Condo vacation rentals in Cheltenham

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Top-rated condo rentals in Cheltenham

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

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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 bedroom is presented with a large bed adorned with soft bedding, accented by two bedside lamps. A cozy chair is positioned nearby, and a patterned rug spans the floor, adding warmth. Fresh towels are neatly arranged for convenience.
Condo in Henleaze
5 out of 5 average rating, 113 reviews

Luxury spacious Apartment central Cheltenham

Festival Lodge is now a firm favourite spacious luxury basement apartment in a beautiful large Grade II listed Regency Home. Situated in a brilliant location in central Cheltenham (Montpellier), less than 2 minutes walk from restaurants, wine bars, boutique shops, parks and Cheltenham Festival events. Also walkable to the Cheltenham Race course and station. Our luxury welcome pack includes wine, complimentary tea, coffee, milk, eggs and bread, breakfast cereal and jam. Secure offroad parking.

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, 124 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.

Superhost
An open-plan living area features a spacious grey sectional sofa adorned with green cushions. A small coffee table sits in front, accompanied by a minimalist dining table and stools. Natural light enters through a nearby window and glass door, leading to an outdoor balcony.
Condo in Gloucestershire
4.86 out of 5 average rating, 140 reviews

Apartment in Gloucester

Modern flat in the heart of Gloucester! Perfectly located for both convenience and exploration. Highlights: -1 Free Allocated Parking Space: No need to worry about parking! -Ideal for Rugby Fans: Close proximity to Gloucester Rugby Stadium. -Historical Attractions: Visit the stunning Gloucester Cathedral. -Shop Till You Drop: short drive or 30 min walk away from the Quays Shopping Outlet. -Explore the Docks: Enjoy the vibrant Gloucester Docks area with its array of bars & restaurants

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, 420 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, 129 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

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?

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Avg. priceﺩ.ﺇ452ﺩ.ﺇ430ﺩ.ﺇ639ﺩ.ﺇ470ﺩ.ﺇ488ﺩ.ﺇ474ﺩ.ﺇ488ﺩ.ﺇ499ﺩ.ﺇ492ﺩ.ﺇ466ﺩ.ﺇ466ﺩ.ﺇ485
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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 ﺩ.ﺇ147 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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