Apartment holiday rentals in Cheltenham

Find and book unique apartments on Airbnb

Quick stats about apartment rentals in Cheltenham

  • Total holiday rentals

    Explore 110 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Cheltenham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cheltenham rentals

  • 4.9 Average rating

    Cheltenham stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Cheltenham’s top spots include Cheltenham Racecourse, Pittville Park and Everyman Theatre

Top-rated apartment rentals in Cheltenham

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

1 of 1 pages1 / 1
Superhost
A modern kitchen space features sleek white cabinets and an integrated oven. A wooden countertop provides an inviting area for meal preparation, while stainless steel appliances complement the clean design. Natural light enters through a nearby window, enhancing the bright and functional atmosphere.
Apartment in Cheltenham
4.87 out of 5 average rating, 396 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. 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.

FamilyValueTV

Superhost
An open-plan living space features a striking loft with a glass design above a cozy seating area. A patterned sofa and a coffee table sit on a red rug. A staircase leads to the loft, while the kitchen area is visible in the background.
Apartment in Cheltenham
4.94 out of 5 average rating, 185 reviews

Pittville Loft - 5* Free parking no cleaning fee

The hidden gem of hidden gems. Our beautiful apartment is nestled in a quiet private mews lane - close to all you need and want in central Cheltenham. Free Parking inc Pittville Loft is perfectly situated for couples, young families, small groups of friends and single people traveling for business or pleasure. Within easy walking distance to the festival sites and the racecourse. Quirky and unique, Pittville Loft combines all modern conveniences with stylish vintage style and industrial chic.

ValueLocationCheck-in

Guest favourite
The Everyman Theatre is depicted with its grand façade illuminated warmly, showcasing intricate architectural details and arched windows. A covered entrance leads to the main door, framed by decorative lighting features. The vibrant brick exterior highlights the historic charm of this cultural venue.
Apartment in Cheltenham
4.82 out of 5 average rating, 347 reviews

2 Double bedroom flat in the heart of cheltenham

Nicely decorated and comfortably furnished. Great bars, cafes and restaurants on the door step.1 minute walk to Cheltenham's main shopping and the Everyman Theatre where you can enjoy ballet, opera, comedy and musical events. 5 minute walk to Literature, Jazz, science and food festival venues. Within walking distance of Pittville Pump room, the largest Spa building and Cheltenham's Racecourse. This flat is ideal for people who want to be in the town centre to enjoy the day and evening life.

ValueLocationSleep quality

Top guest favourite
Apartment in Cheltenham
4.97 out of 5 average rating, 183 reviews

Regency Apartment | Free Parking | Walk to Town

Ideally located within walking distance of Cheltenham town centre and the racecourse, this recently refurbished apartment offers a comfortable private living space within a large Regency house. Perfect for couples, the apartment sleeps 2, with space for up to 4 using additional single beds if required. Please contact us before booking if you would like the single beds prepared. I co-host with my son Patrick, husband John and daughter Rachel, and we’re always happy to help during your stay.

LocationValueParks

Guest favourite
A cozy corner of the living area features a modern black seat positioned near a rustic brick fireplace. A clock with Roman numerals sits above the fireplace, which holds a warm fire. Stacked firewood rests beside it, accompanied by a large window letting in natural light.
Apartment in Cheltenham
4.88 out of 5 average rating, 200 reviews

Intriguing Apartment in Regency Villa

An intriguing designed and modern 91 square metre apartment in a Regency Villa. With designer furnishings, and stunning limestone flooring. The apartment has been renovated to a pristine standard with feature lighting. Located on the prestigious Montpellier Terrace, the apartment looks onto the famous Cheltenham festivals in Montpellier gardens, and is within a small walking distance to all the Restaurants and Bars that the central and stylish Montpellier district of Cheltenham has to offer.

ValueLocationTV

Top guest favourite
A spacious courtyard is surrounded by charming red brick buildings, with large arched openings and windows. A central fountain is featured, set within well-kept greenery. The sky is clear and blue, complementing the peaceful setting.
Apartment in Gloucestershire
4.99 out of 5 average rating, 142 reviews

Unique Courtyard Apt, walk to 3 Choirs Vineyard

Appledeck is a stylish 1 bedroom unique apartment set in the grounds of an historic 1000 year old house & located within a stunning stable courtyard & fountain. Ideal for walkers, cyclists, visitors & close to the beautiful Wye Valley, Forest of Dean, counties of Glos, Worcs, Herefordshire and Wales. Explore the ancient market towns of Ledbury & Ross On Wye plus beautiful spa towns of Malvern & Cheltenham. Just a short stroll away from the award winning “Three Choirs Vineyard" & brassiere.

LocationValueBathroom

Guest favourite
A cozy living room is presented with light-colored furnishings. A plush sofa complements the wooden coffee table, while a flat-screen TV sits to one side. The room is illuminated by natural light from the window, adorned with soft drapes, and features a decorative fireplace.
Apartment in Cheltenham
4.95 out of 5 average rating, 410 reviews

MontpellierCourtyard Apt,parking for 1 car.Sleeps4

Our courtyard apartment is set right in the heart of beautiful Regency Montpellier. Home to countless restaurants, bars and boutiques, there is something for everyone. Located directly behind the vibrant Suffolk Parade, with its eclectic mix of Independent shops, galleries and bars. It 's a 2 minute walk to Montpellier Gardens, home of some of the Festivals that Cheltenham is renowned for. Imminently approaching is The Food & Drink Festival, followed by The Jazz Festival in early July.

FamilyValueHeating

Superhost
A cozy living area features a deep red sofa adorned with patterned cushions, positioned against light grey walls. A reflective mirror hangs above a traditional fireplace. A soft area rug covers the floor, complemented by a warm table lamp casting a gentle glow.
Apartment in Cheltenham
4.88 out of 5 average rating, 147 reviews

Stylish, town centre apartment with free parking

Fantastic location for a city centre stay. Beautiful, regency apartment, with original Georgian features, spacious rooms and luxury interior. Town centre location, 5 minute walk to John Lewis. Also walking distance to Cheltenham Racecourse. The apartment is fully equipped with Wi-Fi, fully heated and powerful water pressure! There are two bedrooms, a fully equipped kitchen, one bathroom, one luxury en-suite, This is a perfect base from which to explore Cheltenham and the Cotswolds.

FamilyLocationAccess

Top guest favourite
A large, pale yellow building is featured with a grand entrance and multiple windows. A flowering tree with pink blossoms is visible in the foreground, surrounded by a gravel pathway and well-maintained greenery, enhancing the inviting exterior of the property.
Apartment in Cheltenham
4.94 out of 5 average rating, 174 reviews

Cosy Cheltenham Hideaway

We love to welcome guests to our home and offer a large self-contained Lower Ground Floor 1 bed apartment, with its own front door, allowing guests to come and go as they please. The property has a kitchen dinner, with microwave for convenience. A large sitting room with 42” TV. There is also a log burner which guests are welcome to use. The bedroom has a new Hypnos mattress. Finally there is bathroom with walkin shower. There is also secure off-street parking on the drive

FamilyValueOutdoor spaces

Top guest favourite
The entrance of a historical building showcases a bright yellow door flanked by decorative wrought iron balconies. Potted plants are positioned on either side of the entrance, complementing the stone facade. Steps lead to the front door, framed by classic wrought iron fencing.
Apartment in Cheltenham
4.95 out of 5 average rating, 169 reviews

Regency flat, private courtyard, free parking

A beautiful recently renovated Regency flat in a grade II* building. We are 5 minutes walk to the city centre and 25 minutes to the Racecourse. The flat has its own front door and private courtyard. Virgin VIP package and high speed broadband plus Sky & BT Sports. One kingsize bed with soft linen sheets, plus one sofa bed for additional guests (book for 3 if you want the sofa bed). Well equipped kitchen. Separate shower room (off living room). Free parking nearby. Nest heating.

FamilyValueCleanliness

Guest favourite
A comfortable bedroom is highlighted by a spacious bed with a light-grey headboard. Decorative pillows add texture. Two bedside lamps provide soft illumination. Artwork featuring a tree and Cheltenham-themed prints adorn the walls, contributing to a cozy and inviting ambiance.
Apartment in Cheltenham
4.91 out of 5 average rating, 258 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.

FamilyValueDecor

Top guest favourite
A modern lounge area features a sectional sofa adorned with cushions, placed next to a light hardwood floor. Natural light pours in through large windows, highlighting a stylish kitchen with stainless steel appliances and contemporary fittings in the background. A vibrant artwork adorns the wall.
Apartment in Cheltenham
4.99 out of 5 average rating, 141 reviews

Central Cheltenham Apt · Free Parking · Grade II

Enjoy a luxurious stay in a characterful Grade II listed building — formerly the 'Dobells' public house — in the very heart of Cheltenham. The Promenade, restaurants, cafés and shops are seconds from your door, and your own private parking space is included — a rare bonus this central. Perfect for a weekend escape, a working week or a longer stay.

FamilyValueWalkability

Popular amenities for Cheltenham apartment rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$179 SGD$173 SGD$248 SGD$177 SGD$184 SGD$180 SGD$170 SGD$174 SGD$171 SGD$174 SGD$173 SGD$187 SGD
Avg. temp5°C5°C7°C9°C12°C15°C18°C17°C15°C11°C7°C5°C