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Vacation rentals in Havenstreet

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Top-rated vacation rentals in Havenstreet

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the barn features a mix of natural stone and brick, illuminated by warm outdoor lighting. A woven willow screen offers privacy, surrounding the well-maintained garden that extends alongside the structure.
Barn in Isle of Wight
4.97 out of 5 average rating, 309 reviews

Chapel Road Barn, I.O.W Ferry discount available

Chapel Road Barn is a lovingly restored Victorian out-building which is an ideal place for a couple to stay whilst exploring the Isle of Wight. Beautifully furnished and cozy.... We are a 5 minute drive from the car ferry or a 25 minute walk to Ryde Pier. The number 9 bus stop is 2 minutes away and we have a variety of country walks and lovely cycles on hand....... We have partnered with both Red Funnel and Atlas ferries to offer generaous ferry discounts from both Portsmouth and Southampton

Guest favorite
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 Wooton
4.89 out of 5 average rating, 360 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

Top guest favorite
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 Nettlestone and Seaview
4.99 out of 5 average rating, 197 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.

Guest favorite
Tiny home in Wooton
4.92 out of 5 average rating, 162 reviews

Snug accommodation next to a working Steam Railway

Uniquely situated adjacent to Havenstreet Steam Railway (Free Entry), Station Snug offers a warm welcome to those visiting the beautiful Isle of Wight. You really couldn't be staying closer to the steam action & will love all the chuffs, toots and engine sounds that fill the air. Perfect for walkers, birdwatchers, cyclists and horse riders too! Guests will enjoy exclusive use of their own Snug space in a sensitively renovated brick building with en-suite, lounge/kitchenette & pretty courtyard.

Top guest favorite
A charming farmhouse is surrounded by lush greenery, featuring a rustic brick exterior and slate roof. The well-maintained garden includes vibrant shrubs and trees, while open fields extend beyond the property, offering a serene countryside view.
Farm stay in Isle of Wight
4.94 out of 5 average rating, 114 reviews

Idyllic Rural Island Farm Stay, Great Upton Farm

Ferry discount now available! The Annex at Great Upton Farm is a beautiful farm home, consisting of wooden beams, tiled floors and a private garden. Set on a picturesque farm and attached to the main house, The Annex is a 3 bedroom property with 2 bathrooms, a kitchen and open dining area as well as a large living space with an electric log effect burner. We are located in peaceful countryside with plenty of rural walks, cycle tracks, wildlife and only 10 minutes drive from Ryde Pier and Beach.

Top guest favorite
Guesthouse in North Boarhunt
4.99 out of 5 average rating, 112 reviews

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

Guest favorite
The kitchen features sleek cabinets and modern appliances, including an oven, stove, and refrigerator. A clock is mounted on the wall, and kitchen utensils are neatly arranged by the countertop. Soft, ambient lighting highlights the space, creating a functional and inviting area for meal preparation.
Apartment in Isle of Wight
4.92 out of 5 average rating, 64 reviews

Self-contained annex

A self contained annex situated in a quiet cul-de-suc, on drive parking available but a car is not essential as we are located within walking distance of Portsmouth/Fishbourne car ferry also we are 2 minutes walk from main bus stop. The annex comprises on suite double bedroom, lounge/diner/kitchen with log burner for cosy winter nights in (logs provided) Kitchen is well equipped with fridge, freezer, cooker/hob plus microwave. One Small well behaved dog allowed, not to be left unattended .

Top guest favorite
The exterior of a charming chalet is showcased, featuring a combination of wooden panels and brick. Large glass doors are framed by flower boxes, and the garden area displays gravel and stone landscaping, bordered by a path leading to a secure garden gate.
Tiny home in Langbridge,Newchurch
4.95 out of 5 average rating, 324 reviews

Newchurch Nook, sunny garden cottage.

A beautiful open plan, self catering chalet. Space for Baby and a travel cot. A well behaved dog is welcome. 15% discount Ferry travel with Red Funnel. Situated on the Squirrel Trail/cycle path.Ideal for walkers,cyclists or anyone looking for a peaceful retreat. Woodburner, ideal for cosy nights in. All logs supplied. Private secure south facing garden with table & chairs. Safe store for bikes. Free parking. Free Wifi. Award winning Pointer Inn & Garlic Farm within walking distance.

Top guest favorite
Tiny home in Isle of Wight
4.98 out of 5 average rating, 120 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.

Top guest favorite
Cabin in Isle of Wight
5 out of 5 average rating, 14 reviews

The Woodlands Retreat

A stylish and unique cabin located in a magical woodland setting. Completed renovated for 2024, this cabin is the ideal retreat for couples looking for a breakaway surrounded by nature yet with the bonus of a Tesco’s Super store 5 mins up the road. There are only two cabins on the site, each with a private garden and entrance. There is a bus service on the main road and beautiful walks right outside the gates. Option to book both cabins for a group stay.

Top guest favorite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home in Lepe
4.98 out of 5 average rating, 140 reviews

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Top guest favorite
A cozy living room is furnished with a light sofa adorned with decorative pillows. A wooden table supports a small vase, while a television is positioned against the wall. Natural light filters through a large window, creating a welcoming ambiance.
Cottage in Isle of Wight
4.98 out of 5 average rating, 156 reviews

Cozy annexe with off-street parking and sea views

Our Annexe sits within the conservation area of Ryde with uninterrupted views across the Solent. It forms part of a large Regency property but has an independent access and off-street parking. With it's beaches, harbour, bustling town centre and easy mainland links, Ryde has become a popular destination for many people all year round. The Annexe has been recently renovated and is superbly presented with comfortable accommodation for two people.

Popular amenities for Havenstreet vacation rentals