Waterfront holiday rentals in Windsor and Maidenhead

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Top-rated waterfront rentals in Windsor and Maidenhead

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Top guest favourite
The exterior of the studio is displayed during a sunset, with a warm pink sky glowing above. A conservatory with large windows is visible, surrounded by a lush garden featuring blooming flowers and green grass. The countryside backdrop includes distant trees and open fields.
Home in Buckinghamshire
4.86 out of 5 average rating, 173 reviews

Stunning spacious riverside house in the Chilterns

Unique opportunity to stay in the heart of the stunning Chilterns with modern & spacious living. The River Chess flows past the bed with wonderful views of countryside beyond. Property offers large sitting/dining room (dbl sofa bed), wet room, kitchen & conservatory. Fibre broadband. Glorious walking on the Chess Valley Walk. Nearby Amersham, Chalfont & Chenies offer superb restaurants/shops and the Metropolitan line tube to central London (30 mins). Harry Potter World 15min, Heathrow 25min away

Top guest favourite
The serene landscape captures a glowing sunset over the River Thames, with reflections shimmering on the water. A grassy area leads to the river, framed by trees and plant life, creating a peaceful backdrop for a tranquil evening.
Home in Dorchester
4.98 out of 5 average rating, 397 reviews

Secluded River Thames Lodge with Spectacular Views

Herons is totally unique, a beautiful detached lodge situated on the banks of the River Thames. Beautiful interiors and the views are simply wonderful from sunrise to sunset. Herons is the perfect place to unwind and relax, just sit and watch the wildlife and the boats milling along the river. Nearby are the Thames Market towns of Wallingford, Henley and Abingdon and the beautiful surrounding countryside.The historic city of Oxford is only 8 miles away and Bicester Village is a 30 minute drive.

Top guest favourite
A bright and airy living space is illuminated by natural light, showcasing large windows that provide views of the river and surrounding greenery. Light wooden flooring complements the white walls and modern furnishings, including a dining table and chairs positioned near the window.
Apartment in Hampton Court
4.89 out of 5 average rating, 138 reviews

Flat overlooking the river at Hampton Court

A unique self-contained flat with panoramic views over the Thames at Hampton Court, suitable for a couple or single and available for longer lets of up to one month. Situated on the upper deck of a modern floating home, with all mod cons as standard, the flat has a spacious living room / kitchen, together with compact bedroom and en-suite bathroom, and is accessed via its own stair-case. The island where the houseboat is moored is easily accessible via its own road bridge, with safe parking.

Top guest favourite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading
4.98 out of 5 average rating, 432 reviews

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Charming, riverside log cabin on the bank of the Kennett, overlooking a nature reserve. Privately located in my back garden there is a large open plan room with 2 double sofa beds, sleeping 4, a slate bed pool table & Hi Fi system. There's a luxury en suite bathroom with copper bathtub, shower, basin & WC. There are basic kitchen facilities with kettle, toaster, double hot plate, microwave & grill, sink & refrigerator/freezer. A veranda with 2 bbq's & seats plus lower deck overlook the river.

Top guest favourite
The interior showcases a spacious bed adorned with a colorful quilt, complemented by wooden beams and warm lighting. A desk with a chair is positioned by a window, which offers views of the outdoors. A dresser and a mirror are visible, adding functional charm.
Loft in Wallingford
4.97 out of 5 average rating, 134 reviews

The Oak Barn, your own space in a Thameside hamlet

A beautiful private space all to yourself, the Oak Barn has great character & enjoys lovely views over fields to the Chilterns beyond. You have your own entrance & key so can come & go as you please. The hamlet of Preston Crowmarsh lies on the river Thames & is a great place to wild swim & watch red kites. A 5 minute walk takes you to the Thames towpath & an 8 minute walk to the bus stop for Oxford and Reading. We leave you to enjoy your privacy but are next door in the main house if needed.

Top guest favourite
A serene scene showcases a cottage surrounded by lush greenery and a private lake. Two swans glide across the calm water, while the cottage, with its wooden facade and sloped roof, is nestled among the trees, offering a peaceful retreat in nature.
Cottage in Sarratt
5 out of 5 average rating, 259 reviews

Crestyl Cottage riverside barn for 2 with hot tub

Crestyl Cottage is a delightful self contained country cottage in Sarratt - providing the perfect place to relax, walk, cycle, birdwatch and fish for carp in our small private lake. We provide high end accommodation for 2 adults in an area which has plenty to offer in the heart of the stunning Chess Valley. Crestyl Cottage is a conversion of a redundant barn, originally used for watercress seed drying which has been converted into self catering holiday accommodation with wood fired hot tub.

Top guest favourite
The modern living area features a bright, open space with a cozy seating arrangement and a dining table for four. A large piece of artwork with a coastal theme is displayed on the wall. Warm light fixtures and a green plant add a touch of liveliness.
Flat in Molesey
4.9 out of 5 average rating, 137 reviews

Hampton Court Lodge

Our beautiful, two storey apartment is spacious, modern and light. Only 2 mins walk from the river and its riverside cafes. Featuring large master bedroom with bathroom ensuite, dining for up to 4, kitchen and lounge area with views of the meadow. 8 mins river walk to Hampton Court Station (19 mins to Wimbledon,35 mins Waterloo) and Hampton Court Village on Bridge Road with its fantastic antique shops and eateries on Bridge Road. Hampton Court Palace and Royal Bushy Park are 10-15 mins walk.

Top guest favourite
The yacht Oyster Fun'd is securely moored beside a tranquil river, showcasing its sleek exterior and spacious deck. Surrounding features include a paved pathway leading to the entrance, with views of other moored boats and natural scenery in the background.
Boat in Wraysbury
4.97 out of 5 average rating, 370 reviews

Thames Relaxation Luxury 42ft Heated Yacht Windsor

Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views under the shadows of historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay .

Guest favourite
A spacious terrace is furnished with wicker seating and a wooden table, providing a comfortable area for relaxation. The serene view of the river Thames is framed by lush greenery and a bright blue sky, creating a peaceful outdoor setting.
Home in Wraysbury
4.96 out of 5 average rating, 140 reviews

River Thames near Windsor, Heathrow & London

Our home sits on the beautiful river Thames in Wraysbury near Windsor. The river runs past the end of the garden. There is a large west facing terrace, from the master bedroom. There is a large living room, kitchen and dinning room. 3 double bedrooms. There's parking for 2 cars in the garden. Windsor, Windsor castle and Lego land are about 20mins away my car. From Wraysbury station you can get into London Waterloo in 42mins. Heathrow is only 15mins drive away.

Top guest favourite
A contemporary studio apartment is positioned along the riverbank, featuring a modern design with large glass windows. A graceful weeping willow tree frames the scene, adding a natural element to the tranquil waterfront setting. Gentle ripples are visible on the water's surface.
Loft in Henley-on-Thames
4.94 out of 5 average rating, 208 reviews

Luxury Boathouse Apartment - central Henley

The Boathouse is a completely private studio apartment with wonderful river views. Furnished to a high standard with luxury bed linens and towels, and fully equipped with everything you could need. The perfect location for the Henley Royal Regatta, Henley Festival and The Rewind Festival Relaxing location that is perfect for watching the world and river go by, but also close enough to the hustle and bustle of the town and it's many restaurants and cafes.

Top guest favourite
A spacious living area features a gray sofa adorned with decorative pillows, a sleek TV unit with a flat-screen television, and ambient lighting. A contemporary armchair in green adds a pop of color, while soft carpeting enhances comfort.
Apartment in Buckinghamshire
4.96 out of 5 average rating, 260 reviews

Marlow F8 Penthouse 1 bed apartment WiFi & Parking

Stunning penthouse, 1 bed apartment in a central Marlow Location, free on-site parking and Juliet balcony. A full brand new kitchen, with all appliances, coffee machine, free high-speed WIFI, TV's in the living room and bedroom, with fire sticks. Dedicated work and fitness area with spinning bike, weights. Extra bed charged at £35.00, this is a foldout camp bed suitable for a child up to 12 years only. We require at least 24 hours notice for the extra bed.

Top guest favourite
A charming deck area features a wooden table and two colorful chairs, with open double doors leading into a stylish interior. The exterior displays natural wood siding and modern accents, allowing a seamless transition between indoor and outdoor spaces.
Holiday home in Send
4.96 out of 5 average rating, 116 reviews

Beautiful riverside cottage

This unique place has a style all its own, stylishly decorated with original artwork. Boasting river views on the banks of the River Wey Navigation. The deck is perfect for soaking up the evening rays and watching the world float by. Ideally situated between the villages of Ripley and Send and a stone’s throw from RHS Wisley, Woking and Guildford with easy and fast access by train into London. 2 night minimum stay.

Popular amenities for waterfront rentals in Windsor and Maidenhead

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Avg. price$181 SGD$261 SGD$277 SGD$280 SGD$323 SGD$400 SGD$406 SGD$392 SGD$353 SGD$305 SGD$280 SGD$312 SGD
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Quick stats about waterfront rentals in Windsor and Maidenhead

  • Total holiday rentals

    Explore 40 holiday rentals in Windsor and Maidenhead

  • Nightly prices starting at

    Windsor and Maidenhead holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Windsor and Maidenhead holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor and Maidenhead rentals

  • 4.8 Average rating

    Windsor and Maidenhead stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Windsor and Maidenhead’s top spots include Ascot Racecourse, Virginia Water Lake and Odeon Maidenhead

Destinations to explore