Holiday houses in Cheltenham

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Top-rated holiday rentals in Cheltenham

Guests agree: these stays are highly rated for location, cleanliness and more.

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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.

13–20 May

$180 NZD per night

Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 145 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.

12–19 Dec

$239 NZD per night

Guest favourite

Home in Gloucestershire

4.98 out of 5 average rating, 108 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

$278 NZD per night

Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 223 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

$103 NZD 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.

8–15 Aug

$172 NZD per night

Guest favourite

Guesthouse in Cheltenham

4.97 out of 5 average rating, 231 reviews

Private Annexe - double bedroom with en-suite

A detached annexe in Cheltenham with double bedroom and en-suite bathroom, this newly refurbished self-contained property has a private entrance via side gate and free on road parking. There are tea and coffee making facilities, mini fridge, flat screen smart TV and free Wi-Fi. 5 mins walk from Cheltenham train station - on race days there is a free shuttle from the station to the racecourse. Prices vary depending on time of year.

30 Aug – 6 Sep

$155 NZD per night

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 Jun

$140 NZD per night

Guest favourite

Apartment in Cheltenham

4.83 out of 5 average rating, 291 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.

2–9 Dec

$84 NZD per night

Guest favourite

Guesthouse in Cheltenham

4.87 out of 5 average rating, 452 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!

11–18 Jul

$196 NZD per night

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

6–13 May

$222 NZD per night

Guest favourite

Home in Leckhampton

4.89 out of 5 average rating, 157 reviews

A Unique, Spacious & Modern Cheltenham Hideaway

This quirky red brick 18th century coach house has been finished to a high standard, offering a luxurious hideaway on a quiet lane in Leckhampton. Just one street away from the bustling Bath Road high street, you can easily walk to the local cafes, shops, bars, boutiques and restaurants. The Coach House is a fabulous hidden retreat for those wanting to visit Cheltenham.

19–26 Dec

$221 NZD per night

Guest favourite

Condo in Cheltenham

4.98 out of 5 average rating, 451 reviews

Beautiful Two Bedroom Apartment

A spacious, 1000 sq ft / 92 sqm, two double bedroom apartment, taking up the entire lower ground floor of a beautiful Grade II listed Villa in central Cheltenham. Self contained, it has its own entrance, two bedrooms, a separate kitchen, separate sitting room, and bathroom with shower. It also has super fast 150mb wifi broadband.

24 Nov – 1 Dec

$303 NZD per night