
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.

The Annex Self contained suite on a working farm
A self-contained annex on a working farm in the beautiful Cotswold town of Winchcombe. Sitting above the medieval town, the room has spectacular views of the surrounding cotswold hills. Situated 10 minutes walk from the centre of town with lots of pubs, shops and restaurants. Right on the Winchcombe Way and close to the Cotswold Way its ideal for walkers. Secure cycle storage is also available. Broadway, Stow-on-the Wold, Bourton-on-the -Water Cheltenham, Stratford and Oxford are all drivable

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!

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.

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.

Entire guest suite in stylish converted loft
Private suite close to Cheltenham racecourse & the town's many restaurants, theatres & shopping. With a frequent bus service to Cheltenham races (2.5miles) & town (3miles) you can leave your car safely on our drive. We're only 2.8 miles from Prescott Hill Climb and Bishops Cleeve is the perfect base for exploring the surrounding Cotswolds area. Tea, coffee & breakfast staples provided (Gluten Free alternatives on request). A warm welcome awaits you!

Charming house in the centre of town.
A centrally located charming house. Just a short walk from the trendy Montpellier area and High Street it’s perfect for a city break. The house has a spacious open plan living/dining area with separate kitchen, two spacious bedrooms, bathroom and courtyard garden. There is a comfy fold down king size Murphy bed in the living room. Included in your booking is a parking permit for one vehicle. Additional parking permit available for a small fee.

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.

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.
Cheltenham Superb 2 Bed Townhouse, The Suffolks
Recently refurbished, Traditionally Modern Townhouse in the Suffolk’s area of Cheltenham ... an area often referred to as the Notting Hill of Cheltenham, with an eclectic mix of independent cafes, bars, restaurants and shops, all on your doorstep Virgin Media SuperFast Fibre Broadband throughout, ideal for streaming and home working purposes.
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

Magical cottage set within a woodland glade

Romantic Idyllic Nuthatch Cottage with Hot Tub

Shepherd's Hut & WoodFired HotTub in The Cotswolds
Family- and pet-friendly home rentals

Cotswold lodge with amazing views and famous walks

Detached Garden Room in Cheltenham

Cottage in The Cotswolds.

Stunning Dog Friendly Barn , Summerhouse / Paddock

Little Knapp on the Cotswold Way

Lovely two-bedroom apartment with patio

Clarence Square Penthouse

The flat over the pub!
Family-friendly home rentals with a pool

The Poolhouse

Dovecote Cottage

Vintage Airstream - outdoor bath - Marilyn Meadows

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Sauna, HotTub & Cold Plunge Pyramid Escape

The Ndoro Carriage with use of A Natural Pool.

Deluxe Coach House at Bretforton Manor with pool

Cosy, rural apartment with breakfast hamper
When is the best time to visit Tewkesbury Borough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 156 | € 153 | € 212 | € 171 | € 179 | € 181 | € 189 | € 192 | € 177 | € 168 | € 173 | € 177 |
| 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 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 € 26 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

Wi-Fi availability
1,510 of Tewkesbury Borough vacation rentals include wi-fi 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
- Cheltenham Racecourse
- West Midland Safari Park
- Cadbury World
- Sudeley Castle
- Ludlow Castle
- Ironbridge Gorge
- Bath Abbey
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Royal Shakespeare Theatre
- Manor House Golf Club
- Lacock Abbey
- Dyrham Park
- Painswick Golf Club
- Big Pit National Coal Museum




