
Cottage holiday rentals in Windsor
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Quick stats about cottage rentals in Windsor

Total holiday rentals
Explore 10 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at €77 per night before taxes and fees

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Over 1,310 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

4.8 Average rating
Windsor stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated cottage rentals in Windsor
Guests agree: these cottages are highly rated for location, cleanliness and more.

Luxury 5* House Near Windsor Castle, Ascot, London
This Grade 11 listed Mews property was built in 1872 and offers contemporary, luxurious living space. Luxurious king size beds, beautiful bathrooms, abundant art and character; the properties look onto an ancient courtyard with fountain, secure behind private gates with parking. The location is exceptional. Windsor Great Park is a 10 min stroll away, and Windsor is 3 miles away, Wentworth Golf Club and Ascot are all within 6 miles. Central London is 35 minutes by train. Heathrow is 6 miles away.

Gale Cottage
Gale Cottage combines classic country charm with modern styling. The Cottage looks out over a landscaped courtyard affording privacy and a stunning view including a medieval church and Grade 1 Listed surroundings. Part of the Dorney Court Estate, the Cottage is a stone's throw from Dorney Lake (2012 Olympic Venue) and a short walk to Dorney's wonderful Walled Garden Centre with its delightful cafe perfect for breakfast or lunch during your stay. Two village pubs are also conveniently close by.

Gorgeous CountryCottage overlooking Windsor Castle
The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Beautiful oak barn in peaceful countryside setting
Delightful detached barn crafted from French oak in a peaceful private lane on a gated country estate. Luxuriously appointed with full facilities for a short break or longer stay. Air Con. Free EV charging point. Many public footpaths close by. Local shops are only a 10 minutes stroll. Gastro pubs, restaurants and independent shops within easy walking distance. A short drive from M25 (J11). Fast rail links to London from Woking. LGBTQ+ friendly. Friendly Spaniel and Siamese cat on site.

Studio East & Petting Farm, Near Legoland-Lapland
Studio East is a very cool, self contained, detached, self catering, open plan studio with private secure parking, large private fenced garden, free superfast WIFI with a 50 inch cable TV. There is also a small on site petting farm! Studio East has a king size bed along with bespoke bunk beds that the kids will just love and has a maximum occupancy of 2 adults and 2 children. Located in Oakley Green on the edge of Windsor and only 10 minutes from Windsor town centre, Lapland Uk and Legoland.

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.

Stunning Cottage, Perfect Location + Parking
Gorgeous Cottage in Perfect Location, Windsor - a truly beautiful place to be. Perfect for a staycation, relocators & families. Absolutely no parties or events, as I live close by guests will be asked to leave - we have to be very considerate of our neighbours. No loud sounds after 10pm. Walk to town in around 15minutes where you will be able to visit all of the shops and sights . Alternatively hop in the car and drive to Legoland in around 5 minutes or Ascot Racecourse in just over 10.

3 BR Victorian Cottage close to Windsor
The cottage offers generous living and bedroom space and a secluded garden. Ideal as a base from which to visit local sights such as Windsor, Legoland and Thorpe Park, and London is just over an hour journey to get into/from. Situated in the historic village of Colnbrook where there are good local amenities within a few minutes walk of the property; convenience store, The Ostrich Inn, take-aways and a children's playground. NB: Main Bathroom/WC are located on the ground floor.

Luxury 4 bedroom cottage near Guildford, sleeps 6
A self-contained cottage situated in a quiet position surrounded by woodland within 4 miles of Guildford town centre and refurbished to a high standard with fully equipped kitchen and a utility room with washing machine, tumble drier and downstairs toilet. There are four bedrooms , one ensuite and family bathroom. Parking for 3 cars. Large garden with patio and seating and large netted trampoline for use at your own risk. People from all backgrounds are welcome in our home.

2 Bedroom Luxury Cottage (Secure & Quiet)
This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

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.
Popular amenities for cottage rentals in Windsor
Cottage rentals with a hot tub

Newly Refurbished Tidy Room in a Cosy Cottage

5* Luxury Stylish House -LONG STAY discount

Lavender Cottage

6 Bed in Englefield Green (oc-e34166)

Stunning 6 Bed Cottage & Annexe in Oxfordshire
Pet-friendly cottage rentals

Gardeners’ Cottage (Georgian stable conversion)

Fancy cottage by RiverThames , Kew Gardens

Luxury Gatehouse in Rural Location

Wimbledon Village Sleeps 3 Cute Cottage

Walk to Windsor Castle-Grade II listed cottage

Modern Cottage with Rural Views

Delightful, rural, modern cottage, large garden.

Stylish-Stays: Fleet, Patio, Pets, EV, Parking
Private cottage rentals

Studio Cottage with garden

A Hidden Gem

Relaxing home near Legoland, Ascot, LaplandUK

Family friendly - rural, detached, home from home

Gated Historic Cottage near Heathrow & Windsor

Beautiful Rose Cottage Barn on a farm in Surrey

Gorgeous 1 Bed Annexe close to Surbiton/Kingston

Stunning Design-led 2-bed 2- bath with parking
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- South Downs National Park
- Victoria Park
- Blenheim Palace
- LEGOLAND® Windsor Resort
- The National Bowl
- Buckingham Palace
- Things to do Windsor
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