The 30 Best Holiday Rentals in Berkshire

Ranked 1 out of 800 in the Berkshire region, as well as being 1 of 151 for holiday rentals in Windsor.

• “Felt like a local in this fabulous apartment with great outdoor space!”
• “Really warm and friendly host, massive shower, everything...”
• “Fantastic, clean, comfortable and perfect location for Legoland!”
• See more reviews of Private Apartment in Windsor

Ranked 2 out of 800 in the Berkshire region, as well as being 2 of 151 for holiday rentals in Windsor.

• “Nice cute studios”
• “Plenty of space to run around and feed the goats.”
• “A really nice stay”
• See more reviews of Willow Court Farm Studio East & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Ranked 3 out of 800 in the Berkshire region, as well as being 3 of 151 for holiday rentals in Windsor.

• “One of the best if not the best we’ve stayed in.. James was fabulous and nothing too much trouble. Will Definately be go”
• “Location was amazing.”
• “Excellent host and property will come again”
• See more reviews of Epic Location, Views & Large Private Terrace

Ranked 4 out of 800 in the Berkshire region, as well as being 4 of 151 for holiday rentals in Windsor.

• “Lovely lodge, location and host. Kids loved feeding the animals. Perfect for our trip to legoland”
• “Great location and a great stay on our short trip.”
• “Lovely for kids but could be tidier”
• See more reviews of Willow Court Farm The Lodge & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Ranked 5 out of 800 in the Berkshire region, as well as being 5 of 151 for holiday rentals in Windsor.

• “Fantastic, 2nd time stay, brilliant”
• “Good place to stay”
• “Highly recommended!! Definitely will visit again!!”
• See more reviews of Willow Court Farm Studio West & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Ranked 6 out of 800 in the Berkshire region, as well as being 6 of 151 for holiday rentals in Windsor.

• “Perfect location, perfect accommodation and having animals on site that you can feed and collecting fresh eggs from the”
• “Lovely stay for family with kids”
• “Such a lovely little spot for the family, lots of things for...”
• See more reviews of Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Ranked 7 out of 800 in the Berkshire region, as well as being 1 of 36 for holiday rentals in Henley on Thames.

• “A gem of a place in a gorgeous village near London.”
• “We loved Henley, but the high point was definitely the accommodation & how comfortable we felt there. We’ll definite”
• “Location ”
• See more reviews of Period Henley 2 bed apt with parking for 1 car

Ranked 8 out of 800 in the Berkshire region, as well as being 1 of 3 for holiday rentals in Old Windsor.

• “Fantastic stay in beautiful, unique accomodation”
• “A soothing space, like balm for your soul”
• “A wonderful place, beautifully decorated and very...”
• See more reviews of The Clockhouse

Ranked 9 out of 800 in the Berkshire region, as well as being 7 of 151 for holiday rentals in Windsor.

• “Amazing place”
• “Gorgeous place and view!”
• “Fabulous place to enjoy Windsor in one of the most lovely and convenient locations.”
• See more reviews of Stunning 1Bd with Castle View

Ranked 10 out of 800 in the Berkshire region, as well as being 1 of 5 for holiday rentals in Bray.

• “Incredible stay. Will definitely return when in the area again”
• “Beautiful comfortable house, kept incredibly well and great...”
• “Beautiful cottage I deal for our stay after visiting Lego...”
• See more reviews of Oak Bray Coach House

Ranked 11 out of 800 in the Berkshire region, as well as being 8 of 151 for holiday rentals in Windsor.

• “Top location!”
• “Beautifully presented and clean cottage in an ideal location.”
• “The location was excellent, you really can't beat it.”
• See more reviews of Windsor Cottage: Cosy, Charming, Full of Character

Ranked 12 out of 800 in the Berkshire region, as well as being 1 of 20 for holiday rentals in Bracknell.

• “Reading Festival Stay”
• “Julie was very accommodating and pleasant, leaving a few...”
• “Easy to find spotlessly clean excellent host would use...”
• See more reviews of Binfield Annexe

Ranked 13 out of 800 in the Berkshire region, as well as being 9 of 151 for holiday rentals in Windsor.

• “Location with parking”
• “Would stay in this house again”
• “Modern property, fabulous location - easy walking distance to shops and restaurants.”
• See more reviews of Fabulous Central Windsor Town House With Parking

Ranked 14 out of 800 in the Berkshire region, as well as being 10 of 151 for holiday rentals in Windsor.

• “Lovely apartment.”
• “Amazing Relaxing Break in Lovely Windsor.”
• “Comfortable, charming town centre flat”
• See more reviews of Hidden Gem with Free Parking

Ranked 15 out of 800 in the Berkshire region, as well as being 2 of 12 for holiday rentals in Ascot.

• “We enjoyed our return to the Haven and will look forward to the next time we are there.”
• “Really great weekend in Ascot in perfect accommodation”
• “Lived up to it's name as it really was a haven!”
• See more reviews of The Haven at Talysarn

Ranked 16 out of 800 in the Berkshire region, as well as being 11 of 151 for holiday rentals in Windsor.

• “Lovely town house great place to stay immaculate property...”
• “Enjoyed the stay and would use again”
• “Fantastic apartment, great location”
• See more reviews of Immaculate Central Windsor Town House with parking

Ranked 17 out of 800 in the Berkshire region, as well as being 12 of 151 for holiday rentals in Windsor.

• “Location, facilities, ease of access, parking, comfortable...”
• “Visiting Windsor”
• “Neat and clean.”
• See more reviews of Heart of Windsor

Ranked 18 out of 800 in the Berkshire region, as well as being 13 of 151 for holiday rentals in Windsor.

• “Excellent location, great safe parking, comfortable, modern and spacious”
• “Amazing apartment in Castle location!”
• “Modern & beautiful apartment right in the heart of Windsor town, I felt like a royal staying here!”
• See more reviews of Cavendish House with Secure, Allocated Parking, 2 mins walk from Windsor Castle

Ranked 19 out of 800 in the Berkshire region, as well as being 14 of 151 for holiday rentals in Windsor.

• “Very enjoyable”
• “Good location and high standard fucility”
• “Perfect short break.”
• See more reviews of Urban Living's ~ King Edward Luxury Apartments in the heart of Windsor

Ranked 20 out of 800 in the Berkshire region, as well as being 1 of 128 for holiday rentals in Reading.

• “Very good stay in Reading”
• “the best house I have booked”
• “Exceptional”
• See more reviews of Bond House by Celador Apartments

Ranked 21 out of 800 in the Berkshire region, as well as being 1 of 2 for holiday rentals in Aldermaston.

• “Beautiful situation and property, comfortable accommodation...”
• “The welcome pack was greatly appreciated, apartment. The apartment was very welcoming on our arrival despite us been la”
• “Thouroughly enjoyable and comfortable stay with minimum hassle, how it should be!”
• See more reviews of The Pheasantry - guest house in beautiful rural location

Ranked 22 out of 800 in the Berkshire region, as well as being 1 of 1 for holiday rentals in Hampstead Norris.

• “Exceptional”
• “Thank you Betts family for a beautiful stay.”
• “Lovely stay”
• See more reviews of Manor Farm Courtyard Cottages

Ranked 23 out of 800 in the Berkshire region, as well as being 1 of 19 for holiday rentals in Maidenhead.

• “Easy and great”
• “Comfortable stay”
• “Excellent host, lovely property!”
• See more reviews of 3 Bedroom Penthouse Apartment Central Maidenhead

Ranked 24 out of 800 in the Berkshire region, as well as being 15 of 151 for holiday rentals in Windsor.

• “Lovely family visit to Eton.”
• “Great”
• “Perfect location great value for money.”
• See more reviews of Castle Properties:Eton-The College

Ranked 25 out of 800 in the Berkshire region, as well as being 16 of 151 for holiday rentals in Windsor.

• “Perfect stay for couples!”
• “Excellent Homely Feel”
• “Excellent, recommend as a fantastic property!”
• See more reviews of Windsor, LEGOLAND, Ascot & Windsor RACECOURSE sleeps 2

Ranked 26 out of 800 in the Berkshire region, as well as being 1 of 15 for holiday rentals in Newbury.

• “Excellent place apart from the shower doesn’t work properly”
• “The house was easy to find using the navigator.”
• “Lovely, cottage with outside seating area”
• See more reviews of Garden Studio

Ranked 27 out of 800 in the Berkshire region, as well as being 2 of 19 for holiday rentals in Maidenhead.

• “Quiet, clean and private”
• “A lovely place to stay with nice friendly hosts”
• “Perfect for my needs”
• See more reviews of THE STUDIO MAIDENHEAD RIVERSIDE

Ranked 28 out of 800 in the Berkshire region, as well as being 1 of 6 for holiday rentals in Earley.

• “Beautifully set out newly refurbished propery.”
• “All of it”
• “The best property we have stayed by far!”
• See more reviews of Maple Lodge

Ranked 29 out of 800 in the Berkshire region, as well as being 17 of 151 for holiday rentals in Windsor.

• “Stylish property, ideal for a family weekend away, a short walk from Windsor Castle - Highly recommended!”
• “The house was very clean and tidy, good instructions given...”
• “Great stay🌟”
• See more reviews of Clarence House-Windsor-Parking-5 bed

Ranked 30 out of 800 in the Berkshire region, as well as being 2 of 128 for holiday rentals in Reading.

• “Clean tidy flat but wouldn’t return.”
• “Clean apartment, would recommend”
• “Our stay was as comfortable as could be as it was well equipped and homely”
• See more reviews of Chester House