stylish Town House In Central Cheltenham

2 4
house , Cheltenham
This recently renovated Cheltenham townhouse is centrally located, offering easy access to Sudeley Castle (8.1 miles), Gloucester Cathedral (8.5 miles), and Kingsholm Stadium (8.7 miles).
This 850-square-foot (approximately 79-square-meter) property features two bedrooms, two bathrooms, and accommodates up to nine guests, boasting amenities such as a private terrace, free Wi-Fi, and a fully equipped kitchen.
Central Penthouse With Hot Tub & Views 23 - Cheltenham
9.6 275 reviews
Cheltenham
08/21 – 08/23
$503/nighttotal: $1006 (2 )

Central Penthouse With Hot Tub & Views 23

2 4
apartment , Cheltenham
This Cheltenham apartment is located 9.1 miles from Kingsholm Stadium and 21 miles from Cotswold Water Park, offering easy access to both attractions. It has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment has two bedrooms and two bathrooms, providing ample space for four guests. It features a fully equipped kitchen, a private hot tub, a terrace with panoramic city views, and a balcony, perfect for enjoying the fresh air and views.
The Little Green House - Cheltenham, Walk To Town - Cheltenham
8.0 1 review
Cheltenham
08/15 – 08/29
$176/nighttotal: $2464 (14 )

The Little Green House - Cheltenham, Walk To Town

2 1
apartment , Cheltenham
This Victorian terrace house in Cheltenham is ideally located a 5-minute walk from Cheltenham town center, offering easy access to shops, restaurants, and bars.
The two-bedroom, one-bathroom home sleeps four, features a fully equipped kitchen with a fridge, microwave, and dishwasher, a secure backyard with artificial turf, a play frame, and a fire pit, and provides fast internet access and children's amenities.

Frequently Asked Questions about vacation rentals in Cheltenham

  • What should a first-time visitor not miss in Cheltenham?

    For a first-time visit to Cheltenham, you should definitely check out the Cheltenham Town Hall, the Montpellier Gardens, and the Pittville Pump Room. These are some of the most iconic landmarks in the town.
  • What are the best Airbnb and vacation rentals in Cheltenham?

    Portland Apartments, Tewkesbury Town House and Strozzi Palace Suites By Mansley are the most popular Airbnb and vacation rentals in Cheltenham among travelers.

  • Which neighborhood in Cheltenham should you consider for a vacation rental?

    Montpellier is a popular choice for vacation rentals in Cheltenham, as it's close to the town center and has a wide range of restaurants, shops, and cafes. You can also find some nice rentals in the areas around Pittville Park.
  • What are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Beautiful Two Bedroom Apartment are the most popular ones.

  • What are the top family-friendly attractions in Cheltenham?

    The most popular family-friendly attractions in Cheltenham are the Cotswold Wildlife Park & Gardens, the Cheltenham Museum and Art Gallery, and the Everyman Theatre. These are all great places to spend a day with kids.
  • What are the best vacation rentals with a pool in Cheltenham?

  • When is the best time to book a vacation rental in Cheltenham?

    The best time to book a vacation rental in Cheltenham is during the shoulder seasons, which are spring and fall. You'll get the best deals and avoid the summer crowds.
  • What are the best rentals for families and kids in Cheltenham?

  • What events or festivals should visitors check out in and around Cheltenham?

    The Cheltenham Jazz Festival is a popular event in the town, and there are also several other festivals throughout the year, such as the Cheltenham Literature Festival and the Cheltenham Science Festival. If you're looking for something outside of the town, you can check out the Cotswold Show, which is held in nearby Cirencester.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

  • What are the best budget-friendly activities in Cheltenham?

    You can take a walk through the Montpellier Gardens, explore the Cheltenham Town Hall, or visit the Cheltenham Museum and Art Gallery for free. These are all great ways to see the town without spending a lot of money.
  • What are the best restaurants with local dishes in Cheltenham?

    Some of the best restaurants in Cheltenham for local dishes include The Tavern, The Wheatsheaf Inn, and The Crown at Stanway. These restaurants serve traditional British cuisine, using fresh, local ingredients.
  • What are the best walking or cycling routes in Cheltenham?

    The Cotswold Way is a popular walking and cycling route that passes through Cheltenham. You can also find some nice walks and cycle paths in the town's parks, like Pittville Park and Montpellier Gardens.
  • Are there pet-friendly attractions in Cheltenham?

    Many of the parks in Cheltenham, like Pittville Park and Montpellier Gardens, are pet-friendly. You can also find some pet-friendly pubs and cafes in the town.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities like a kitchen and laundry facilities. They can also be a more affordable option than staying in a hotel.

Destinations nearby

Choose the Right Vacation Rentals with a Terrace in Cheltenham

Wake up to breathtaking views at these Cheltenham vacation rentals with balconies, perfect for your morning coffee.

The Cheltenham Suites - Stunning 2 Bed Apartment - Cheltenham
Cheltenham
07/01 – 07/04
$192/nighttotal: $576 (3 )

The Cheltenham Suites - Stunning 2 Bed Apartment

2 2
apartment , Cheltenham
This Cheltenham apartment rental boasts a prime location in the town center, a short walk from the Regent Arcade shopping center, Everyman and Playhouse theaters, and a five-minute drive from Cheltenham Racecourse.
This 800-square-foot unit features two bedrooms with king-sized beds, a modern bathroom, a fully equipped kitchen with a fridge, microwave, and dishwasher, and accommodates up to four guests, all enjoying high-speed internet and a terrace or balcony.
Entire 3-bed House Near Cheltenham Racecourse And Town - Cheltenham
9.1 20 reviews
Cheltenham
07/02 – 07/05
$223/nighttotal: $669 (3 )

Entire 3-bed House Near Cheltenham Racecourse And Town

3 3
apartment , Gloucestershire
This Gloucestershire apartment rental is conveniently located near Cheltenham Racecourse and the town center, approximately 10 miles from Kingsholm Stadium and 23 miles from Cotswold Water Park.
This 880-square-foot (approximately 82 square meter) three-bedroom, one-bathroom unit sleeps up to 11 guests and features a private garden, patio, free parking, free Wi-Fi, and a fully equipped kitchen with modern appliances including a dishwasher.
Woodland Cabin - Cotswold Way - Logs & Dogs - Cheltenham
9.0 14 reviews
Cheltenham
08/06 – 08/08
$233/nighttotal: $466 (2 )

Woodland Cabin - Cotswold Way - Logs & Dogs

1 4
apartment , Cheltenham
This Woodland Cabin in Cheltenham is located on the Cotswold Way, 8.6 miles from Kingsholm Stadium and 20 miles from Cotswold Water Park.
This 780 square foot cabin accommodates up to 7 guests with 2 bedrooms, 1 bathroom, a full kitchen, and a private patio, offering free Wi-Fi and parking.
Magnificent Getaway In Cheltenham-parking - Garden - Cheltenham
Cheltenham
08/06 – 08/08
$675/nighttotal: $1350 (2 )

Magnificent Getaway In Cheltenham-parking - Garden

5 4
apartment , Cheltenham
This seven-bedroom Cheltenham house rental, near Gloucester Docks and Gloucester Quays, offers convenient access to local attractions.
The 5-bedroom home features a modern open-plan living area, two bathrooms, a private garden, parking, and sleeps up to 13 guests; amenities include a dishwasher, microwave, fridge, and two smart TVs with Netflix access.

Best Cheltenham vacation rentals with air conditioning

Racing Accommodation On Course - Cheltenham
Cheltenham
08/01 – 07/31
$1746/nighttotal: $635544 (364 )

Racing Accommodation On Course

1 1
apartment , Southam
This Southam guesthouse offers unique lodging directly on a horse racing course, providing convenient access to both the track and the town center (distance to be confirmed).
The five-bedroom, three-bathroom inn sleeps up to twelve guests and features a kitchen, air conditioning, parking, and a spacious yard with ducks; enjoy scenic views and family-friendly amenities.
Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6 - Cheltenham
Cheltenham
07/21 – 07/24
$274/nighttotal: $822 (3 )

Spacious Open Plan Home In Central Cheltenham Free Parking Sleeps 6

3 2
apartment , Cheltenham
This two-bedroom, one-bathroom apartment in central Cheltenham offers free parking and is 7.7 miles from Gloucester Cathedral and 8.9 miles from Sudeley Castle, with Cotswold Water Park 20 miles away.
This 1610 square foot residence features an open-plan living area, air conditioning, WiFi, a full kitchen with a dishwasher, and accommodates up to six guests.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
10 2 reviews
Cheltenham
10/27 – 10/31
$197/nighttotal: $788 (4 )

Luxurious 1 Bed Detached Home With Gated Parking

1 2
apartment , Cheltenham
This one-bedroom Cheltenham apartment, 1 North Hall, is situated in a quiet area, a 15-minute walk from Cheltenham town center, Pittville Park, and Cheltenham Racecourse.
The self-catering unit features a king-size bed, Smart TV, fully equipped kitchen with fridge and microwave, private decked area, complimentary Wi-Fi, gated parking, and accommodates two guests.
Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests - Cheltenham
8.4 107 reviews
Cheltenham
01/11 – 01/12
$243/nightfor 1 night

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Garden Views, Washing Machine Flat-screen Tv And Sofa Bed Sleeping 2 Additional Guests

2 2
house , Cheltenham
This 2-bedroom house is located in a quiet street within walking distance of Gloucester town center. It is surrounded by the picturesque Cotswold countryside, offering a serene and tranquil ambiance. The house has received excellent user and location ratings.
The house has a floor area of 860 square feet and can accommodate up to 4 guests. It features a fully equipped kitchen, air conditioning, and free Wi-Fi. Guests can also enjoy a private terrace with garden views, a picnic area, and free parking on-site.
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