
Family-friendly holiday rentals in Tewkesbury Borough
Find and book unique family-friendly homes on Airbnb
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.

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!

Little Nook Cottage - Dog Friendly & 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!

Stunning Regency flat with parking town centre
This Beautiful Regency 1 bed apartment with 1 parking spot (available from 4pm check in to 12 noon check out please) is suitable for adults only. House is situated within walking distance of Cheltenham racecourse, all shops, parks, restaurants and theatres. It has been recently been refurbished . Lovely new carpets and furniture throughout…. Sitting room, kitchen are on one floor with a fabulous double bedroom and a lovely luxury bathroom with shower and large bath tub on the top floor.

The Garden House in Kingsholm, Gloucester
The Garden House is a lovely single room annex with independent access, en-suite bathroom and shower. Light, cosy, and simply furnished, set in the garden of a residential home near the centre of Gloucester, it's a quiet space to relax or work. Driveway parking available. A two-minute walk to the famous Kingsholm rugby stadium and food shops, ten minutes to city centre, bus and train stations, cathedral, Quays shopping outlet, restaurants and historic docks. Easy bus route to Cheltenham.

Cosy countryside retreat.
The Nest is a self contained detached annexe set in the peaceful Gloucestershire village of The Leigh. The property has been newly refurbished and is available for up to 2 people with access to a secluded garden space within our lovely orchard surroundings. The property has easy access and ample parking. Located within easy reach of Cheltenham, Tewkesbury, Gloucester, The Malverns, Cotswolds and M5, the accommodation is in a perfect position for exploring all that the area has to offer.

The groomsroom
Ex - grooms room, in the grounds of a beautiful country mansion. Self contained bedsit/studio with parking. Stabling available at extra cost if you want to turn this into an equine holiday! 4 miles from Tewkesbury and on the outskirts of Twyning, a beautiful location for a country break. Seasonal breakfast ingredients provided, but we are afraid you'll have to cook them yourself! Tea and coffee making facilities also provided. Fresh milk and bread will be in the fridge when you arrive.

The Organic Cotswolds Cowshed
The Organic Cotswolds Cowshed Set in the heart of The Cotswolds, one of the most beautiful areas in the UK, we are offering the most organic and toxic free environment that we can for our guests which may be important to you if you are allergic or intolerant to such things as added fragrance to laundry soap or the chemicals used in non-bio cleaning chemicals and sprays. I also have a shepherds hut on the property that sleeps two. See my other listing 1 DOG welcome. No other pets

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.

The Garden retreat
The Garden room has its own front and back door, and access to a lovely south facing garden. It has a kitchenette and en suite. It has a very comfortable king-size bed. We are 10-15 minutes walk from the town centre and have views onto Cleeve Hill the highest point of the Cotwolds. There are good local pubs, a national award winning fish and chip shop and a supermarket all nearby. Perfectly situated for all Cheltenham festivals.

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.

Private flat, close to town centre with parking
A large well appointed and spacious double bedroom, with ensuite bathroom, fully equipped kitchen diner and private entrance. This apartment is totally self contained with off road private parking and is only a 15-20 minute walk into the town centre. A fantastic base for exploring the Cotswolds, or just enjoying the festivals and shopping that Cheltenham has to offer.
Popular amenities for Tewkesbury Borough family-friendly rentals
Family-friendly home rentals with a hot tub

Garden Annexe, Gloucester

Doe Bank, Great Washbourne

Boddington Mill, Enchanting 3 Bdr Retreat by Oriri

Luxury Cabin with Hot-Tub & Cold Plunge!

Rural, character 2 bed cottage and hot tub

Luxurious cozy horse box retreat

Magical cottage set within a woodland glade

Romantic Idyllic Nuthatch Cottage with Hot Tub
Family- and pet-friendly home rentals

Detached Garden Room in Cheltenham

Stylish Cottage in The Cotswolds.

Little Knapp on the Cotswold Way

Clarence Square Penthouse

Cotswolds Stroud Cirencester Retreat - The Cabin
Superb 2Bed Townhouse in Cheltenham, The Suffolks

Large Period 2-Bed Apartment Close to Town

Beautiful & Vast Central Apartment Free Parking
Family-friendly home rentals with a pool

Dovecote Cottage

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Summerhouse with wood burning stove

Sauna, HotTub & Cold Plunge Pyramid Escape

Deluxe Coach House at Bretforton Manor with pool

Cosy, rural apartment with breakfast hamper

Luxury Cosy Cottage with Garden

Hoburne Cotswold Holiday Chalet South Cerney
When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 SGD | $232 SGD | $323 SGD | $260 SGD | $272 SGD | $274 SGD | $287 SGD | $291 SGD | $269 SGD | $255 SGD | $263 SGD | $269 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 |
Quick stats about holiday rentals that are family-friendly in Tewkesbury Borough

Total holiday rentals
Explore 1,540 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 61,520 verified reviews to help you choose

Pet-friendly holiday rentals
Find 600 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
1,510 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
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- Thames River Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Central London Holiday rentals
- Rentals with a sauna Tewkesbury Borough
- Pet-friendly rentals Tewkesbury Borough
- Rentals with lake access Tewkesbury Borough
- Private suite rentals Tewkesbury Borough
- Rentals with a patio Tewkesbury Borough
- House rentals Tewkesbury Borough
- Townhouse rentals Tewkesbury Borough
- Serviced apartment rentals Tewkesbury Borough
- Rentals with a fireplace Tewkesbury Borough
- Rentals with outdoor seating Tewkesbury Borough
- Fitness-friendly rentals Tewkesbury Borough
- Luxury rentals Tewkesbury Borough
- Waterfront rentals Tewkesbury Borough
- Cottage rentals Tewkesbury Borough
- Apartment rentals Tewkesbury Borough
- Rentals with a firepit Tewkesbury Borough
- Bed and breakfasts Tewkesbury Borough
- Farm stay rentals Tewkesbury Borough
- Cabin rentals Tewkesbury Borough
- Rentals with a hot tub Tewkesbury Borough
- Tiny house rentals Tewkesbury Borough
- Rentals with breakfast Tewkesbury Borough
- Shepherd’s hut rentals Tewkesbury Borough
- Rentals with pools Tewkesbury Borough
- Barn rentals Tewkesbury Borough
- Smoking-friendly rentals Tewkesbury Borough
- Rentals with a washing machine and dryer Tewkesbury Borough
- Rentals with an EV charger Tewkesbury Borough
- Flat rentals Tewkesbury Borough
- Guest house rentals Tewkesbury Borough
- Family-friendly rentals Gloucestershire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Ironbridge Gorge
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Manor House Golf Club
- Royal Shakespeare Theatre
- Lacock Abbey
- Dyrham Park
- Painswick Golf Club
- Eastnor Castle




