Holiday rentals with a pool in Berkshire

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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 favourite
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, 210 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 favourite
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, 176 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.

Top Guest favourite
Home in Goring
4.98 out of 5 average rating, 174 reviews

Pool House at Mill Cottage

The Pool House at Mill Cottage offers a unique riverside escape with exclusive access to a private pool (Mar 1st - Oct 1st 2025 & Apr 1st - Oct 1st 2026). Nestled on the Thames, enjoy easy access to riverside cafes and restaurants by foot or boat. The charming one-bedroom retreat features blackout blinds for restful nights, plus a small sofa bed for extra guests. Just minutes from Goring on Thames village and the train station, it also boasts a BBQ and outdoor seating area for relaxing evenings.

Top Guest favourite
A tranquil swimming pool is surrounded by wooden decking, illuminated softly by outdoor lights. The evening sky, hinting at twilight, complements the scene. A patio area with a parasol is visible, providing a cozy space near the pool for relaxation.
Home in Cromer
4.98 out of 5 average rating, 193 reviews

Retreat by the Mill-perfect for a relaxing getaway

Kick back and relax in this stylish rural property which is situated in the garden of our HERTFORDSHIRE home & next to a grade II* listed windmill. It is suitable for both holiday and business stays. Free parking (3 cars max). Perfect for exploring the local Hertfordshire countryside or heading into London or Cambridge–both within easy reach. Both floors have a living area with double sofa bed & kitchen/diner, double bedroom and shower room. Electric car charging available. This is NOT Norfolk!

Top Guest favourite
A spacious apartment complex is surrounded by lush greenery and trees, with well-maintained gardens showcasing a neat arrangement of colorful flowers. A paved driveway leads to the entrance, providing access to the residences, amidst a tranquil countryside setting.
Guesthouse in Hawkley
4.96 out of 5 average rating, 269 reviews

Daily Red Kite Feed & Pool - Countryside Apartment

JUNIPER HOUSE AIRBNB - Spacious, secluded apartment in the heart of Hampshire’s countryside. We offer: - Daily Red Kite & Badger feeding, viewed from inside comfortable conservatory, with tea, coffee and refreshments! 30-90 Red Kites during each feeding/up to 10+ badgers! - Milk, bread, spread, tea, provided upon arrival. - Indoor swimming pool, with full access; no permission required, 24/7. - Thirty acres of private garden/woodland to explore! - Free, on-site parking; multiple spaces.

Guest favourite
The exterior of the architect-designed home is showcased during twilight, with large glass panels reflecting warm light. A spacious patio area is visible, furnished with a dining table and chairs. Green grass surrounds the home, enhancing the inviting atmosphere of the outdoor space.
Barn in Old Knebworth
4.96 out of 5 average rating, 103 reviews

Stunning Oak Glass House London Train Hot Tub

This luxurious, architect-designed 3,400 sqft home offers a rare opportunity for elegant living in a recently rebuilt, renovated 4-bed, 4-bathroom house. Set on a large plot, the house features multiple oak-and-glass facades and includes a charming Victorian-era cottage. The gated property presents the ultimate in open-plan living with sustainable green oak construction, light-filled spaces, expansive hallways, and grand direct glazed entrances. Trampoline/ BBQ / Football/ Hot Tub package

Top Guest favourite
A clear blue swimming pool is framed by a spacious patio featuring sun loungers and wooden dining furniture. The dark wooden loft conversion is visible in the background, surrounded by leafy greenery and potted plants, creating a serene outdoor atmosphere.
Barn in Loxwood
4.99 out of 5 average rating, 179 reviews

Country getaway on rural Surrey/Sussex border.

Redwood is a charming loft conversion with views overlooking a garden, swimming pool, and farmland fields in the perfect location for both the South Downs and the Surrey Hills Area of Outstanding Natural Beauty, with several nearby pubs. Situated within the quaint village of Loxwood, you can enjoy the enchanting Surrey/Sussex countryside and rich wildlife. Enjoy a drink as the sun sets over our swimming pool or a picnic looking over the stunning nearby views. Continental Breakfast included.

Top Guest favourite
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, 152 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 favourite
A cozy kitchenette is shown, featuring pale green cabinetry and open shelving. A bistro table with two chairs occupies one corner, while a comfortable sofa adjoins the space. Natural light filters through a window adorned with charming fabric treatment.
Shepherd’s hut in Lyneham
4.99 out of 5 average rating, 131 reviews

The Ndoro Carriage with use of A Natural Pool.

This Ndoro Carriage is so romantic! It has that fabulous feeling of being cozy yet spacious... A true delight with a cabin bedroom, where you can watch the wildlife stroll across the field. The kitchenette has all the facilities you’re likely to need, with bistro table. Theres a snuggly sofa to enjoy the view, curl up and read a book. Outside, there's a private patio where you can sip your wine and watch the sun go down. Do come and enjoy our Natural Pool, it’s an amazing experience!

Guest favourite
A serene pool area is framed by stone paving and flowering plants. The pool, reflecting the clear sky, is surrounded by a sun patio with seating. Lush greenery and rolling hills are visible in the background, creating a peaceful outdoor retreat.
Condo in Chedworth, Cheltenham
4.93 out of 5 average rating, 375 reviews

Cosy, rural apartment with breakfast hamper

Relax and soak in the peace and quiet at Shrove Cottage, an idyllic little gem of a property which is self-contained with its own private entrance, roomy modern bathroom with underfloor heating, fully equipped kitchen and bedroom/sitting room area with beautiful views up the Chedworth Valley. A perfect central location for work, rest and play. Breakfast with home-made bread included for you to prepare and eat at your leisure. Available at Shrove Cottage, Pancake Hill. (URL HIDDEN)

Guest favourite
The eco-friendly guest house is featured with a wooden facade, reflecting the blue sky. The view showcases a serene swimming pool, bordered by landscaped greenery, offering a tranquil outdoor space for relaxation.
Home in Cowfold
4.91 out of 5 average rating, 267 reviews

Amazing large pristine heated pool, country views

Unique eco sustainable guest house built in 2022 with stunning views over private fields lined with Oak Trees as well as views overlooking a private new pristine 17m swimming pool. The beautiful pool is heated from March 2026. Quiet location, country walks (close to National Park) and a local pub 1 mile away. Modern, new stylish interiors with a cosy wood burner (in Winter months) and a large patio, BBQ and fire pit outside. Conveniently located 15 miles to Gatwick Airport.

Top Guest favourite
Guesthouse in Grayswood
4.97 out of 5 average rating, 338 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.

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