Family-friendly vacation rentals in Bishop's Cleeve

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Top-rated family-friendly rentals in Bishop's Cleeve

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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 in Cheltenham
4.92 out of 5 average rating, 505 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.

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 in Winchcombe
4.92 out of 5 average rating, 228 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 in Stoke Orchard
4.93 out of 5 average rating, 135 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 stone annex is depicted beside a gravel path leading up a steep, grassy slope. A large tree provides shade, while the clear blue sky adds brightness to the scene. The entrance door is prominently featured, framed by natural stone walls.
Condo in Gloucestershire
4.94 out of 5 average rating, 101 reviews

Self-contained annex on Cleeve Hill Common.

Cheesecake Well Cottage is a very peaceful and rural location, on the edge of Cleeve Hill Common, a 1,000 acre area of outstanding natural beauty with a café and golf course. Ideal for the Cotswold Way and Cheltenham Spa, 4 minutes by car from the racecourse, and close to a good pub with hourly bus service between Winchcombe and Cheltenham. The annex is self-contained, with a front door and hallway. Dogs £25 supplement. Private parking. Note the lane has a 1 in 4 to 6 gradient and is bumpy.

Top guest favorite
The charming exterior of Little Nook Cottage features a warm stone façade, adorned with holiday decorations. A small evergreen tree with lights hangs above the entrance, and a wreath is positioned on the front door, enhancing the cottage's welcoming appearance.
Cottage in Winchcombe
4.98 out of 5 average rating, 190 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 charming brick exterior showcases the annexe, surrounded by well-maintained greenery. The sloped roof and wooden door complement the rustic feel. Flowering plants in colorful pots are positioned near the entrance, and a gravel path leads to the entrance, inviting relaxation in a serene setting.
Guesthouse in Leigh
4.91 out of 5 average rating, 241 reviews

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.

Guest favorite
A peaceful outdoor view showcases a large grassy area bordered by wooden fencing. A small building is visible on the left, with trees lining the background and much of the foreground free of clutter. Potted plants can be seen near the entrance.
Guest suite in Twyning
4.8 out of 5 average rating, 312 reviews

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.

Guest favorite
A well-appointed bedroom features a king-size bed with a neutral-toned blanket adorned with geometric patterns. A wooden dresser and bedside table provide storage, while a circular mirror above the dresser enhances the sense of space. Soft lamps illuminate the room, creating a relaxed ambiance.
Tiny home in Henleaze
4.94 out of 5 average rating, 155 reviews

Studio 77 Cheltenham

You will be very welcome to stay in our brand new and beautifully renovated compact and bijou tiny home which is in an easy walk of Cheltenham Town Centre and the Racecourse. We have created a gorgeous space to the rear of our family home that is completely self contained with its own entrance. Studio 77 comprises of a king size bed, kitchenette area, small seating arrangement and a good sized shower room. There is a small private patio area for guests to enjoy on a sunny evening.

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 in Bishops Cleeve
4.96 out of 5 average rating, 103 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!

Superhost
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 in Henleaze
4.87 out of 5 average rating, 361 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.

Top guest favorite
The exterior of a small wooden studio features a large window with a view of the surrounding countryside. A bench is positioned near a gravel path. The lawn is neatly maintained, leading to a wooden gate with a paddock visible in the background.
Guesthouse in Worcestershire
4.96 out of 5 average rating, 245 reviews

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

Top guest favorite
A cozy bedroom features a spacious bed adorned with a floral-patterned duvet, complemented by matching pillows. On either side, nightstands with lamps provide soft lighting. A textured area rug lies beneath the bed, while a mural of trees creates an inviting backdrop.
Home in Prestbury
4.89 out of 5 average rating, 163 reviews

Cheltenham accommodation -self-catering-2 bedrooms

Welcome to Cheltenham and to our new beautiful extension! You will have a place of your own with 2 large bedrooms, kitchen, dining/living room looking over our large, beautiful garden with views of Cleeve hill and the Cotswold. You are also welcome to use our large garden to have meals, drinks, BBQ or just relax (while your kids running around, if any) All rooms have beautiful views.

Popular amenities for Bishop's Cleeve family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Bishop's Cleeve

  • Total vacation rentals

    Explore 50 vacation rentals in Bishop's Cleeve

  • Nightly prices starting at

    Bishop's Cleeve vacation rentals start at G$16,729 GYD per night before taxes and fees

  • Verified guest reviews

    Over 510 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    50 of Bishop's Cleeve vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Bishop's Cleeve rentals

  • 4.9 Average rating

    Bishop's Cleeve stays are highly rated by guests—averaging 4.9 out of 5!