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.

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.
Margaret's Loft By Fortuna Property Portfolio - Cheltenham
9.4 167 reviews

Margaret's Loft By Fortuna Property Portfolio

apartment, Cheltenham
Margaret's Loft is conveniently located in Cheltenham, just a short walk from Cheltenham Town Hall and a 2.6 km drive from Cheltenham Racecourse Railway Station. The apartment has received excellent ratings for its cleanliness, location, and overall experience, making it a great choice for travellers.
This spacious 4-bedroom flat, spanning 95 square metres, comfortably accommodates up to 9 guests. Margaret's Loft provides free Wi-Fi, a fully equipped kitchen, and free private parking, ensuring a comfortable and convenient stay for families or groups of friends.
Arcadia House Town Centre Stay 2-bed Chapel Conversion With Private Parking - Cheltenham
9.5 19 reviews

Arcadia House Town Centre Stay 2-bed Chapel Conversion With Private Parking

house, Cheltenham
Arcadia House offers a central Cheltenham location, conveniently situated 12.7km from Sudeley Castle and 14.8km from Gloucester Cathedral.
This two-bedroom house sleeps seven guests, boasting a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a washing machine; enjoy easy access to Cheltenham's attractions.
Town Centre Oasis With Two Hot Tubs - Cheltenham
9.7 29 reviews

Town Centre Oasis With Two Hot Tubs

apartment, Cheltenham
This Cheltenham apartment, situated in a historic building in the town centre, is conveniently located 13km from Sudeley Castle and 14.6km from Gloucester Cathedral.
This four-bedroom, self-catering flat offers 9 square metres of space, sleeping up to eight guests and boasting a private patio, garden, parking, jacuzzi, 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.
Fantastic Cotswolds Hideaway Cleeve Hill - Cheltenham
9.4 126 reviews

Fantastic Cotswolds Hideaway Cleeve Hill

house, Southam
This Cotswolds house rental in Southam offers a peaceful escape, conveniently located 19 kilometres from Kingsholm Stadium and 37 kilometres from Cotswold Water Park.
The 60 square metre property features one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, private balcony, garden, parking, and Wi-Fi.
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
8.4 117 reviews

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

house, Cheltenham
This charming Gloucestershire home is situated just a short distance from the town centre, 9.5 miles from Kingsholm Stadium and 7.3 miles from Sudeley Castle, offering a peaceful retreat with easy access to local attractions. Guests consistently praise the property for its excellent location, cleanliness, and overall value.
The two-bedroom house spans 80 square metres and comfortably accommodates up to four guests. Enjoy a fully equipped kitchen, air conditioning, a private terrace with garden views, and a dedicated picnic area, perfect for relaxing after a day exploring Gloucestershire.
Contemporary 2-bed 2-bath Home With Parking - Cheltenham
10 3 reviews

Contemporary 2-bed 2-bath Home With Parking

house, Gloucestershire
This contemporary 2-bedroom, 2-bathroom residence is located in Cheltenham, 11.9 kilometres from Sudeley Castle and 14.9 kilometres from Kingsholm Stadium.
This 102 square meter dwelling offers accommodation for up to 7 guests, featuring a fully equipped kitchen with a dishwasher and microwave, free WiFi, and a private patio with outdoor dining, with a washing machine available for longer stays.

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

The Cheltenham Suites - Collection Of Luxury Flats - Cheltenham
No reviews

The Cheltenham Suites - Collection Of Luxury Flats

apartment, Cheltenham
This five-bedroom Cheltenham apartment, sleeping up to ten guests, is centrally located a 0.8km walk from Regent Arcade and a short stroll from the Everyman Theatre and Playhouse Theatre, with Cheltenham Racecourse a 5-minute drive away.
The 209 square metre property offers four spacious living areas, four modern bathrooms with complimentary toiletries, fully equipped kitchens, high-speed broadband, and is ideal for large families or groups visiting for events like the Gold Cup.
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).
Modern Two Bedroom Two Bathroom Home - Cheltenham
No reviews

Modern Two Bedroom Two Bathroom Home

house, Cheltenham
This modern two-bedroom, two-bathroom residence is conveniently located in Cheltenham, offering straightforward access to local attractions and amenities.
This 72 square meter dwelling features a separate living area, complimentary Wi-Fi, on-site parking, and tea and coffee making facilities.
Margaret's Garden By Fortuna Property Portfolio - Cheltenham
9.2 97 reviews

Margaret's Garden By Fortuna Property Portfolio

apartment, Cheltenham
Margaret's Garden is a charming apartment located in Cheltenham, just 14km from Kingsholm Stadium and 34km from Cotswold Water Park, offering a peaceful retreat in a historic setting. It has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom apartment spans 67 square metres and comfortably accommodates up to four guests. This well-equipped home includes a private garden, a terrace, free parking, and modern amenities such as Wi-Fi and a fully equipped kitchen.

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.

Cottage ∙ 3 Bedrooms ∙ 8 Guests - Cheltenham
No reviews

Cottage ∙ 3 Bedrooms ∙ 8 Guests

cottage
This charming cottage is located on the edge of Cheltenham, within walking distance of the university grounds, pubs, and the town centre. The suburban setting provides a peaceful retreat while still being close to the action.
The cottage comfortably sleeps 8 guests in 4 bedrooms, making it ideal for families or groups of friends. It includes a well-equipped kitchen with a dishwasher, a private garden with a decking area and barbecue, and free Wi-Fi.
Appartement-de Luxe-salle De Bain Privée-vue Sur J - Cheltenham
9.9 196 reviews

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

apartment
This Regency-style Cheltenham apartment enjoys a central location, within walking distance of Cheltenham town centre and its festival venues.
The three-bedroom, two-bathroom flat offers a private garden with a six-seater hot tub, sleeps six guests, and includes a fully equipped kitchen with dishwasher, plus parking and Wi-Fi.
Footsteps From The Town & Parks (+ Hamper/parking) - Cheltenham
10 394 reviews

Footsteps From The Town & Parks (+ Hamper/parking)

apartment
This apartment is located in Little Portland, a central district in Cheltenham, just a short walk from Pittville Park and the town centre. It has excellent user, location, and cleanliness ratings.
The apartment has one bathroom and can accommodate up to four guests. It comes equipped with a fully fitted kitchen, a comfortable living space, and a range of amenities, including free parking, Wi-Fi, and a welcome food hamper.
Charming Two Bedroom Apartment In Fairview - Cheltenham
9.0 2 reviews

Charming Two Bedroom Apartment In Fairview

apartment, Gloucestershire
This Cheltenham apartment, near Cheltenham Racecourse, offers convenient access to Gloucester Docks and Gloucester Quays, and is a short distance from Elmore Court.
The two-bedroom flat sleeps four, includes a fully equipped kitchen with dishwasher and washing machine, a private balcony, and on-site parking.

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.

Cheltenham Stay In Fashionable Suffolks With Sky - Cheltenham
9.4 299 reviews

Cheltenham Stay In Fashionable Suffolks With Sky

apartment
Suitely - Patio Apartment - Cheltenham
No reviews

Suitely - Patio Apartment

apartment, Cheltenham
Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering - Cheltenham
9.0 4 reviews

Comfy Modern Townhouse/w Free Parking & Garden, Newly Refurbished, Self Catering

apartment, Cheltenham
5&6 North Place - Cheltenham
9.4 194 reviews

5&6 North Place

studio, 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.

Cheltenham, The Finest House In The Cotswolds! - Cheltenham
9.6 5 reviews

Cheltenham, The Finest House In The Cotswolds!

apartment

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.

Town Centre Apartment With Hot Tub - Cheltenham
9.4 3 reviews

Town Centre Apartment With Hot Tub

apartment, Cheltenham
Moderne-maison-salle De Bain Privée-vue Sur Rue - Cheltenham
9.8 58 reviews

Moderne-maison-salle De Bain Privée-vue Sur Rue

apartment
Beautiful Bath Road Retreat With Log Burner - Cheltenham
8.8 3 reviews

Beautiful Bath Road Retreat With Log Burner

apartment, Gloucestershire
Cheltenham Racing, Hill Views & Hens Cotswold Home - Cheltenham
9.8 39 reviews

Cheltenham Racing, Hill Views & Hens Cotswold Home

apartment

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.

Luxury Cabin With Hot-tub & Cold Plunge! - Cheltenham
8.5 56 reviews

Luxury Cabin With Hot-tub & Cold Plunge!

cabin, Cheltenham
The Greenway Hotel & Spa - Cheltenham
No reviews

The Greenway Hotel & Spa

resort, Shurdington
The Hyde | Private Hot Tub & Pool | Modern - Cheltenham
No reviews

The Hyde | Private Hot Tub & Pool | Modern

apartment
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

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.

Stylish Two Bed Cheltenham Retreat With Hot Tub - Cheltenham
No reviews

Stylish Two Bed Cheltenham Retreat With Hot Tub

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

Town Centre Oasis With Two Hot Tubs

apartment, Cheltenham
Cambray Apartment - Cheltenham
9.5 189 reviews

Cambray Apartment

apartment, Cheltenham
Sky Garden Cabin - Cabin In The Clouds - Cheltenham
9.3 11 reviews

Sky Garden Cabin - Cabin In The Clouds

cabin, Charlton Kings
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