Holiday Rentals in Cheltenham

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Cheltenham holiday rentals
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Best Holiday rentals and Airbnb offers in Cheltenham

Discover Central Holiday Rentals in Cheltenham

Reconnect with your partner at secluded holiday rentals for couples in Cheltenham, offering intimate settings for a city break.

Studio Flat Central Cheltenham Parking Off Road - Cheltenham
9.1 243 reviews

Studio Flat Central Cheltenham Parking Off Road

studio, Cheltenham
This recently renovated studio flat is located in central Cheltenham, just 13.7 kilometres from Sudeley Castle and 13.3 kilometres from Kingsholm Stadium. The studio enjoys excellent user, location, and cleanliness ratings, making it a desirable choice for travellers.
The self-catering apartment is 46 square metres in size and comfortably sleeps three guests. It comes equipped with a modern kitchenette, a private bathroom, a satellite flat-screen TV, free Wi-Fi, and soundproofing for a peaceful stay.
Flat Rental For Cheltenham Raceweek - Sleeps 6 - Cheltenham
10 1 review

Flat Rental For Cheltenham Raceweek - Sleeps 6

apartment
This two-bedroom apartment in Gloucestershire is situated just 1.3 kilometres from Cheltenham Racecourse, offering excellent proximity to shops and public transport.
This accommodation provides parking for two vehicles and can host up to six guests, featuring a kitchen equipped with a fridge, freezer, and microwave oven.
The Coach House - Beautiful Home In Cheltenham - Cheltenham
9.6 44 reviews

The Coach House - Beautiful Home In Cheltenham

apartment
This Cheltenham house near Bath Road offers convenient access to Cheltenham Racecourse, a 6.4km taxi or drive away.
The self-contained property features a double bedroom with dressing room/office, a modern kitchen with fridge, freezer, microwave, dishwasher and washer-dryer, a luxurious bathroom, and comfortably accommodates two guests.
Centrally Located 2 Bed House Cheltenham - Cheltenham
9.7 31 reviews

Centrally Located 2 Bed House Cheltenham

house, Gloucestershire
This Cheltenham house, a five-minute walk (0.8 km) from Cheltenham town centre and its attractions, offers a quiet cul-de-sac location in Gloucestershire.
Sleeping up to six guests, this two-bedroom property features a fully equipped kitchen, a spacious living area with a dining table, a sunny garden, free off-road parking, and a double sofa bed.

Best Cheltenham holiday rentals with air conditioning

Prestige-maison-salle De Bain Privée-vue Ville-hom - Cheltenham
10 46 reviews

Prestige-maison-salle De Bain Privée-vue Ville-hom

apartment
This exceptional Cheltenham property, close to the Cotswolds Area of Outstanding Natural Beauty, offers easy access to picturesque villages and landscapes.
Sleeping up to 12 guests in six bedrooms and three bathrooms, this six-bedroom house boasts a spacious open-plan kitchen, lounge, and dining area, a landscaped garden with private gym and sauna, and private parking for at least four cars.
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.
The Cabin - Cheltenham
10 208 reviews

The Cabin

apartment, Cheltenham
The Cabin is a one-bedroom apartment located in Cheltenham, 13.7 kilometres from Kingsholm Stadium and 30.6 kilometres from Cotswold Water Park, offering a peaceful retreat away from the town centre. It has received excellent ratings for user experience, location, and cleanliness.
The 30 square metre apartment comfortably sleeps two guests. Amenities include a fully equipped kitchen with a fridge and microwave, a private garden with scenic views, free Wi-Fi, and a flat-screen TV with access to streaming services.

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.

Popular destinations

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

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 54 reviews

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

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.
Central 2 Bed House W/ Garden And Free Parking! - Cheltenham
9.1 67 reviews

Central 2 Bed House W/ Garden And Free Parking!

house, Cheltenham
This Cheltenham house, ideally located near the town centre, is 13.8 km from Kingsholm Stadium and 32 km from Cotswold Water Park.
This self-catering property boasts 100 square metres of space, featuring two bedrooms sleeping up to four guests, a fully equipped kitchen with dishwasher, private garden, parking, and complimentary Wi-Fi.
64 Bath Road - Ground Floor - Cheltenham
9.1 19 reviews

64 Bath Road - Ground Floor

apartment, Cheltenham
This ground-floor Cheltenham apartment is conveniently located near Kingsholm Stadium and Sudeley Castle (both approximately 13.5 km away), offering easy access to Cheltenham town centre and its attractions.
The one-bedroom, one-bathroom flat sleeps three guests and features a private terrace, fully equipped kitchen, free Wi-Fi, and a flat-screen TV; enjoy a peaceful stay near the Cotswold Water Park and Coughton Court.
Characterful 1 Bed Apartment In Cheltenham Centre - Cheltenham
No reviews

Characterful 1 Bed Apartment In Cheltenham Centre

apartment, Cheltenham
This Cheltenham apartment enjoys a prime town centre location, a short walk from the Regent Arcade shopping centre, the Everyman and Playhouse theatres, and within 3km of Cheltenham Racecourse.
The 46 square metre self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, plus free on-site parking and high-speed Wi-Fi.

Neighborhoods and points of interest 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.

Hilcot Farmhouse - Pet-friendly Rural Farm Retreat Near Cheltenham - Cheltenham
10 11 reviews

Hilcot Farmhouse - Pet-friendly Rural Farm Retreat Near Cheltenham

cottage, Near Cheltenham
This three-bedroom family-friendly house near Cheltenham enjoys a peaceful rural setting, approximately 5km from attractions such as Walks With Hawks, Whittington Court, and Ronnie's Field, and 10km from Imperial Gardens and Pittville Park.
The 123 square metre property offers a fully equipped kitchen, two bathrooms, a garden, terrace, parking, and Wi-Fi; sleeping up to eight guests and perfect for exploring the Cotswolds.
Premium Offer L Last-minute Escape L Aj Properties L High Street Cheltenham L Parking L Ideal For Sh - Cheltenham
No reviews

Premium Offer L Last-minute Escape L Aj Properties L High Street Cheltenham L Parking L Ideal For Sh

apartment, Cheltenham
Apartment. This accommodation is located in Cheltenham.
Facilities and services include a washing machine, an iron and a fridge. This apartment is ideal for families.
Modern Two Bedroom Two Bathroom Home - Cheltenham
9.4 3 reviews

Modern Two Bedroom Two Bathroom Home

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.
The Den: A Hidden Retreat In Montpellier - Cheltenham
No reviews

The Den: A Hidden Retreat In Montpellier

apartment, Cheltenham
This one-bedroom flat in Cheltenham's The Suffolks district offers a mountain location, a 720-metre walk to the Cheltenham Town Hall event space and a 880-metre walk to The Promenade.
This family-friendly apartment accommodates two guests with a well-equipped kitchen including a fridge and microwave, free Wi-Fi, and an on-site washing machine, while nearby cycling and horse riding opportunities cater to outdoor enthusiasts.

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.

Stylish Country Retreat Minutes From Cheltenham - Cheltenham
10 17 reviews

Stylish Country Retreat Minutes From Cheltenham

apartment
Appartement-de Luxe-salle De Bain Privée-vue Sur J - Cheltenham
9.9 194 reviews

Appartement-de Luxe-salle De Bain Privée-vue Sur J

apartment, Gloucestershire
Stylish 2-bed Home In Fairview With Free Parking - Cheltenham
9.9 31 reviews

Stylish 2-bed Home In Fairview With Free Parking

apartment
Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
9.8 354 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Gloucestershire

Compare Luxury Holiday Rentals in Cheltenham

Staying in a luxury holiday rental or Airbnb in Cheltenham ensures every detail of your trip feels considered. Enjoy high-end finishes and prime locations.

Mulberry Cottage - Cheltenham
9.8 239 reviews

Mulberry Cottage

house, Cheltenham

Explore Pet-Friendly Holiday Rentals in Cheltenham

Bringing your dog to Cheltenham? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

New Duke Street | Modern | Garden | Parking - Cheltenham
No reviews

New Duke Street | Modern | Garden | Parking

apartment
Cosy Dog Friendly Self Contained Annexe ,  Near Cheltenham & Cotswolds - Cheltenham
10 164 reviews

Cosy Dog Friendly Self Contained Annexe , Near Cheltenham & Cotswolds

apartment, Cheltenham
Suncroft, Pet Friendly, Character Holiday Cottage In Prestbury - Cheltenham
8.0 1 review

Suncroft, Pet Friendly, Character Holiday Cottage In Prestbury

apartment, Cheltenham
Cosy Home With Log-burner Next To Cheltenham Racecourse - Cheltenham
9.0 7 reviews

Cosy Home With Log-burner Next To Cheltenham Racecourse

house, Cheltenham

Find the Best Holiday Rentals with a Pool in Cheltenham

Having a pool at your holiday rental in Cheltenham opens up a proper swim in the heart of the city without extra planning. Start comparing.

Villa ∙ 5 Bedrooms ∙ 10 Guests - Cheltenham
No reviews

Villa ∙ 5 Bedrooms ∙ 10 Guests

house, Shurdington
The Hyde By Signature Stays - Private Hot Tub & Pool - Modern - Cheltenham
No reviews

The Hyde By Signature Stays - Private Hot Tub & Pool - Modern

house, Southam
The Greenway Hotel & Spa - Cheltenham
No reviews

The Greenway Hotel & Spa

resort, Shurdington
Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.4 56 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Cheltenham

Check Out Holiday Rentals with a Hot Tub in Cheltenham

These holiday rentals and Airbnbs in Cheltenham come with a hot tub or jacuzzi, ideal for a relaxing soak at the end of the day.

Central Penthouse With Hot Tub & Views 22 - Cheltenham
9.7 199 reviews

Central Penthouse With Hot Tub & Views 22

apartment, Cheltenham
New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed - Cheltenham
No reviews

New Luxury Retreat By Signature Stays - Hot-tub - Cinema Room - 9 Bed

house, Cheltenham
Stunning Five Bed Detached Home With Hot Tub - Cheltenham
9.6 7 reviews

Stunning Five Bed Detached Home With Hot Tub

house, Gloucestershire
Town Centre Oasis With Two Hot Tubs - Cheltenham
No reviews

Town Centre Oasis With Two Hot Tubs

apartment, Cheltenham
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