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Apartment vacation rentals in Cheltenham

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Top-rated apartment rentals in Cheltenham

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

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Top guest favorite
The exterior of a charming brick building is displayed, featuring a symmetrical design with large windows framed in white. A subtle front door with a circular window is central, flanked by neatly arranged planters and greenery, creating a welcoming presence.
Apartment in Henleaze
4.98 out of 5 average rating, 211 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.

Top guest favorite
Apartment in Henleaze
4.93 out of 5 average rating, 217 reviews

Elegant regency garden flat with parking

This property is located conveniently in the centre of Cheltenham Spa town, with one parking space. Available from 4pm check in. To 12 noon check out only. The location is very convenient for sight seeing and business trips alike. Two minutes walk to the town centre, restaurants and bars, but tucked away from noise. This property also benefits from spacious rooms and a secluded, private patio garden leading off of the master bedroom. The TV is connected by Wi-Fi to various apps and stations

Guest favorite
A self-contained studio flat features a spacious bed with colorful bedding and freshly folded towels placed on top. A cozy sofa complements the room, with a large window allowing natural light to fill the space. A small alcove with a mirror is positioned nearby.
Apartment in Henleaze
4.86 out of 5 average rating, 133 reviews

New Town Centre Studio Flat

Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).

Guest favorite
A modern living area features a cozy grey sofa adorned with soft pink cushions, complemented by a comfy armchair with a decorative throw. A round mirror is positioned on the wall, while framed artwork adds a touch of sophistication. Warm lighting extends across the space.
Apartment in Henleaze
4.92 out of 5 average rating, 209 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.

Top guest favorite
Apartment in Henleaze
5 out of 5 average rating, 134 reviews

Rosebank - Stylish 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.

Guest favorite
The exterior of a large Regency villa is presented, showcasing its elegant white façade and grand entrance steps. Lush greenery surrounds the building, with trees and well-kept shrubs enhancing the tranquil setting. A private parking area is visible in the foreground.
Apartment in Henleaze
4.91 out of 5 average rating, 358 reviews

Stunning Regency Retreat; pool, garden and parking

A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

Top guest favorite
A well-maintained building is seen from the street, featuring large windows and a welcoming entrance. Leafy trees line the sidewalk, providing greenery. The sunny sky adds brightness to the scene, while people can be seen enjoying the outdoor space nearby.
Apartment in Henleaze
4.93 out of 5 average rating, 238 reviews

Luxury spacious Two Bedroom Apartment, Montpellier

A luxurious spacious apartment is on the main street of Montpellier. It is quiet, being away from main roads, but in just a few steps downstairs you are on the lovely shopping street with galleries, cafes, restaurants and bars. A short stroll to the parks and shops in the centre of Cheltenham it is an ideal place to explore this lovely Cotswold town. The apartment is beautifully fitted with 2 bedrooms and 2 bathrooms. There is an allocated parking space at the back of the apartment

Top guest favorite
A seating area is furnished with a dark grey sofa and wooden coffee table, positioned on a patterned rug. Four dining chairs surround a wooden dining table. Light streams through two windows, complemented by burgundy curtains. A wall-mounted television is installed above the decorative media unit.
Apartment in Henleaze
4.96 out of 5 average rating, 246 reviews

Montrose Lodge Regency Apartment, free parking(x2)

A beautifully refurbished Regency-style apartment in a superb central location. With permit street parking included for 2 vehicles within zone 1, extended parking times are available on request. The accommodation has been renovated to a high standard, featuring high ceilings, elegant period detailing, and a spacious, light-filled interior. Just a short walk to Montpellier and the Imperial Gardens, the perfect base to explore wonderful Cheltenham and all it has to offer.

Guest favorite
A spacious living area features large windows that allow ample natural light. Two comfortable sofas and a wooden coffee table are arranged around a neutral carpet. A decorative fireplace and shelving with books create an inviting atmosphere. Warm lighting from a table lamp enhances the cozy setting.
Apartment in Henleaze
4.94 out of 5 average rating, 162 reviews

Beautiful Apartment close to town centre

Glorious Regency apartment in the heart of Cheltenham. 1 mile from the famous racecourse, 3 mins walk from the jazz/literary festivals and popular 'Montpellier', coffee shops and wine bars. Secure parking, the spacious first floor apartment combines traditional features with modern facilities. Enjoy breakfast in the great kitchen, sleep well in the quiet bedrooms or relax in the cosy living area. Perfect for romantic breaks but also infant and child friendly.

Top guest favorite
A bright bedroom features a comfortable double bed with decorative cushions arranged on top. Two neatly rolled towels are placed on the bed. A wooden bedside table with a lamp stands next to the bed, while floral wallpaper and a decorative mirror enhance the space.
Apartment in Henleaze
4.92 out of 5 average rating, 319 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

Top guest favorite
A cozy living area features a gray sofa with patterned cushions, positioned beside a modern fireplace. A low coffee table holds fresh fruit, while bookshelves line the walls. Natural light enters through windows covered by blinds, enhancing the bright and inviting space.
Apartment in Henleaze
4.98 out of 5 average rating, 226 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.

Top guest favorite
A comfortable living area features a soft beige sofa and armchairs, complemented by a wooden dining table with stools. Natural light filters in through a window, highlighting the neutral decor and inviting furnishings.
Apartment in Henleaze
4.95 out of 5 average rating, 171 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.

Popular amenities for Cheltenham apartment rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,851 GYDG$23,223 GYDG$36,194 GYDG$25,315 GYDG$26,989 GYDG$28,244 GYDG$28,244 GYDG$28,244 GYDG$26,780 GYDG$27,407 GYDG$28,453 GYDG$29,081 GYD
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Quick stats about apartment rentals in Cheltenham

  • Total vacation rentals

    Explore 350 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 14,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    340 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