Vacation rentals in Tewkesbury Borough

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Top-rated vacation rentals in Tewkesbury Borough

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

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Top guest favorite
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
4.92 out of 5 average rating, 506 reviews

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.

Guest favorite
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
4.93 out of 5 average rating, 136 reviews

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!

Top guest favorite
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.
Condo in Gloucestershire
4.94 out of 5 average rating, 101 reviews

Self-contained annex on Cleeve Hill Common.

Cheesecake Well Cottage is a very peaceful and rural location, on the edge of Cleeve Hill Common, a 1,000 acre area of outstanding natural beauty with a café and golf course. Ideal for the Cotswold Way and Cheltenham Spa, 4 minutes by car from the racecourse, and close to a good pub with hourly bus service between Winchcombe and Cheltenham. The annex is self-contained, with a front door and hallway. Dogs £25 supplement. Private parking. Note the lane has a 1 in 4 to 6 gradient and is bumpy.

Top guest favorite
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
4.98 out of 5 average rating, 124 reviews

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.

Top guest favorite
The charming exterior of Little Nook Cottage features a warm stone façade, adorned with holiday decorations. A small evergreen tree with lights hangs above the entrance, and a wreath is positioned on the front door, enhancing the cottage's welcoming appearance.
Cottage in Winchcombe
4.98 out of 5 average rating, 194 reviews

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!

Guest favorite
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
4.88 out of 5 average rating, 178 reviews

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.

Guest favorite
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.
Tiny home in Gloucestershire
4.93 out of 5 average rating, 733 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.

Guest favorite
A charming brick exterior showcases the annexe, surrounded by well-maintained greenery. The sloped roof and wooden door complement the rustic feel. Flowering plants in colorful pots are positioned near the entrance, and a gravel path leads to the entrance, inviting relaxation in a serene setting.
Guesthouse in Leigh
4.91 out of 5 average rating, 241 reviews

Cosy countryside retreat.

The Nest is a self contained detached annexe set in the peaceful Gloucestershire village of The Leigh. The property has been newly refurbished and is available for up to 2 people with access to a secluded garden space within our lovely orchard surroundings. The property has easy access and ample parking. Located within easy reach of Cheltenham, Tewkesbury, Gloucester, The Malverns, Cotswolds and M5, the accommodation is in a perfect position for exploring all that the area has to offer.

Top guest favorite
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
4.93 out of 5 average rating, 324 reviews

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 .

Top guest favorite
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
4.99 out of 5 average rating, 175 reviews

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.

Top guest favorite
The master bedroom features a king size headboard with a woven design. Two decorative pillows in contrasting patterns rest against the crisp white bedding. Above, framed artwork, including a tiger and a whimsical cat, adorns the wall, complemented by soft bedside lamps.
Home in Winchcombe
5 out of 5 average rating, 141 reviews

'Fifteen off the Green'- 1 Bedroom Cotswolds Home

Nestled on a close next to a peaceful tree-strewn lawn lies ‘Fifteen off the Green’. This fun and unique one bedroom home offers its guests the perfect balance of luxury and design whilst adding all creature comforts to make you feel right at home. Newly refurbished and designed with couples in mind, this home has everything you could need to cook up a storm or just to relax and unwind after a busy day exploring the Cotswolds.

Top guest favorite
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
4.98 out of 5 average rating, 125 reviews

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.

Popular amenities for Tewkesbury Borough vacation rentals

When is the best time to visit Tewkesbury Borough?

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Avg. priceﺩ.ﺇ507ﺩ.ﺇ499ﺩ.ﺇ657ﺩ.ﺇ551ﺩ.ﺇ584ﺩ.ﺇ591ﺩ.ﺇ595ﺩ.ﺇ595ﺩ.ﺇ573ﺩ.ﺇ529ﺩ.ﺇ536ﺩ.ﺇ555
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Frequently Asked Questions

  • How much does it cost to stay in barn rentals in Tewkesbury Borough?

    Experience the best of Tewkesbury Borough with our barn rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Tewkesbury Borough?

    Yes! Work meets play with ease at over 1,110 vacation rentals in Tewkesbury Borough featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Tewkesbury Borough?

    Make yourself at home in Tewkesbury Borough by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in Longlevens, over 1,690 vacation rentals in Brockworth, and over 190 vacation rentals in Barnwood.

  • Do townhouse rentals in Tewkesbury Borough have a kitchen?

    Absolutely! We offer over 100 townhouse rentals with a kitchen in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Tewkesbury Borough have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • Are there Tewkesbury Borough vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Tewkesbury Borough, available on Airbnb. Make a splash and soak up the sun in style!

  • Do cabin rentals in Tewkesbury Borough have wifi?

    Absolutely! We offer over 20 cabin rentals with wifi in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Private Suite Rentals in Tewkesbury Borough?

    Enhance your stay in our Private Suite Rentals with the most popular amenities: over 20 homes with a kitchen, over 40 homes with free parking, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Tewkesbury Borough?

    Tewkesbury Borough has more than 1,540 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Tewkesbury Borough have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Tewkesbury Borough

  • Total vacation rentals

    Explore 3,180 vacation rentals in Tewkesbury Borough

  • Nightly prices starting at

    Tewkesbury Borough vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 142,780 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,540 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 980 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    1,110 properties have a dedicated workspace

  • Wi-Fi availability

    3,030 of Tewkesbury Borough vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Tewkesbury Borough rentals

  • 4.8 Average rating

    Tewkesbury Borough stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Tewkesbury Borough's top spots, include Cheltenham Racecourse, Sudeley Castle, and Cotswold Farm Park

Destinations to explore