Condo vacation rentals in Cheltenham

Find and book unique condos on Airbnb

Top-rated condo rentals in Cheltenham

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

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Top guest favorite
Condo in Tetbury
4.98 out of 5 average rating, 284 reviews

Luxury, Grade II historic, dog-friendly & garden

- Gorgeous, romantic 300 year old, Grade II listed property in central Tetbury for two - No extra cleaning fees - Stylish, luxury apartment & garden - Spacious rooms, super-king bed, 400+ Egyptian cotton bedding - Large walk-in shower, fully appointed chef's kitchen - Enjoy a book from our library & views over the Green - Historic street close to restaurants, bars & antiques shops - Al-fresco dine in our secure garden & relax around the firepit - Next to fabulous countryside walks and cycle path

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.
Condo in Henleaze
4.88 out of 5 average rating, 362 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.

Top guest favorite
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.
Condo in Gloucestershire
4.99 out of 5 average rating, 123 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.

Top guest favorite
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.
Condo in Henleaze
4.96 out of 5 average rating, 354 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.

Guest favorite
A light and airy bedroom features a spacious bed dressed with soft linens and decorative pillows. Natural light enters through a window, highlighting a small seating area with a plush cushion. A woven light fixture adds an element of texture to the room.
Condo in Great Malvern
4.85 out of 5 average rating, 419 reviews

Beautiful Apartment in the Heart of Great Malvern

Your home from home in Malvern. A stunning place in a peaceful garden with private entrance and sunny patio, a view of the Hills and right in the centre of Great Malvern Enjoy contemporary design in a light and comfortable space of your own whilst visiting Malvern. A king size bed, 100% cotton bedlinen, roll-top bath, rain shower and all ammenities you'll need will make your stay feel luxurious. You'll also have your own parking space on the private driveway for ease upon arrival.

Top guest favorite
A bright kitchen is equipped with modern appliances, including a gas stove and dishwasher. A round table with a polka-dot tablecloth for four is positioned beside a window, while decorative bunting adds a quaint touch to the space.
Condo in Henleaze
4.98 out of 5 average rating, 369 reviews

Footsteps from the town & parks (+ hamper/parking)

Little Portland is a central 700 sq ft self-contained Grade-II apartment moments from the heart of town & Pittville Park (a historic area, with two lakes, cafes and a kids' play area). People come to visit the town, races, festivals or Cotswolds. Parking centrally can be tricky so we offer guests two free parking permits. You'll also receive a food hamper with pain au chocolat, fruit, milk & juice. All the income we earn from the Airbnb supports a peace building charity we run.

Top guest favorite
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.
Condo in Henleaze
4.94 out of 5 average rating, 127 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

Guest favorite
A modern living room features a comfortable white leather sectional sofa, facing a large wall-mounted television. A sleek coffee table is placed on a soft black rug, complemented by a stylish floor lamp. Natural light streams in through large windows, framed with patterned curtains.
Condo in Henleaze
4.9 out of 5 average rating, 155 reviews

Beautiful & Vast Central Apartment Free Parking

Welcome to my spacious apartment within Montpellier! This exceptional ground floor living space offers a comfortable and inviting atmosphere, providing you with the perfect place to call home. Located in a desirable neighborhood, this apartment is conveniently situated close to a variety of dining, shopping, and entertainment options. With easy access to major transportation routes, you'll have no trouble exploring the surrounding area and beyond

Top guest favorite
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.
Condo in Henleaze
4.92 out of 5 average rating, 233 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.

Guest favorite
A bright sleeping area features a spacious bed dressed in white linens, accented by decorative pillows. A nightstand with a lamp is positioned beside the bed. Large windows allow natural light to stream in, with sheer curtains partially obscuring the view.
Condo in Henleaze
4.94 out of 5 average rating, 128 reviews

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.

Top guest favorite
Condo in Henleaze
4.96 out of 5 average rating, 147 reviews

Spacious 1 bedroom apartment with free parking

Ideally located within easy walking distance of Cheltenham town centre and the Cheltenham Racecourse. This recently refurbished apartment offers a comfortable private living space within a large regency house. I sometimes co-host with my son Patrick, husband John and daughter Rachel. We will consider up to 4 guests as we can replace the sofa with two single beds, please contact us to discuss before you request to book.

Top guest favorite
The exterior of a charming Grade II listed villa is visible, featuring white façade and decorative elements. A small garden area presents lush greenery, while a set of steps leads to the front door. Large windows allow natural light to brighten the entrance.
Condo in Henleaze
4.98 out of 5 average rating, 529 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.

Popular amenities for Cheltenham condo rentals

When is the best time to visit Cheltenham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,669 GYDG$24,417 GYDG$36,312 GYDG$26,712 GYDG$27,756 GYDG$26,921 GYDG$27,756 GYDG$28,382 GYDG$27,965 GYDG$26,504 GYDG$26,504 GYDG$27,547 GYD
Avg. temp5°C5°C7°C9°C12°C15°C18°C17°C15°C11°C7°C5°C

Quick stats about condo rentals in Cheltenham

  • Total vacation rentals

    Explore 120 vacation rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham vacation rentals start at G$8,348 GYD per night before taxes and fees

  • Verified guest reviews

    Over 8,450 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Cheltenham vacation rentals include wi-fi 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

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