
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.
Indoor spacesKitchenPets

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.
Indoor spacesFamilyHeating

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
FamilyKitchenView

Willow Cottage, A Luxury Cotswold Retreat
Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!
Indoor spacesFamilyCheck-in

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.
Indoor spacesFamilyNearby

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.
Indoor spacesFamilyDecor

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).
FamilyKitchenWalkability

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.
Indoor spacesFamilyLocation

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.
Indoor spacesKitchenWalkability

Comfortable bungalow close to town and countryside
Newly refurbished detached bungalow in Swindon Village, Cheltenham. We are on the edge of Cheltenham, with rural fields on the doorstep but just a 10 minute drive into the town centre. A great base to explore the Cotswolds, and less than 1.5 miles from the racecourse. Inside is a spacious, comfortable living space with brand new kitchen and bathroom. There are two good bedrooms, and the third bedroom is a study with a single sofa bed.
FamilyIndoor spacesWalkability

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.
KitchenIndoor spacesGrill

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

Becketts Farm Shepherd’s hut
Indoor spacesKitchenWalkability

Luxury boutique holiday Cottage, 2 bed, 2 bathroom
FamilyIndoor spacesPets

Rural, character 2 bed cottage and hot tub
KitchenFamilyHiking

Attractive Period House with breath-taking views
KitchenFamilyNearby

Moat View
FamilyKitchenSleep quality

Luxury Cotswolds Cottage with Hot Tub
FamilyIndoor spacesView

Traditional 6br farmhouse
KitchenIndoor spacesWalkability

Magical cottage set within a woodland glade
Indoor spacesFamilyHot tub
Family- and pet-friendly home rentals

Clarence Square Penthouse
KitchenFamilyPets

The Beehive
FamilyIndoor spacesAmenities

Prestbury Village Annex.
Indoor spacesFamilyAmenities

Off-Grid Tiny Home W/ Spectacular Cotswolds View
Indoor spacesKitchenGrill

Cleeve Cottage (The Studio)
FamilyKitchenComfort

Cotswolds Cottage, Heated Pool, Tithe Barn Views
Indoor spacesFamilyLayout

Stunning Cotswold cottage, log burner, Winchcombe
KitchenFamilyLocation

Garden refuge in style
KitchenIndoor spacesPets
Family-friendly home rentals with a pool

Stunning flat with swimming pool, garden, parking
FamilyKitchenWalkability

Cosy, rural apartment with breakfast hamper
KitchenFamilyTV

The Annex at The Oaks
FamilyKitchenLong stay

Boundary Court Barn, Selsley common, Stroud
Indoor spacesKitchenCleanliness

Deluxe Coach House at Bretforton Manor with pool
FamilyKitchenParking

Rural idyll, with tennis court and swimming pool
KitchenIndoor spacesQuiet

Sauna, HotTub & Cold Plunge Pyramid Escape
Indoor spacesKitchenOutdoor spaces

The Ndoro Carriage with use of A Natural Pool.
KitchenIndoor spacesLocation
When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $259 SGD | $250 SGD | $329 SGD | $281 SGD | $300 SGD | $288 SGD | $282 SGD | $286 SGD | $264 SGD | $273 SGD | $268 SGD | $299 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
- Bed and breakfasts Tewkesbury Borough
- Waterfront rentals Tewkesbury Borough
- Hotel rooms Tewkesbury Borough
- Tent rentals Tewkesbury Borough
- Rentals with breakfast Tewkesbury Borough
- Rentals with pools Tewkesbury Borough
- Serviced apartment rentals Tewkesbury Borough
- Rentals with a hot tub Tewkesbury Borough
- Shepherd’s hut rentals Tewkesbury Borough
- Barn rentals Tewkesbury Borough
- Flat rentals Tewkesbury Borough
- Pet-friendly rentals Tewkesbury Borough
- Farm stay rentals Tewkesbury Borough
- Guest house rentals Tewkesbury Borough
- Rentals with lake access Tewkesbury Borough
- Private suite rentals 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
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- University of Oxford
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- University of Birmingham
- Puzzlewood
- Sudeley Castle
- The Iron Bridge
- University of Warwick
- No. 1 Royal Crescent
- Alexander Stadium
- Warwick Castle
- The International Convention Centre
- Carding Mill Valley & The Long Mynd





