The 30 Best Holiday Rentals in Isle of Wight

Ranked 1 out of 739 in the region, as well as being 1 of 11 for holiday rentals in East Cowes.

• “Wet but wonderful. Alberts Dairy Cottage is an exceptional self contained cottage to stay.”
• “Fabulous property in a great location. We will definitely be back again”
• “Excellent”
• See more reviews of Alberts Dairy Cottage

Ranked 2 out of 739 in the region, as well as being 1 of 58 for holiday rentals in Shanklin.

• “Exceptional - highly recommend”
• “The location and apartment was very nice and quite”
• “Better than expected, just what we wanted. Perfect!”
• See more reviews of The Bay house Apartments , shanklin

Ranked 3 out of 739 in the region, as well as being 1 of 63 for holiday rentals in Ventnor.

• “A lovely bolt hole”
• “Perfect stay”
• “Superb :)”
• See more reviews of Seawinds

Ranked 4 out of 739 in the region, as well as being 1 of 3 for holiday rentals in Whitwell.

• “Fantastic holiday”
• “Amazing country stay”
• “Cosy cottage, Isle of wight, good location to all other places.”
• See more reviews of Cosy dog friendly lodge with an outdoor bath on the Isle of Wight

Ranked 5 out of 739 in the region, as well as being 1 of 29 for holiday rentals in Freshwater.

• “Location and walks on the doorstep”
• “A wonderfull, chilled out few days.”
• “Lorna was a pleasure to deal with and place was perfect.”
• See more reviews of 9 Afton Barns

Ranked 6 out of 739 in the region, as well as being 1 of 49 for holiday rentals in Sandown.

• “They had a lovely few days in your chalet .”
• “Everything was great”
• “Awesome, thoughtful, great hosts, clean, can 100% recommend, perfect for couples or young families. Thank you.”
• See more reviews of Chalet Driftwood

Ranked 7 out of 739 in the region, as well as being 1 of 4 for holiday rentals in Newchurch.

• “Fabulous all round experience.”
• “Great location, extremely clean hut, best hostess, ensuring...”
• “Everything was super!! We will be back definitely 👍”
• See more reviews of Under the Stars Shepherds Huts at Harbors Lake

Ranked 8 out of 739 in the region, as well as being 2 of 58 for holiday rentals in Shanklin.

• “Highly recommend”
• “Little Gem an amazing, relaxing stay”
• “Size and location was exceptional”
• See more reviews of Little Gem with Private Hot Tub - Up to 25 percent off ferry

Ranked 9 out of 739 in the region, as well as being 1 of 35 for holiday rentals in Cowes.

• “Will stay again”
• “I thoroughly enjoyed staying here. The owners were really friendly, the facility is verycomfortable.”
• “Stable cottages was lovely and cozy a short walk to the...”
• See more reviews of Stable Cottages

Ranked 10 out of 739 in the region, as well as being 1 of 5 for holiday rentals in Shorwell.

• “Rural stay in a great location and fantastic set up.”
• “A slice of heaven”
• “A Superb 1 bed cottage in Shorwell”
• See more reviews of Bike Shed - Beautiful 1-Bed Cottage in Shorwell

Ranked 11 out of 739 in the region, as well as being 2 of 35 for holiday rentals in Cowes.

• “Good location and comfortable”
• “A lovely clean spacious property in a Great location”
• “Amazing location, amazing helpful hosts and the pictures simply undersell the property!”
• See more reviews of No43: Versatile 4BR coastal home with summer house

Ranked 12 out of 739 in the region, as well as being 2 of 29 for holiday rentals in Freshwater.

• “Perfect little apartment. You should stay there.”
• “great location and great appartment”
• “Would 100% come back and recommend it to anyone.”
• See more reviews of The Cwtch,Self Contained Coastal Annex Freshwater

Ranked 13 out of 739 in the region, as well as being 2 of 49 for holiday rentals in Sandown.

• “Fantastic location the cottage was immaculate and everything...”
• “Home away from home”
• “Comfortable and satisfying would definitely stay there again”
• See more reviews of Goldcrest Cottage

Ranked 14 out of 739 in the region, as well as being 3 of 49 for holiday rentals in Sandown.

• “Idyllic place with great facilities and accommodating for dogs!”
• “Fantastic spot”
• “Excellent Service”
• See more reviews of The Garlic Farm

Ranked 15 out of 739 in the region, as well as being 4 of 49 for holiday rentals in Sandown.

• “Lovely stay with beach nearby”
• “Comfortable stay in a lovely apartment”
• “Very clean and well-appointed accommodation.”
• See more reviews of Little Parklands

Ranked 16 out of 739 in the region, as well as being 3 of 58 for holiday rentals in Shanklin.

• “Great location and facilities , shame about the neighbours !”
• “Room was basic but fit for purpose”
• “Excellent experience”
• See more reviews of Shanklin Villa Aparthotel

Ranked 17 out of 739 in the region, as well as being 4 of 58 for holiday rentals in Shanklin.

• “Fabulous!”
• “Perfect stay! Definitely recommend!”
• “Lovely apartment in prime location.”
• See more reviews of Little Treasure with up to 25 percent off ferry

Ranked 18 out of 739 in the region, as well as being 2 of 63 for holiday rentals in Ventnor.

• “Very well equipped apartment, tastefully decorated.”
• “Beautiful apartment & wonderful hosts”
• “Very good - lovely apartment and convenient location.”
• See more reviews of Top Deck - Fresh, stylish seaside apartment

Ranked 19 out of 739 in the region, as well as being 3 of 63 for holiday rentals in Ventnor.

• “A great place and friendly owner”
• “It was really great experience”
• “Perfect location”
• See more reviews of Chale Bay Farm

Ranked 20 out of 739 in the region, as well as being 2 of 5 for holiday rentals in Shorwell.

• “It was a lovely location and nice place, very happy”
• “The hens and pygmy goats were very friendly.”
• “location was great for the south of the island and walking...”
• See more reviews of Poachers Hut - Captivating 1-bed Cottage Shorwell

Ranked 21 out of 739 in the region, as well as being 5 of 49 for holiday rentals in Sandown.

• “Fully recommended 💯”
• “Very clean, comfortable and relaxing stay”
• “Suited our needs perfectly and double bed really comfortable.”
• See more reviews of Rosa Blanca

Ranked 22 out of 739 in the region, as well as being 6 of 49 for holiday rentals in Sandown.

• “Lots of rest, just what we needed”
• “Spacious and clean apartment in an excellent location.”
• “perfect location”
• See more reviews of Victoria Lodge

Ranked 23 out of 739 in the region, as well as being 1 of 17 for holiday rentals in Yarmouth.

• “Great location for west wight”
• “Excellent. Highly recommended.”
• “Property couldn’t have been better.”
• See more reviews of The Old Barn, Newclose Farm

Ranked 24 out of 739 in the region, as well as being 1 of 6 for holiday rentals in Brading.

• “It was very pleasant and felt like home.”
• “Small apartment, ideal for short stays”
• “Excellent Hosts”
• See more reviews of Mulberry Lawn Apartments

Ranked 25 out of 739 in the region, as well as being 1 of 48 for holiday rentals in Ryde.

• “Westend- A vintage delight”
• “felt welcomed, cosy ,stress free and had a very considerate host ,ready to accommodate .”
• “Absolutely wonderful and will definitely be coming back again”
• See more reviews of Westend

Ranked 26 out of 739 in the region, as well as being 5 of 58 for holiday rentals in Shanklin.

• “Exceptionally clean and very comfortable.”
• “Amazing Villa in Shanklin”
• “Location great.”
• See more reviews of Luccombe Villa Holiday Apartments

Ranked 27 out of 739 in the region, as well as being 1 of 3 for holiday rentals in Haven Street.

• “Lovely little hideaway”
• “Will be booking again 10/10”
• “Wonderful, peaceful and so cosy . Lovely . You want for nothing here , it’s all provided for you . Excellent”
• See more reviews of Glampavan

Ranked 28 out of 739 in the region, as well as being 3 of 35 for holiday rentals in Cowes.

• “great value well decorated bungalow”
• “Great stay , lovely place”
• “Absolutely wonderful place to stay in a great, central Cowes location. Highly recommended!”
• See more reviews of Stunning- The Nautilus Bungalow Cowes IOW

Ranked 29 out of 739 in the region, as well as being 4 of 63 for holiday rentals in Ventnor.

• “We had a lovely visit and we already recommended the accommodation to friends. Definitely will book again when we visit”
• “N/A”
• “Everything we wanted in order to stay in Ventnor. Helped with ferry booking too.”
• See more reviews of Enjoy Ventnor 1, Pier Street, Wightlink offer

Ranked 30 out of 739 in the region, as well as being 2 of 4 for holiday rentals in Newchurch.

• “Lovely quiet and clean.”
• “Just what we needed.”
• “Comfortable like home from home x”
• See more reviews of Newchurch Nook