Cabin holiday rentals in Windsor and Maidenhead

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Top-rated cabin rentals in Windsor and Maidenhead

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Top guest favourite
A wooden barn-style building is set amidst a spacious green lawn, surrounded by trees. A path leads to the entrance, while a rabbit is seen grazing nearby, highlighting the serene and natural environment.
Cabin in Chandler's Cross
4.98 out of 5 average rating, 105 reviews

Quiet Barn with tennis court

Take it easy at this unique and tranquil getaway. Perfect location for a get away from it all break yet convenient for London, the local train station is 10 mins drive away. Our out of the way location makes this an ideal relaxing break or a local longer stay for a film industry professional only a 10 minute drive to the Film Studios and Harry Potter studios We are lucky to have Prime Steakhouse the top restaurant in the area a 5 minute walk away not to mention 8 pubs within a 10 minute drive

Top guest favourite
A wooden cabin nestled within lush greenery is framed by vibrant purple flowers. The cabin features a welcoming patio area, surrounded by various shrubs and trees, creating a peaceful woodland atmosphere.
Cabin in Chorleywood
5 out of 5 average rating, 270 reviews

Woodland Lodge 7 min walk to tube/station

Nestled at the foot of a beautiful woodland garden, The Lodge is clearly separated from the main house. Tucked away in its own peaceful wooded setting, the property offers a rare blend of tranquillity and convenience. Just a short walk from the village and only 7 minutes from the station, with fast trains reaching central London in 30 minutes. Whether you're visiting for work or leisure, this self-contained cabin provides a tranquil base with modern comforts and beautiful natural surroundings.

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, 420 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 exterior of The Croft features a well-maintained patio area with potted plants and a pathway leading to double doors. Large windows provide ample natural light, and the surrounding garden is lush with greenery, enhancing the cabin's serene atmosphere.
Cabin in Gomshall
4.98 out of 5 average rating, 123 reviews

The Croft

Set in a rural location - perfect for country walks - between Shere, Peaslake and Gomshall in the Surrey Hills, is our newly appointed spacious cabin, in our 2 acre pretty garden. The Croft is a double sized cabin, offering space and tranquility. The area is also fast becoming the South East's mecca for cycling. Peaslake caters for all cyclist's needs. One well behaved dog is most welcome, though must be kept on a lead. The cabin will only sleep 2 adults, and so sorry no babies or children.

Top guest favourite
A charming exterior view of a black cabin surrounded by lush greenery. A blossoming tree provides shade to a small white table and chairs set on a paved area. The sky displays soft clouds and bright blue hues, enhancing the peaceful setting.
Cabin in Waterstock
4.98 out of 5 average rating, 136 reviews

Boutique couples hideaway – "The Den"

Privacy, peace and tranquility along with a generous artisan breakfast hamper awaits couples at “The Den”. Single guests also welcome and well-behaved furry friends too! Completely self-contained. Just 6 miles from central Oxford. Recently refurbished to the highest of standards. Enjoy peace and quiet with all these features: Super-comfy double bed, lounge area with Smart TV inc Netflix, WiFi, kitchenette with Belfast sink, mini fridge, microwave, toaster & kettle plus a beautiful en-suite.

Guest favourite
An outdoor patio area is presented, featuring a round table surrounded by six wooden chairs. A large umbrella provides shade. The wooden structure of the apartment stands nearby, with sliding glass doors enhancing the connection between indoor and outdoor spaces.
Cabin in Woodley
4.92 out of 5 average rating, 221 reviews

The Secret garden apartment

A lovely indendant apartment at the bottom of our garden secluded by trees . the apartment has a nice outside area with patio table and chairs . Inside there is a large open plan kitchen , dinner, lounge with a sofa bed and a well equipped kitchen with double oven , fridge freezer , dishwhaser , whashing machine microwave , toaster, kettle and much more . theres a large smart tv and wifi , dinning table . bedroom with king size bed and built-in wardrobe . bathroom with walk-in shower .

Top guest favourite
A private wooden terrace features outdoor seating arrangements, including a table with chairs and a potted plant. The cabin's double doors, framed by soft lighting, open onto the lounge area, allowing natural light to fill the space.
Cabin in Windsor
4.96 out of 5 average rating, 303 reviews

Cosy Garden Cabin • Near Windsor Castle & Legoland

Cosy Self-Contained Cabin with It’s own private garden space & separate entrance. Free on-street parking. Only 15-20 minutes walk to Windsor Town Centre, Bars, Restaurants, Windsor Castle & Train Stations. Perfectly located for visitors to Legoland, Lapland and Ascot Races. Close to lovely walks & cycling along Thames Path & Windsor Great Park. Near Heathrow. The Cabin sleeps 2-4 guests. Double Bed & Sofa Bed. Lounge/Dining Area, Kitchenette, Bedroom & Shower Room/Macerator WC.

Guest favourite
The spacious open-plan living room features large windows framing views of the surrounding greenery. A comfortable seating arrangement includes two sofas and a central coffee table. A decorative ladder leads to the mezzanine, which accommodates a King size bed. Soft lighting enhances the cabin's inviting feel.
Cabin in Potten End
4.96 out of 5 average rating, 1,602 reviews

Romantic Oak Cabin Berkhamsted

This cosy luxurious self contained oak frame cabin offers the perfect peaceful setting for a relaxing getaway. Listen out and you may hear the owls at night. Backing onto the National Trust Ashridge Forest, this is perfect for outdoor lovers but equally suitable for a romantic night in. 1.5 miles down the road, the popular market town of Berkhamsted is offering atmospheric pubs and bars for a special treat out. The cabin offers comfortable, spacious living with King size bed.

Top guest favourite
The entrance features double doors that open onto a wooden deck, revealing a bright, inviting interior. Natural light floods through large windows, illuminating the spacious common area furnished with a white table and subtle decorative elements. A cozy seating area is arranged on the porch.
Cabin in Long Crendon
4.97 out of 5 average rating, 310 reviews

Stylish, airy Scandinavian-style summerhouse

Our stylish Scandi-inspired summer house in the bucolic village of Long Crendon, Bucks is unique to the area. We were thrilled when it recently featured in an interiors magazine. It's perfect for a grown-up getaway, business travellers - or if you're attending a wedding in Bucks/Oxon and need a chic bolthole to sleep off the champagne!

Guest favourite
A cozy outdoor space is illuminated by string lights, featuring a firepit surrounded by two chairs and small tables. Blankets are draped over the chairs, and lit candles add warmth. The cabin's windows reflect the glow, while trees provide a natural backdrop.
Cabin in Felbridge
4.95 out of 5 average rating, 182 reviews

Luxury cabin in nature with outdoor bath & lake

Welcome to our first Koppla Cabin – a concept that’s designed to give you the ultimate off-grid experience with all the luxuries of a modern boutique hotel. We urge guests to put their devices into flight mode and take a digital detox at Koppla, to reap the mood and mental health benefits of logging off and turning on to nature.

Top guest favourite
A charming lodge is set amidst lush greenery, featuring a spacious deck accessed from the main entry. Large windows provide views of the surrounding woods and outdoor seating is arranged on the deck, creating a serene outdoor living space.
Cabin in Normandy
4.98 out of 5 average rating, 188 reviews

Woodland Hideaway

The hideaway is comfortable, well-equipped lodge built at the bottom of our garden. It has been positioned so that all the windows and doors look onto your own section of garden or into the woods to ensure guests have absolute privacy and sense that they are surrounded by nature.

Guest favourite
A charming timber lodge is set amidst lush greenery, featuring a wooden deck with steps leading to the entrance. Two black chairs are positioned outside, inviting relaxation in the tranquil woodland setting.
Cabin in Shere
4.96 out of 5 average rating, 353 reviews

Surrey Hills Woodland Cabin

Timber lodge set in woodland in the Surrey Hills; ideally located for walking, biking and riding on the surrounding sandy heaths and woodland. Furnished in contemporary style. Sleeps 2. Close to Guildford, only 40 mins by train to London. 80m walk from parking up woodland track.

Popular amenities for cabin rentals in Windsor and Maidenhead

Quick stats about cabin rentals in Windsor and Maidenhead

  • Total holiday rentals

    Explore 20 holiday rentals in Windsor and Maidenhead

  • Nightly prices starting at

    Windsor and Maidenhead holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Windsor and Maidenhead holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Windsor and Maidenhead stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

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

Destinations to explore