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.

Elliot Oliver - Stunning 4 Bedroom Home With Parking In Cheltenham - Cheltenham
9.4 17 reviews

Elliot Oliver - Stunning 4 Bedroom Home With Parking In Cheltenham

house, Cheltenham
This four-bedroom family home is located in Cheltenham, 14.8 kilometres from Kingsholm Stadium and 12.6 kilometres from Sudeley Castle.
This detached house accommodates up to 13 guests, offering complimentary Wi-Fi, private parking, and a fully equipped kitchen, with check-out between 08:00 and 10:00 AM.
Margaret's Quattro By Fortuna Property Portfolio - Cheltenham
9.1 80 reviews

Margaret's Quattro By Fortuna Property Portfolio

apartment, Cheltenham
Margaret's Quattro is a self-catering apartment in Cheltenham, located a short distance from the town centre and just 14 kilometres from Sudeley Castle.
This two-bedroom apartment offers 53 square metres of space, a fully equipped kitchen, free Wi-Fi, and private parking.
Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Ga - Cheltenham
9.8 2 reviews

Comfy 2-bedroom Townhouse Featuring A Fireplace, Private Entrance, Equipped Kitchen, Terrace With Ga

house, Cheltenham
Holiday house rental with an excellent rating of 98% based on 2 reviews. You will be in Cheltenham.
Services and facilities include a washing machine, an iron and a kitchen. Take advantage of the Free Parking with this accommodation.
3. Perfect For Longer Term Work Related Stay. - Cheltenham
9.3 3 reviews

3. Perfect For Longer Term Work Related Stay.

apartment
This Cheltenham apartment, situated in a quiet residential area a short walk from Gloucestershire University Park Campus and Cheltenham General Hospital, offers easy access to local amenities and major attractions including GCHQ (a 1.6km bus ride).
The first-floor flat features a private rooftop garden, sleeps two guests, includes a well-equipped kitchen and shared laundry facilities, and benefits from unrestricted on-street parking.

Best Cheltenham holiday rentals with air conditioning

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.
The Snug | 2 Bed Retreat In Cheltenham | Wi-fi - Cheltenham
9.4 7 reviews

The Snug | 2 Bed Retreat In Cheltenham | Wi-fi

apartment
This Cheltenham apartment is located a short walk from Cheltenham town centre and Waitrose supermarket, with Churchill Gardens directly opposite.
The self-catering property offers two double bedrooms, a modern bathroom with a downstairs WC, and a spacious open-plan kitchen/dining/living area, accommodating up to four guests and including free on-street parking, air conditioning, and Wi-Fi.
Luxurious 1 Bed Detached Home With Gated Parking - Cheltenham
9.7 239 reviews

Luxurious 1 Bed Detached Home With Gated Parking

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.
45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests - Cheltenham
No reviews

45 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests

apartment
This two-bedroom flat is located in a peaceful residential area of Great Britain, a short walk from a bus stop and a nearby park.
This 45 square meter flat offers air conditioning, a fully equipped kitchen, and comfortable sleeping arrangements for up to six guests, with two double beds and a double sofa bed.

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

Albert House - 3 Beds, Central & Racecourse! - Cheltenham
10 1 review

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).
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.
5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3 - Cheltenham
No reviews

5 Bed - Quiet Twin Homes: 5 Beds, 3 Baths & Parking For 3

house, Gloucestershire
This five-bedroom Cheltenham house, situated in central Cheltenham, Gloucestershire, is conveniently located 13.5 km from Kingsholm Stadium and 14.6 km from Gloucester Cathedral.
The 167 square metre property boasts three bathrooms, sleeps 23 guests, offers free Wi-Fi, private parking, a garden, and a fully equipped kitchen with a dishwasher and microwave.
Apartment ∙ 2 Bedrooms ∙ 4 Guests - Cheltenham
No reviews

Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment
This 2-bedroom flat at 54C Grosvenor Street, Great Britain, is centrally located, offering easy walking access to all parts of town and convenient proximity to bus routes D and E, along with frequent rail links.
This family-friendly residence accommodates up to 4 guests, featuring a modern kitchen with a fridge, microwave, and dishwasher, a generous living area with a smart TV, a bathroom with a shower over the bath, and a balcony accessible from both bedrooms, complemented by high-speed broadband and private parking.

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.

Modern 4 Bedroom 4 Bathroom Home In Cheltenham - Cheltenham
9.4 119 reviews

Modern 4 Bedroom 4 Bathroom Home In Cheltenham

house, Cheltenham
This modern four-bedroom property is situated in Cheltenham, a short drive from Sudeley Castle and Eastnor Castle. The house has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The house offers 93 square metres of space, accommodating up to 10 guests across four bedrooms. It features a fully equipped kitchen, a garden, a terrace, and parking, providing everything you need for a comfortable and enjoyable stay.
Vibrant 4br | 2 Bath | Home | Cntr Cheltenham - Cheltenham
No reviews

Vibrant 4br | 2 Bath | Home | Cntr Cheltenham

house, Cheltenham
This four-bedroom property is situated in Montpellier, providing easy access to local amenities and the town centre of Cheltenham.
This 1184 square meter residence offers ample space with four bedrooms and two bathrooms, featuring a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside on-site parking and spa facilities.
Jing House - A Beautiful Two Bedroom Home - Cheltenham
No reviews

Jing House - A Beautiful Two Bedroom Home

apartment, Gloucestershire
This two-bedroom home in Cheltenham, Gloucestershire, is conveniently located for access to Gloucester Quays and Docks, and is within easy reach of Cheltenham Racecourse and Petersfield Park.
This family-friendly property accommodates up to four guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, along with a garden and terrace.
Longworth Villa In Cheltenham - Cheltenham
9.6 27 reviews

Longworth Villa In Cheltenham

house
Longworth Villa is a large Victorian house located in the heart of Regency Cheltenham, just a 5-minute walk from Cheltenham Spa Train Station and the town centre. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious villa can comfortably accommodate up to 16 guests in its 8 double bedrooms, most of which have en-suite bathrooms and TVs. Guests can enjoy a private basement bar, a cinema room, a quiet garden with a hot tub, and a range of additional services such as silver service dining, spa treatments, and wine/champagne tasting.

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.

The Cheltenham Suites - Stunning 2 Bed Apartment - Cheltenham
No reviews

The Cheltenham Suites - Stunning 2 Bed Apartment

apartment, Cheltenham
Rivendell Annex Close To Cheltenham - Cheltenham
9.9 541 reviews

Rivendell Annex Close To Cheltenham

apartment
Lovely 2-bed Home Right By Cheltenham Racecourse - Cheltenham
9.3 6 reviews

Lovely 2-bed Home Right By Cheltenham Racecourse

house, Cheltenham
Regency Apartment In The Centre Of Cheltenham. - Cheltenham
9.9 153 reviews

Regency Apartment In The Centre Of Cheltenham.

apartment

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.

Charming 2-bedroom Flat By Signature Stays - Central Cheltenham - Spacious - Cheltenham
No reviews

Charming 2-bedroom Flat By Signature Stays - Central Cheltenham - Spacious

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.

Cheltenham Downtown Parking Self Check-in - Cheltenham
9.6 31 reviews

Cheltenham Downtown Parking Self Check-in

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

Sky Garden Cabin - Cabin In The Clouds

cabin, Charlton Kings
Fountain View At Regency 24 - Cheltenham
8.0 16 reviews

Fountain View At Regency 24

apartment, Cheltenham
Lovely 2-bed-maison-salle De Bain Privée - Cheltenham
9.4 27 reviews

Lovely 2-bed-maison-salle De Bain Privée

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
Cheltenham's Most Luxurious House - Beautiful Hot Tub & Indoor Pool - Cheltenham
9.8 5 reviews

Cheltenham's Most Luxurious House - Beautiful Hot Tub & Indoor Pool

house, Charlton Kings
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.

Villa ∙ 5 Bedrooms ∙ 10 Guests - Cheltenham
No reviews

Villa ∙ 5 Bedrooms ∙ 10 Guests

house, Shurdington
Stunning Five Bed Detached Home With Hot Tub - Cheltenham
No reviews

Stunning Five Bed Detached Home With Hot Tub

house, Cheltenham
Stylish Two-bed Cheltenham Retreat With Hot Tub - Cheltenham
No reviews

Stylish Two-bed Cheltenham Retreat With Hot Tub

apartment, Cheltenham
Gloucester Place Townhouse Apartment. Hot Tub - Cheltenham
No reviews

Gloucester Place Townhouse Apartment. Hot Tub

house, Cheltenham
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