Vacation rentals in Tewkesbury Borough

4.92 out of 5 average rating, 495 reviews

A wide view of rolling green hills displays a tranquil landscape. A small pond is nestled among lush foliage, surrounded by paths cutting through the greenery. Trees are scattered throughout the scene, contributing to the natural beauty of the area.

Cottage in Cheltenham

The Bothy cottage in the Cotswolds

The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

4.93 out of 5 average rating, 131 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!

4.98 out of 5 average rating, 116 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.

4.9 out of 5 average rating, 156 reviews

A colorful armchair with patchwork fabric is positioned beside a slender lamp, creating a cozy reading nook. A tall window allows natural light to illuminate the space, complemented by light sheer curtains. A small side table and decorative elements add charm to the inviting room.

Apartment in Henleaze

Stunning Regency flat with parking town centre

This Beautiful Regency 1 bed apartment with 1 parking spot (available from 4pm check in to 12 noon check out please) is suitable for adults only. House is situated within walking distance of Cheltenham racecourse, all shops, parks, restaurants and theatres. It has been recently been refurbished . Lovely new carpets and furniture throughout…. Sitting room, kitchen are on one floor with a fabulous double bedroom and a lovely luxury bathroom with shower and large bath tub on the top floor.

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, 712 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.

4.96 out of 5 average rating, 339 reviews

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

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.

4.93 out of 5 average rating, 319 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 .

4.97 out of 5 average rating, 144 reviews

A well-appointed bedroom features a king-size bed with a neutral-toned blanket adorned with geometric patterns. A wooden dresser and bedside table provide storage, while a circular mirror above the dresser enhances the sense of space. Soft lamps illuminate the room, creating a relaxed ambiance.

Tiny home in Henleaze

Studio 77 Cheltenham

You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.

4.99 out of 5 average rating, 166 reviews

The exterior of the property features a charming brick facade, complemented by multiple windows that allow natural light to fill the interior. A covered entrance leads to the home, while wooden storage units provide practical outdoor space on the side.

Home in Henleaze

7 Diamond Jubilee, Cheltenham

Diamond Jubilee is a unique fully electric property located in a quiet little mews street but a short walk to the bars, shops, and restaurants of the vibrant area of The Suffolks and Montpellier. Cheltenham has a thriving cultural scene and hosts numerous festivals throughout the year such as the jazz, food and drink, literature, and science. Undoubtedly, the highlight of the year is the annual racing festival, The Gold Cup at Cheltenham Racecourse. Newly renovated bathroom.

4.91 out of 5 average rating, 348 reviews

The exterior features a newly refurbished annexe with a clean, modern design. A stone pathway leads to a private entrance, surrounded by gravel and paving. A small area of artificial grass and a garden shed are visible, providing a welcoming outdoor space.

Guesthouse in Henleaze

Beautiful Self-Contained Annexe in Cheltenham

A lovely, newly refurbished annexe, perfect for 1 or 2 guests within good distance to the town center. A cosy, fully functioning, self-contained home from home featuring a double bed, kitchenette, en suite bathroom, 32" TV, heated floor and radiator with a private entrance. Located a 30 minute walk from the town centre and the Brewery Quarter, which is full of restaurants and bars, 2 cinemas, Mr Mulligans Adventure Golf and Hollywood Bowl.

Place to stay in Gloucestershire

The image displays a charming brick cottage adjacent to a traditional thatched building. Lush green lawns are visible, under a partly cloudy sky. Clear windows and wooden doors characterize the structures, showcasing a blend of historic and modern architectural styles.

4.97 out of 5 average rating, 113 reviews

Light and airy studio on the edge of the Cotswolds

An ideal spot to explore Cheltenham and the many beautiful Cotswold walks and villages in the area, our studio flat is situated in the sunny South facing garden of our 16th Century, Grade 2 listed thatched cottage. There is parking on our drive for one car (please enquire in advance if you need more parking space) and an electric charging point which can be used by arrangement and for a small extra charge.

4.98 out of 5 average rating, 119 reviews

The exterior of the converted barn is showcased, featuring rustic red brick walls, a slate roof, and wooden doors. A gravel pathway leads to the entrance, surrounded by greenery and a garden area visible in the background. Skylights are positioned on the roof, allowing natural light.

Barn in Gloucestershire

Beautiful Barn in the Cotswolds

Beautifully private converted barn in the heart of Gloucestershire, perfectly situated for Cheltenham Races, the Cotswold Way and Gloucester Rugby as well as all the local town festivals. Dating back to the 1850s and part of the original village Rectory, the barn was converted in 2019 and provides both a light and airy base as well as a cosy and super comfortable retreat. Can sleep up to 4.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Luxury Stays

Experience one of our premier homes

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Tewkesbury Borough vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Tewkesbury Borough's top sights

Cheltenham Racecourse458 locals recommend

Sudeley Castle345 locals recommend

Cotswold Farm Park377 locals recommend

Pittville Park197 locals recommend

Everyman Theatre159 locals recommend

Chedworth Roman Villa106 locals recommend

Other great vacation rentals in Tewkesbury Borough

A modern dining area features a wooden table surrounded by pink chairs, with a sleek couch visible in the background. Large glass doors create a seamless connection to the garden, providing natural light and views of the outdoor seating area.

4.93 out of 5 average rating, 138 reviews

Cheltenham double room

4.79 out of 5 average rating, 119 reviews

5 Min drive to town centre Room 1

A graceful Victorian property is viewed from the front, featuring a light-colored exterior and large windows. Neatly trimmed hedges and a stone boundary wall frame the entrance, while a gravel path leads towards the door, enhancing the inviting appearance of the home.

4.95 out of 5 average rating, 264 reviews

Self contained private room in Victorian Villa

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, 242 reviews

Quiet town centre double bedroom with parking

4.96 out of 5 average rating, 119 reviews

Cheltenham Cottage nr Staverton Airport-Single Bed

4.96 out of 5 average rating, 228 reviews

Cosy single room with own bathroom Free park, WF

A spacious bedroom is characterized by soft gray walls and a cozy atmosphere. A large double bed with a patterned duvet lies against one wall. A nightstand with a lamp sits beside the bed, while a bright red chair provides additional seating. Two framed artworks are displayed on the walls.

4.92 out of 5 average rating, 135 reviews

Large double room with off-road parking