Vacation rentals in Havenstreet

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

Value · Family · Wifi

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.

Location · Value · Access

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.

Family · Location · Layout

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

Value · Family · TV

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.

Family · Value · Checkout

Refurbished Bungalow, Sea Views, Great Location!

Historic bungalow near Ryde’s town, and mainland links! Lawn Lodge has been beautifully restored, featuring a fully fitted kitchen, bio-fuel burner, underfloor heating, and a water softener system. The main bedroom offers a double bed, while the second has zip-link singles that convert to a king. Outside, enjoy a private paved patio and off-road parking. Ryde boasts golden beaches, boutique shops, coastal walks, and direct transport links, making it the perfect blend of charm and convenience.

Family · Location · Getting around

Family country cottage Hot tub Amazing views

Rural cottage with stunning countryside views. Ideal for families and is dog friendly. Relax in your own Hot Tub while enjoying a spacious garden and decking. Positioned on an island Cycle route and only 2 miles from the Red Squirrel Trail. Close to beautiful beaches, family attractions, and coastal walks. Located near Havenstreet, home of the famous steam railway, visible over the fields from the cottage itself. Visit the Garlic Farm and Adgestone Vineyard within minutes.

Family · Value · Breakfast

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.

Family · Value · Amenities

Home from home Chalet.

This small detached home is perfect for a summer holiday or just a night or two get away. The chalet is situated 3 miles from Ryde beach and offers comfortable accommodation in a rural setting. A good base to explore the island but equally a nice place to rest and relax as it benefits from having it's own patio. Free car parking on site, on a driveway behind a 5 bar gate. Recently refurbished. Enclosed garden, friendly dogs welcome.

Location · Value · Hospitality

Entire bungalow w/ bike storage and patio

Relax and unwind in this modern two-bedroom bungalow in Ryde with secure bike/motorbike storage. With light and airy interiors, this accommodation provides a calm retreat after exploring the Isle. Features Save up to 40% 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

Family · Location · Bathroom

Adventure Prospect - Historic Waterfront Cottage

Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.

Family · Location · Access

The Legendary Spice Bus – Movie Magic Stay

Step inside a Pop Culture Icon! The legendary Spice Bus - iconic Union Jack double-decker transformed into the ultimate fan experience at Island Harbour Marina. Two levels of pure nostalgia with themed interiors & modern amenities. Sleeps 3 with private facilities block and waterfront views. Live your wildest dreams in this piece of pop history! Girl Power awaits!

Location · Quiet · Cleanliness