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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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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"

Sep 26 – Oct 3

R3,280 ZAR per night

Shepherd’s hut in Elstead

4.92 out of 5 average rating, 130 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.

Mar 20 – 27

R2,900 ZAR per night

Cottage in Cuddington

4.96 out of 5 average rating, 110 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.

Feb 3 – 10

R4,435 ZAR per night

Cottage in Hampshire

4.96 out of 5 average rating, 380 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.

Dec 20 – 27

R2,877 ZAR per night

Cottage in Adstock

4.96 out of 5 average rating, 281 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.

Dec 16 – 23

R2,818 ZAR per night

Loft in Bromham

5.0 out of 5 average rating, 119 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.

Sep 30 – Oct 7

R2,379 ZAR per night

Barn in Oxfordshire

4.98 out of 5 average rating, 132 reviews

Stunning edge of village 5 bedroom Cotswold home

Scotland End Barn is a beautiful contemporary barn in an idyllic rural spot on the edge of Hook Norton village. Enjoy unspoilt views over the Cotswold countryside and generous wrap-around gardens. Within 10 mins walk, you'll find two village pubs, the historic Hooky Brewery & Malthouse Kitchen and our well-stocked village shop. Glorious Cotswolds walking straight from the door. The barn is spacious, light, and fully furnished - the perfect home for long or short stays in any season!

Dec 13 – 20

R17,649 ZAR per night

Shepherd’s hut in Winchester

4.96 out of 5 average rating, 333 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 4 – 11

R2,656 ZAR per night

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 17 – 24

R2,730 ZAR per night

Guesthouse in Grayswood

4.96 out of 5 average rating, 237 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

R3,091 ZAR per night

Tiny home in Hurstpierpoint

4.97 out of 5 average rating, 283 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!

Mar 19 – 26

R1,281 ZAR per night

Cottage in Southrop

4.84 out of 5 average rating, 216 reviews

Beautiful Old Cotswold Cottage with shared pool

Honeysuckle cottage is on a quiet no-through lane in Fyfield, just outside Southrop, leading down to the River Leach from where there are numerous lovely walks, along the river, across farmland or through woodland from the doorstep. All walks can take in one of our lovely local pubs, which have roaring log fires and excellent food. Our local pub in Southrop is the The Swan, has a fantastic restaurant, lovely bar and is just a stagger away!

Jan 13 – 20

R2,600 ZAR per night

Vacation rentals for every style

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Popular amenities for Berkshire rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Redbourn

4.99 out of 5 average rating, 112 reviews

Poolside Scandi designed Loft Annexe & Golf

Nov 24 – Dec 1

R2,710 ZAR per night

Home in Bosham

4.93 out of 5 average rating, 166 reviews

Luxury Cedar House - Private Garden, Pool & Spa

Mar 15 – 22

R7,481 ZAR per night

Home in Hampshire

4.98 out of 5 average rating, 118 reviews

- A Perfect Family Escape (Pool - Private Use)

Oct 2 – 9

R18,460 ZAR per night

Home in Hampshire

4.9 out of 5 average rating, 226 reviews

NewForest Cottage alongside Limewood Lyndhurst

Dec 6 – 13

R13,734 ZAR per night

Home in Christian Malford

4.97 out of 5 average rating, 144 reviews

Superb Farmhouse with pool, hot tub and fast wifi

Nov 24 – Dec 1

R11,897 ZAR per night

Home in Bremhill

4.94 out of 5 average rating, 157 reviews

Luxury 2 bedroom barn with pool and tennis court

Jul 14 – 21

R5,362 ZAR per night

Home in Somerford Keynes

4.85 out of 5 average rating, 169 reviews

Cotswolds Lakeside Luxury, with onsite pools & spa

Jan 20 – 27

R8,468 ZAR per night

Home in Lymington

4.89 out of 5 average rating, 112 reviews

The Thatched Cottage, Passford Farm, Lymington .

Jan 12 – 19

R18,013 ZAR per night

Condo rentals with a pool

Condo in London

4.81 out of 5 average rating, 124 reviews

Luxurious Apartment in Chelsea - London

Oct 18 – 25

R6,102 ZAR per night

Condo in Cirencester

5.0 out of 5 average rating, 47 reviews

Penthouse apartment with lake views & spa access

Dec 7 – 14

R2,977 ZAR per night

Condo in London

5.0 out of 5 average rating, 17 reviews

Beautiful studio flat close to Greenwich Park

Nov 10 – 17

R2,596 ZAR per night

Condo in London

4.91 out of 5 average rating, 22 reviews

Spacious 1-bed apartment in Greenwich/The O2/ExCeL

May 18 – 25

R2,575 ZAR per night

Condo in London

4.9 out of 5 average rating, 40 reviews

Luxury 1 bedroom apartment with direct river views

Aug 22 – 29

R5,639 ZAR per night

Condo in Somerford Keynes

4.92 out of 5 average rating, 26 reviews

Reed Warbler- HM111- Penthouse with Spa Access

Oct 15 – 22

R5,536 ZAR per night

Condo in London

4.63 out of 5 average rating, 8 reviews

Amazingly located flat in Hackney

Jun 13 – 20

R3,261 ZAR per night

Condo in London

4.95 out of 5 average rating, 44 reviews

Unique 1-bd penthouse 3 minutes walk to Excel/o2

Mar 19 – 26

R4,649 ZAR per night

Destinations to explore