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 $39 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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Guest favourite
Home in Boddington
4.94 out of 5 average rating, 189 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
An aerial view captures the two detached luxury cabins positioned on a gravel drive within a scenic conservation orchard. Lush green fields extend towards the horizon, dotted with trees and framed by distant hills. A serene rural landscape surrounds the cabins, emphasizing their tranquil setting.
Farm stay in Whittington
5 out of 5 average rating, 111 reviews

Architectural gem on an acclaimed Cotswold farm /2

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
A well-appointed studio space features a double bed adorned with yellow and teal cushions, complemented by a cozy sofa. Natural light filters through frosted glass doors, leading to the outdoor area. Soft grey walls and wooden flooring enhance the room's tranquil atmosphere.
Guest suite in Leckhampton
4.9 out of 5 average rating, 115 reviews

Annexe in the foothills

Kick back and relax in this calm, stylish space. A newly created annex nestled in the foothills of Leckhampton Hill. 2 minute walk to an Area of Outstanding Natural Beauty and 15 minute walk from the Cotswold Way. This beautiful, bijou annexe is self contained, with private entrance and off road parking, in a quiet, residential cul de sac. Finished to a very high standard throughout with double bed, sofa, smart TV, shower room, and kitchen with workspace. 30 minute walk into Regency Cheltenham.

Guest favourite
A self-contained studio flat features a spacious bed with colorful bedding and freshly folded towels placed on top. A cozy sofa complements the room, with a large window allowing natural light to fill the space. A small alcove with a mirror is positioned nearby.
Flat in Cheltenham
4.85 out of 5 average rating, 183 reviews

Town Centre Studio Flat

Whatever you’re in Cheltenham for, this newly renovated self-contained studio flat is the perfect location for your stay. 5 minutes walk from the high street and from the fantastic bars and restaurants of Montpellier. Round the corner from the hospital and with the beautiful Sandford Park Gardens and Lido on the doorstep. The studio is the ideal bolthole with permit parking available, key pad entry, kitchen area, newly fitted bathroom, bedroom area and sofa (sofa bed for an additional fee).

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, 125 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
Guest house in Toddington
4.96 out of 5 average rating, 249 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.

Guest favourite
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 Cheltenham
4.96 out of 5 average rating, 199 reviews

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.

Top guest favourite
A charming exterior of the converted dairy is highlighted with red brick and a slate roof. Flower baskets adorn the windows, while a seated area with wooden chairs offers a serene view of the surrounding greenery and lavender. A cat is seen resting nearby.
Barn in Cheltenham
5 out of 5 average rating, 166 reviews

Farm close to Cheltenham with stunning views

Relax in our lovingly-converted dairy on our small working family farm overlooking Cheltenham. Superb views and sunsets from the quiet and private accommodation. Meet our alpacas, donkeys and pygmy goats and enjoy our free range eggs. Walk in our 80 acres of natural hillside, see the wildlife and enjoy the scenery. We are near the Cotswold Way, GWSR Steam Railway and Cheltenham Racecourse, and approx. 2 miles to the centre of Cheltenham - the heart of the Cotswolds.

Top guest favourite
A bright living area features a comfortable couch adorned with decorative pillows, facing a television. Light from the patio doors illuminates the space, which includes a small table and chair set visible through the doors. Neutral tones are complemented by a textured rug on the floor.
Guest house in Cheltenham
4.95 out of 5 average rating, 100 reviews

Self contained annex adjoining a family home.

Come and enjoy a relaxing stay in our beautiful one bedroom self contained annex with separate living space, and off road parking, all of which is adjoining our family home. We are approx. 1.5 miles from the M5 and 10 minutes from Cheltenham town centre. Cheltenham boasts an array of shops and boutiques, coffee shops and bars, for you to enjoy during your stay. Cheltenham hosts many events such as racing, the science, literature and jazz festivals.

Top guest favourite
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
4.9 out of 5 average rating, 187 reviews

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.

Top guest favourite
A spacious room features a comfortable king-size bed covered with a textured yellow quilt. A kitchenette is visible in the background, alongside a wooden table. Natural light enters from a nearby window, illuminating the simple decor, which includes a dresser and casual seating.
Guest suite in Cheltenham
4.88 out of 5 average rating, 399 reviews

The Garden retreat

The Garden room has its own front and back door, and access to a lovely south facing garden. It has a kitchenette and en suite. It has a very comfortable king-size bed. We are 10-15 minutes walk from the town centre and have views onto Cleeve Hill the highest point of the Cotwolds. There are good local pubs, a national award winning fish and chip shop and a supermarket all nearby. Perfectly situated for all Cheltenham festivals.

Top guest favourite
A traditional woodburner is centered within a rustic stone fireplace, complemented by wooden beams above. A framed artwork depicting a canal scene hangs on the wall. To the side, a stack of firewood is neatly arranged, with a small green table set with glasses and a champagne bucket.
Cottage in Winchcombe
4.87 out of 5 average rating, 518 reviews

4 Star Cotswold stone cottage

This modern Cotswold stone cottage (with good Wifi) 2.5 bathrooms and a new woodburner lies close to the heart of the delightful town of Winchcombe. Adjoining another property, it is set along a quiet lane, 2 minutes’ walk from an excellent range of shops, historic pubs, restaurants and 10 minutes to Sudeley Castle. EV chargers 300 metres from the property.

Popular amenities for Tewkesbury Borough family-friendly rentals

When is the best time to visit Tewkesbury Borough?

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Avg. price$261 SGD$252 SGD$331 SGD$257 SGD$269 SGD$271 SGD$284 SGD$288 SGD$266 SGD$275 SGD$270 SGD$301 SGD
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Destinations to explore