Vacation rentals in Tewkesbury Borough

4.94 out of 5 average rating, 125 reviews

An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.

Cottage in Stoke Orchard

Willow Cottage, A Luxury Cotswold Retreat

Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

4.99 out of 5 average rating, 100 reviews

The image captures a charming village scene featuring a mix of traditional cottages and greenery. A stone church tower is prominent in the background, surrounded by trees and flowering shrubs, creating an inviting atmosphere in the village of Alderton.

Cottage in Alderton

Cottage in The Cotswolds.

This quaint cottage in the beautiful village of Alderton has been refurbished to a high standard, an open plan living area including a kitchen/diner leading into a living space .Off the hallway is a downstairs WC. Upstairs there are two bedrooms, one with king size bed, the second with twin beds and a family bathroom. The outside space offers a small pretty area to relax, read, eat, & drink wine. This idyllic village has everything on offer, a village shop, pub & play park in stunning setting.

5 out of 5 average rating, 106 reviews

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

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.

4.98 out of 5 average rating, 159 reviews

The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.

Cottage in Winchcombe

Little Nook Cottage - Dog Friendly & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

4.97 out of 5 average rating, 76 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

A modern and deceptively spacious studio apartment with its own entrance less than 2 minute walk from a lively village pub, and a 2 minute walk to a main bus route into Cheltenham. All mod cons including, high speed wireless internet, 55 inch 4K TV with Freesat, PS4, underfloor heating, double bed, sofa (can be turned into another bed. Please request extra bedding if required), well appointed kitchen, with toaster, microwave and coffee machine. Bathroom with toilet, sink and electric shower.

Tiny home in Gloucestershire

The entrance to the Garden House is framed by a sturdy tree and vibrant potted plants, showcasing colorful flowers. A wooden table and shelf stand beside the door, enhancing the welcoming appearance of this independent annex.

4.93 out of 5 average rating, 679 reviews

The Garden House in Kingsholm, Gloucester

The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

5 out of 5 average rating, 19 reviews

The lounge area features chesterfield sofas and a plush area rug. A large TV is mounted on the wall, and natural light fills the space through multiple windows. A decorative mirror and potted plants add elements of style to the inviting room.

Apartment in Henleaze

Quirky & Stylish, Central Top Floor Apartment

Calendar now reopened after a full renovation. Just a stone’s throw from the town centre & John Lewis, this stylish Cheltenham flat is ideal for visitors. On-site parking space. Nestled in a regency building, it’s spacious and comfortable, with a bright dual-aspect kitchen and quirky bathroom with large shower. The lounge features a large TV and chesterfield sofas, and the cosy bedroom has a small double bed & TV. Finished to a high standard with a comfy bed, quality linen & fluffy towels.

4.93 out of 5 average rating, 306 reviews

The kitchen area features a light marble countertop with a sink, complemented by modern pendant lighting. In the background, a cozy living room is visible, furnished with a dark sofa and colorful cushions, highlighted by natural light from large windows.

Apartment in Henleaze

The Best address in Montpellier, Cheltenham

This wonderfully spacious apartment is situated in the heart of fashionable Montpellier where you will find an incredible array of Independent shops and prestigious eateries such as The Ivy ,Giggling Squid , The Daffodil and the renowned Michelin starred Le Champignons Savage,a new find is Kibousushi located about 200 metres from the apartment ,a new find for us and an amazing Japanese restaurant ,but you have to book in advance . The home of horse racing is just a 20 minute walk .

4.89 out of 5 average rating, 160 reviews

A stone wall is adorned with vibrant red and pink roses, adding a touch of natural beauty. The wall borders a gravel pathway leading to the entrance. Lush greenery surrounds the flowers, creating a serene atmosphere in the outdoor space.

Cottage in Winchcombe

Muir Cottage in the Cotswolds

Muir Cottage has been converted from an 18th Century barn to a design inspired by the Arts and Crafts Movement that established in the Cotswolds in the 19th Century, resulting in an array of stone mullioned windows, exposed beams and period furnishings. It is beautifully situated in a hidden coombe on the leeward side of the Cotswolds highest hill, yet only minutes from Winchcombe, a classic Cotswold "wool town" with excellent shops and restaurants.

Superhost

The exterior view showcases a charming brick building with a welcoming entrance. A wooden arch frames the path to the entrance, surrounded by neatly trimmed hedges and stone paving. Outdoor seating arrangements are visible, complemented by an umbrella for shade.

Apartment in Stoke Orchard

5 out of 5 average rating, 4 reviews

Buttermilk Annexe, Stoke Orchard, Cheltenham

Welcome to Buttermilk Annexe - a self-contained studio apartment adjoining Buttermilk Cottage. It provides spacious accommodation in a peaceful location. Both properties can be booked together, offering privacy to grandparents, friends, family or carers, or separately as a stand alone property. https://www.airbnb.co.uk/rooms/40083541 It is ideally situated for visiting the regency town of Cheltenham Spa and exploring the idyllic Cotswolds.

4.92 out of 5 average rating, 213 reviews

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

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.

4.98 out of 5 average rating, 210 reviews

A cozy living area features a gray sofa with patterned cushions, positioned beside a modern fireplace. A low coffee table holds fresh fruit, while bookshelves line the walls. Natural light enters through windows covered by blinds, enhancing the bright and inviting space.

Apartment in Henleaze

Self-contained basement flat in regency home

Refurbished basement flat in grade 2 listed regency terraced house. Central Cheltenham location, walking distance to all local festivals, shopping, pubs and restaurants. Modern, light and spacious accommodation with private access and patio terrace via the bedroom. Good size bathroom with bath and walk-in shower. There is no separate kitchen but an area containing a fridge, microwave, kettle & toaster.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Tewkesbury Borough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Tewkesbury Borough's top sights

Cheltenham Racecourse163 locals recommend

Sudeley Castle91 locals recommend

Cotswold Farm Park115 locals recommend

Other great vacation rentals in Tewkesbury Borough

4.94 out of 5 average rating, 294 reviews

Private garden room/ bathroom, near town center

The room features floral wallpaper with a single bed dressed in light purple bedding. A wooden chest of drawers is positioned beside a small lamp. A desk is situated against the wall, with a mirror and bookshelf visible in the background. A doorway leads to a hallway.

4.95 out of 5 average rating, 352 reviews

SINGLE ROOM AVAILABLE IN CLARENCE SQ. CHELTENHAM.

Superhost

4.79 out of 5 average rating, 117 reviews

5 Min drive to town centre Room 1

4.97 out of 5 average rating, 183 reviews

Peaceful garden room with parking close to centre

A modern two-story building features large glass windows and a sleek wooden roof, surrounded by greenery. The exterior is composed of natural stone and complemented by a landscaped gravel area. Sunlight reflects off the windows, enhancing the building's contemporary design.

Guesthouse in Gloucestershire

5 out of 5 average rating, 53 reviews

Master Suite (self contained - private entrance)

A well-lit bedroom features a spacious bed with crisp white linens, complemented by a navy throw. A cozy bedside table holds a lamp, and a window adorned with pots of greenery offers natural light to the room. Art hangs on the wall, adding a hint of color.

4.98 out of 5 average rating, 220 reviews

Quiet town centre double bedroom with parking

4.96 out of 5 average rating, 112 reviews

Cheltenham Cottage nr Staverton Airport-Single Bed