Vacation rentals with a pool in Berkshire

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Berkshire

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A well-maintained garden features a stone pathway leading to the cottage, bordered by green lawns and vibrant red flowers. Various outdoor seating options are scattered throughout the area, with potted plants adding a charming touch. A distant shed is visible, complementing the serene landscape.
Cottage in Cuddington
4.95 out of 5 average rating, 193 reviews

Escape to Country Living at its Finest!

Escape to the country and unwind at this charming, elegant cottage in 2 acres of lovely gardens with swimming pool, tennis badminton and table tennis, and county walks starting from your door. Located on the edge of the award winning village of Cuddington, walk to the thatched roof pub for drinks and dinner or village store for supplies and news papers. Only 10 minutes drive to the bustling market town of Thame, 35 minutes to Oxford, 40 minutes to London by train and 45 minutes to London LHR.

Guest favorite
The cottage is surrounded by lush greenery and a well-maintained garden. A gravel path leads to the entrance, framed by neatly trimmed hedges. Large windows reflect natural light, while bicycles are casually positioned nearby, suggesting an inviting outdoor environment.
Cottage in Hampshire
4.93 out of 5 average rating, 218 reviews

Beautiful S.Downs Cottage, pool and tennis

The private gate takes you directly onto the South Downs. Close to the beach and city, Chichester, Portsmouth, Goodwood, Cowdray and Witterings beaches are close by while the train takes you to Waterloo in an hour. Ripsley is a place to get away from it all. Great for cyclists, walkers, couples and families. There are garden games, a tree swing, tree house, firepit and football to enjoy while the pool and tennis court are available from late May until the end Sept/early Oct, Mon- Sat 9am - 1 pm.

Top guest favorite
The exterior of the cottage is highlighted by its charming brick facade and large windows, surrounded by a lush garden filled with various plants. A seating area is visible in the garden, creating a serene outdoor space, complemented by flowering shrubs and trees.
Cottage in Buckinghamshire
4.97 out of 5 average rating, 416 reviews

Family friendly - rural, detached, home from home

The Gardener's Cottage is a delightful, family friendly retreat with private garden. Set in the grounds of a Queen Anne Rectory, it has 17th Century charm with the convenience & comfort of modern fittings. We are on the Ridgeway, in a picturesque rural setting. The Far Kingdom was recently on BBC's Countryfile! Search for 3rd May episode on BBC iPlayer for a sneak peek. We have a second cottage if you are looking for something a bit different. https://www.airbnb.com/h/old-rectorycottages

Top guest favorite
Barn in West Sussex
4.94 out of 5 average rating, 156 reviews

Delightful one bedroom barn with beautiful views

Our beautiful rustic one bedroom barn is attached to the end of our family home. It situated in the popular Surrey Hills an area of outstanding beauty surrounded by many local award winning pubs and to numerous picturesque country walks right outside the barn doors. The property comes with a wood burner making winter particularly lovely with board games available. Guests are also welcome to use the house facilities which include a heated swimming pool and tennis court. Dogs are very welcome

Top guest favorite
An outdoor sauna is featured prominently on a wooden deck, illuminated by warm lighting. A hot tub is positioned beside the sauna, and the cottage's brick facade and chimney provide a cozy backdrop under a dusk sky.
Farm stay in Buckinghamshire
4.95 out of 5 average rating, 164 reviews

Farm stay in Buckinghamshire

Come and relax in our beautiful farm cottage with a private deck and garden surrounded by amazing rolling countryside. Perfect for spending some special time with your family. You can also book to take a dip in our heated indoor swimming pool which is perfect for all ages. We are a great central spot for visits to London and Oxford and have some lovely attractions within 20mins of us including Waddesdon Manor, Bletchley Park and Whipsnade Zoo. *Outside Sauna and copper bath coming Jan 2025*

Top guest favorite
A modern guest lodge is showcased, featuring a distinctive curved roof and large glass windows that enhance the natural light. The surrounding outdoor area is paved, including a pool with a cover and seating arrangements for relaxation.
Place to stay in Hill Brow
4.99 out of 5 average rating, 115 reviews

The Pool House (for 2 Adults & 2 Children)

This unique, Architect designed self contained building, has a style all of its own. With an open plan kitchenette and island unit, including an oven, microwave, hob and fridge freezer, you can dine in or go out to the Market Town of Petersfield. The lounge area has a 72" TV with a full sky package and spare HDMI leads. There is a walk in shower wet room and a separate cloakroom. The bedroom is cosy, with a king size bed. There is a separate area with bunkbeds, for smaller children.

Guest favorite
An outdoor space features a hot tub in the foreground, with jets gently bubbling. A swimming pool is visible in the background, surrounded by a stone patio and outdoor furniture. Lush greenery and a sunset sky create a serene backdrop.
Place to stay in Stroud
4.97 out of 5 average rating, 231 reviews

The Pool House: Contemporary country escape

Enjoy a relaxing time in the heart of the South Downs. Have a dip in the pool to cool off or warm up in the hot tub. Consisting of 2 king size beds, double sofa bed, open plan kitchen, dining room and living space. Open up the bi fold doors onto a large patio area with bbq, pizza oven and eating area. Situated 1 mile from the market town of Petersfield. Country walks on the doorstep and 500m from the local pub. Only 20 mins drive to the beach its a great spot for a break.

Top guest favorite
The exterior of The Dovecote is characterized by its unique brick design and a distinctive pyramid-shaped roof. Surrounded by well-maintained lawns and greenery, the peaceful setting features numerous plants and garden areas, enhancing its tranquil ambiance amidst the medieval manor backdrop.
Cottage in Letcombe Regis
5.0 out of 5 average rating, 103 reviews

The Dovecote, a cottage set in a peaceful garden

The Dovecote is an elegant peaceful cottage, set in a garden of a medieval Manor. In Tudor times the Dovecote providing doves to the Royal Palaces Today, the dovecote has undergone extensive restoration, converting it into a charming living space, with modern facilities and fast Wifi. Now it's ideal for different purposes from a relaxing getaway, to a home from home for a business traveller or a quiet space to study. The Dovecote has a modern kitchen with a dining Table.

Top guest favorite
A spacious bedroom features a comfortable bed dressed in light bedding. Large windows allow natural light to fill the room, with views of greenery outside. Artwork adorns the walls, and a cozy sitting area includes a chair and a television, enhancing the room's inviting atmosphere.
Guesthouse in West Sussex
4.96 out of 5 average rating, 185 reviews

Comfortable 1-Bedroom Guest Suite in rural setting

Quietly situated on the side of Blackdown in the South Downs National Park, 2 miles from Haslemere and convenient for visiting Chichester and Goodwood, The Barn is a well-appointed guest suite which offers comfortable accommodation for two. Convenient for exploring the local area, with immediate access to numerous public footpaths including the Sussex Border Path and Blackdown Hill. Ideally situated for animal lovers with an abundance of wildlife plus our own pet alpacas.

Top guest favorite
Guesthouse in Grayswood
4.97 out of 5 average rating, 356 reviews

Grayswood Cowshed in stunning Grounds

A beautifully converted Cowshed in a rustic style with luxurious Super King bed in a studio suite with added double bunk room for up to four extra guests. Studio has a galley kitchen with hob and oven for basic cooking. Well fitted bathroom facilities including powerful shower and roll top bath and underfloor heating. Relaxing Sofa in main space with Flatscreen TV and wifi throughout. Underfloor heating throughout. Large french windows overlooking an orchard.

Top guest favorite
Farm stay in Guildford
4.96 out of 5 average rating, 176 reviews

The Luxury Cottage – Surrey Countryside Retreat

The Luxury Cottage at Whitmoor Farm accommodates up to 8 guests with two bedrooms, each with a king bed and bunk beds, plus a lounge with Sky TV, Wi-Fi, and a fully equipped kitchen. Guests can enjoy the estate’s tennis court, trampoline, and shared outdoor swimming pool (heated May–Sept; open until 15 Oct). Set on 38 acres of woodlands between Guildford and Woking, with fast train access to London. Pets allowed — up to 2 small pets, £25 per pet for the stay.

Top guest favorite
An outdoor seating area features a circular table surrounded by dark wooden chairs. A barbeque grill stands nearby, and the surrounding garden is lush with greenery. The unique architecture of the property includes charming brick walls and vibrant green doors, framed by foliage.
Cottage in Chobham
4.99 out of 5 average rating, 165 reviews

The Coach House

The Coach House is a totally unique property, nestled in the peaceful surroundings of Chobham Common. Spread over two floors, this charming accommodation offers 2 bedrooms, 2 bathrooms, a sitting room, a dining room, a kitchen, & a utility room. There is also an outdoor seating area equipped with barbeque, perfect for unwinding. The quirky design & characterful features of this historic building add to its charm & make it a truly delightful place to stay.

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