The 30 Best Holiday Rentals in Berkshire

Ranked 1 out of 684 in the Berkshire region, as well as being 1 of 123 for holiday rentals in Windsor.

• “Perfect”
• “Great apartment close to centre of Windsor”
• “Windsor comfort break”
• See more reviews of Private Apartment in Windsor

Ranked 2 out of 684 in the Berkshire region, as well as being 2 of 123 for holiday rentals in Windsor.

• “Perfect stay for legoland or around the area.”
• “Picture perfect, perfect for the kids, beautiful rooms which are fun for the children.”
• “Lovely stay, would love to come again.”
• 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 684 in the Berkshire region, as well as being 3 of 123 for holiday rentals in Windsor.

• “Loved every minute”
• “Amazing setting and very spacious lodge perfect for what we...”
• “Very nice and comfortable lodge, with everything you need for a short stay with kids”
• See more reviews of Willow Court Farm The Lodge & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Ranked 4 out of 684 in the Berkshire region, as well as being 4 of 123 for holiday rentals in Windsor.

• “perfect for anyone visiting Windsor/ legoland with a family”
• “Fantastic”
• “Relaxing superb stay at a farm close to legoland”
• See more reviews of Cowboy Cabin

Ranked 5 out of 684 in the Berkshire region, as well as being 5 of 123 for holiday rentals in Windsor.

• “Single mum with 2 kids aged 8 and 9.”
• “Wonderful stay with the kids”
• “A pleasure to stay there”
• See more reviews of Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Ranked 6 out of 684 in the Berkshire region, as well as being 6 of 123 for holiday rentals in Windsor.

• “Fantastic place to stay we loved the friendly animals.”
• “Family stay”
• “Wonderful set up in a beautiful area, perfect for families”
• See more reviews of Willow Court Farm Studio West & Petting Farm, 8 mins to Legoland & Windsor, 15 mins to Lapland UK

Ranked 7 out of 684 in the Berkshire region, as well as being 1 of 5 for holiday rentals in Bray.

• “The property was modern, the couch was very comfortable.”
• “A beautiful place to stay.”
• “It was a comfortable and convenient location for attending a family funeral.”
• See more reviews of Oak Bray Coach House

Ranked 8 out of 684 in the Berkshire region, as well as being 1 of 3 for holiday rentals in Old Windsor.

• “Really comfortable good quality apartment”
• “Beautiful place to stay, very comfortable with lovely decor...”
• “Excellent location close to Windsor.”
• See more reviews of The Clockhouse

Ranked 9 out of 684 in the Berkshire region, as well as being 7 of 123 for holiday rentals in Windsor.

• “Lovely well located property. Excellent host.”
• “Perfect!”
• “What a little gem , fabulous.”
• See more reviews of Windsor Cottage: Cosy, Charming, Full of Character

Ranked 10 out of 684 in the Berkshire region, as well as being 1 of 20 for holiday rentals in Bracknell.

• “Great base for trips to London, friendly host, lovely property!”
• “Our third stay at The Annexe. Good value for money and great location. Thanks again”
• “Excellent stay.”
• See more reviews of Binfield Annexe

Ranked 11 out of 684 in the Berkshire region, as well as being 2 of 9 for holiday rentals in Ascot.

• “Perfect location and great communication from host Gill.”
• “We would highly recommend The Haven and we would definitely stay there again.”
• “Good value for money but still near Windsor for visiting the...”
• See more reviews of The Haven at Talysarn

Ranked 12 out of 684 in the Berkshire region, as well as being 8 of 123 for holiday rentals in Windsor.

• “Great to meet friends”
• “We all loved the house and it made our stay in Windsor a very special one”
• “Expensive for what you got”
• See more reviews of Immaculate Central Windsor Town House with parking

Ranked 13 out of 684 in the Berkshire region, as well as being 9 of 123 for holiday rentals in Windsor.

• “Excellent base for exploring Windsor!”
• “A wonderful stay in brilliant accommodation in a lovely area. Everything was accessible by foot”
• “Location was just perfect.”
• See more reviews of Hidden Gem with Free Parking

Ranked 14 out of 684 in the Berkshire region, as well as being 1 of 1 for holiday rentals in Hampstead Norris.

• “Clean with everything we needed”
• “location and area.”
• “Wonderful place to stay, very helpful hosts!”
• See more reviews of Manor Farm Courtyard Cottages

Ranked 15 out of 684 in the Berkshire region, as well as being 1 of 2 for holiday rentals in Aldermaston.

• “Beautiful!”
• “I would recommend The Pheasantry.”
• “Lovely stay in an ideal and peaceful location.”
• See more reviews of The Pheasantry - guest house in beautiful rural location

Ranked 16 out of 684 in the Berkshire region, as well as being 10 of 123 for holiday rentals in Windsor.

• “Brilliant few days to legoland and London - this is a fabulous base”
• “Fantastic place in Windsor to stay for a family or a large group”
• “Great location and within easy walking distance of...”
• See more reviews of Fabulous Central Windsor Town House With Parking

Ranked 17 out of 684 in the Berkshire region, as well as being 1 of 21 for holiday rentals in Maidenhead.

• “Great memories to behold”
• “Really convenient. Easy access to property. Easy parking. Note - oven doubles up as microwave.”
• “Compact and well maintained 5* property”
• See more reviews of THE STUDIO MAIDENHEAD RIVERSIDE

Ranked 18 out of 684 in the Berkshire region, as well as being 1 of 112 for holiday rentals in Reading.

• “Exceptional”
• “More transparency of apartments conditions will make this place perfect”
• “Very central, lovely host and a lovely apartment”
• See more reviews of Bond House by Celador Apartments

Ranked 19 out of 684 in the Berkshire region, as well as being 2 of 112 for holiday rentals in Reading.

• “Very smart, clean and modern apartment. Well equipped for a short or long term family stay.”
• “Comfortable, clean apartment ideal for a family.”
• “Good place to stay, would probably go back”
• See more reviews of Chester House

Ranked 20 out of 684 in the Berkshire region, as well as being 11 of 123 for holiday rentals in Windsor.

• “Would have liked to stay longer. It was lovely”
• “Wonderful experience of Windsor”
• “Perfect apartment in a perfect location”
• See more reviews of Stunning 1Bd with Castle View

Ranked 21 out of 684 in the Berkshire region, as well as being 12 of 123 for holiday rentals in Windsor.

• “Good choice for a visit”
• “Fabulous location.”
• “This was our second stay here and this time we took the children… we all had a fab time in the apartment, clean and so c”
• See more reviews of Castle Properties:Eton-The College

Ranked 22 out of 684 in the Berkshire region, as well as being 2 of 20 for holiday rentals in Bracknell.

• “Clean apartment in a great location for legoland”
• “Overall good property”
• “I will definitely return”
• See more reviews of One bedroom apartment, Driveway, Bracknell Centre

Ranked 23 out of 684 in the Berkshire region, as well as being 13 of 123 for holiday rentals in Windsor.

• “Great host and great apartment with the best location, 5 minute walk to the RWHS and a minute walk to the Windsor castle”
• “Great little break, with plenty of pubs and restaurants. Avoid the Chinese eat as much as you want!”
• “Large apartment close to all you need for a long weekend”
• See more reviews of Cavendish House with Secure, Allocated Parking, 2 mins walk from Windsor Castle

Ranked 24 out of 684 in the Berkshire region, as well as being 14 of 123 for holiday rentals in Windsor.

• “It was convenient and good for our overnight stay”
• “Little gem in Windsor”
• “Nice comfy apartment.”
• See more reviews of Windsor, LEGOLAND, Ascot & Windsor RACECOURSE sleeps 3

Ranked 25 out of 684 in the Berkshire region, as well as being 15 of 123 for holiday rentals in Windsor.

• “Great place to stay for exploring Windsor.”
• “The property is great just as pictured and the host is very...”
• “Excellent stay in a great spacious penthouse apartment in a fantastic location in Windsor. The secure parking was a grea”
• See more reviews of Hampden Apartments - The Richard

Ranked 26 out of 684 in the Berkshire region, as well as being 1 of 11 for holiday rentals in Newbury.

• “Beautiful rural retreat”
• “Amazing. Would love to go again”
• “Lovely stay”
• See more reviews of Garden Studio

Ranked 27 out of 684 in the Berkshire region, as well as being 16 of 123 for holiday rentals in Windsor.

• “The house was very clean and tidy, good instructions given...”
• “Great stay🌟”
• “Spent a long weekend with my family at this perfect house.”
• See more reviews of Clarence House-Windsor-Parking-5 bed

Ranked 28 out of 684 in the Berkshire region, as well as being 17 of 123 for holiday rentals in Windsor.

• “Clean, Comfortable, Great Location AND Parking”
• “Everything.”
• “Marcel was a great host and explained everything very well and as a result we had no issues whatsoever. Nice view of the”
• See more reviews of Heart of Windsor

Ranked 29 out of 684 in the Berkshire region, as well as being 18 of 123 for holiday rentals in Windsor.

• “Lovely calming place”
• “Was excellent and went beyond expectations”
• “Will defenetely come back again”
• See more reviews of LUXURY LODGE RIVER THAMES - WINDSOR MARINA - PARKING

Ranked 30 out of 684 in the Berkshire region, as well as being 3 of 112 for holiday rentals in Reading.

• “i will recommend”
• “Perfect base and home from home”
• “A pleasant stay and a responsive host”
• See more reviews of Stylish Serviced Apartment in Reading