
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.

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.

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.

Stunning flat with swimming pool, garden, parking
A peaceful and spacious 1200 sqft two bed apartment taking up the entire top floor of our eight bedroomed Regency Villa, on one of central Cheltenham's finest residential roads. Perfectly situated and providing the best of both worlds : a short stroll, 0.8 miles, to the shops, bars and restaurants of Cheltenham, combined with a relaxing private garden and heated swimming pool. The Cotswold Way, for walking trails, is close by. A great base for girls weekends, families, and couples.

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.

Cotswolds Cottage, Heated Pool, Tithe Barn Views
A characterful Cotswolds coach house overlooking the National Trust Tithe Barn, with two bedrooms and mature private gardens with a beautiful duck pond and heated pool. The Coach House is set in the grounds of Bredon Manor. Bredon village (two pubs, a shop) a short walk away; Cheltenham, Malvern and the Cotswolds villages a short drive. An easy escape from London that works year-round. Autumn walks, cosy winter retreats, spring gardens and heated pool May to September. Dogs welcome.

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.

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.

Cheltenham accommodation -self-catering-2 bedrooms
Welcome to Cheltenham and to our new beautiful extension! You will have a place of your own with 2 large bedrooms, kitchen, dining/living room looking over our large, beautiful garden with views of Cleeve hill and the Cotswold. You are also welcome to use our large garden to have meals, drinks, BBQ or just relax (while your kids running around, if any) All rooms have beautiful views.

Luxury Cotswold Lodge |Stunning View of Cheltenham
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.
Popular amenities for Tewkesbury Borough family-friendly rentals
Family-friendly home rentals with a hot tub

Cosy Shepherds Hut with Wood-Fired Hot Tub

Beautiful Cotswold Farmhouse with Hot tub

Central penthouse with private hot tub and views

Luxury Cabin with Hot-Tub & Cold Plunge!

Lodge farm Woodland dome. Hot tub. luxury escape

Rural, character 2 bed cottage and hot tub

Traditional 6br farmhouse

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

Prestbury Village Annex.

Willow Cottage, A Luxury Cotswold Retreat

NEW Garden Cottage, roof terrace, parking, central

Beam House, Winchcombe, sleeps 6 + 2

Clarence Square Penthouse

Bushcombe House Lodge

Townhouse luxury, central Grade 2 listed apartment

Off-Grid Tiny Home W/ Spectacular Cotswolds View
Family-friendly home rentals with a pool

Scotland End Barn Luxury 5 Bedroom Cotswolds Home

Dovecote Cottage

100 Howells Mere - 100HM - Lakeside Spa Property

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

Scenic 2 Bed Lodge with hot tub and indoor pool

Sauna, HotTub & Cold Plunge Pyramid Escape

Boundary Court Barn, Selsley common, Stroud

Deluxe Coach House at Bretforton Manor with 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 | $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
- Cabin rentals Tewkesbury Borough
- Luxury rentals Tewkesbury Borough
- Townhouse rentals Tewkesbury Borough
- Rentals with a firepit Tewkesbury Borough
- Bed and breakfasts Tewkesbury Borough
- Hotel rooms Tewkesbury Borough
- Waterfront rentals Tewkesbury Borough
- Rentals with an EV charger 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
- Rentals with a hot tub 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
- Farm stay rentals Tewkesbury Borough
- Guest house rentals Tewkesbury Borough
- Private suite rentals 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
- Family-friendly rentals Gloucestershire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Silverstone Circuit
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- 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
- Coventry Building Society Arena
- Bath Abbey
- Cotswold Wildlife Park
- Sudeley Castle
- Puzzlewood
- University of Birmingham
- The Iron Bridge
- No. 1 Royal Crescent
- Bicester Village
- Alexander Stadium
- Warwick Castle





