Holiday houses in Isle of Wight

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Top-rated holiday rentals in Isle of Wight

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Top Guest favourite
The exterior of the cottage showcases a light-colored facade with clean lines. A small tree is positioned in a pot by the entrance, while well-trimmed hedges create a welcoming atmosphere. The bright blue sky adds to the serene environment, enhancing the charm of the property.
Cottage in Yarmouth
5 out of 5 average rating, 214 reviews

Sea Drift - a beautiful Fisherman’s Cottage

Sea Drift is a beautiful pied-à-terre. This 2 bedroom Victorian Fisherman's Cottage is tucked away in a Private Mews. Perfect for a couple wanting a quiet weekend away. Nestled in Yarmouth's Conservation Area, Sea Drift is a 2 min walk from the Harbour and Coastal Path. Attention to detail is a prerequisite; the cottage has a light clean ambiance with a wood burner and king size bed. Sailing, beach, boutique shops, buses, taxis and restaurants. Public transport 2 mins walk Self catering

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Guest favourite
Apartment in Isle of Wight
4.99 out of 5 average rating, 179 reviews

The Ocean Suite, Ventnor Beach (with Sauna)

Laid back beachfront living at its best, a romantic escape - popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner 2025 LUXLife Awards, Best Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, one south facing for sunbathing, the second with a private sauna, combine with a swim in the sea just a few steps away. No pets but baby welcome!

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Top Guest favourite
The image depicts a wooden deck extending over calm water, framed by sleek black railings. In the background, trees display autumn foliage, and a sailboat is anchored nearby, reflecting lightly on the water's surface.
Houseboat in Wootton Bridge
4.89 out of 5 average rating, 365 reviews

Unique creekside floating home with adjacent cabin

A rare opportunity to rent this truly unique waterside property! Rena Haus is a floating home on Wootton Creek, a tidal creek off the Solent, home to much sealife including beautiful swans that swim by on a daily basis as well as breathtaking views on your doorstep. The property comprises Rena Haus on the water and Rena Sommerhaus, a self contained cabin set back from the water with it's own bathroom and facilities. A true tranquil retreat and only 10 minutes from the Fishbourne ferry terminal

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Top Guest favourite
A serene garden pond is surrounded by lush greenery and wildflowers, reflecting clear blue skies. A gazebo can be seen in the distance, complemented by wooden decking and seating that invites relaxation. Tall grasses frame the tranquil waters, creating a peaceful natural retreat.
Cottage in Isle of Wight
4.99 out of 5 average rating, 199 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

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Top Guest favourite
A spacious wooden deck is furnished with outdoor seating, including a sectional sofa and a dining table surrounded by chairs. Lush greenery and trees frame the view, with the sea visible in the distance under a partly cloudy sky.
Cottage in Isle of Wight
5 out of 5 average rating, 223 reviews

Highcliff Cottage - Clifftop Paradise

Highcliff Cottage at Luccombe is a dream holiday retreat, secluded and tranquil. A 100m high clifftop garden oasis overlooking Sandown Bay and the south of England. Relax on the deck, listen to the bird song and breathe in the fresh air. Situated between Shanklin and Ventnor, the Cottage is designed in the boathouse style with beautiful detailing inside and out, with exclusive use of a large garden and access to a spectacular cliff terrace. The Isle of Wight Coastal Path is at the front gate.

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Top Guest favourite
Cottage in Isle of Wight
4.96 out of 5 average rating, 180 reviews

Dove Cottage Ventnor sea views 15% ferry discount

Dove cottage is a quaint one bedroom seaside cottage located in Ventnor. With lovely sea views from the bedroom and lounge it’s a perfect getaway for couples looking for a relaxing break in one of the most beautiful areas on the Isle of Wight. As well as being near the beach, Dove Cottage is within walking distance to the fabulous restaurants, bars and cafes that Ventnor has to offer. There are many scenic coastal paths nearby leading to places such Bonchurch, Steephill Cove and St Lawrence.

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Top Guest favourite
A scenic view features golden hay bales scattered across a field, with a cluster of houses in the foreground. The coastline in the distance showcases cliffs and the sea, framed by a clear blue sky.
Condo in Isle of Wight
4.97 out of 5 average rating, 115 reviews

Chale Bay Farm - Needles' View

Needles' View at Chale Bay Farm is an air-conditioned family-friendly self-catering apartment with stunning views towards the Needles. The living area features a contemporary open-plan, fully-equipped kitchen with oven, hob, microwave, fridge, freezer, dishwasher and combined washer/dryer and adjacent dining and lounge/sun-room. Sleeps up to 4 (or 5 with sofa-bed or cot) but you can add more space by booking our stand-alone room Tennyson View or one or more of our other adjacent apartments.

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Guest favourite
Cabin in Isle of Wight
4.88 out of 5 average rating, 17 reviews

The Woodlands Retreat

A stylish cabin located in a magical woodland. The cabin is the ideal retreat for couples looking for a breakaway surrounded by nature. Situated in the woods, just down from the main road so not isolated with easy access to a Tesco Superstore. There are only two cabins on the site, each with a private garden and entrance. There is a campsite behind the cabin and a bus service on the main road with beautiful walks right outside the gates. Option to book both cabins for a group stay.

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Top Guest favourite
A large glass door opens to a spacious deck with stunning sea views. Bright blue skies are visible, dotted with white clouds, and lush greenery frames the scene, enhancing the tranquility of the coastal landscape.
Cabin in Isle of Wight
4.99 out of 5 average rating, 93 reviews

Beautiful, modern chalet with stunning sea views

The Lookout is a recently renovated timber chalet which sits in an elevated position with stunning sea views. The quirky Victorian town of Ventnor with its beach and beachside cafes and restaurants is a short walk away along the promenade which is accessed by steps from the chalet. It’s also a short walk to supermarkets etc. The Lookout is ideal for adults looking for a quiet, peaceful location with stunning sea views whatever the season or weather. 15% ferry discount available.

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Top Guest favourite
Tiny home in Isle of Wight
4.98 out of 5 average rating, 123 reviews

Luxury TinyHome • HotTub • Garden • Walk to Beach

Award-winning luxury tiny home with a private Jacuzzi® hot tub, just moments from Ryde's sandy beach. Perfect for romantic breaks, coastal walks and relaxed island stays, The Cabana offers your own private garden, underfloor heating, a super-comfy kingsize bed with premium linen, superfast fibre WiFi and Nespresso coffee machine - all within easy walking distance of shops, cafes and the vibrant seafront at Ryde, Isle of Wight. Exclusive ferry discounts included.

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Guest favourite
Home in Isle of Wight
4.96 out of 5 average rating, 46 reviews

Jaw-dropping view over the English Channel

The Lawn is a semi-detached cottage with a private garden. It has been completely renovated as a stone house to create a friendly holiday home for couples and friends. The building is Grade II Listed from the 1860s with the window casements, original Victorian Conservatory and shaped roof tiles and woodwork being of historic importance. 
Relaxing and fun holidays are guaranteed at The Lawn, so it’s no wonder that many guests return year after year.

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Top Guest favourite
A newly built property is situated on an elevated site, surrounded by lush greenery. The structure features a light exterior with large windows and a spacious deck with railings. Brightly colored decorations enhance the outdoor area, providing a welcoming entry point to the home.
Cottage in Isle of Wight
5 out of 5 average rating, 144 reviews

Fisherman's Loft A Unique Cottage By The Sea

Welcome to Fisherman's Loft a newly built property on the site of an original fisherman's boathouse in the heart of Wheelers Bay. We have purpose built this accommodation to comprise of open plan living space fully equipped , two double bedrooms a feature bathroom and a shower room. Views from the living room and deck are unsurpassed to the sea. The property is a level walk from the bars and restaurants that Ventnor offers.

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