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

Shepherd’s hut in Elstead

4.93 out of 5 average rating, 176 reviews

Hot tub, luxury shepherd's hut, private & secluded

Reconnect with nature at this unforgettable 'Great Escape' where you will observe the habitat of abundant wildlife in secluded woods adjacent to the River Wey with excellent fishing included. The windows of the hut have been placed so that guests can enjoy wonderful views of the woods as they lie in their luxury King Size bed in the morning. A well equipped kitchen, a great shower room and flushing toilet, a woodburner, a large deck where you can eat alfresco or enjoy your own private hot tub.

Superhost

Cottage in Windsor and Maidenhead

4.78 out of 5 average rating, 123 reviews

Enchanting, Stylish Country Garden Cottage

A convenient escape to the country; popular for focused work trips, convenient mini breaks, family holidays or longer term lets. Our self contained countryside cottage offers a calm, stylish space. Tastefully decorated to an high standard. Sleeps up to 5 people. 2 double beds & 1 single. Well equipped kitchen & dining area. Outside space & garden area. Super rural walks but only 35 minutes by train to London. River Thames nearby. Pets welcome. "Stunningly peaceful, wake to bird song each day"

Guest favorite

Cottage in Cuddington

4.96 out of 5 average rating, 136 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

Shepherd’s hut in Ashley Heath

4.95 out of 5 average rating, 315 reviews

Cosy Shepherd's Hut with wood-fired hot tub

Get away from it all and create romantic memorable moments in your rustic Acorn Hut. Step outside and be enveloped by nature and enjoy sitting in front of a fire pit or have a BBQ or a relaxing hot tub (extra charge!). Acorn Hut has everything you need to stay comfortably and is particularly suited for nature lovers. Its small Hobbit wood burner will keep you snug and warm on a cold evening. Toilet / shower are only a few meters away. One photo shows its location to other cabins / Horton Road.

Guest favorite

Barn in Dinton

5 out of 5 average rating, 110 reviews

Unique, romantic luxury retreat with swimming pool

Beautifully furnished, romantic and spacious ancient dovecote in a gorgeous peaceful countryside setting, the thick stone walls make it warm and cosy in winter, cool in summer as well as quiet and private. Private swimming pool available, heated in summer. Upstairs there is a luxurious super kingsize bed, a rolltop bath, a huge velvet sofa and a 50" TV and downstairs is a shower room, kitchen and large dining area. Lovely walks from the door and close to Salisbury, Longleat, Stonehenge and Bath

Guest favorite

Barn in Loxwood

4.99 out of 5 average rating, 127 reviews

Luxurious 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.

Guest favorite

Cottage in Adstock

4.96 out of 5 average rating, 312 reviews

THE OLD SUNDAY SCHOOL

The Old Sunday School is in the grounds of a Grade-II listed Georgian rectory, opposite a medieval church. It has been newly converted and refurbished in an open-plan contemporary style, and finished to a very high specification. It has a private entrance and garden and patio area. Guests have access to the hosts' seven-acre landscaped garden in an area of outstanding natural beauty. In the summer months [MAY-mid SEPTEMBER] guests will have shared use of the outdoor pool with the owners.

Guest favorite

Guesthouse in Garsington

4.93 out of 5 average rating, 342 reviews

The Pool House

Winter discounts available! Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Guest favorite

Cabin in Ringwood

4.93 out of 5 average rating, 218 reviews

Piilopirtti - a traditional Finnish log cabin

Spend your days in a traditional Finnish log cabin with a grass roof. Step outside and be enveloped by rhododendrons and enjoy sitting in front of a fire pit or a BBQ amongst trees and nature. The main room is for sleeping and living with a super-king size bed, table, TV, 2 easy chairs. The cabin has a fully equipped kitchen and a bathroom. Cabin is not fenced in. Adjacent to Ringwood Forest where you will find a cycle trail, Moors Valley Country Park, a golf course and a lake.

Guest favorite

Cabin in Buckinghamshire

4.99 out of 5 average rating, 205 reviews

Romantic hot tub, and private heated pool retreat.

Possibly the warmest award winning outdoor pool in the U.K. Minimum winter temperature of 88 Degtees F! The retreat cabin is a place for couples to genuinely switch off from the outside world. Relax in private luxury with a fantastic teak hot tub and award winning warm luxury swimming pool just feet from your door. Fitted with remote controlled privacy blinds which can be fully or partially opened and tilted. This area is completely private and not shared with other guests.

Guest favorite

Guesthouse in Aldingbourne

5 out of 5 average rating, 111 reviews

The Cottage at The Dene - With Goodwood Healthclub

We have now completed a major renovation of the cottage and are taking bookings. The cottage combines chic luxury with a country touch, and provides a private location close to the amenities of Roman Chichester, Arundel with its impressive castle and quaint shops, and the facilities of the Goodwood estate. Guests (2 per visit) receive complimentary membership of the Goodwood Healthclub and Spa for the duration of their stay. See the cottage on the web for more details.

Guest favorite

Guesthouse in Grayswood

4.97 out of 5 average rating, 264 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.