The 30 Best Holiday Rentals in Berkshire

Ranked 1 out of 781 in the Berkshire region, as well as being 1 of 145 for holiday rentals in Windsor.

• “Angela was a fabulous host and the apartment was fantastic. We will be back.”
• “Great for short stay snd priced right 👍”
• “Great location, nice apartment!”
• See more reviews of Private Apartment in Windsor

Ranked 2 out of 781 in the Berkshire region, as well as being 2 of 145 for holiday rentals in Windsor.

• “Fantastic location and so much for the kids to do, from...”
• “Perfect location for legoland and Windsor castle. Our 2.5 year old loved it here, private with plenty of secure areas fo”
• “The perfect 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 781 in the Berkshire region, as well as being 3 of 145 for holiday rentals in Windsor.

• “Stayed before when going to Ascot races, and we enjoy the privacy and quiet. Will stay again in the future.”
• “Room was clean and well equipped, nice secure garden area for children to play .”
• “Just wow! Cant wait to return.”
• See more reviews of Willow Court Farm Studio South & Petting Farm, 8 mins from Legoland & Windsor, 15 mins from Lapland UK

Ranked 4 out of 781 in the Berkshire region, as well as being 4 of 145 for holiday rentals in Windsor.

• “The Lodge was lovely, we particularly loved the play area...”
• “Loved every minute”
• “Amazing setting and very spacious lodge perfect for what we...”
• 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 781 in the Berkshire region, as well as being 5 of 145 for holiday rentals in Windsor.

• “Absolutely magical stay.”
• “Lovely Stay with Young kids !”
• “Fantastic place to stay we loved the friendly animals.”
• 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 781 in the Berkshire region, as well as being 1 of 3 for holiday rentals in Old Windsor.

• “Charming and welcoming, with everything provided to make our stay comfortable”
• “The owners are charming.”
• “We absolutely loved the peace and calm and our hosts were...”
• See more reviews of The Clockhouse

Ranked 7 out of 781 in the Berkshire region, as well as being 1 of 5 for holiday rentals in Bray.

• “Gosh what a beautiful part of the world and a very pleasant...”
• “Loved our stay here, would definitely book again.”
• “The property was modern, the couch was very comfortable.”
• See more reviews of Oak Bray Coach House

Ranked 8 out of 781 in the Berkshire region, as well as being 6 of 145 for holiday rentals in Windsor.

• “Windsor Cottage was fabulous.”
• “Perfect Windsor location.”
• “Lovely well located property. Excellent host.”
• See more reviews of Windsor Cottage: Cosy, Charming, Full of Character

Ranked 9 out of 781 in the Berkshire region, as well as being 1 of 35 for holiday rentals in Henley on Thames.

• “Perfect stay before and after a family wedding.”
• “Loved our stay in this beautifully renovated character building in a prime central location.”
• “Fantastic!”
• See more reviews of Period Henley 2 bed apt with parking for 1 car

Ranked 10 out of 781 in the Berkshire region, as well as being 1 of 22 for holiday rentals in Bracknell.

• “Outstanding host and a wonderful home away from in a delightful setting . are”
• “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”
• See more reviews of Binfield Annexe

Ranked 11 out of 781 in the Berkshire region, as well as being 7 of 145 for holiday rentals in Windsor.

• “Great location for a nice break, very quiet too”
• “Very enjoyable stay. Highly recommend!”
• “Excellent stay”
• See more reviews of Hidden Gem with Free Parking

Ranked 12 out of 781 in the Berkshire region, as well as being 2 of 10 for holiday rentals in Ascot.

• “A cozy place to stay.”
• “Perfect location and great communication from host Gill.”
• “We would highly recommend The Haven and we would definitely stay there again.”
• See more reviews of The Haven at Talysarn

Ranked 13 out of 781 in the Berkshire region, as well as being 8 of 145 for holiday rentals in Windsor.

• “Fantastic apartment, great location”
• “The location was perfect for a wisit to Windsor and good...”
• “Great to meet friends”
• See more reviews of Immaculate Central Windsor Town House with parking

Ranked 14 out of 781 in the Berkshire region, as well as being 9 of 145 for holiday rentals in Windsor.

• “Top class”
• “We will be returning , highly recommended”
• “Fabulous just as it suggests. Home from home and added to the pleasure of weekend. Would stay again!”
• See more reviews of Fabulous Central Windsor Town House With Parking

Ranked 15 out of 781 in the Berkshire region, as well as being 10 of 145 for holiday rentals in Windsor.

• “Excellent”
• “Really enjoyed the stay in the stunning apartment”
• “Great apartment in a great location”
• See more reviews of Stunning 1Bd with Castle View

Ranked 16 out of 781 in the Berkshire region, as well as being 11 of 145 for holiday rentals in Windsor.

• “Lovely apartment in a quiet location”
• “Great location and facilities.”
• “We had a lovely stay. Beds very comfortable with good quality linen and towels. Thoroughly recommend.”
• See more reviews of Urban Living's ~ King Edward Luxury Apartments in the heart of Windsor

Ranked 17 out of 781 in the Berkshire region, as well as being 1 of 1 for holiday rentals in Hampstead Norris.

• “Beautiful cottage in pretty village setting lovely community shop and cake next door very pleasant”
• “Beautiful cottage getaway”
• “Clean with everything we needed”
• See more reviews of Manor Farm Courtyard Cottages

Ranked 18 out of 781 in the Berkshire region, as well as being 1 of 117 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 781 in the Berkshire region, as well as being 1 of 2 for holiday rentals in Aldermaston.

• “Beautiful, peaceful unique location .”
• “Ideal for what we wanted.”
• “Excellent!”
• See more reviews of The Pheasantry - guest house in beautiful rural location

Ranked 20 out of 781 in the Berkshire region, as well as being 12 of 145 for holiday rentals in Windsor.

• “A wonderful charming apartment!”
• “Perfect for a break in Windsor”
• “Fantastic, would definitely recommend”
• See more reviews of Epic Location, Views & Large Private Terrace

Ranked 21 out of 781 in the Berkshire region, as well as being 1 of 7 for holiday rentals in Eton.

• “Fabulous location, quiet while still close to major...”
• “Great weekend stay”
• “A beautifully appointed family home in convenient location”
• See more reviews of Cosy Eton Escape with parking.

Ranked 22 out of 781 in the Berkshire region, as well as being 1 of 21 for holiday rentals in Maidenhead.

• “Good location for me.”
• “Great memories to behold”
• “Really convenient. Easy access to property. Easy parking. Note - oven doubles up as microwave.”
• See more reviews of THE STUDIO MAIDENHEAD RIVERSIDE

Ranked 23 out of 781 in the Berkshire region, as well as being 2 of 117 for holiday rentals in Reading.

• “Good apartment and really central but so noisy and hot”
• “Dream apartment”
• “Stay away from this place”
• See more reviews of Chester House

Ranked 24 out of 781 in the Berkshire region, as well as being 13 of 145 for holiday rentals in Windsor.

• “Lovely apartment, great facilities and fabulous location.”
• “very comfortable and in a great location for Windsor Castle and Eton”
• “Great location, very clean and comfortable.”
• See more reviews of Castle Properties:Eton-The College

Ranked 25 out of 781 in the Berkshire region, as well as being 14 of 145 for holiday rentals in Windsor.

• “Very comfortable. My kids loved the little touches in their bedroom like dolls and kids towels. Very comfortable beds”
• “Great stay in Windsor”
• “Great location. - well appointed - lovely clean bathroom.”
• See more reviews of Heart of Windsor

Ranked 26 out of 781 in the Berkshire region, as well as being 2 of 22 for holiday rentals in Bracknell.

• “It was very cozy and perfect location for what we needed.”
• “May 24 stay”
• “Clean apartment in a great location for legoland”
• See more reviews of One bedroom apartment, Driveway, Bracknell Centre

Ranked 27 out of 781 in the Berkshire region, as well as being 15 of 145 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 781 in the Berkshire region, as well as being 1 of 10 for holiday rentals in Newbury.

• “Great location for our needs with lovely outlook across the...”
• “Cute little studio style flat in picturesque location”
• “Lovely place to stay. Would definitely stay agaon”
• See more reviews of Garden Studio

Ranked 29 out of 781 in the Berkshire region, as well as being 16 of 145 for holiday rentals in Windsor.

• “Cooker set fire alarm off twice and couldn’t switch h it off...”
• “Excellent, we will be returning in the future”
• “Lovely apartment was well equipped very modern every and...”
• See more reviews of Windsor, LEGOLAND, Ascot & Windsor RACECOURSE sleeps 2

Ranked 30 out of 781 in the Berkshire region, as well as being 17 of 145 for holiday rentals in Windsor.

• “Superb apartment in the heart of Windsor.”
• “Great 2 night stay and in such a good location for Windsor and nearby Legoland. Lovely, spacious and clean apartment”
• “Perfect for a one night stay.”
• See more reviews of Hampden Apartments - The Richard