
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.

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.

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

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.

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.

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.

Romantic Cotswolds Cabin | Views of Rolling Hills
A Guest Favourite. Romantic, dog-friendly off-grid cabin in the Cotswolds AONB Wake up to an AMAZING view, brew coffee on the stove and watch the sunrise from bed. In the evenings, stargaze by the firepit or curl up by the wood-burning stove. This peaceful, eco-friendly hideaway is loved by couples for its calm, comfort and connection to nature. Just 10 minutes from Cheltenham and surrounded by hills, trails and cosy pubs. The perfect base to switch off, hike and explore the cotswolds.

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.

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.

Becketts Farm Shepherd’s hut
Set amongst the orchard on a small traditional working farm with good access for exploring Gloucestershire and the cotswolds and beyond! Our shepherd's hut is located just off the A38 right in the middle of Cheltenham, Tewkesbury and Gloucester making it a great base for seeing the sites. A fully equipped shepherd's hut complete with fridge, kettle, toaster, microwave, induction hob, bbq and wood fired hot tub.

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.

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.

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.
Popular amenities for Tewkesbury Borough family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy Shepherds Hut with Wood-Fired Hot Tub

Luxury Cabin with Hot-Tub & Cold Plunge!

Lodge farm Woodland dome. Hot tub. luxury escape

Orchard Huts - Shepherds Pie

Rural, character 2 bed cottage and hot tub

Traditional 6br farmhouse

Foston's Ash Shepherd's Hut (Lawlessdown:blue hut)

The Hut and Tub
Family- and pet-friendly home rentals

Dovecote Cottage

Cotswold lodge with amazing views and famous walks

Willow Cottage, A Luxury Cotswold Retreat

The Beehive

Luxury Thatched Cotswold Cottage, amazing location

NEW Garden Cottage, roof terrace, parking, central

Dog friendly stylish cottage near Malvern Hills

Cleeve Cottage (The Studio)
Family-friendly home rentals with a pool

100 Howells Mere - 100HM - Lakeside Spa Property

Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Sauna, HotTub & Cold Plunge Pyramid Escape

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with pool

Cosy, rural apartment with breakfast hamper

Rural idyll, with tennis court and swimming pool
When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 SGD | $251 SGD | $330 SGD | $256 SGD | $268 SGD | $271 SGD | $283 SGD | $287 SGD | $265 SGD | $274 SGD | $269 SGD | $300 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 17°C | 15°C | 11°C | 7°C | 5°C |
Destinations to explore
- Cabin rentals Tewkesbury Borough
- Rentals with a firepit Tewkesbury Borough
- Hotel rooms Tewkesbury Borough
- Rentals with outdoor seating Tewkesbury Borough
- Rentals with a patio Tewkesbury Borough
- Serviced apartment rentals Tewkesbury Borough
- Rentals with a hot tub Tewkesbury Borough
- Fitness-friendly rentals Tewkesbury Borough
- Pet-friendly rentals Tewkesbury Borough
- Rentals with a fireplace Tewkesbury Borough
- Rentals with a washing machine and dryer Tewkesbury Borough
- Rentals with lake access Tewkesbury Borough
- Apartment rentals Tewkesbury Borough
- Cottage rentals Tewkesbury Borough
- Tiny house rentals Tewkesbury Borough
- House rentals Tewkesbury Borough
- Waterfront rentals Tewkesbury Borough
- Flat rentals Tewkesbury Borough
- Rentals with pools Tewkesbury Borough
- Rentals with breakfast Tewkesbury Borough
- Townhouse rentals Tewkesbury Borough
- Bed and breakfasts Tewkesbury Borough
- Shepherd’s hut rentals Tewkesbury Borough
- Barn rentals Tewkesbury Borough
- Smoking-friendly rentals Tewkesbury Borough
- Private suite rentals Tewkesbury Borough
- Tent rentals Tewkesbury Borough
- Rentals with an EV charger Tewkesbury Borough
- Luxury rentals Tewkesbury Borough
- Farm stay rentals Tewkesbury Borough
- Guest house rentals Tewkesbury Borough
- Family-friendly rentals Gloucestershire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- National Exhibition Centre
- Blenheim Palace
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- West Midland Safari Park
- University of Warwick
- Utilita Arena Birmingham
- Cadbury World
- Ludlow Castle
- Bath Abbey
- Coventry Building Society Arena
- Cotswold Wildlife Park
- Sudeley Castle
- Puzzlewood
- The Iron Bridge
- University of Birmingham
- No. 1 Royal Crescent
- Bicester Village
- Alexander Stadium
- Warwick Castle





