Holiday houses in Cheltenham

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Top-rated holiday rentals in Cheltenham

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Guest favourite

Apartment in Gloucestershire

4.98 out of 5 average rating, 170 reviews

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.

24 Sept – 1 Oct

$1,255 AUD total

Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 146 reviews

Best located Flat in Cheltenham + Free Parking

Luxury, modern, 5* apartment in the heart of Montpellier, Cheltenham. Centrally located, just a minutes walk from Cheltenham’s prestigious shopping on The Promenade. Montpellier bustles with bars & restaurants including The Ivy and 131. The apartment is set back off Montpellier Street in The Courtyard so has more privacy. A huge benefit is the free of charge, private parking space. If you’re here for one of Cheltenham’s festivals Imperial Gardens and Montpellier Gardens are opposite the flat.

6 – 13 Dec

$1,521 AUD total

Guest favourite

Home in Gloucestershire

4.98 out of 5 average rating, 109 reviews

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.

23 – 30 Aug

$1,773 AUD total

Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 224 reviews

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

$94 AUD per night

Guest favourite

Condo in Gloucestershire

4.97 out of 5 average rating, 149 reviews

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.

19 – 26 Nov

$1,125 AUD total

Guest favourite

Condo in Gloucestershire

4.88 out of 5 average rating, 218 reviews

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. 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.

12 – 19 Jan

$860 AUD total

Guest favourite

Apartment in Cheltenham

4.83 out of 5 average rating, 292 reviews

Self contained studio apartment close to town

This self contained studio flat is close to the town centre, racecourse, restaurants, nightlife, and countryside. There is off road private parking, a small but fully equipped kitchen and a shower-bathroom. It is ideal for couples, solo adventurers, and business travellers, especially those working on contracts in the area. I provide tea,coffee, milk etc there are also all the basics. Iron and hairdryer are also provided.

16 – 23 Apr

$537 AUD total

Guest favourite

Apartment in Gloucestershire

4.97 out of 5 average rating, 170 reviews

Self-contained basement flat in regency home

Refurbished basement flat in grade 2 listed regency terraced house. Central Cheltenham location, walking distance to all local festivals, shopping, pubs and restaurants. Modern, light and spacious accommodation with private access and patio terrace via the bedroom. Good size bathroom with bath and walk-in shower. There is no separate kitchen but an area containing a fridge, microwave, kettle & toaster.

31 May – 7 June

$1,086 AUD total

Guest favourite

Guesthouse in Cheltenham

4.87 out of 5 average rating, 453 reviews

Self-contained unit, parking & 3 mins walk to town

Period apartment with own private access, feature fireplace with wood-burning stove and black beams in ceiling. Modern kitchen and ensuite wet room. Fully equipped with all necessary kitchen equipment and toiletries. Use of private courtyard garden with table and chairs. Off street parking on drive. At end of quiet cul-de-sac next to beautiful park. Very peaceful with no traffic noise. Very comfy bed!

4 – 11 Aug

$1,249 AUD total

Guest favourite

Apartment in Gloucestershire

4.95 out of 5 average rating, 111 reviews

Gorgeous Georgian Cheltenham Flat

Ensuite bedroom and large living room dining area. Free Parking, on a private driveway. 15 mins walk to Cheltenham Town Hall. The house was built in 1835 and converted in 2017. This basement flat is in a great location, just off Bath Road. The property offers excellent modern accommodation with open plan lounge, dining room & full working kitchen. Separate double bedroom and ensuite bathroom.

28 June – 5 July

$1,132 AUD total

Guest favourite

Apartment in Cheltenham

4.98 out of 5 average rating, 126 reviews

Garden flat close to town centre and Montpellier

This attractive self-contained flat is the lower ground floor of an elegant Grade 11 listed house, centrally located in a quiet road in the Suffolks, close to Montpellier's beautiful parks, eateries and shops. It has its own entrance through the small courtyard garden. There is free on-street parking closeby. Cheltenham Spa railway station is a 20 minute walk or a five minute taxi ride away.

16 – 21 June

$1,029 AUD total

Guest favourite

Apartment in Gloucestershire

4.88 out of 5 average rating, 234 reviews

Luxury garden flat in the heart of Cheltenham

A beautifully decorated, centrally located garden apartment within a traditional Regency townhouse. Perfect for couples, small families or groups of friends to explore the Cotswolds or attend the various Cheltenham festivals. Private off-road parking, cosy furnishings and a 5 minute walk to Montpellier and the Promenade make the Garden Flat a convenient and comfortable stay

4 – 11 July

$1,417 AUD total