Condo vacation rentals in Cheltenham

4.98 out of 5 average rating, 282 reviews

Condo in Tetbury

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

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.

4.88 out of 5 average rating, 361 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.

4.97 out of 5 average rating, 208 reviews

The spacious bedroom features a metal bed frame with decorative pillows, complemented by a wooden bench at its foot. Herringbone wooden flooring is present beneath a large window, allowing sunlight to cast stripes across the room. A dressing area with a hanging rack is visible in the corner.

Condo in Broadway

Luxury 1 bed, Broadway, Cotswolds. Private parking

LOCATION!! Luxury bolthole in heart of village, just a few steps from the Cotswolds' most beautiful High Street. Stunning walks from the doorstep. Perfect romantic retreat - cosy wood burner, roll top bath, UF heating, king bed. Open plan kitchen/diner/ living area for work (fast internet) & cosy nights in. Large, gated private driveway, EV charger & outside patio. Ideal base for walking & touring the Cotswolds (car or foot). Ground floor annexe of family home. Private entrance. One dog welcome.

4.96 out of 5 average rating, 105 reviews

The image displays a serene square featuring well-maintained greenery and trees. A series of charming buildings with pale façades can be seen in the background, alongside parked cars and pathways designed for pedestrians, providing an inviting outdoor space.

Condo in Gloucester

Gloucester central - next to historical Docks

A light, warm and airy flat in a superb location. Tucked away in the heart of Gloucester in a quiet traffic area overlooking the ancient Greyfriars Priory and Square. Just a block away from the Gloucester Docks with cinema, shops and restaurants. Walk through a park to Eastgate Shopping Centre with Marks & Spencers and Tesco Express for all essentials. Close to the Gloucester Cathedral and Kingsholm Stadium. Perfect location for visiting the Cotswolds, Cheltenham, Malvern Hills and Hay on Wye.

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.

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.

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.

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.

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.

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.

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.

4.86 out of 5 average rating, 139 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

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.

4.98 out of 5 average rating, 368 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.

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.

4.94 out of 5 average rating, 126 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

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.

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.

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.

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.

Popular amenities for Cheltenham condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A vibrant living area features a turquoise wall complemented by eclectic artwork. A green sofa and patterned cushions are positioned around a stylish coffee table. A modern fireplace adds warmth, while a large mirror and decorative sculptures enhance the lively decor.

4.9 out of 5 average rating, 20 reviews

Eclectic 1BD in the Heart of Cheltenham

The living area showcases a green sofa paired with a wooden coffee table. Light-coloured walls and warm wood tones complement the space. A large mirror reflects the area, while a patterned rug adds texture. A glimpse of the bedroom area is visible in the background.

4.8 out of 5 average rating, 10 reviews

Studio flat in Cheltenham

The double bedroom features a spacious double bed with decorative pillows and a neutral duvet. Two bedside tables with lamps are positioned on either side. Large windows allow natural light to flow in, complemented by elegant curtains and a decorative wall art piece.

4.75 out of 5 average rating, 69 reviews

Near the Docks - Parking, Washing Maching & Wifi

4.94 out of 5 average rating, 191 reviews

A weathered 'Welcome' sign hangs from a green metal gate surrounded by vibrant purple and green flowers. Potted plants are arranged on either side of the path, offering a warm entryway into the garden flat.

Condo in Great Malvern

Garden Flat no longer available as property sold.

4.98 out of 5 average rating, 94 reviews

A spacious studio layout features a comfortable double bed next to a cozy sectional sofa. Soft lighting from a table lamp and large window brightens the room, while a kitchenette with modern amenities is visible in the background. A striped rug adds texture to the wooden floor.

Condo in Shurdington

Modern Studio Apt close to village pub & bus stop

5 out of 5 average rating, 26 reviews

A charming building showcases an elegant blend of traditional and modern architecture, with a stone facade and large glass windows. A staircase leads to the entrance, surrounded by lush greenery and a serene outdoor space.

Condo in Worcestershire

Luxury two bed apartment high in the Malvern Hills

The sleeping area features a double bed adorned with a warm throw. Dark blue walls complement decorative pillows and artwork. A window with a stylish blind allows natural light, while a television is mounted on the wall across from the bed. A small table holds a lamp and fresh flowers.

4.94 out of 5 average rating, 86 reviews

The Courtyard

5 out of 5 average rating, 3 reviews

Fantastic Location, Walk Everywhere, EV Parking

Pet-friendly condo rentals

The large living area is characterized by high ceilings and light blue walls. A comfortable sofa invites relaxation, and a coffee table is positioned in front. A television is mounted on the wall opposite a decorative fireplace, with large windows allowing natural light to brighten the space.

4.76 out of 5 average rating, 306 reviews

Cheltenham Town Centre Regency 2 Bedroom Apartment

4.98 out of 5 average rating, 169 reviews

A dining table is set for two on a sun terrace, featuring dishes, glasses, and decorative flowers. A warm sunset casts a golden glow over the scene, enhancing the peaceful ambiance. Scenic views of the surrounding nature are visible in the background.

Condo in Worcestershire

Malvern hillside apartment with spectacular views.

A modern television is positioned on a wooden stand, accompanied by a small round lamp on a side table. A colorful artwork hangs on the wall nearby, providing a contrast to the neutral tones of the room.

4.98 out of 5 average rating, 123 reviews

Lovely two-bedroom apartment with patio

4.92 out of 5 average rating, 104 reviews

An inviting exterior of the Royal Oak pub features warm lighting against the stone façade, showcasing large windows. A distinctive tree sculpture stands in the foreground, surrounded by landscaped greenery. A sign identifying the pub can be seen near the entrance.

Condo in Winchcombe

The flat over the pub!

A stone annex is depicted beside a gravel path leading up a steep, grassy slope. A large tree provides shade, while the clear blue sky adds brightness to the scene. The entrance door is prominently featured, framed by natural stone walls.

4.94 out of 5 average rating, 106 reviews

Self-contained annex on Cleeve Hill Common.

A charming wooden building is visible, featuring a steeply pitched roof and multiple gabled windows. Two vehicles are parked in front on a gravel driveway, framed by a natural stone wall and lush greenery in the background.

5 out of 5 average rating, 126 reviews

Stunning Apartment located on the Cotswold Way

4.88 out of 5 average rating, 514 reviews

A comfortable living room is presented, featuring a cozy sofa draped with a light throw. A traditional fireplace with a mirror above is visible, alongside a flat-screen TV. Two cottage-paned windows allow natural light to brighten the neutral walls, while exposed beams add character.

Condo in Tetbury

Cotswold stone property in the heart of Tetbury

4.78 out of 5 average rating, 433 reviews

A compact room is showcased, featuring a small kitchenette with a sink and microwave. A mounted television is positioned on the wall opposite the bed, which is adorned with neatly arranged towels. Decorative shelves hold plants and framed art, enhancing the inviting atmosphere.

Condo in Gloucester

Hotel room with kitchenette +parking nr docks

Condo rentals with a pool

Condo in Somerford Keynes, Cirencester, Gloucestershire

The expansive rooftop terrace features outdoor seating, including a sofa and coffee table, alongside a dining table with chairs. Beautiful views of the lake and surrounding nature are visible, framed by clear skies and distant greenery.

4.97 out of 5 average rating, 70 reviews

Reed Warbler HM111 Penthouse Lake Retreat & Spa

Condo in Somerford Keynes

5 out of 5 average rating, 4 reviews

Tranquility - Modern Lakeside Retreat in Cotswolds

5 out of 5 average rating, 77 reviews

A spacious balcony features a dining table set for four, complemented by comfortable seating. A barbecue is available nearby. The backdrop showcases a scenic lake and lush greenery, providing a tranquil outdoor space.

Condo in Cirencester

Penthouse apartment with lake views & spa access

4.86 out of 5 average rating, 278 reviews

The exterior of a stone building is captured, showcasing a symmetrical design with three dormer windows on the upper level. The garage doors are constructed from wood, and outdoor sconces provide illumination beneath the roof overhang. Lush greenery surrounds the structure.

Condo in Pitchcombe

Self contained studio apartment