
Vacation rentals with a pool in Windsor and Maidenhead
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Top-rated rentals with a pool in Windsor and Maidenhead
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Victorian cottage w/ Garden near Camden Mkt
Instead of renting a flat, with people above and below you, why not rent a private historical townhouse? Character-filled, 2-bedroom Victorian cottage with private walled garden, A/C, bbq, separate dryer -- all rare for London! Built in 1850 and located in a conservation area, yet with Famous Camden Market at the end of the street, it has great transport links - Direct train to Wimbledon nearby! There are kingsize and double beds and also a comfy double sofa bed, so can accommodate 6 people

Luxury Battersea studio w open fire, close to Park
Stunning, cosy spacious open plan flat with under-heated hard wood floors, leather sofa and King Size double leather sleigh bed. This flat is on a main road above a great Thai restaurant, in a fantastic location walking distance from many bars, cafés, shops & Battersea Park, London's only park by the river. Vinyl record turntable, Netflix and Apple TV system, and 24hr check in. ***Please remember to book for the correct number of guests. If there are two of you, please ensure you book for 2!***

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.

Delightful Cottage 15 Acre Estate + Pool + Hottub
The cottage is situated on a private estate with complete solitude in 15 acres of orchards and fields. Guests are able to use our indoor swimming pool and hot tub at no charge. This is on the left of our family house 2 minutes walk from the cottage The 2 floor cottage has recently been fully renovated and you will find it to be warm, welcoming and decorated and furnished beautifully with full SKY TV, SKY Movies and Netflix available. Our family home is very close by if you need us

The Luxury Cottage
Whitmoor Farm, Whitmoor Lane, GU47QB is in the heart of Surrey. The accommodation offers 2 bedrooms both with double beds and bunk beds. A lounge with Sky TV, WIFI internet. Tennis court, trampoline and swimming pool. The swimming pool is a communal pool, heated from 1 May to 30 September and remains open for use until 15 October. The property is set on 38 Acres of land and woodlands between the Historic Town of Guildford and Woking with fast train access to London.

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.

Unique 1-bd penthouse 3 minutes walk to Excel/o2
This unique place is ideal for business or family trips Highly exclusive one bedroom apartment at Royal Victoria just 2 mins walk to ExCel Conference Center, 15 mins away from Canary Wharf and cable car ride from O2 Arena, DLR station literally 1 min away taiing you to the city and tower gateway in just 14minutes, Elisabeth Line 3 mins walking distance. The place benefits 24h concierge service and private gym, with 24h private security throughout the area.

The Pool House
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.

The Pool House at Upper Farm (near Thame/Oxford)
Enjoy the tranquillity and seclusion of our spacious pool house chalet, complete with private seasonally heated (1 May to 30 September) outdoor swimming pool and all year round hot tub Jacuzzi spa, located on our 30 acre farm and equestrian centre in the rural hamlet of Henton on the outskirts of Chinnor, Oxfordshire. The Pool House is an ideal location for couples, families, walkers, cyclists, coarse/carp anglers and business travellers.

Stunning 1 Bed in Battersea w/ Pool, Gym & Rooftop
Urban Rest Battersea offers luxury 1–3 bedroom apartments in a prime riverside location. Enjoy hotel-style amenities like rooftop pool, sky lounges, gyms, co-working spaces, and a pet spa. Each apartment features modern design, smart home tech, floor-to-ceiling windows, private balconies, and high-end appliances. Located near Battersea Power Station, Nine Elms provides vibrant shopping, dining, and fast city connections amid green spaces.

Spacious Designer Garden Flat in Hackney
Stay in this oasis in the most sought after location in Hackney - London Fields, just minutes away from Central London! Home to artist, Ali Pretty, this is a beautifully designed large ground floor flat featuring glass doors that open out into a huge decked garden. It has a luxurious bedroom with a super kingsize bed, a spacious open plan reception area, a well equipped kitchen. There’s an amazing bakery and lots of shops close by.
Popular amenities for Windsor and Maidenhead rentals with a pool
House rentals with a pool

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Modern Escape-Jacuzzi & Ice Bath

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Chic Family Home near Notting Hill

6B House | Parking | Heated Pool | Central London
Condo rentals with a pool

Lovely Flat Zone 2 close to DLR

Hampstead Luxury Apartment- Opulent Split Level

Luxury Central London Penthouse +£100 Dining Gift

Private apartment - over garden quiet central

Large apartment - pool & gym next door - HYDE PARK

Battersea Power Station | River View | 2BR 2BA

Soho House Luxury large 1 bd Gym/Pool/Cinema/

3 Bedroom Vault
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4 bedroom Lodge/Hotub-Pool in Surrey UK

Super Stylish and Full of Light, High Ceilings apt
Quick stats about vacation rentals with a pool in Windsor and Maidenhead
Total rentals
60 properties
Nightly prices starting at
R174 ZAR before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- British Museum
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