Holiday houses in Havenstreet

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Top-rated holiday rentals in Havenstreet

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Top Guest favourite

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

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

4.97 out of 5 average rating, 323 reviews

Top Guest favourite

Apartment in Ventnor

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!

4.99 out of 5 average rating, 182 reviews

Guest favourite

Tiny home in Wooton

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.

4.92 out of 5 average rating, 170 reviews

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 Wooton

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

4.89 out of 5 average rating, 375 reviews

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 Nettlestone and Seaview

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.

5.0 out of 5 average rating, 206 reviews

Top Guest favourite

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

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.

4.94 out of 5 average rating, 120 reviews

Guest favourite

A well-appointed double room features a spacious bed with a light-colored blanket and decorative pillows. Nightstands with lamps are positioned on either side. A large window allows natural light to enter, illuminating the soft green walls and modern wall art above the bed.

Bungalow in Isle of Wight

Isle Of Wight bungalow w/ bike storage and patio

Exclusive rates for longer stays (message in advance of booking) Relax and unwind in this modern two-bedroom bungalow on the Isle of Wight in Ryde with secure bike storage. With light and airy interiors, this accommodation provides a calm retreat after exploring. Save up to 60% on car ferry travel available (message in advance) Private accommodation for up to four guests 1 large double bedroom & 1 standard double bedroom Living room & dining area Private garden with seating No pets

4.95 out of 5 average rating, 170 reviews

Top Guest favourite

A charming cottage is displayed, featuring a sloped roof and a combination of brick and wood. A spacious entryway with large windows creates an inviting atmosphere. A gravel driveway leads up to the wooden gate, surrounded by a natural landscape of trees and shrubs.

Cottage in Isle of Wight

Mulberry Cottage, rural get away.

Mulberry Cottage is located in an area of outstanding natural beauty. Tucked discreetly down an unmade country Lane, surrounded by fields and woodland. It has its own private garden with a newly added hot tub perfect for having fun with the family or relaxing after exploring . We are now able to offer FERRY DISCOUNTS ! message for more information If we are fully booked for the dates you require, please take a look at airbnb.com/theoldstables2 for alternative accommodation on site.

5.0 out of 5 average rating, 173 reviews

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 Ventnor

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.

4.99 out of 5 average rating, 100 reviews

Top Guest favourite

The exterior of a modern wooden barn structure is visible, characterized by a sloping grey roof and large windows. A gravel driveway leads to the entrance, with a manicured green lawn surrounding the building. A parked car is nearby, along with a tree providing natural shade.

Barn in Nettlestone and Seaview

Meadowview Barn

Enjoy sole use of this charming detached oak barn, with its upper floor recently converted into a spacious apartment. Nestled in 30 acres of stunning private grounds and countryside, perfect for peaceful walks on/off site. Super-king bed, view French doors, kitchenette, Smart TV with surround sound, pool table, table tennis, outdoor seating & BBQ. Pubs & beaches within walking/short drive. Wi-Fi, parking included. Pet-friendly on request. Ferry discounts available enquire!

4.98 out of 5 average rating, 184 reviews

Guest favourite

The historic seaside Victorian Manor showcases a charming stone façade framed by lush greenery. A well-maintained lawn adorned with wildflowers enhances the inviting entrance. A vehicle is parked in the driveway, adding to the sense of accessibility and comfort.

Home in Isle of Wight

4-bed Victorian retreat – sea views & beach access

Our unique and historic seaside Victorian Manor is nestled in peaceful woodland, a perfect getaway. with direct access to our Private beach and a large living area with Log burner we welcome you for reflective time and family breaks. Testimonials: Perfect Family-friendly location, Peaceful retreat, Ideal Seven-night stay, Rest and relaxation. Nature escape, Sandy beaches 10 mins away & beautiful Coastal walks, well appointed kitchen - Stress-free family break .

4.96 out of 5 average rating, 45 reviews

Top Guest favourite

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

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.

4.98 out of 5 average rating, 154 reviews