
Vacation rentals in Cheltenham
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cheltenham
Guests agree: these stays are highly rated for location, cleanliness, and more.

Beautiful basement flat. Leckhampton, Cheltenham
Beautiful self contained basement flat with own entrance. Open plan living area with pull down ‘Murphy bed’ (please ask when booking if you would like to use this bed as it requires host assembly). Full kitchen-dishwasher,oven,microwave & washing machine. Bedroom with wardrobe, dressing table and king size bed- can be separated into 2 singles on request at time of booking. Wet room with shower. Shampoo,conditioner,shower gel and towels provided. Tea,coffee,milk and breakfast items provided.

Modern studio in the heart of Cheltenham
Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

Stunning Regency flat with parking town centre
This Beautiful Regency 1 bed apartment with 1 parking spot (available from 4pm check in to 12 noon check out please) is suitable for adults only. House is situated within walking distance of Cheltenham racecourse, all shops, parks, restaurants and theatres. It has been recently been refurbished . Lovely new carpets and furniture throughout…. Sitting room, kitchen are on one floor with a fabulous double bedroom and a lovely luxury bathroom with shower and large bath tub on the top floor.

The Garden House in Kingsholm, Gloucester
The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

Detached Garden Room in Cheltenham
Beautiful private garden studio, perfect for a couple for the races or weekend in Cheltenham or the Cotswolds. Continental breakfast included on the first day. Enjoy visiting one of the famous Cheltenham festivals. Private entrance with parking, patio, table & chairs. Opposite a great pub. 3.2 miles/9mins from Cheltenham racecourse. The hosts are very welcoming & are on hand to help with restaurant or bar recommendations. There’s so much to see & do in Cheltenham & the surroundings area.

Rosebank - Spacious apartment in Montpellier.
Welcome to Rosebank, a self-contained basement apartment with a spacious, homely and creative vibe. The bedroom has a king size sleigh bed. There is a private entrance at the front and access at the back to your own south facing courtyard. Where possible a free guest parking permit can be arranged. Montpellier is a vibrant and chic area with excellent restaurants, bars & boutique shops. Easy access to the outstanding cotswold countryside makes it the perfect location for holidays or work.

Bright spacious private annex in a great location
Bright and spacious private recently built self-contained annex within a friendly family home. Ideal quiet location, close to town, local amenities, bars and restaurants. Close to Bath Road, bus stops, hospital and train station. Separate entrance with key safe entry. Small new kitchen area with hob, fridge, microwave and kettle. Lounge area has large comfy sofa and TV. Views into a large garden with own seating on the decking. Comfy bed, own bathroom with shower. Off road free parking.

The Best address in Montpellier, Cheltenham
This wonderfully spacious apartment is situated in the heart of fashionable Montpellier where you will find an incredible array of Independent shops and prestigious eateries such as The Ivy ,Giggling Squid , The Daffodil and the renowned Michelin starred Le Champignons Savage,a new find is Kibousushi located about 200 metres from the apartment ,a new find for us and an amazing Japanese restaurant ,but you have to book in advance . The home of horse racing is just a 20 minute walk .

7 Diamond Jubilee, Cheltenham
Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

Central Regency basement flat with free parking
* Stylish, cosy and clean basement flat in a listed Regency townhouse * 5 minute walk to the heart of Cheltenham - The Prom * Great night’s sleep in a comfortable double bed * Living room with small dining table * Well-equipped kitchen * Separate bathroom with walk-in shower * Free wi-fi * Free parking right outside the flat * Sofa bed for 3rd guest if required (additional fee) * Ideal base for business/leisure, solo travellers or couples

Stylish apartment in the heart of Cheltenham
A chic stylish one bedroom apartment in a Victorian townhouse in the centre of Cheltenham with FREE PARKING. Perfectly located to experience all Cheltenham has to offer. A short walking distance to festival locations and the most popular bars and restaurants in Montpellier, The Suffolks, Bath Road and the Promenade. The racecourse is a 25 minute walk or 10 minutes by road. An ideal base for those travelling for business or pleasure.

Entire quiet flat town centre - Free parking
First floor refurbished flat accessible with lift, ideally situated a few steps away from the High Street and all commodities pubs restaurants shops. Very quiet flat days and nights (facing backyard). Modern and stylish kitchen with dining area. Sleeping arrangements: -Double bed with built-in wardrobes. -Living room with best quality convertible sofa. Free Wifi, large TV in the living room and bedroom with Netflix & Prime.
Popular amenities for Cheltenham vacation rentals
Stay near Cheltenham's top sights
Other great vacation rentals in Cheltenham

Regency Coach House Cheltenham

Apartment in the heart of Cheltenham/ Parking

Georgian stunning apartment - Cotswolds

Very welcoming central apartment
Superb 2 Bed Townhouse in Cheltenham, The Suffolks

Charming 1BR Cheltenham Apt,Sleeps 2, FREE parking

Guest house close to station

Studio apartment - The Citrine
When is the best time to visit Cheltenham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ488 | ﺩ.ﺇ474 | ﺩ.ﺇ731 | ﺩ.ﺇ510 | ﺩ.ﺇ536 | ﺩ.ﺇ566 | ﺩ.ﺇ514 | ﺩ.ﺇ529 | ﺩ.ﺇ507 | ﺩ.ﺇ514 | ﺩ.ﺇ518 | ﺩ.ﺇ529 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Frequently Asked Questions
How is the weather in Cheltenham?
Cheltenham experiences a temperate maritime climate with mild to warm summers averaging 70°F (21°C) and cool winters around 43°F (6°C). Expect the most rainfall in October and November.
What are some of the best things to do in Cheltenham?
Visitors to Cheltenham can explore the Regency architecture, soak in the vibrant arts scene at the Everyman Theatre, or enjoy a day in the gardens of Cheltenham Spa. Other popular activities include discovering local wildlife at the Cotswold Wildlife Park and exploring the Gloucestershire Warwickshire Steam Railway.
What is the best time of year to visit Cheltenham?
Cheltenham is often visited in March when it hosts the popular Cheltenham Festival, a four-day horse racing event. Additionally, the Cheltenham Literature Festival in October attracts many lovers of literature.
What are the best places to stay in Cheltenham?
Montpellier is a popular area with its boutique shops and Regency architecture. Another favourite is Tivoli, known for its traditional pubs and Victorian houses. The centre of Cheltenham is ideal for those wanting to stay within walking distance of the main attractions.
What are the best places to visit in Cheltenham?
Cheltenham has several popular places to explore. These include the Wilson Art Gallery and Museum, Cheltenham Town Hall, and the beautiful Montpellier District with its boutiques and cafes. Don't miss a stroll in the Pittville Park, home to the largest ornamental lake in Cheltenham.
What are some hiking trails in Cheltenham?
Cheltenham is a gateway to the Cotswolds, offering a variety of hiking trails. The Cotswold Way is a 100 mile (160 km) long trail that winds through picturesque villages and countryside. Moreover, the Leckhampton Hill and Charlton Kings Common trail is a favourite among locals.
What are some family activities to do in Cheltenham?
For family-friendly fun, the Cotswold Wildlife Park, the Jet Age Museum, and the Sandford Parks Lido, a heated outdoor swimming pool, are often recommended. Families also love exploring the interactive exhibits at the Wilson Art Gallery and Museum.
What are some of the best day trip ideas in Cheltenham?
From Cheltenham, visitors can easily explore the quintessential English countryside. Day trips to the nearby Cotswolds, Bourton-on-the-Water, known as the Venice of the Cotswolds, and the Roman city of Bath are frequently suggested.
How much does it cost to stay in cottage rentals in Cheltenham?
Experience the best of Cheltenham with our cottage rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What types of vacation rentals are available in Cheltenham?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Cheltenham. From over 760 house rentals, over 20 cottage rentals to over 350 apartment rentals, we've got you covered.
Quick stats about vacation rentals in Cheltenham

Total vacation rentals
Explore 1,600 vacation rentals in Cheltenham

Nightly prices starting at
Cheltenham vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 55,020 verified reviews to help you choose

Family-friendly vacation rentals
750 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 300 rentals that welcome pets

Rentals with dedicated workspaces
570 properties have a dedicated workspace

Wi-Fi availability
1,550 of Cheltenham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cheltenham rentals

4.8 Average rating
Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Rentals with a patio Cheltenham
- Serviced apartment rentals Cheltenham
- Private suite rentals Cheltenham
- Fitness-friendly rentals Cheltenham
- Apartment rentals Cheltenham
- Cottage rentals Cheltenham
- Rentals with a washer and dryer Cheltenham
- Family-friendly rentals Cheltenham
- Bed and breakfasts Cheltenham
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Rentals with breakfast Cheltenham
- Rentals with outdoor seating Cheltenham
- Villa rentals Cheltenham
- Rentals with a fireplace Cheltenham
- Rentals with a hot tub Cheltenham
- Townhouse rentals Cheltenham
- Rentals with lake access Cheltenham
- Condo rentals Cheltenham
- Rentals with an EV charger Cheltenham
- Rentals with a fire pit Cheltenham
- Guesthouse rentals Cheltenham
- Pet-friendly rentals Cheltenham
- Cabin rentals Cheltenham
- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Lacock Abbey
- Royal Shakespeare Theatre
- Dyrham Park
- Manor House Golf Club
- Painswick Golf Club
- Eastnor Castle