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.

%{current} / %{total}1 / 1
Top guest favorite
A wide view of rolling green hills displays a tranquil landscape. A small pond is nestled among lush foliage, surrounded by paths cutting through the greenery. Trees are scattered throughout the scene, contributing to the natural beauty of the area.
Cottage
4.92 out of 5 average rating, 508 reviews

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.

Top guest favorite
A charming stone farmhouse is set amidst lush greenery, surrounded by a well-maintained hedge. The building features traditional architectural elements with a welcoming front entrance and outdoor seating area, offering a picturesque view of the serene countryside.
Guest suite
4.92 out of 5 average rating, 231 reviews

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

Guest favorite
An open-plan living area features exposed wooden beams and a brick feature wall, creating a warm ambiance. A plush sofa is positioned beside a log burner. A glass vase with colorful flowers adorns the dining table, enhancing the inviting interior.
Cottage
4.94 out of 5 average rating, 140 reviews

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!

Top guest favorite
A well-appointed studio space features a double bed adorned with yellow and teal cushions, complemented by a cozy sofa. Natural light filters through frosted glass doors, leading to the outdoor area. Soft grey walls and wooden flooring enhance the room's tranquil atmosphere.
Guest suite
4.88 out of 5 average rating, 100 reviews

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.

Top guest favorite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage
4.98 out of 5 average rating, 200 reviews

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!

Guest favorite
A colorful armchair with patchwork fabric is positioned beside a slender lamp, creating a cozy reading nook. A tall window allows natural light to illuminate the space, complemented by light sheer curtains. A small side table and decorative elements add charm to the inviting room.
Apartment
4.88 out of 5 average rating, 184 reviews

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.

Top guest favorite
A comfortable sleeping area features a spacious bed with crisp white linens and a textured brown duvet. Two bedside tables are positioned on either side, each with a stylish lamp. Decorative wall art complements the modern geometric wallpaper in soft hues.
Home
4.96 out of 5 average rating, 106 reviews

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!

Top guest favorite
An open-plan living and dining area is showcased, featuring a large dining table with red chairs. A patterned area rug lies on the floor, while a comfortable seating arrangement is visible in the background. Soft lighting is provided by pendant fixtures above the table.
Home
4.96 out of 5 average rating, 137 reviews

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.

Top guest favorite
The exterior features a newly refurbished annexe with a clean, modern design. A stone pathway leads to a private entrance, surrounded by gravel and paving. A small area of artificial grass and a garden shed are visible, providing a welcoming outdoor space.
Guesthouse
4.92 out of 5 average rating, 371 reviews

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.

Guest favorite
A spacious room features a comfortable king-size bed covered with a textured yellow quilt. A kitchenette is visible in the background, alongside a wooden table. Natural light enters from a nearby window, illuminating the simple decor, which includes a dresser and casual seating.
Guest suite
4.87 out of 5 average rating, 366 reviews

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.

Guest favorite
A spacious bedroom features a king-sized bed with white linens and decorative pillows. Natural light enters through multiple windows, illuminating the room. A comfortable chair and side table are positioned nearby, adding to the cozy ambiance. Soft colors complement the serene atmosphere.
Apartment
4.85 out of 5 average rating, 342 reviews

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.

Guest favorite
The modern kitchen features a spacious island with a wood countertop, complemented by grey cabinetry and stainless-steel appliances. Abundant natural light streams through overhead windows, illuminating the open layout. A wall-mounted TV is visible in the background, providing a focal point for the space.
Townhouse
4.86 out of 5 average rating, 281 reviews

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

When is the best time to visit Tewkesbury Borough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 156€ 153€ 212€ 171€ 179€ 181€ 189€ 192€ 177€ 168€ 173€ 177
Avg. temp5°C5°C7°C9°C12°C15°C18°C17°C15°C11°C7°C5°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

Destinations to explore