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

4.92 out of 5 average rating, 131 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.

Oct 21 – 28

G$32,798 GYD per night

Superhost

Cottage in Windsor and Maidenhead

4.78 out of 5 average rating, 102 reviews

Enchanting, Stylish Garden Cottage in Country

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"

Aug 4 – 11

G$48,701 GYD per night

Guest favorite

Home in Redbourn

4.99 out of 5 average rating, 112 reviews

Poolside Scandi designed Loft Annexe & Golf

Scandi chic self catering loft annexe in a gated residence. Ideally Sleeps 2 adults & 2 small children. Kingsize or twin beds. Fold up beds for children in the snug room, separated from the main room with a curtain. Travel cot & high chair available. Fully equipped Kitchen. Boot room, washing machine, tumble dryer & iron. Shower room with complimentary toiletries. Lounge/dining area, dressing table & hairdryer. BBQ & fire pit available. Pool open May-Oct Golf course & restaurant next door

Dec 15 – 22

G$30,369 GYD per night

Guest favorite

Cottage in Hampshire

4.96 out of 5 average rating, 381 reviews

The Garden Cottage at Oakhanger Farmhouse .

Close to Jane Austen's House in Chawton 10 mins, Situated in the S.D.National Park,Alice Holt Forest (5 mins), Gilbert Whites House (5 mins)The Watercress Steam Railway, West Wittering Beach (50 mins), Chichester 30 mins fab theatre! and Goodwood 35mins. The cottage has been completely refurbished and beautifully designed down to the last detail,comfortable and with all mod cons. With so much to do in the area it's a great place for anyone who wants a lovely break from their everyday life.

May 8 – 15

G$34,098 GYD per night

Guest favorite

Cottage in Adstock

4.96 out of 5 average rating, 282 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.

Jan 19 – 26

G$31,442 GYD per night

Guest favorite

Loft in Bromham

5.0 out of 5 average rating, 121 reviews

The Hideaway Loft with pool, gym and yoga classes

The Hideaway is nestled in the Wiltshire countryside on a four acre smallholding near to the foothills of Roundway Down. It is a self-contained 1st floor studio, adjacent to the hosts property, surrounded by sheep, donkeys, dogs, chickens, a pony and large African tortoise. The opportunity to feed the lambs during springtime can be arranged. Guests are welcome to use the family pool during the summer months (June-September) and the gym. Onsite yoga classes can be arranged after booking.

Oct 8 – 15

G$26,664 GYD per night

Guest favorite

Shepherd’s hut in Winchester

4.96 out of 5 average rating, 334 reviews

Shepherd's Hut with Hot Tub near Winchester

Traditional shepherd's hut with a contemporary interior and private hot tub 3 miles from Winchester. En-suite shower, kitchenette, deck with table and chairs, bbq and brazier. The hut has a private location in the grounds of a country house. Guests can use the owner’s tennis court and heated outdoor pool (open May to end of September). Explore Winchester, Portsmouth, the New Forest and Hampshire’s beaches. This year-round retreat has a heated towel rail, electric radiator and WiFi.

Oct 15 – 22

G$30,056 GYD per night

Guest favorite

Barn in Wiltshire

4.92 out of 5 average rating, 153 reviews

The Old Coach House at Overton House

The Old Coach house is close to the lovely market town of Marlborough and the mystical ancient sites of Avebury, Silbury Hill and the Kennet Longbarrow. Bath is forty five minutes away by car. I hope you will enjoy staying in the stunning double height interior with its beamed ceiling and spiral staircase to gallery bedroom; the comfy bed, the ambiance, the setting in an area of Outstanding Natural Beauty. Would suit couples, solo adventurers, and business travellers.

Oct 1 – 8

G$28,304 GYD per night

Guest favorite

Guesthouse in Grayswood

4.96 out of 5 average rating, 238 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.

Jan 9 – 16

G$34,644 GYD per night

Guest favorite

Tiny home in Hurstpierpoint

4.97 out of 5 average rating, 284 reviews

Foxhole Escape - The Stable

***Please note this accommodation does not have a hot tub*** Recently renovated stable to accommodate two guest looking for a quiet space over looking a beautiful shared garden and views of the South Downs. Consisting of a cosy dining area and wet room to the ground floor and a double bed and storage on the mezzanine floor. Internet enabled tv and WiFi is available if you need to keep in touch or take in the varied woodland walks that surround if not!

Oct 10 – 17

G$14,133 GYD per night

Guest favorite

Cottage in Gloucestershire

4.98 out of 5 average rating, 309 reviews

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

The Potting Shed is the quintessential 5* Cotswold escape. Following an 18 month restoration completed in May 2019, this stone barn conversion is the perfect retreat. Located within the grounds of an elegant Grade II listed Georgian town house on Cecily Hill - voted one of the prettiest streets in England, this romantic getaway is accessed by a private stone bridge which leads through through a formal kitchen garden to a stunning private terrace.

Mar 15 – 22

G$39,858 GYD per night

Guest favorite

Home in Winchester

4.99 out of 5 average rating, 245 reviews

Martyr Worthy Home with a View

Situated at the end of a lane with the river as your neighbour, the accommodation is set in beautiful cottage gardens. With walks on your doorstep and local village pubs just a stroll across the fields, you have the benefit of a peaceful rural location and the convenience of being close to the historic city of Winchester and the attractive Georgian town of Alresford.

Dec 8 – 15

G$34,806 GYD per night