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

Popular Family-Friendly Holiday Rentals in Cheltenham

Discover kid-friendly holiday rentals in Cheltenham with city attractions within easy reach. Holidays are better when everyone is comfortable.

Central 1bd With Free Underground Parking - Cheltenham
Cheltenham
11/09 – 18/09
£136/nighttotal: Â£952 (7 )

Central 1bd With Free Underground Parking

1 2
apartment , Gloucestershire
This centrally located one-bedroom flat in Cheltenham is just a two-minute walk from the high street and a 20-25 minute walk from the racecourse, making it an ideal base for exploring the town's attractions. The apartment is perfect for families or groups of up to four people seeking a comfortable and convenient stay.
The flat features a fully equipped kitchen, a comfortable double sofa bed, and a bathroom with a rainfall shower. Guests can enjoy free secure underground parking and a king-size bed in the master bedroom, ensuring a restful stay.
Dove Cottage Beautifully Restored Tudor Cottage Sleeps 6 Or 7 - Cheltenham
9.6 63 reviews
Cheltenham
07/08 – 09/08
£256/nighttotal: Â£512 (2 )

Dove Cottage Beautifully Restored Tudor Cottage Sleeps 6 Or 7

3 3
cottage , Winchcombe
This family-friendly cottage is located just a short 10-minute walk from Winchcombe Folk and Police Museum and Belas Knap, with Sudeley Castle and Hailes Abbey within a 5-kilometre radius, offering easy access to the area's historical attractions. It has received excellent user ratings, making it a popular choice for families and groups.
The cottage spans 138 square metres and comfortably accommodates up to 8 guests in its 4 bedrooms and 3 bathrooms. Amenities include a fully equipped kitchen, a relaxing spa tub, a private garden with barbecue facilities, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Homelands Apartment - Cheltenham
9.6 121 reviews
Cheltenham
07/08 – 09/08
£182/nighttotal: Â£364 (2 )

Homelands Apartment

2 3
apartment , Cheltenham
Homelands Apartment is situated in Cheltenham, just 19.3 km from Kingsholm Stadium and 40.2 km from Cotswold Water Park, offering mountain views and easy access to local attractions. This guest house has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is 20 square metres in size and features a modern bathroom, a comfortable living area with a satellite flat-screen TV, and a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy a terrace or balcony, a garden, free private parking, and a concierge service, as well as free Wi-Fi, room service, and a restaurant.
Modern Two Bedroom Two Bathroom Home - Cheltenham
9.0 2 reviews
Cheltenham
11/12 – 31/12
£205/nighttotal: Â£4100 (20 )

Modern Two Bedroom Two Bathroom Home

2 3
apartment , Gloucestershire
This Cheltenham holiday home is conveniently located within 1.6km of Pitville Pump Room, Cheltenham Racecourse, Jonny-Rocks Stadium, and Pittville Park.
The two-bedroom property boasts three bathrooms, a fully equipped kitchen including a dishwasher, a private balcony, parking, and accommodates up to four guests, offering a relaxing stay near Cheltenham's attractions.

Handpicked Self-Catering Rentals with Parking in Cheltenham

A car park at your holiday rental in Cheltenham means exploring the city centre is easy every day with no extra faff. Find your perfect stay.

Best Located Flat In Cheltenham And Free Parking - Cheltenham
9.1 37 reviews
Cheltenham
27/10 – 31/10
£122/nighttotal: Â£488 (4 )

Best Located Flat In Cheltenham And Free Parking

1 2
apartment , Cheltenham
This Cheltenham apartment offers convenient access to Sudeley Castle (13.5 km), Kingsholm Stadium (13.2 km), and Gloucester Cathedral (14.1 km), ideal for exploring Gloucestershire.
The 9-square-metre studio flat includes a fully equipped kitchen with dishwasher, a washing machine, free Wi-Fi, and private parking, comfortably sleeping two guests.
Luxury 2br Penthouse In Cheltenham Free Parking - Cheltenham
8.0 3 reviews
Cheltenham
11/01 – 12/01
£144/nightfor 1 night

Luxury 2br Penthouse In Cheltenham Free Parking

1 2
apartment , Cheltenham
This one-bedroom penthouse apartment in Cheltenham is situated 14 kilometres from Kingsholm Stadium and 13 kilometres from Sudeley Castle.
This accommodation offers free WiFi and on-site parking, featuring a fully equipped kitchen and a living room with a flat-screen TV, suitable for up to 11 guests.
1br | Quiet 1st Floor Flat | Free Parking - Cheltenham
9.4 18 reviews
Cheltenham
01/08 – 31/07
£52/nighttotal: Â£18928 (364 )

1br | Quiet 1st Floor Flat | Free Parking

1 1
apartment , Abbeymead
This Abbeymead apartment, ideally situated between Gloucester and Cheltenham, offers easy access to the M5 motorway (approx. 1.6km), Cheltenham Racecourse (approx. 3.2km), and Staverton Airport (approx. 2.2km).
The one-bedroom flat sleeps two, features a kitchen with fridge, freezer, and microwave, allocated parking, and keyless entry; nearby amenities include small supermarkets within a 10-minute drive.
Ivy Cottage, 1 Bedroom, Cheltenham City Centre By Mystayinn - Cheltenham
8.7 3 reviews
Cheltenham
26/06 – 28/06
£246/nighttotal: Â£492 (2 )

Ivy Cottage, 1 Bedroom, Cheltenham City Centre By Mystayinn

1 4
house , Cheltenham
This flat is located in Cheltenham City Centre, offering easy access to local amenities and attractions, with Gloucester Cathedral 12.4 kilometres away and Sudeley Castle 13.8 kilometres distant.
This 60 square metre property features one bedroom, two bathrooms, a kitchen equipped with a fridge, microwave, and dishwasher, and accommodates up to seven guests, with complimentary WiFi and private parking available.

Frequently asked questions about holiday rentals in Cheltenham

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

    For a first-time visit, you'd want to see the iconic Cheltenham Town Hall, explore the beautiful Pittville Park, and maybe catch a show at the Everyman Theatre. You can also visit the Cheltenham Art Gallery & Museum to learn about the town's history and culture.
  • What are the best Airbnb and holiday rentals in Cheltenham?

    Portland Apartments, Strozzi Palace Suites By Mansley and Tewkesbury Town House are among the best Airbnb and holiday rentals in Cheltenham.

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

    The Montpellier area is popular for its independent shops, restaurants, and lively atmosphere. If you prefer a quieter stay, the Leckhampton area offers a more residential feel with beautiful views of the Cotswolds.
  • 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 Cotswold Wildlife Park & Gardens is a must-visit for families, with over 200 species of animals. If you're looking for something indoor, the 'The Wilson' museum is a great option, with interactive exhibits for children.
  • What are the best holiday rentals with a pool in Cheltenham?

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

    Booking in advance is always recommended, especially during peak season, which runs from April to September. The Cheltenham Jazz Festival in April and the Cheltenham Literature Festival in October are also popular times to visit.
  • 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, the Cheltenham Literature Festival, and the Cheltenham Science Festival are all major events that draw crowds from far and wide. The Cotswold Show, held in July, is another popular event that celebrates rural life.
  • What are the best rentals or Airbnbs with a jacuzzi in Cheltenham?

    The best holiday rentals or Airbnb with a jacuzzi in Cheltenham are Hatherley Manor Hotel & Spa, The Hut And Tub and Central Penthouse With Hot Tub & Views 23.

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

    A stroll through the beautiful Pittville Park is free and a great way to enjoy the outdoors. You can also explore the many independent shops and cafes in the Montpellier area, or visit the Cheltenham Art Gallery & Museum for free.
  • What are the best restaurants with local dishes in Cheltenham?

    The Tavern is known for its traditional pub grub, while The Ivy Montpellier Brasserie offers a more upscale dining experience with a focus on seasonal ingredients. For a taste of the Cotswolds, try the Cotswold Farm Park's restaurant.
  • 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 walk, try the Pittville Park circular route, which takes you past the lake and the iconic Pittville Pump Room.
  • Are there pet-friendly attractions in Cheltenham?

    The Cotswold Wildlife Park & Gardens welcomes well-behaved dogs on leads, and many pubs and cafes in the town are also dog-friendly. Pittville Park is a great place to let your dog off the lead.
  • What are the benefits of choosing a vacation rental in Cheltenham?

    Vacation rentals offer more space and privacy than a hotel room, and often come with amenities like a kitchen, allowing you to prepare your own meals. They also provide a more authentic experience, as you get to live like a local.
  • What are the top sports attractions and facilities in Cheltenham?

    Cheltenham Racecourse is world-renowned for its horse racing events, especially the Cheltenham Festival. The town also has a number of sports clubs and facilities, including the Cheltenham Leisure Centre, which offers a range of activities.

Destinations nearby

Choose the Right Holiday Rentals with a Balcony in Cheltenham

Having city skyline views from your own balcony in Cheltenham is a detail that truly elevates your stay. Explore our holiday rentals and

Brookbank Close - Cheltenham
Cheltenham
27/10 – 31/10
£195/nighttotal: Â£780 (4 )

Brookbank Close

1 2
house , Cheltenham
This centrally located Cheltenham holiday home is less than 1.5km from Cheltenham Art Gallery & Museum, the Promenade, Everyman Theatre, and Pittville Park, and 1.6km from Cheltenham Spa railway station.
The self-catering property features a kitchen with fridge, freezer, microwave, and dishwasher, free WiFi, a Smart TV, and accommodates guests seeking a comfortable base for exploring Cheltenham's cultural attractions.
Unique & Stylish Town House In Central Cheltenham - Cheltenham
9.3 27 reviews
Cheltenham
24/08 – 25/08
£236/nightfor 1 night

Unique & Stylish Town House In Central Cheltenham

2 2
house , Cheltenham
This stylish Cheltenham townhouse is centrally located, offering easy access to Sudeley Castle (13 km), Gloucester Cathedral (13.7 km), and Kingsholm Stadium (14 km).
The 79 square metre property features two bedrooms, two bathrooms, and accommodates up to nine guests, boasting a private terrace, fully equipped kitchen, free Wi-Fi, and parking.
Vernon Place Town Centre, Vernon Cottage 3-bed With Parking, 1a Vernon Court 2-bed With Parking, 1b Studio No Parking, Off The High Street Next To Sandford Park - Cheltenham
8.3 55 reviews
Cheltenham
26/06 – 28/06
£161/nighttotal: Â£322 (2 )

Vernon Place Town Centre, Vernon Cottage 3-bed With Parking, 1a Vernon Court 2-bed With Parking, 1b Studio No Parking, Off The High Street Next To Sandford Park

2 4
studio , Cheltenham
This Cheltenham town centre house, 14km from Kingsholm Stadium and 32km from Cotswold Water Park, offers convenient access to local attractions.
The 112 square metre property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a private balcony with river views, free Wi-Fi, and ample parking.
Greystones Cottage - 2-bed Character Cottage, Access To Cotswold Way! - Cheltenham
Cheltenham
07/08 – 09/08
£328/nighttotal: Â£656 (2 )

Greystones Cottage - 2-bed Character Cottage, Access To Cotswold Way!

1 3
house , Winchcombe
Greystones Cottage, a dwelling in Winchcombe, offers direct access to the Cotswold Way and is located 24 kilometres from the Royal Shakespeare Company and 25 kilometres from Cotswold Water Park, with Kingsholm Stadium 24 kilometres away and Coughton Court 35 kilometres distant.
This accommodation for up to seven guests features one bedroom, one bathroom, a fully equipped kitchen, and a private terrace, with free WiFi and private parking provided.

Neighborhoods and points of interest in Cheltenham

Best Cheltenham holiday rentals with air conditioning

Large 4 Bedroom Family Home With 3 En-suites - Cheltenham
9.8 16 reviews
Cheltenham
21/08 – 23/08
£463/nighttotal: Â£926 (2 )

Large 4 Bedroom Family Home With 3 En-suites

4 4
apartment , Gloucestershire
This four-bedroom home is located in the Cotswolds, just 800 metres from Cheltenham Racecourse and a 20-minute walk from the town centre, offering a peaceful escape from the hustle and bustle. This apartment has received excellent ratings for its cleanliness, location, and overall experience.
The spacious property sleeps up to eight guests and features four bedrooms and four bathrooms. Enjoy modern amenities such as air conditioning, a fully equipped kitchen, a garden, parking, and internet access.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.6 221 reviews
Cheltenham
27/10 – 31/10
£149/nighttotal: Â£596 (4 )

Luxurious 1 Bed Detached Home With Gated Parking

1 2
house , Cheltenham
This charming house is situated in Pittville Circus Road, Cheltenham, within easy reach of Weston Park, Cotswold Water Park, and Coughton Court. The property has received excellent ratings for location, cleanliness, and user experience.
The house features one bedroom and one bathroom, providing comfortable accommodation for two guests. Amenities include a terrace, a garden, parking, and a fully equipped kitchen with a fridge and microwave oven, ensuring a pleasant stay.
Montpellier Cheltenham - Character Georgian Town House - Cheltenham
Cheltenham
21/07 – 24/07
£316/nighttotal: Â£948 (3 )

Montpellier Cheltenham - Character Georgian Town House

1 2
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.
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
8.6 180 reviews
Cheltenham
21/07 – 24/07
£146/nighttotal: Â£438 (3 )

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

1 2
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.
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