
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 $38 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.
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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.
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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
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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.
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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).
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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.
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Little Nook Cottage - Cosy & Large Garden
Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!
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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.
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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.
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Beautiful Self-Contained Annexe in Cheltenham
A lovely, newly refurbished annexe, perfect for 1 or 2 guests within good distance to the town center. A cosy, fully functioning, self-contained home from home featuring a double bed, kitchenette, en suite bathroom, 32" TV, heated floor and radiator with a private entrance. Located a 30 minute walk from the town centre and the Brewery Quarter, which is full of restaurants and bars, 2 cinemas, Mr Mulligans Adventure Golf and Hollywood Bowl.
Indoor spacesKitchenNearby

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

Luxury Cabin with Hot-Tub & Cold Plunge!
FamilyKitchenSolo travel

Central penthouse with private hot tub and views
KitchenIndoor spacesLocation

Lodge farm Woodland dome. Hot tub. luxury escape
FamilyIndoor spacesValue

Town Centre Penthouse with Hot Tub 22
KitchenFamilyDecor

Rural, character 2 bed cottage and hot tub
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Traditional 6br farmhouse
Indoor spacesKitchenHeating

Romantic Idyllic Nuthatch Cottage with Hot Tub
KitchenIndoor spacesBack garden

Stunning Five Bed Detached Home with Hot Tub
KitchenFamilyBathroom
Family- and pet-friendly home rentals

Prestbury Village Annex.
KitchenIndoor spacesAccuracy

The Beehive
Indoor spacesKitchenAccess

Willow Cottage, A Luxury Cotswold Retreat
FamilyIndoor spacesHospitality

Luxury Thatched Cotswold Cottage, amazing location
Indoor spacesFamilyCleanliness

Beam House, Winchcombe, sleeps 6 + 2
FamilyKitchenView

Dog friendly stylish cottage near Malvern Hills
FamilyKitchenValue

Clarence Square Penthouse
FamilyKitchenQuiet

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

Charming Stone Cotswold Cottage with Pool Access
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Dovecote Cottage
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Private Pool/Cotswolds/Gatherings/Slps 12/Games Rm
Indoor spacesKitchenBack garden

The Potting Shed, 5* ❤︎ Luxury escape Cirencester
FamilyIndoor spacesComfort

Sauna, HotTub & Cold Plunge Pyramid Escape
KitchenFamilyComfort

Boundary Court Barn, Selsley common, Stroud
Indoor spacesFamilyCheck-in

The Ndoro Carriage with use of A Natural Pool.
KitchenFamilySleep quality

Deluxe Coach House at Bretforton Manor with pool
KitchenIndoor spacesAmenities
When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 SGD | $249 SGD | $327 SGD | $280 SGD | $299 SGD | $286 SGD | $281 SGD | $285 SGD | $263 SGD | $272 SGD | $267 SGD | $298 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
- Hotel rooms Tewkesbury Borough
- Waterfront rentals 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
- Private suite rentals 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
- 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





