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Vacation rentals in Woodside

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Top-rated vacation rentals in Woodside

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Guest favorite
The studio apartment features a spacious king-sized double bed with a light duvet, complemented by a cozy armchair and a dining table set for two. A well-equipped kitchen includes modern appliances, with warm light enhancing the inviting atmosphere. Natural light filters through an arched window.
Guesthouse in Sunninghill
4.95 out of 5 average rating, 62 reviews

The Coach House

Set just minutes from Windsor Great Park, The Coach House is a quiet peaceful studio apartment that will allow you to relax and unwind. Accessed via its own front door, The Coach House features a large king-sized double bed, loft-style single bedroom, kitchen, en-suite shower room, and ample parking. We’re a few minutes’ drive from Ascot High St and Racecourse, St Michael’s church in Sunninghill, Wentworth, Guards Polo, and Ascot Station. The Thatched Tavern pub is just a 5-minute walk away.

Top guest favorite
A marching band of guards in red uniforms and tall black hats moves down a street lined with historic buildings. The scene captures the vibrant atmosphere of Windsor, as onlookers watch from above, framed by the charming architecture.
Condo in Windsor
4.99 out of 5 average rating, 134 reviews

Spacious & light 2bd, 2ba in the heart of Windsor

This beautiful 2bed, 2bath apartment, with parking, in the heart of Windsor, is an exceptional find. With Windsor Castle (watch the marching bands for the Changing of the Guard pass right outside your front door!), Windsor Great Park, The Guildhall, beautiful Eton and its own historic town centre with fabulous shops, restaurants, bars and clubs all only minutes away on foot, you couldn't be better placed for your stay. Windsor is also a very short drive from both Ascot Racecourse and Legoland.

Top guest favorite
The exterior of the converted barn is showcased, featuring natural stone walls and a large patio area. A dining table with chairs sits under a shaded trellis, surrounded by greenery. The clear blue sky and sunlight enhance the inviting outdoor space.
Guesthouse in Ottershaw
4.94 out of 5 average rating, 77 reviews

The Snug - adorable, private, 1-King bed cottage.

Close to amenities, the Snug is tucked away in the premier road in Ottershaw village. Set in a private & tranquil setting with all mod cons including hi speed wifi, smart TV's, open plan fully equipped kitchen & facilities to make your stay a memorable one whether it's for business or pleasure. Chobham, Woking & Weybridge are less than 10 min drive making the Snug an ideal base for visitors to McLaren, BP Sunbury, Samsung, GSK, etc. London is 18 min train from Woking & LHR T5 is 15 min drive.

Guest favorite
A modern living area is depicted with a stylish sofa and armchair arrangement. Natural light enters through large windows, highlighting the wooden flooring. A flat-screen TV is mounted on the wall, while potted plants and decorative vases add a touch of greenery to the space.
Cottage in Englefield Green
4.89 out of 5 average rating, 198 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.

Top guest favorite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guesthouse in Surrey
4.96 out of 5 average rating, 310 reviews

Ground floor studio with private entrance

A quiet, ground floor studio flat, fully self-contained, affording high levels of privacy & comfort, with freedom to come & go via your own front door at anytime day or night. Situated in a quiet, safe, leafy cul-de-sac in Cobham (dubbed UK’s Beverly Hills!) which offers: The Ivy, gastro pubs, boutique shops, Waitrose & more. Driving: 5mins to Oxshott station, 10mins to M25, 20mins to Guildford (or train). Airports: Heathrow (10miles), Gatwick (16miles). Trains to London Waterloo: 35mins.

Top guest favorite
The cottage's serene garden is shown, featuring a stone patio with a wooden dining set surrounded by greenery. Sunny skies illuminate the exterior of the cottage, with trees and shrubs providing privacy and a peaceful atmosphere.
Cottage in Bray
5 out of 5 average rating, 152 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, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Top guest favorite
A scenic courtyard is surrounded by wooden fencing and features an array of potted flowers in various colors, including pink, purple, and white blooms. The stone path leads through the vibrant foliage, creating a tranquil outdoor space. The cottage's red brick facade is visible in the background.
Home in Sunninghill
4.93 out of 5 average rating, 71 reviews

The Little White House at 28B

Quaint 1-Bed Stylish cottage in the Heart of Sunninghill, Berkshire Escape to a charming 1-bedroom bijou cottage located in the picturesque village of Sunninghill, Berkshire. This stylish and cozy retreat boasts a beautiful country garden courtyard, providing the perfect setting for a relaxing getaway. Just a stone’s throw from Windsor, Ascot, and Virginia Water, this property offers a serene retreat with easy access to some of the area’s most popular attractions.

Top guest favorite
A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.
Cottage in Warfield
4.98 out of 5 average rating, 324 reviews

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Guest favorite
A serene landscape unfolds with gentle hills and lush greenery, set against a vibrant sunset sky. The foreground features a rustic brick wall, partially covered by grass and wildflowers, providing a natural boundary to the expansive fields beyond.
Home in Hambleden
4.9 out of 5 average rating, 136 reviews

Gorgeous Cottage in Skirmett with Parking

This gorgeous 3 bedroom cottage, is in the quiet village of Skirmett, situated in the Hambleden Valley, in a particularly pretty area of the Chilterns. Many films and TV series have been filmed in the area, as it is often thought of as quintessentially English. Just a hop and a skip from London and its airports and a short distance from Marlow, Henley or High Wycombe stations... come and step back in time and enjoy a rural setting you won't forget.

Top guest favorite
A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.
Cottage in Sunninghill
4.96 out of 5 average rating, 836 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Top guest favorite
A self-contained studio features a spacious double bed dressed in neutral linens, accented by yellow pillows and a decorative cushion. The kitchenette with modern appliances is visible in the background, complemented by simple shelving and a well-placed pendant light.
Apartment in Windsor
4.96 out of 5 average rating, 402 reviews

Windsor Great * Snug * Private Annexe with Parking

*stylish private annexe with off street parking for one car. * self contained studio attached to our family home. * suitable for up to 2 people only. * ideal for both work travellers (key box ) and tourists. * approx 21 m2 *quiet, leafy "Boltons" area. * 15\20 mins stroll to town centre and Castle. * 10 mins stroll to Long Walk and Great Park. * 5 mins cycle to Windsor Great Park cycle path. * local shop and pub 5-10 mins walk.

Top guest favorite
The exterior of the cottage features a white brick facade with wooden accents. A welcoming entrance is highlighted by a small porch and a door with a window. Flanking the entrance are neatly trimmed shrubs in decorative pots, set against a backdrop of green fields.
Guesthouse in Berkshire
4.97 out of 5 average rating, 110 reviews

Cute 1 bedroom cottage in countryside.

Quiet location in countryside. Ample secure parking. Fitted kitchen. Shower room. Internet, Netflix, Prime etc. on TV. Underfloor heating throughout the cottage. Kitchen is fully supplied with utensils if you wish to cook. You will be provided with fresh milk, coffee, tea, croissants and cereals. The shower room will have shampoo, shower gel and soap. WiFi over 400 bus up and downloads.

Popular amenities for Woodside vacation rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Berkshire
  5. Woodside