The 10 best holiday rentals in Windsor, UK | Booking.com
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Holiday Rentals in Windsor

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The best holiday rentals in Windsor

Check out our pick of great holiday rentals in Windsor

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Most booked holiday rentals in Windsor and surroundings in the past month

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Enjoy breakfast in Windsor and nearby

  • The Clockhouse

    Old Windsor
    Breakfast options
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 202 reviews

    Offering inner courtyard views, The Clockhouse is an accommodation located in Old Windsor, 3.7 km from Windsor Castle and 5.1 km from Legoland Windsor.

    From US$187.94 per night

  • AJ Lodge

    Slough
    Breakfast options
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 1,180 reviews

    Set in Slough, 6.5 km from Windsor Castle, AJ Lodge has a shared lounge, parking on-site and rooms with free WiFi access. It is located 8 km from Dorney Lake and offers a housekeeping service.

    From US$120.04 per night

  • The Winning Post

    Windsor
    Breakfast options
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 901 reviews

    Set in the village of Winkfield in Berkshire, The Winning Post is Hart is a premium village inn serving locally sourced produce on its modern British menu and a selection of ales, fine wines, and...

    From US$195.35 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 159 reviews

    Savannah Bed and Breakfast in Virginia Water provides adults-only accommodation with a garden and a shared lounge. This 4-star bed and breakfast offers luggage storage space and room service.

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 49 reviews

    Modern Living by Lawsons with FREE PARKING in Windsor features accommodation with free WiFi, 3.4 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 18 reviews

    5 MIN TO CASTLE & SHOPS - CHARMING CHARACTER HOME in Windsor offers accommodation with free WiFi, 3.3 km from Legoland Windsor, 12 km from Dorney Lake and 12 km from LaplandUK.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 25 reviews

    STYLISH 3 BED COTTAGE, WALK 2 ALL SIGHTS & HIGH ST in Windsor features accommodation with free WiFi, 3.5 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 12 reviews

    Right in the heart of Windsor, situated within a short distance of Windsor Castle, Radiant Penthouse on the Banks of the Thames offers free WiFi, air conditioning and household amenities such as an...

Highly rated holiday rentals in Windsor and nearby

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 103 reviews

    Set in Windsor, 4 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK, Windsor Retreat in shadow of the Castle. Offers accommodation with a terrace and free WiFi.

    From US$373.86 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 34 reviews

    Situated in Windsor in the Berkshire region, Parkview Apartments Windsor features accommodation with free WiFi and free private parking.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 277 reviews

    Located in Windsor, 2.5 km from Windsor Castle, ENTR - Modern Apartments in Windsor provides accommodation with free WiFi and free private parking.

    From US$237.70 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 27 reviews

    Set 8 km from Legoland Windsor, 8.4 km from Dorney Lake and 12 km from Uxbridge, Agars Place, Datchet provides accommodation situated in Datchet.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 54 reviews

    Located in Slough in the Berkshire region, Two bed apartment with balcony Slough, Windsor,Legoland features a balcony.

    From US$192.79 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 155 reviews

    Offering a shared lounge and garden view, Legoland Heathrow Windsor Apartment Hotel is set in Slough, 6 km from Windsor Castle and 9.1 km from Brunel University.

    From US$213.40 per night
  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 72 reviews

    Situated in Egham, the recently renovated ENTIRE LUXURY MOTOR YACHT 70sqm - Oyster Fund - 2 double bedrooms both en-suite - HEATING sleeps up to 4 people - moored on our Private Island - Legoland 8min...

  • Plum Bray

    Bray
    8.0+ review score
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 32 reviews

    Located in Bray, 7.9 km from Dorney Lake and 8.4 km from Cliveden House, Plum Bray provides accommodation with free WiFi and water sports facilities.

These holiday rentals in Windsor and nearby have options with free cancellation

  • Inviting 2-Bed Cottage in Windsor

    Windsor
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 78 reviews

    Inviting 2-Bed Cottage in Windsor in Windsor offers accommodation with free WiFi, 4 km from Legoland Windsor, 12 km from Dorney Lake and 13 km from LaplandUK.

    From US$380.44 per night

  • New Oscar

    Windsor
    Free cancellation options available
    Scored out of 10, guest rating 6.7
    Pleasant - What previous guests thought, 317 reviews

    Just a 5-minute drive from the Royal Windsor Racecourse, New Oscar is also less than 10 minutes’ drive from Legoland.

    From US$123.95 per night

  • Manor Green Cottage

    Windsor
    Free cancellation options available
    Scored out of 10, guest rating 6.1
    Pleasant - What previous guests thought, 82 reviews

    Offering a garden and garden view, Manor Green Cottage is situated in Windsor, 2.5 km from Windsor Castle and 6.7 km from Legoland Windsor.

    From US$133.38 per night

  • SnoozeDen Chalvey - Free Parking, Near M4 J6

    Slough
    Free cancellation options available
    Scored out of 10, guest rating 5.1
    Passable - What previous guests thought, 150 reviews

    SnoozeDen Chalvey - Free Parking, Near M4 J6, a property with a garden, is situated in Slough, 6.1 km from Windsor Castle, 7.7 km from Legoland Windsor, as well as 8.2 km from Dorney Lake.

    From US$93.50 per night
  • Scored out of 10, guest rating 6.3
    Pleasant - What previous guests thought, 8 reviews

    Located in Slough, 6.4 km from Windsor Castle and 8.1 km from Legoland Windsor, Lovely central studio/2bed - 5min to train station provides garden views and free WiFi.

  • Airport Guest House

    Slough
    Free cancellation options available
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 76 reviews

    Just 5 minutes’ drive from Heathrow Airport, Airport Guest House is a friendly and budget-friendly hotel in Slough offering free Wi-Fi, private en-suite rooms, and free on-site parking.

    From US$151.57 per night

  • London Heathrow Guesthouse

    Hillingdon
    Free cancellation options available
    Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 181 reviews

    Just 10 minutes’ drive from Windsor Castle, this 3-star bed and breakfast offers free private parking and free Wi-Fi access.

    From US$101.04 per night

  • Oak Bray Coach House

    Bray
    Free cancellation options available
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 143 reviews

    Located in Bray and only 6.6 km from Legoland Windsor, Oak Bray Coach House provides accommodation with garden views, free WiFi and free private parking.

    From US$303.13 per night

FAQ about holiday rentals in Windsor

Holiday rentals that guests love in Windsor

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  • The Winning Post

    Holiday Rental in Windsor
    Avg. price/night: US$195.35
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 901 reviews
    It was just lovely, clean, quirky, private garden as you walk out of your room.. plenty of teas, coffees etc in the room. Comfy bed. Lovely food. Quiet village but popular with the locals... It was a 15 min drive to Windsor but really, the whole experience made up for that.
    Guest review by
    Ali
    Family with young children

  • ENTR - Modern Apartments in Windsor

    Holiday Rental in Windsor
    Avg. price/night: US$237.70
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 277 reviews
    The apartment was well equipped and the location was right by a convenience store and not far away from Windsor. We were able to walk into Windsor through Clewer Village which was a pleasant walk
    Guest review by
    Steven
    Group

  • The Winning Post

    Holiday Rental in Windsor
    Avg. price/night: US$195.35
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 901 reviews
    Nice village feel where you felt part of the community.
    Guest review by
    Christopher
    Young couple