House vacation rentals in Cheltenham

An open-plan living area features a wooden dining table with six chairs and a cozy seating arrangement. A large sofa faces a coffee table, while plants add a touch of greenery. Natural light fills the space through large windows, enhancing the inviting atmosphere.

5.0 out of 5 average rating, 320 reviews

Charming Coach House, fab location, highly rated!

A beautifully converted 2-bedroom Coach House in the desirable Leckhampton district of Cheltenham offers stylish living with the added benefit of free on-street parking. Ideally situated near the fashionable Bath Road and just a short stroll from the lively Montpellier & Suffolk areas, guests can enjoy a vibrant atmosphere filled with bars, cafés, restaurants, and boutique shops. The interior boasts high-specification design, making it a perfect blend of comfort and elegance in a prime location.

A well-appointed bedroom features a spacious bed dressed in crisp white linens, accompanied by a textured grey throw. Two windows allow natural light to illuminate the room, while a minimalistic chair and a mirrored wardrobe enhance the sense of space.

4.87 out of 5 average rating, 115 reviews

5 Bed House, Sleeps 8, parking, brilliant location

Cheltenham Town Centre 5 Bedroom House with Courtyard Garden. Ideally located next to the Brewery Quarter in the town centre, within easy walking distance to the racecourse, our modern, well equipped functional property is ideal for families or groups looking to explore Cheltenham. There are 5 bedrooms (not 4 and a sofa bed!) with 3 double (1 with en suite) and 2 single bedrooms - 5 bedrooms in total - sleeping up to 8 people. Parking on site for 1 small/medium car/paid carpark 3 minute walk.

Superhost

A serene bedroom features a spacious bed with neutral-toned bedding and decorative cushions. Artwork adorns the wall above the bed. A large mirror reflects the room's decor. Natural light filters through the window, while a desk and stylish chair occupy one corner.

4.78 out of 5 average rating, 160 reviews

Hermitage Cottage

Out Serviced Ltd is proud to present Hermitage Cottage. A cosy house located just off the vibrant and famous Bath Road. The property comprises a living area, a kitchen/diner, bathroom with shower over bath, a ground floor bedroom with a king size bed, a double bedroom and a small single room. There is also a small courtyard with seating for some outdoor space. Parking is free 'on street' parking on Hermitage Street or surrounding roads. There is also a pay and display car park on Bath Terrace

4.94 out of 5 average rating, 197 reviews

Home in Boddington

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

4.94 out of 5 average rating, 182 reviews

Home in Painswick

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

4.97 out of 5 average rating, 103 reviews

Self contained Annex in Montpellier with parking

The Annex is completely Self-Contained with Stylish Interior, unique architecturally designed property in the heart of the Suffolks. This is a vibrant area with excellent restaurants, bars and boutique shops, ideal for Cheltenham's festivals. Access is via private courtyard. Downstairs is open plan, living area with TV, kitchen, breakfast bar, dining and John Lewis sofa bed comfortable for extra two guests to sleep. Upstairs is a large bedroom with king size bed and en-suite shower room.

A spacious sitting room featuring a fireplace and a large mirror reflecting natural light. Elegant furnishings include a comfortable sofa, a coffee table, and a decorative chandelier overhead. A wooden desk and chair provide a functional workspace, complemented by gentle tones and soft textures throughout.

4.98 out of 5 average rating, 120 reviews

Georgian townhouse in famous Suffolks area

A unique opportunity to stay in a beautiful Grade 2 listed Georgian townhouse in the famous Suffolks area of central Cheltenham with four bedrooms and six beds. Easy walking distance to all amenities, bistros and restaurants (5 min), Montpellier, the Promenade shops and Bath Road (10 min), racecourse (40 min), Cricket festival (5 min) and Literature, Jazz, Music and Science festivals (5 min). Perfect for Race Week, and a great base for touring the Cotswolds. Free parking nearby

A stylish bedroom features a spacious bed adorned with decorative pillows and a blue throw. Two bedside tables flank the bed, while a dresser and wall-mounted shelf provide additional storage. Light filters through the window, complemented by elegant pendant lighting.

4.91 out of 5 average rating, 146 reviews

Laverham House - Stunning 6 Bedroom Regency House

Welcome to our stunning 6 bedroom regency house located in the very heart of Cheltenham town centre. Laverham House is a detached Grade II listed Georgian town house dating back to the late 1700's. Built with character and charm, the property still hosts many period features such as sash hung windows and a cantilevered stone staircase. Looking for a grand arrival? This property also features a beautiful stone pillared portico to welcome you and your guests.

The exterior of the Coach House features red brick walls, a white front door with a circular window, and a small bench on a paved pathway. Flanking the entrance are flowerpots with plants, and the building is bordered by a quiet courtyard.

4.87 out of 5 average rating, 159 reviews

The Coach House, Back Montpellier Terrace,

Our delightful Coach House is set in a quiet location within the trendy area of Montpellier in the heart of Cheltenham just minutes from restaurants, bars, fashion shops, the Promenade and beautiful local parks. The Coach House is ideally situated for all the festivals for which Cheltenham is renowned. There is one parking space for a small/medium size car adjoining the Coach House. Sorry but the Coach House is not suitable for infants and children and pets.

An open-plan living and dining area is showcased, featuring a large dining table with red chairs. A patterned area rug lies on the floor, while a comfortable seating arrangement is visible in the background. Soft lighting is provided by pendant fixtures above the table.

4.95 out of 5 average rating, 171 reviews

Charming house in the centre of town.

A centrally located charming house. Just a short walk from the trendy Montpellier area and High Street it’s perfect for a city break. The house has a spacious open plan living/dining area with separate kitchen, two spacious bedrooms, bathroom and courtyard garden. There is a comfy fold down king size Murphy bed in the living room. Included in your booking is a parking permit for one vehicle. Additional parking permit available for a small fee.

4.98 out of 5 average rating, 124 reviews

A cozy living area features a green armchair and a vibrant orange chair beside a dark wooden coffee table. Floral wallpaper serves as a backdrop to a classic fireplace, which is adorned with decor. A small television is mounted on the wall, complemented by soft lighting.

Home in Swindon

Comfortable bungalow close to town and countryside

Newly refurbished detached bungalow in Swindon Village, Cheltenham. We are on the edge of Cheltenham, with rural fields on the doorstep but just a 10 minute drive into the town centre. A great base to explore the Cotswolds, and less than 1.5 miles from the racecourse. Inside is a spacious, comfortable living space with brand new kitchen and bathroom. There are two good bedrooms, and the third bedroom is a study with a single sofa bed.

A cozy living room is presented with a comfortable sofa, decorative cushions, and a flat-screen TV. Natural light fills the space through large glass doors leading to a private outdoor area with a small table and seating, surrounded by a fenced garden.

5.0 out of 5 average rating, 117 reviews

The Nook, Cheltenham, Town Centre-Parking & Garden

Enjoy a stylish stay at this centrally located 📍 2-bedroom coach house with chic interiors, a private garden 🌳, and free parking 🚗. Just minutes from Cheltenham town centre, you'll be steps from shops, cafes, bars 🍻, restaurants 🍔, and grocery stores. A short walk to Cheltenham Racecourse 🏇 makes it perfect for racegoers, while its 5-minute proximity to Cheltenham General Hospital 🏥is ideal for key workers. ⭐️⭐️⭐️⭐️⭐️

Popular amenities for Cheltenham house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 149 reviews

An open-plan space features a large dining table set for six, surrounded by wooden chairs. Natural light streams through expansive windows, providing views of the surrounding landscape. The mezzanine above contains a sofa, and textured stone walls add character to the area.

Home in Gloucestershire

Boundary Court Barn, Selsley common, Stroud

4.97 out of 5 average rating, 175 reviews

A large swimming pool is surrounded by a stone patio, featuring four sun loungers and an umbrella for shade. The serene setting includes a wall of greenery and views of the Georgian Manor House in the background, illuminated by bright sunlight.

Home in Bredon

Cotswolds Cottage, Heated Pool, Tithe Barn Views

4.89 out of 5 average rating, 177 reviews

43 Clearwater - family gatherings + pools + lakes

4.98 out of 5 average rating, 163 reviews

Home in Nailsworth

Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm

4.98 out of 5 average rating, 322 reviews

A tranquil garden scene is displayed, featuring a central pond with a fountain. Surrounding the pond are neatly trimmed hedges and vibrant purple flowers. Lush trees provide shade in the background, contributing to the serene atmosphere of the outdoor space.

Home in Bretforton

Deluxe Coach House at Bretforton Manor with pool

A lakeside home is showcased, featuring large glass windows that offer a view of the water. The exterior is well-lit, reflecting a modern design with a spacious deck. The nearby water reflects the building, contributing to a serene and peaceful environment.

4.94 out of 5 average rating, 157 reviews

Goosewing - Cotswolds, Lakes, Family, Pools, Spa

Superhost

A modern three-story house features large glass panels on the upper levels, providing views of the surroundings. A metal staircase leads to a spacious balcony, while lush greenery and reeds surround the property, reflecting in the calm waters beneath.

4.87 out of 5 average rating, 112 reviews

Rivendell, 96 Howells Mere, Lower Mill Estate

A modern detached home is set amidst greenery, featuring large windows and two balconies on the upper floor. A spacious deck with a glass railing surrounds the ground level, offering seating options. The bright blue sky and lush trees create a peaceful outdoor environment.

4.94 out of 5 average rating, 109 reviews

Modern contemporary home in beautiful setting

Weekly house rentals

4.89 out of 5 average rating, 128 reviews

Modern & Spacious Home in Central Cheltenham

4.86 out of 5 average rating, 190 reviews

single self-contained annexe room, parking

A bright bedroom features a spacious bed dressed in white with a teal throw and decorative cushions. Two bedside tables with lamps flank the bed. Greenery adds a natural element, and framed artworks adorn the wall above the bed, enhancing the room's comfort.

4.92 out of 5 average rating, 130 reviews

2-Bedroom House in Town Centre + Permit Parking

Superhost

A modern kitchen features a large island with high-backed chairs, ideal for casual dining. Light wooden flooring complements sleek cabinetry and integrated appliances. A bright arrangement of tulips adds a splash of color, while a doorway leads to an adjoining space, enhancing the open-plan layout.

4.9 out of 5 average rating, 113 reviews

Elegant 3 bedroom home in the centre of Cheltenham

An elegant dining room features a round wooden table surrounded by six intricately designed chairs with a wrought iron finish. Richly colored walls are complemented by patterned drapes and a decorative chandelier, creating a distinctive and inviting atmosphere.

4.93 out of 5 average rating, 220 reviews

Cotswolds - Cheltenham, whole house large garden

A spacious kitchen diner features a wooden table surrounded by six modern chairs. Light streams through two windows, enhancing the airy ambiance. A well-equipped kitchen is visible in the background, with sleek white cabinetry and appliances, including a dishwasher.

4.88 out of 5 average rating, 553 reviews

Prestbury Place

A cozy living area is presented, featuring two electric reclining sofas positioned around a central coffee table. A small plant sits on the side table, while a television is placed near the window. Shelving displays various decor and personal items.

4.97 out of 5 average rating, 219 reviews

Entire Residential Home - Town Centre, Ideal Races

4.96 out of 5 average rating, 175 reviews

A charming stone cottage stands proudly under a clear blue sky, featuring a symmetrical facade with white-framed windows. A neatly landscaped garden with low hedges and shrubs frames the entrance, while a path leads to the front door.

Home in Winchcombe

Luxury Cotswolds Cottage with Hot Tub

Private house rentals

An outdoor seating area features a large table surrounded by woven chairs. A bottle of red wine and glasses sit beside a plate of snacks, including cookies and fruit. Lush greenery surrounds the patio, providing privacy, while wall lanterns add a touch of elegance.

5.0 out of 5 average rating, 56 reviews

Regency Coach House Cheltenham

5.0 out of 5 average rating, 7 reviews

Sandford House, a spacious house in Cheltenham

4.94 out of 5 average rating, 33 reviews

Elegant Cheltenham Townhouse 4 Bedrooms Parking

The exterior of a Georgian-style home is shown, with a symmetrical façade featuring large sash windows. A neatly manicured hedge surrounds the front garden, while a black wrought-iron fence defines the property boundaries. The structure is painted in a light grey, providing a modern touch.

4.94 out of 5 average rating, 67 reviews

The Film House

5.0 out of 5 average rating, 61 reviews

The Coach House

4.89 out of 5 average rating, 55 reviews

Beautiful school house in Cheltenham town centre.

4.96 out of 5 average rating, 27 reviews

Beautiful period home in most sought after area

The exterior of a grand, two-story home is highlighted by light-colored stonework and a symmetrical facade. A central entrance with a decorative arch is framed by tall windows, and manicured hedges accentuate the inviting front area.