Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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Best Holiday rentals and Airbnb offers in Cheltenham

Best family friendly Cheltenham holiday rentals

Among the 2305 accommodations in Cheltenham, here are the 4 best family friendly rentals

Stylish 5-bed Detached Home Close To Cheltenham - Cheltenham
10 1 review

Stylish 5-bed Detached Home Close To Cheltenham

apartment, Gloucestershire
This five-bedroom house, near Cheltenham's GCHQ and a 16km drive from Gloucester, offers easy access to the Cotswolds and Cheltenham's Regency District.
The property boasts a spacious open-plan kitchen-diner, two bathrooms, a large private garden, parking for four cars, and sleeps up to ten guests, making it ideal for families or groups visiting Gloucestershire.
Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces - Cheltenham
8.8 161 reviews

Central Cheltenham, Self Contained Flat, Sleeps 4, Private Basement Flat With Full Kitchen, Ideal For Shopping, Races, Festivals Or Short City Breaks, Free Parking Available By Reservation Only, Limited Spaces

apartment, Cheltenham
This recently renovated one-bedroom flat is situated in Cheltenham town centre, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park. The property has received very good ratings for cleanliness, user experience, and location.
The 36 square metre flat can accommodate up to 7 guests and features a modern design with a fully equipped kitchen, a comfortable living room, and a washing machine. The apartment also offers free private parking, a private entrance, and air conditioning.
Retreat In Montpellier-maison-salle De Bain Privée - Cheltenham
10 2 reviews

Retreat In Montpellier-maison-salle De Bain Privée

apartment
This newly constructed contemporary one-bedroom bungalow is situated in Montpellier, a district known for its boutiques, cafés, bars, and restaurants, all within a short walk.
This modern detached property offers accommodation for two guests with a private entrance, an open-plan living area, a fully equipped kitchen, and a private decked courtyard, with on-street parking available via a resident permit.
Charming Town Centre 2 Bed House - Cheltenham
8.9 26 reviews

Charming Town Centre 2 Bed House

house, Cheltenham
This one-bedroom Cheltenham house is centrally located, offering easy access to shops, restaurants, and cultural attractions, and is 13.2km from Sudeley Castle and 14.8km from Gloucester Cathedral.
The 74 square metre property sleeps seven, features a fully equipped kitchen, private parking, free Wi-Fi, and a flat-screen TV.

Best Cheltenham holiday rentals with parking

Woodland Cabin - Cotswold Way - Logs & Dogs - Cheltenham
9.0 24 reviews

Woodland Cabin - Cotswold Way - Logs & Dogs

apartment, Cheltenham
Woodland Cabin - Cotswold Way, a tranquil lodge in Cheltenham, is situated 13.8 kilometres from Kingsholm Stadium and 32.2 kilometres from Cotswold Water Park. This pet-friendly cabin accommodates up to seven guests and offers a well-equipped kitchen, free high-speed WiFi, and complimentary private parking.
Flat 2 Battledown Grange, Family Friendly In Cheltenham - Cheltenham
No reviews

Flat 2 Battledown Grange, Family Friendly In Cheltenham

cottage, Cheltenham
This Cheltenham cottage, located near Pittville Park (under 2km) and Cheltenham Racecourse (under 3km), offers easy access to these popular attractions.
The 105 square metre self-catering property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, and on-site parking; in-unit laundry facilities add further convenience.
Pinewood Walk By Signature Stays - Parking - Townhouse - Cheltenham
5.5 2 reviews

Pinewood Walk By Signature Stays - Parking - Townhouse

house, Gloucestershire
This Gloucestershire holiday home, situated 10.5km from Kingsholm Stadium and 11.6km from Gloucester Cathedral, offers easy access to Gloucestershire's attractions.
The 110 square metre property boasts four bedrooms, three bathrooms, sleeps seventeen guests, includes a fully equipped kitchen, private garden, tennis court, free Wi-Fi and parking, and is suitable for families and groups.
40% Off For Contractor L Relocations - Cheltenham
10 2 reviews

40% Off For Contractor L Relocations

apartment
This Cheltenham flat is situated within a 10-minute walk of the town centre, 5 kilometres from Cheltenham Spa Railway Station, and 8 kilometres from Cheltenham Racecourse.
This two-bedroom flat accommodates up to five guests and offers a fully equipped kitchen, workspace areas, and free on-street parking for one vehicle.

Frequently asked questions about holiday rentals in Cheltenham

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

    The Cheltenham Museum and Art Gallery is a great option for all ages. The town also has a fantastic outdoor play area at the Pittville Park, and the nearby Cotswold Farm Park is a favourite for animal lovers.
  • What are the best Airbnb and vacation rentals in Cheltenham?

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

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

    Booking in advance is always a good idea, especially during peak season, which runs from late spring to early autumn. For the best deals, consider visiting during the shoulder seasons, like April or October.
  • What are the most popular Airbnbs in Cheltenham?

    Among the Airbnbs in Cheltenham, Tewkesbury Town House, Mike's Flat 5 and Cotswold77 - Heart Of The Cotswolds are the most popular ones.

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

    The Cheltenham Jazz Festival in April is a big draw, and the Cheltenham Literature Festival in October attracts writers and readers from all over. You could also check out the Cotswold Show in July for a taste of rural life.
  • What are the best vacation rentals with a pool in Cheltenham?

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

    A walk along the Promenade is always free and offers stunning views. You can also visit the free exhibits at the Cheltenham Museum and Art Gallery, or take a picnic to the Pittville Park.
  • What are the best rentals for families and kids in Cheltenham?

  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is a popular spot for traditional pub grub, while The Wheatsheaf offers a more upscale dining experience with a focus on local ingredients. For a taste of the Cotswolds, try the Cotswold House Hotel.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

  • What are the best walking or cycling routes in Cheltenham?

    The Cotswold Way National Trail passes through Cheltenham, offering stunning views of the countryside. For a shorter cycle, try the route along the towpath of the Gloucester and Sharpness Canal.
  • Are there pet-friendly attractions in Cheltenham?

    Many of the parks and gardens in Cheltenham are dog-friendly, including the Pittville Park and the Montpellier Gardens. Several pubs and restaurants also welcome dogs.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals often offer more space and privacy than a hotel room, and they can be a great option for families or groups. They can also be more affordable, especially for longer stays.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham is famous for its horse racing, with the Cheltenham Racecourse hosting major events like the Cheltenham Festival. The town also has a number of other sporting facilities, including the Cheltenham Town Football Club and the Cheltenham Leisure Centre.

Popular destinations

Best Cheltenham holiday rentals with a balcony

Albert House - 3 Beds, Central & Racecourse! - Cheltenham
No reviews

Albert House - 3 Beds, Central & Racecourse!

apartment, Cheltenham
This modern, three-bedroom house in Pittville, Cheltenham is a 1.6km walk from Cheltenham High Street and 3.2km from Cheltenham Racecourse.
Sleeping up to six guests (with a seventh on a sofa bed), it features a spacious open-plan living area, fully equipped kitchen with dishwasher, two bathrooms, private garden, and free on-street parking (Zone 15).
Apartment ∙ 1 Bedroom ∙ 2 Guests - Cheltenham
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This one-bedroom flat at 54C Grosvenor Street, Great Britain, is centrally located, placing all town areas within walking distance and the train station just 500 meters away for frequent rail links to major cities.
This family-friendly apartment accommodates two guests, offering a stylish interior with a fully equipped kitchen, a king-sized bedroom, a modern bathroom, and a private terrace, with convenient access to D and E bus routes serving the racecourse and Bishop's Cleeve.
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
This spacious house is located in a rural area of Cheltenham, just a short distance from the town's attractions like Jonny-Rocks Stadium, Walks With Hawks, and Imperial Gardens. Guests have consistently rated this property as excellent, highlighting its comfortable and well-equipped nature.
The property features nine bedrooms and seven bathrooms, comfortably accommodating up to 24 guests. Enjoy the numerous amenities, including a private garden, an indoor swimming pool, a fitness centre, a tennis court, a jacuzzi, and a fully equipped kitchen with a dishwasher.
Montrose Lodge - Cheltenham
9.4 87 reviews

Montrose Lodge

apartment, Cheltenham
Montrose Lodge, a Cheltenham apartment, is conveniently located approximately 13.4 km from Sudeley Castle, 15 km from Gloucester Cathedral, and 13.8 km from Kingsholm Stadium.
This 63 square metre self-catering flat offers one bedroom, one bathroom, sleeps seven guests, and features a spacious layout including a private patio, terrace, fireplace, and free Wi-Fi.

Best Cheltenham holiday rentals with air conditioning

Beautiful Home: *Private Cinema Room* & Garden - Cheltenham
9.9 24 reviews

Beautiful Home: *Private Cinema Room* & Garden

apartment
This family-friendly apartment is located in a quiet residential area of Cheltenham, just a short walk from the town centre and its many attractions, including the famous Cheltenham Spa.
The apartment offers a spacious living area, a fully equipped kitchen, two bathrooms, a private garden with a swing, and can comfortably accommodate up to seven guests.
Montpellier Cheltenham - Character Georgian Town House - Cheltenham
No reviews

Montpellier Cheltenham - Character Georgian Town House

house, Cheltenham
This character Georgian townhouse is situated in Cheltenham's Montpellier district, 13.04 kilometres from Gloucester Cathedral and 13.36 kilometres from Kingsholm Stadium.
This 46 square metre townhouse offers accommodation for up to 9 guests, featuring a fully equipped kitchen, air conditioning, and free WiFi, making it a suitable base for exploring Cheltenham.
Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking! - Cheltenham
No reviews

Spacious Pet Friendly Home In Central Cheltenham. Sleeps 6 Free Parking!

apartment, Cheltenham
This stylish flat, a former bakery, is situated in Cheltenham's Montpellier district, a 12-minute walk from the city centre and Montpellier Gardens and a 15-minute walk from Bath Road's amenities.
This pet-friendly accommodation sleeps up to six guests in three bedrooms and features an extra-large open-plan living area, a fully equipped kitchen, air conditioning, a terrace, garden, and free on-street parking.
64 Bath Road - Central To Cheltenham - Cheltenham
9.0 14 reviews

64 Bath Road - Central To Cheltenham

apartment, Cheltenham
This Cheltenham apartment on Bath Road offers a central location, conveniently situated 13.5km from Kingsholm Stadium and Sudeley Castle, and 14.8km from Gloucester Cathedral.
The self-catering flat comprises one bedroom, one bathroom, sleeps two guests, and includes air conditioning, free Wi-Fi, and a fully equipped kitchen.
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