
Cabin holiday 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.

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!

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.

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.

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.

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 .

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.

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.

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.

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

Oak Tree Retreat
Nestled between two treasures of the National Trust, the Devil's Punchbowl and Golden Valley (a designated Area of Outstanding Natural Beauty), this quirky cabin is the perfect place to get out in nature—or to simply relax in a cosy cottage garden and soak in the wood-fired hot-tub. The owner's passions for gardening and woodwork are on full display in the hand-built, self-contained studio retreat. We hope you love it as much as we do.

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!

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 cabin rentals in Windsor and Maidenhead
Cabin rentals with a hot tub

Beautiful Detached luxurious home with HYDROPOOL

Secluded Woodland Cabin with wood-fired Hot-Tub

The Stables , Surrey Hills , sleeps up to 4

Bee Hive - Log Fired Hot Tub

Ridgeway Cabin & Hot Tub Spa

Idyllic Rural Log Cabin Escape with Hot Tub

Little Cowdray Glamping - The Log Cabin

Luxury Lodge 3 bedrooms + HotTub
Pet-friendly cabin rentals

Eco Cabin near Frensham Great Pond

Waggoners Rest

The Drey, a pretty cabin in Surrey Hills AONB.

Log Cabin Amongst the Trees & close to the Thames

Luxury Cabin in Rural Hampshire

The Blue Room

Pet friendly Comfy Cabin Hideaway in Ascot

Leafy Cabin Haven
Private cabin rentals

Beautiful garden suite

The Cabin @ Mandalay Lodge

The Pod

Buttercup Lodge: Pet-Friendly Countryside Retreat

Cosy Wooden Cabin Near Harry Potter

Luxury Cabin near London - For 2

Riverside Hideaway - A perfect Winter retreat

Designer cabin on private estate, Surrey.
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 $90 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
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- Tower Bridge
- London Bridge
- Big Ben
- Westminster Abbey
- British Museum
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