Havenstreet and Ashey holiday lettings

We found 1,409 holiday rentals — enter your dates for availability

Discover a selection of 22 cottages and other holiday rentals in Havenstreet and Ashey that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Havenstreet and Ashey

Showing deals for:12 Feb - 19 Feb

PRETTY, COSY COTTAGE FOR 2 - 4 NEAR SOUTH COAST, BEAUTIFUL QUIET LOCATION

Property grounds

Luxury 5* Gold & ROSE Award self-catering converted barn, idyllic rural setting

Dairy Barn in farmyard setting

Seaways, in Sandown,for a great relaxing holiday, Family friendly, free parking

Sandown

Bermuda House with parking, good sea view and minutes from beach and shops

Exterior detail

Edge of Old Village, close to shops, park and beach; ferry discounts

Terrace/patio

Cosy converted barn in rural location with views of the surrounding countryside.

Exterior

Luxury, Stylish Home, With Garden, Sea Views and Parking.

Sun deck

Crow's Nest lovely apartment overlooking the sea with balcony

Outside staircase

Luxury ground floor one bedroom apartment yards from the beach and High Street

Dining

Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging

Terrace

Little Gem in heart of Old Village with private hot tub from Nov 2021

Little Gem’s view over tropical garden and Chine

Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging

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Find the best place to stay - Havenstreet and Ashey

GUILDFORD FARMHOUSE, family friendly in Newport, Isle Of Wight

Image of GUILDFORD FARMHOUSE, family friendly in Newport, Isle Of Wight

Sleeps 8 · 4 bedrooms · 3 bathrooms

Tithe Barn, Little Upton Farm

Image of Tithe Barn, Little Upton Farm

Sleeps 6 · 3 bedrooms · 3+ bathrooms

Old Byre, Little Upton Farm

Image of Old Byre, Little Upton Farm

Sleeps 6 · 3 bedrooms · 3+ bathrooms

Family & pet friendly 4 bedroom home in the heart of Seaview village

Image of Family & pet friendly 4 bedroom home in the heart of Seaview village

Sleeps 8 · 4 bedrooms · 3 bathrooms

Killymoon Lodge – Luxury Adults-Only Escape with Private Hot Tub

Image of Killymoon Lodge – Luxury Adults-Only Escape with Private Hot Tub

Sleeps 6 · 2 bedrooms · 2 bathrooms

Hazeldene - a cottage that sleeps 8 guests in 3 bedrooms

Image of Hazeldene -  a cottage that sleeps 8 guests  in 3 bedrooms

Sleeps 8 · 3 bedrooms · 1 bathroom

Top rated rentals - Havenstreet and Ashey

Gunwharf Quays Apartments

Image of Gunwharf Quays Apartments