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Family-friendly holiday rentals in Tewkesbury Borough

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Tewkesbury Borough

  • Total holiday rentals

    Explore 1,680 holiday rentals in Tewkesbury Borough

  • Nightly prices starting at

    Tewkesbury Borough holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 69,530 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 680 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wifi availability

    1,650 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

Top-rated family-friendly rentals in Tewkesbury Borough

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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 Winchcombe
4.93 out of 5 average rating, 552 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 favourite
Home in Boddington
4.94 out of 5 average rating, 193 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
The shepherd's hut is presented in soft hues, surrounded by lush greenery and colorful hanging flower baskets. A quaint entrance features decorative trellis work, enhancing the tranquil setting within a landscaped garden area filled with potted plants and natural elements.
Shepherd’s hut in Tewkesbury
4.95 out of 5 average rating, 111 reviews

Hobbit Hole, Shepherds Hut nr Cheltenham/Cotswolds

Enjoy the natural beauty surrounding this quiet shepherd's hut set in the grounds of a historic original Tudor Manor. 'Hobbit hole' is an ideal break for anything between one night and a week, or more. Only 5 minutes from junction 9 of the M5, it's set in a rural farming hamlet, 2 miles out of Tewkesbury, and 20 mins drive to Cheltenham and Gloucester. The 'Hobbit hole' enjoys free car parking, and sits in a gravel area overlooking a herb & veg garden with shady trees overlooking a young orchard

Top guest favourite
Two modern cabins are set within a natural landscape, surrounded by tall grass and trees. Shared outdoor seating areas are visible, along with a gravel path leading to the cabins. The sky is partly cloudy, enhancing the serene rural environment.
Farm stay in Whittington
4.99 out of 5 average rating, 110 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.

Top guest favourite
The open living area features a cozy seating arrangement with a large white couch adorned with patterned cushions. Green beams are visible on the ceiling. Natural light floods in through multiple windows, illuminating a dining space with a wooden table surrounded by chairs.
Guest house in Stanton
4.99 out of 5 average rating, 166 reviews

Luxury self-catering for two in the Cotswolds

Situated on a farm between the picturesque villages of Broadway and Winchcombe this private annex is the ideal getaway or escape for visiting the Cotswolds. Spread over two floors the open ground floor contains a small fully equipped kitchen and comfortable seating area with large wood burner. There is a private outdoor area for your enjoyment. Upstairs has a super king size bed and ensuite bathroom. All bedlinen is 100% cotton with down duvet, pillows soft towels and lots of wardrobe space.

Guest favourite
Home in Painswick
4.94 out of 5 average rating, 179 reviews

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.

Top guest favourite
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.
Loft in Shurdington
4.98 out of 5 average rating, 131 reviews

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.

Top guest favourite
The image shows a spacious garden featuring well-maintained green grass and fruit trees. A stone-clad house with large glass sliding doors is seen in the background, providing views of the interior. Flower pots are placed by the entrance, adding touches of color to the scene.
Home in Woodmancote
4.93 out of 5 average rating, 127 reviews

Beautiful 4 bed house in Cotswolds

Welcome to our 4 bedroom home located in the village of Woodmancote, near Cleeve Hill & Cheltenham, right next to The Cotswold Hills, Known as the walking capital of England and AONB. Beautifully presented throughout, this self-catering home benefits from an open plan fully equipped kitchen / lounge / diner with sliding patio doors leading out to the garden, separate snug with TV. 4 double bedrooms that can accommodate up to 8 guests, en suite to the Master and a modern family bathroom.

Top guest favourite
The charming Cotswold stone cottage is framed by lush greenery and colorful flowers. A gravel pathway leads to the entrance, flanked by a small pond. The property features a symmetrical facade, with multiple gabled roofs and large windows reflecting natural light.
Home in Coberley
4.93 out of 5 average rating, 334 reviews

Beautiful Cotswold Stone Cottage

Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage really is in the heart of the Cotswold Hills. The self contained property comprises: two double bedrooms fully equipped kitchen, shower room and a cosy lounge with wood burner. The traditional Cotswold stone cottage overlooks picturesque countryside and is situated within ten minutes drive from the beautiful and popular spa town of Cheltenham. Parking large and safe beside the property.

Top guest favourite
A charming stone cottage is framed by lush greenery and colorful flowering plants. A wooden gate leads to a gravel driveway, while rolling hills can be seen in the background under a clear blue sky.
Cottage in Stanton
5 out of 5 average rating, 142 reviews

Hobleys Cottage Stanton Nr Broadway

Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

Top guest favourite
The exterior of The Annex is presented, featuring a fenced courtyard adorned with string lights that create a gentle glow. The entrance showcases large glass doors leading into the interior, framed by lush greenery in the background.
Guest house in Twigworth
4.95 out of 5 average rating, 187 reviews

The Annex at Stonehaven

The Annex offers dog friendly accommodation with plenty of outdoor space. It has a bedroom with en-suite shower, a large kitchen and open plan living room with double bed, dining and sofa areas. There is parking, a courtyard and garden. We are between Cheltenham, Gloucester and Tewkesbury. Mon-Fri your host grooms dogs in a room connected to the Annex. Dogs or driers might be heard during the day on weekdays and access needed to cleaning cupboard and tumble dryer in annex.

Superhost
A pathway lined with lush greenery leads to a charming dwelling partially hidden by trees and bushes. The gravel drive is framed by manicured hedges, creating a serene entrance. Natural light filters through the foliage, highlighting the tranquil setting of the home.
Guest house in Cheltenham
4.88 out of 5 average rating, 125 reviews

Prestbury Village Annex.

Nestled in the beautiful cotswold hills and minutes from Cheltenham town centre, this stunningly located Prestbury Village Annexe is 5 minutes walk to The Cheltenham Racecourse and 3 doors down from The Plough pub. Comfortable and cozy with all amenities, this double bed dwelling is perfect for those attending the numerous horse races, or for those that want a quiet, peaceful break. Opposite the 13th century church of St Mary.

Popular amenities for Tewkesbury Borough family-friendly rentals

When is the best time to visit Tewkesbury Borough?

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Avg. price$259 SGD$250 SGD$328 SGD$280 SGD$300 SGD$287 SGD$282 SGD$286 SGD$264 SGD$273 SGD$268 SGD$298 SGD
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Destinations to explore