Cottage vacation rentals in Windsor

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Windsor

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

Cottage in Warfield

4.98 out of 5 average rating, 268 reviews

Newly refurbished luxury 2 bedroom cottage

Luxury cottage at Hayley Green that accommodates up to 4 people. Newly refurbished in semi-rural setting. Full of character with all the amenities you need for a luxurious comfortable stay. The perfect relaxing getaway for couples, family and friends. The cottage is located 16 minutes to Windsor, 30 minutes to Henley on Thames, 11 minutes to Ascot, 9 minutes to Legoland, 6 minutes drive to Lapland Ascot.We are also close to Bracknell train station where you take a train to London under 1 hour.

Guest favorite

Cottage in Surrey

4.87 out of 5 average rating, 199 reviews

Riverside 2 bedroom home with private garden

A beautiful cottage with a private garden overlooking the River Thames in Chertsey. Light breakfast inc. Relax in style close to Thorpe Park, Chertsey and only 15 mins to Heathrow. Lego Land, Windsor, Hampton Court, Wisley, Chessington and Kew are all very close! The house has 2 bedrooms (double and bunk beds) and a spacious open plan living room/fully equipped kitchen. Enjoy dinner out on the deck or tea on the swing chair ~ all whilst watching the boats go by. Note: No direct access to river.

Superhost

Cottage in Englefield Green

4.88 out of 5 average rating, 182 reviews

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.

Guest favorite

Cottage in Winkfield Row

4.91 out of 5 average rating, 209 reviews

Unique Cottage, Beautiful Views, Ascot, Windsor

This is the perfect hideaway to retreat, unwind and escape from the pressures of life. The cottage is a newly refurbished, converted stable block, set in a unique location. Close to historic towns & villages including Ascot and Windsor with direct trains from London Waterloo and close to the M4, M25 & M3. A plethora of Michelin starred restaurants, wonderful walks in Windsor Great Park, Virginia Water & the neighbouring Chilterns await you! Ideally situated for visiting Lapland UK and Legoland.

Guest favorite

Cottage in Crowmarsh Gifford

4.96 out of 5 average rating, 352 reviews

Gardeners’ Cottage (Georgian stable conversion)

An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs and charming village shop on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.

Top guest favorite

Cottage in Hertfordshire

4.97 out of 5 average rating, 129 reviews

Upscale Bright Boutique Cottage Central St Albans

Our Cottage has been renovated from ground up and we are thrilled to present our "good life home". An experience of upscale casual elegance. Opting for a clean and uncluttered energy you will find our home equipped for the most discerning guests. A fully stocked gourmet kitchen with a Nespresso Citiz & Milk, a gas range cooking, Wall-to-wall window for natural light and a cosy outdoor lounge. The Living space displays contemporary décor, colours are serene and neutral and comfort is standard.

Top guest favorite

Cottage in Sarratt

5 out of 5 average rating, 236 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 favorite

Cottage in Bray

5 out of 5 average rating, 107 reviews

A Hidden Gem

A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, recently completely refurbished. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. First night's stay includes a continental breakfast.

Superhost

Cottage in Windsor and Maidenhead

4.79 out of 5 average rating, 156 reviews

Windsor Retreat in shadow of the Castle.

This perfect getaway cottage is beautifully presented and newly refurbished with contemporary finishes throughout. Situated in the centre of Windsor and a couple of minutes’ walk to The Long Walk, it is located behind the picturesque Alexander park. 1 minutes walk to The River 2 minute to the restaurant and shops. 3 minute walk to Windsor Castle 3 min walk to Windsor Train station (Railway access to Paddington London in 25 minutes) Legoland and Thorpe park are only a short drive away.

Guest favorite

Cottage in Surrey

4.8 out of 5 average rating, 106 reviews

Relaxing home near Legoland, Ascot, LaplandUK

This cosy cottage is situated in Windlesham, a pretty village in the Surrey Heath borough. Situated between Chobham Common and Swinley Forest, it is on the doorstep to some fantastic country walking and cycling routes; not to mention the famous golf courses in the area. Ideal location to visit Legoland, Thorpe Park, Ascot racing and Windsor castle. Heathrow Airport is only 15 miles away. Windlesham is known for the Boxing Day pram race and also a location to amazing gastro pubs.

Top guest favorite

Cottage in Englefield Green

5 out of 5 average rating, 345 reviews

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.

Superhost

Cottage in Windsor

4.83 out of 5 average rating, 107 reviews

Perfect Location Windsor Cottage + Parking Option

Welcome to your stay at our Lovely Central Windsor Cottage. The cottage is full of character with a mix of traditional and a modern cozy feel. Perfect for a staycation, for the whole family or a quick break in Windsor. A stone throws away from all of Windsors attractions: take a stroll around the corner past the Diamond Jubilee Water Fountains and find yourself in front of the River Thames. Take a peak out of the King Bedrooms window to see the Windsor Castle!