Cabin vacation rentals in Windsor and Maidenhead

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Top-rated cabin rentals in Windsor and Maidenhead

Guests agree: these cabins are highly rated for location, cleanliness, and more.

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Guest favorite
Cabin in Old Windsor
4.93 out of 5 average rating, 189 reviews

Gorgeous Self-Contained Wooden Cabin - Old Windsor

Beautiful and spacious self-contained log cabin comfortably sleeps 2-4. 1 king size bed, 1 small double sofa bed & 1 king size day bed (lounge). Shower/toilet, lounge and kitchenette. Close to Heathrow (7.4 miles / 15 mins) Great access to Windsor (2.4 miles). Close to a bus stop if needed. 2.5 miles to Runneymede where the Magna Carta was signed. Easy access to Ascot and Legoland The cabin is in the owner's garden. Friendly labrador included so please only book if comfortable around dogs!

Top guest favorite
Cabin in Chorleywood
5 out of 5 average rating, 276 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 favorite
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, 425 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 favorite
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, 137 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.

Top guest favorite
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, 228 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 .

Guest favorite
A stylish cabin interior showcases a warm wood structure, featuring a cozy sleeping area with a neatly made bed. A round dining table is paired with two chairs, illuminated by soft lighting. An outdoor seating area is visible through the window, surrounded by wooden fencing.
Cabin in Royal Borough of Kingston upon Thames
4.91 out of 5 average rating, 101 reviews

London & Surrey Cub House

Your own private stylish cabin, own entrance, self check-in. King-size bed, en-suite, kitchenette & private outside space. 8min walk to 2 stations into central London (Waterloo 25min, Wimbledon 15min). Good links to Hampton Court, Kingston upon Thames, Surrey walks and villages. Superloop 7 Bus (SL7) direct to and from Heathrow Airport, 1hour. Very quiet residential road with free parking. No more than 2 guest permitted at anytime on the property. No smoking/vaping on the property.

Top guest favorite
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, 305 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.

Top guest favorite
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, 1,619 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.

Guest favorite
A rustic cabin is set within a spacious garden area, featuring a large grassy lawn bordered by tall trees. The cabin, with its wooden exterior, has multiple windows and a welcoming entrance, providing a cozy retreat for guests. Outdoor seating is visible, enhancing relaxation options.
Cabin in Hertfordshire
4.88 out of 5 average rating, 168 reviews

Garden cabin

Cabin is at the back of our garden - all for yourselves ;-)) Location is ideal for RVC or FILM INDUSTRY ROLES On the warm days you can enjoy the water fountain, pond and our friendly dog & cats The access is via our house where you can meet myself, my kids, my friends or our other guests staying in the main house ;-)) It does have a nano kitchenette /it is very basic - not suitable for proper cooking ;-)) No smoking indoors You can smoke outside Free parking nearby

Top guest favorite
The image captures a nighttime scene featuring a heated swimming pool with LED lighting. Nearby, a stylish cabin is illuminated with soft red light, showcasing its modern design. A hot tub is visible, surrounded by lush greenery and outdoor lights, creating a serene ambiance.
Cabin in Buckinghamshire
4.99 out of 5 average rating, 285 reviews

Romantic hot tub, and private heated pool retreat.

The retreat cabin is a place for couples to genuinely switch off from the outside world. Relax in private luxury with a fantastic teak hot tub and award winning luxury heated swimming pool just feet from your door. Underfloor heating is also fitted as is air conditioning and electric privacy blinds. This entire area and listing is completely private and not shared with other guests.

Top guest favorite
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, 313 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!

Top guest favorite
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, 194 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.

Popular amenities for Windsor and Maidenhead cabin rentals

Quick stats about cabin rentals in Windsor and Maidenhead

  • Total vacation rentals

    Explore 20 vacation rentals in Windsor and Maidenhead

  • Nightly prices starting at

    Windsor and Maidenhead vacation rentals start at $70 per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Windsor and Maidenhead vacation rentals include wi-fi 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