Holiday rentals in Tewkesbury Borough

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Top-rated holiday rentals in Tewkesbury Borough

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

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Guest favourite
Home in Boddington
4.94 out of 5 average rating, 186 reviews

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.

Top guest favourite
Farm stay in Whittington
4.99 out of 5 average rating, 104 reviews

Architectural gem on an acclaimed Cotswold farm /1

Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

Guest favourite
The exterior of the cottage is framed by climbing ivy and lush greenery, with stone walls reflecting its historic charm. A wooden dining table is set outside, surrounded by well-maintained flower beds, inviting a pleasant outdoor experience.
Cottage in Stanton
4.97 out of 5 average rating, 116 reviews

Stanton Cotswolds The Hay loft 2 Bed, Cottage

Nestled in the centre of the peaceful and picturesque village of Stanton, in the heart of the Cotswolds, you will find the Hayloft. A charming 17th century converted cotswold stone barn. A light and airy cottage with beams and character. Stanton is quintessentially Cotswolds, picture postcard pretty, providing the perfect getaway from the hustle and bustle of everyday life. The Cotswold Way runs through the village which makes it the perfect base if you enjoy walking, cycling and sightseeing.

Top guest favourite
Guest house in Toddington
4.95 out of 5 average rating, 235 reviews

Cotswold retreat: a stylish stay at Little Orchard

Little Orchard sits on a quiet lane, in the charming Cotswold village of Toddington, Glos. This light and airy apartment has an open plan living, dining and kitchen area, a separate king-sized bedroom with en-suite shower room. Situated above the garage to the side of the main property, with ample parking, the apartment has pleasant views and is only a few minutes walk from the ancient village church with many country walks from the door. You can enjoy the evening sun on the private patio.

Superhost
A Swedish wood-fired hot tub sits in the foreground, with water bubbling and steam rising. In the background, the shepherd's hut is framed by a stunning sunset over the expansive countryside, with deckchairs positioned nearby for relaxation.
Shepherd’s hut in Dixton
4.85 out of 5 average rating, 405 reviews

Shepherd's Hut & WoodFired HotTub in The Cotswolds

Cosy well appointed shepherds hut with Swedish wood fired hot tub situated in the Cotswolds Area of Outstanding Natural Beauty. The hut is set in a private garden, on the edge of fields with extensive countryside sunset views. A wonderful place to relax and unwind in the country surrounded by fields, wildlife and ancient hedgerows. A log burning stove keeps the hut cosy and warm. Open plan living area with a fully equipped kitchen. Bathroom with a shower. Gas BBQ for alfresco cooking.

Top guest favourite
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.
Guest house in Gloucestershire
4.91 out of 5 average rating, 402 reviews

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.

Guest favourite
A modern kitchen features sleek grey cabinetry and polished white countertops. A stainless steel sink is complemented by a built-in wine fridge. Nearby, large glass doors open to a garden area, allowing natural light to illuminate the space. A decorative welcome sign is placed on the countertop.
Cottage in Winchcombe
4.92 out of 5 average rating, 558 reviews

Cotswold77 - Heart of the Cotswolds

Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!

Top guest favourite
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
4.99 out of 5 average rating, 147 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.

Guest favourite
A cozy bedroom features a spacious bed adorned with a floral-patterned duvet, complemented by matching pillows. On either side, nightstands with lamps provide soft lighting. A textured area rug lies beneath the bed, while a mural of trees creates an inviting backdrop.
Home in Prestbury
4.9 out of 5 average rating, 186 reviews

Cheltenham accommodation -self-catering-2 bedrooms

Welcome to Cheltenham and to our new beautiful extension! You will have a place of your own with 2 large bedrooms, kitchen, dining/living room looking over our large, beautiful garden with views of Cleeve hill and the Cotswold. You are also welcome to use our large garden to have meals, drinks, BBQ or just relax (while your kids running around, if any) All rooms have beautiful views.

Top guest favourite
A light and airy studio flat features a spacious bed draped with soft white linens and a grey throw. Natural light fills the room through angled skylights. A cozy seating area with a TV and a dining table is visible, alongside a potted plant on the side.
Flat in Winchcombe
4.96 out of 5 average rating, 498 reviews

The Studio, Winchcombe, stylish retreat

This is a private, quiet, stylish and modern , clean studio flat in the historic town of Winchcombe in the Cotswolds. Included is a top class, well equipped kitchenette, shower room and sofa with TV. It has a light and airy feel. There are stunningly beautiful walks in every direction. Access via a staircase. There is free parking for one car on site.

Top guest favourite
A well-lit two-story living area is shown, featuring a wooden staircase leading to a lofted bedroom. Large skylights above provide natural light. A built-in bookshelf and a television are visible on the lower level, alongside comfortable seating arranged for relaxation.
Guest house in Cleeve Hill
4.99 out of 5 average rating, 169 reviews

Chapel End

Set on Cleeve Hill, this converted chapel is a unique and peaceful getaway. Located on the Cotswold Way, it is ideal for walkers, is dog friendly and has fabulous views. Next door is the Rising Sun pub and it is a short walk to Cleeve Hill Golf Club. It is also perfect for horse-racing enthusiasts with the Cheltenham Racecourse close by.

Top guest favourite
Apartment in Cheltenham
4.99 out of 5 average rating, 557 reviews

Beautiful Two Bedroom Apartment

A spacious, 1000 sq ft / 92 sqm, two double bedroom apartment, taking up the entire lower ground floor of a beautiful Grade II listed Villa in central Cheltenham. Self contained, it has its own entrance, two bedrooms, a separate kitchen, separate sitting room, and bathroom with shower. It also has super fast 150mb wifi broadband.

Popular amenities for Tewkesbury Borough holiday rentals

When is the best time to visit Tewkesbury Borough?

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Frequently Asked Questions

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

    Tewkesbury Borough has more than 1,690 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Tewkesbury Borough with our farmstay rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Four-legged friends are welcome in Tewkesbury Borough. Choose from more than 1,090 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 1,120 vacation rentals in Tewkesbury Borough featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Tewkesbury Borough, available on Airbnb. Make a splash and soak up the sun in style!

  • 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 200 vacation rentals in Longlevens, over 590 vacation rentals in Tuffley, and over 200 vacation rentals in Barnwood.

  • 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.

  • Do cottage rentals in Tewkesbury Borough have a kitchen?

    Absolutely! We offer over 290 cottage rentals with a kitchen in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Tewkesbury Borough have wifi?

    Absolutely! We offer over 290 cottage rentals with wifi in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Tewkesbury Borough have free parking?

    Absolutely! We offer over 30 cabin rentals with free parking in Tewkesbury Borough. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Tewkesbury Borough

  • Total holiday rentals

    Explore 3,250 holiday rentals in Tewkesbury Borough

  • Nightly prices starting at

    Tewkesbury Borough holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 153,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,690 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,090 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    1,120 properties have a dedicated workspace

  • Wifi availability

    3,100 of Tewkesbury Borough holiday rentals include wifi 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