
Family-friendly vacation 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!

Modern studio in the heart of Cheltenham
Enjoy your stay in this centrally located studio apartment on the top ( second ) floor. Ideally located for all the wonderful bars cafes and restaurants that Cheltenham has to offer, this easy living, modern studio apartment is on the doorstep to all the activity. You will see instructions for entry 48 hours before arrival. GL52 2SQ There is a secure side door for bike storage on ground floor. Cheltenham Racecourse is a 5 minute drive ( traffic dependent ) or a 30 minute walk from apartment.

Courtyard at Hither Ham House, Stunning retreat
Welcome to the Courtyard at Hither Ham House, a stunning little hideaway. Relax in the King size Bed and enjoy the peaceful setting on offer, it has a fully equipped Kitchen with Breakfast bar and the sofa bed can accommodate one extra person. Private entrance and parking on site don't forget to bring your rackets as free use of the Tennis Court is available. Highspeed internet is included and enjoy an alfresco drink outside. Easy access for Cotswolds, Cheltenham, Tewksbury and Upton upon Severn

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.

Detached Garden Room in Cheltenham
Beautiful private garden studio, perfect for a couple for the races or weekend in Cheltenham or the Cotswolds. Continental breakfast included on the first day. Enjoy visiting one of the famous Cheltenham festivals. Private entrance with parking, patio, table & chairs. Opposite a great pub. 3.2 miles/9mins from Cheltenham racecourse. The hosts are very welcoming & are on hand to help with restaurant or bar recommendations. There’s so much to see & do in Cheltenham & the surroundings area.

Bright spacious private annex in a great location
Bright and spacious private recently built self-contained annex within a friendly family home. Ideal quiet location, close to town, local amenities, bars and restaurants. Close to Bath Road, bus stops, hospital and train station. Separate entrance with key safe entry. Small new kitchen area with hob, fridge, microwave and kettle. Lounge area has large comfy sofa and TV. Views into a large garden with own seating on the decking. Comfy bed, own bathroom with shower. Off road free parking.

The Best address in Montpellier, Cheltenham
This wonderfully spacious apartment is situated in the heart of fashionable Montpellier where you will find an incredible array of Independent shops and prestigious eateries such as The Ivy ,Giggling Squid , The Daffodil and the renowned Michelin starred Le Champignons Savage,a new find is Kibousushi located about 200 metres from the apartment ,a new find for us and an amazing Japanese restaurant ,but you have to book in advance . The home of horse racing is just a 20 minute walk .

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.

Cleeve Cottage (The Studio)
A small detached studio/annex, in the picturesque village of Bushley, ideal location for anyone looking to have a short break in the countryside just 1.5 miles from the old market town of Tewkesbury and only 20 minutes from Cheltenham so perfect for a weekend at the races. Plenty of stunning rural locations to be explored nearby, with easy access to the beautiful Malvern hills, fantastic for cycling and hiking
Popular amenities for Tewkesbury Borough family-friendly rentals
Family-friendly home rentals with a hot tub

Garden Annexe, Gloucester

Boddington Mill, Enchanting 3 Bdr Retreat by Oriri

Cosy Cotswold Lodge with Private Garden & Hot Tub

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

Stylish Cottage in The Cotswolds.

The Organic Cotswolds Cowshed

Little Knapp on the Cotswold Way

Blacklains Annexe, Birdlip, Cotswold

Clarence Square Penthouse

Stunning Apartment located on the Cotswold Way

Cotswolds Stroud Cirencester Retreat - The Cabin
Superb 2 Bed Townhouse in Cheltenham, The Suffolks
Family-friendly home rentals with a pool

Dovecote Cottage

Doe Bank, Great Washbourne

Scenic 2 Bed Lodge with hot tub and indoor pool

Vintage Airstream - outdoor bath - Marilyn Meadows

Summerhouse with wood burning stove

The Ndoro Carriage with use of A Natural Pool.

Deluxe Coach House at Bretforton Manor with pool

Cosy, rural apartment with breakfast hamper
Quick stats about vacation rentals that are family-friendly in Tewkesbury Borough

Total vacation rentals
Explore 1,540 vacation rentals in Tewkesbury Borough

Nightly prices starting at
Tewkesbury Borough vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 61,520 verified reviews to help you choose

Pet-friendly vacation rentals
Find 600 rentals that welcome pets

Vacation 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 vacation 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
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- Cotswolds AONB
- Oxford University
- Blenheim Palace
- Silverstone Circuit
- Lower Mill Estate
- West Midland Safari Park
- Cheltenham Racecourse
- Cadbury World
- Sudeley Castle
- Ironbridge Gorge
- Ludlow Castle
- Bath Abbey
- Coventry Cathedral
- No. 1 Royal Crescent
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Lacock Abbey
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Painswick Golf Club
- Dyrham Park
- Eastnor Castle