Holiday houses in Bishop's Cleeve

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Top-rated holiday rentals in Bishop's Cleeve

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Guest favourite

Cottage in Stoke Orchard

4.94 out of 5 average rating, 130 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!

Guest favourite

Condo in Gloucestershire

4.88 out of 5 average rating, 337 reviews

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.

Guest favourite

Home in Woodmancote

4.97 out of 5 average rating, 64 reviews

Cotswold home

The house nestles in a quiet village among the stunning Cotswold Hills, known as the walking capital of England and AONB. While surrounded by beautiful countryside, the house is only 5 minutes from Cheltenham Racecourse with transport links to Cheltenham and other attractions such as Prescott Speed Hill Climb, the GWR Steam Line and Adam Henson’s Cotswold Farm Park. There is a generous driveway with space for 4 cars, a large garden and a games room with pool table, table tennis & board games.

Guest favourite

Cottage in Alstone

4.95 out of 5 average rating, 130 reviews

Country cottage in a Cotswold village

Woodpecker Cottage is a 1 bed barn style cottage in the grounds of a 17th Century farmhouse with countryside views. Within easy reach of Broadway, Winchcombe, Stow-on-the-Wold, Chipping Campden & Cheltenham, it is an ideal base for those wanting to explore the Cotswold towns & villages. Ideally located for Cheltenham Racecourse, Sudeley Castle & the Bugatti Prescott Hill Climb. For keen walkers it’s on the Winchcombe Way with plenty of other local footpaths, Cleave Hill & Bredon Hill nearby.

Guest favourite

Apartment in Gloucestershire

4.89 out of 5 average rating, 142 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 favourite

Apartment in Gloucestershire

4.91 out of 5 average rating, 34 reviews

Stylish & Cosy Cheltenham Town Centre Flat

*Newly Renovated throughout (Feb 2025)* This cosy, modern 1-bedroom flat with free Wi-Fi is perfect for solo travellers or couples. Renovated for comfort, it offers a warm, inviting space with stylish features, with everything you could need for a comfortable stay. Just 40m from Cheltenham’s vibrant High Street, with shops, restaurants & entertainment nearby. Zone 15 on-street parking permit available for £5/night (capped at £20 for 4+ nights). Message to arrange, subject to availability.

Top Guest favourite

Home in Bishops Cleeve

5 out of 5 average rating, 52 reviews

Charming cottage

Take it easy at this unique and tranquil getaway. A charming 2 bedroom cottage located near Cheltenham which provides an ideal base to explore the Cotswolds. Located in Bishop’s Cleeve it benefits from all the local amenities and has off road parking for up to 2 cars. Cleeve Hill is only a few minutes drive away where you can enjoy the breathtaking views of Cheltenham and the stunning surrounding countryside with access to the Cotswold Way. Cheltenham racecourse is also located nearby.

Top Guest favourite

Apartment in Gloucestershire

4.93 out of 5 average rating, 311 reviews

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 .

Top Guest favourite

Home in Woolstone

5 out of 5 average rating, 22 reviews

Grange Cottage, Woolstone

Beautiful cotswold cottage in the grounds of a Grade II listed home dating from the 1600's. Woolstone is a quiet no-through village 5 miles north of Cheltenham and set in beautiful countryside in an area of outstanding natural beauty. There are plenty of cotswold walks from the doorstep. There is a local pub in the nearby village called 'The Shutters', just a 10 minute walk away and local post office and convenience store further into the village of Gotherington.

Top Guest favourite

Home in Bishops Cleeve

4.96 out of 5 average rating, 96 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

Apartment in Stoke Orchard

4.75 out of 5 average rating, 8 reviews

Buttermilk Annexe, Stoke Orchard, Cheltenham

Welcome to Buttermilk Annexe - a self-contained studio apartment adjoining Buttermilk Cottage. It provides spacious accommodation in a peaceful location. Both properties can be booked together, offering privacy to grandparents, friends, family or carers, or separately as a stand alone property. https://www.airbnb.co.uk/rooms/40083541 It is ideally situated for visiting the regency town of Cheltenham Spa and exploring the idyllic Cotswolds.

Guest favourite

Place to stay in Gloucestershire

4.97 out of 5 average rating, 113 reviews

Light and airy studio on the edge of the Cotswolds

An ideal spot to explore Cheltenham and the many beautiful Cotswold walks and villages in the area, our studio flat is situated in the sunny South facing garden of our 16th Century, Grade 2 listed thatched cottage. There is parking on our drive for one car (please enquire in advance if you need more parking space) and an electric charging point which can be used by arrangement and for a small extra charge.