
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.

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).

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.

C15th Quiet Cotswold Hillside Barn: stunning Views
A beautiful stylish 15th century south facing stone barn; tastefully refurbished on our organic farm. Quiet, spacious, comfortable & cosy (a wood-burner); bedroom balcony & garden terrace with far reaching views of the Cotswold valleys & village church Our farm was one of Henry VIII hunting lodges, backing onto ancient beech woods, ~ footpaths from the door. Easily accessible to Stroud's famous market, Cheltenham races, Roman villas, village pubs! (2 adults & 2 children are welcome)

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.

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.

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.

Cotswold lodge with amazing views and famous walks
Enjoying spectacular views this 2 bedroom, dog friendly lodge sits on the top of Leckhampton Hill, enjoying easy access to the famous ‘Cotswold Way’ walk and is a 5 minute drive from the town centre of regency Cheltenham. The Lodge also includes a 3.5m outdoor kitchen looking over The Malvern Hills. The kitchen includes a large built in BBQ, a pizza oven and sink.

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
Family-friendly home rentals with a hot tub

Cosy Shepherds Hut with Wood-Fired Hot Tub

Luxury Cabin with Hot-Tub & Cold Plunge!

Town Centre Penthouse with Hot Tub 22

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

Willow Cottage, A Luxury Cotswold Retreat

The Beehive

NEW Garden Cottage, roof terrace, parking, central

Cottage luxe in The Cotwolds

Cleeve Cottage (The Studio)

Cotswolds Cottage, Heated Pool, Tithe Barn Views

Off-Grid Tiny Home W/ Spectacular Cotswolds View
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 | $261 SGD | $252 SGD | $330 SGD | $257 SGD | $268 SGD | $271 SGD | $284 SGD | $288 SGD | $266 SGD | $275 SGD | $270 SGD | $301 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 an EV charger Tewkesbury Borough
- Luxury rentals Tewkesbury Borough
- Townhouse rentals Tewkesbury Borough
- Bed and breakfasts Tewkesbury Borough
- Rentals with a firepit Tewkesbury Borough
- Hotel rooms Tewkesbury Borough
- Waterfront rentals Tewkesbury Borough
- Rentals with outdoor seating Tewkesbury Borough
- Tent rentals Tewkesbury Borough
- Rentals with a patio Tewkesbury Borough
- Rentals with pools Tewkesbury Borough
- Rentals with breakfast Tewkesbury Borough
- Serviced apartment rentals Tewkesbury Borough
- Shepherd’s hut rentals Tewkesbury Borough
- Fitness-friendly rentals Tewkesbury Borough
- Barn rentals Tewkesbury Borough
- Smoking-friendly rentals Tewkesbury Borough
- Flat rentals Tewkesbury Borough
- Pet-friendly rentals Tewkesbury Borough
- Rentals with a fireplace Tewkesbury Borough
- Guest house rentals Tewkesbury Borough
- Farm stay rentals Tewkesbury Borough
- Private suite rentals Tewkesbury Borough
- Rentals with a washing machine and dryer Tewkesbury Borough
- Rentals with lake access Tewkesbury Borough
- Cottage rentals Tewkesbury Borough
- Apartment rentals Tewkesbury Borough
- Rentals with a hot tub Tewkesbury Borough
- House rentals Tewkesbury Borough
- Tiny 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





