
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 /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.

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.

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.

Attractive Period House with breath-taking views
Take it easy at this unique and tranquil getaway. Dating back to the 1800s, this delightful Grade II listed Georgian House is set on a Hillock in an acre of beautiful gardens overlooking the River Avon and the Cotswolds. The Uplands offers the perfect blend of luxurious rural privacy and the convenience of the town centre with its numerous restaurants and riverside pubs a short walking distance away. We have plenty of space for you to relax and pride ourselves on our high standards.

Larch clad architect designed contemporary annexe.
Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

Beautiful Cotswold Stone Cottage
Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage (the earliest building in Coberley circa 1550) 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.

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.

The Cottage for 4, nr Winchcombe, Cotswolds.
The Cottage by Feather Cotswold Cottages is a 2 bedroom property in the beautiful village of Gretton, set on the Winchcombe Way, just 2 miles from Winchcombe which has a host of pubs, restaurants and shops. The cottage has a stunning kitchen, cosy lounge, inglenook fireplace with log burning stove for the winter and gorgeous cottage charm throughout. The local pub, The Royal Oak, is walking distance and has great 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.
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

Town Centre Penthouse with Hot Tub 22

Rural, character 2 bed cottage and hot tub

Traditional 6br farmhouse

The Hut and Tub

Becketts Farm Shepherd’s hut
Family- and pet-friendly home rentals

Cotswold lodge with amazing views and famous walks

Prestbury Village Annex.

The Beehive

Clarence Square Penthouse

Cottage luxe in The Cotwolds

The flat over the pub!

Stunning Apartment located on the Cotswold Way

Cotswolds Cottage, Heated Pool, Tithe Barn Views
Family-friendly home rentals with a pool

Charming Stone Cotswold Cottage with Pool Access

Dovecote Cottage

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
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 | $331 SGD | $257 SGD | $269 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
- Rentals with an EV charger Tewkesbury Borough
- Cabin rentals Tewkesbury Borough
- Luxury rentals Tewkesbury Borough
- Townhouse rentals Tewkesbury Borough
- Bed and breakfasts Tewkesbury Borough
- Hotel rooms Tewkesbury Borough
- Rentals with a firepit Tewkesbury Borough
- Waterfront rentals Tewkesbury Borough
- Rentals with outdoor seating Tewkesbury Borough
- Tent rentals Tewkesbury Borough
- Rentals with pools Tewkesbury Borough
- Rentals with breakfast Tewkesbury Borough
- Rentals with a patio Tewkesbury Borough
- Rentals with a hot tub Tewkesbury Borough
- Fitness-friendly rentals Tewkesbury Borough
- Serviced apartment rentals Tewkesbury Borough
- Shepherd’s hut 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
- Farm stay rentals Tewkesbury Borough
- Private suite rentals Tewkesbury Borough
- Guest house 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
- Tiny house rentals Tewkesbury Borough
- 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
- Cotswold Wildlife Park
- Bath Abbey
- Coventry Building Society Arena
- Sudeley Castle
- The Iron Bridge
- Puzzlewood
- University of Birmingham
- No. 1 Royal Crescent
- Bicester Village
- Warwick Castle
- Coventry Cathedral





