Havenstreet and Ashey holiday rentals

We found 1,522 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:15 Jan - 22 Jan

Drawing room
Magnificent bed from Paris 1930s
The upstairs "Gallery" joining 3 of the bedrooms
Wonderful gardens to relax in during the warmer months
Exceptional
(49 reviews)

Luxury, award winning Art Deco house for special holidays and family events

Shanklin

9% off
AU$17,729
for 7 nights, 1 home
AU$2,533 per night
includes taxes & fees
Luxury, award winning Art Deco house for special holidays and family events
Kitchen
Interior
Dining
Living area
Exceptional
(50 reviews)

Modern House with amazing views sleeps 10

Cowes

9% off
AU$7,803
for 7 nights, 1 home
AU$1,115 per night
includes taxes & fees
Modern House with amazing views sleeps 10
Interior
Property grounds
Outdoor dining
Living area
Exceptional
(10 reviews)

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

Ventnor

9% off
AU$2,266
for 7 nights, 1 cottage
AU$324 per night
includes taxes & fees
PRETTY, COSY COTTAGE FOR 2 - 4 NEAR SOUTH COAST, BEAUTIFUL QUIET LOCATION
Interior
Sandown
Kitchen area
Hall
Exceptional
(37 reviews)

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

Sandown

8% off
AU$1,391
for 7 nights, 1 apartment
AU$199 per night
includes taxes & fees
Seaways, in Sandown,for a great relaxing holiday, Family friendly, free parking
Living area
Exterior detail
Private kitchen
Room
Exceptional
(13 reviews)

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

Ventnor

23% off
AU$1,898
for 7 nights, 1 home
AU$271 per night
includes taxes & fees
Bermuda House with parking, good sea view and minutes from beach and shops
Sandown Pier - 4 mins walk. Crazy golf, mini fairground, cafe, pub, slots.
Check in is 4pm. Ring the doorbell for the host.
Sandown beach is 4 mins walk away.
Sandown beach
Exceptional
(47 reviews)

Self catering flat, parking, 4 min walk beach, 3 min shops. Car ferry discount.

Sandown

9% off
AU$954
for 7 nights, 1 apartment
AU$136 per night
includes taxes & fees
Self catering flat, parking, 4 min walk beach, 3 min shops. Car ferry discount.
Living area
Exterior
Dining
Exterior
Exceptional
(6 reviews)

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

Newport

18% off
AU$1,407
for 7 nights, 1 cottage
AU$201 per night
includes taxes & fees
Cosy converted barn in rural location with views of the surrounding countryside.
Cottage kitchen with pine extending table & Bentwood chairs
Terrace/patio
Exterior
Private kitchen
Exceptional
(87 reviews)

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

Shanklin

5% off
AU$2,755
for 7 nights, 1 cottage
AU$394 per night
includes taxes & fees
Edge of Old Village, close to shops, park and beach; ferry discounts
Children’s area
Shanklins Beach Huts (Small hope Beach)
Property grounds
Private kitchen
Exceptional
(15 reviews)

Jasmine Cottage, 3 Bedroom, family friendly, 10 min Walk to Beach, large Garden.

Shanklin

16% off
AU$1,639
for 7 nights, 1 cottage
AU$234 per night
includes taxes & fees
Jasmine Cottage, 3 Bedroom, family friendly, 10 min Walk to Beach, large Garden.
Outdoor dining
Interior
Living area
Dining
Exceptional
(42 reviews)

Lovely family holiday home in sunny Ventnor

Ventnor

9% off
AU$3,730
for 7 nights, 1 home
AU$533 per night
includes taxes & fees
Lovely family holiday home in sunny Ventnor
Exterior detail
Dining
Room
Living area
Exceptional
(12 reviews)

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

Ventnor

9% off
AU$2,368
for 7 nights, 1 apartment
AU$338 per night
includes taxes & fees
Luxury ground floor one bedroom apartment yards from the beach and High Street
Cosy by night
Day bed
Living room to deck
Property grounds
Exceptional
(85 reviews)

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

Ventnor

9% off
AU$2,772
for 7 nights, 1 home
AU$396 per night
includes taxes & fees
Luxury, Stylish Home, With Garden, Sea Views and Parking.
Exterior
Property grounds
Outdoor dining
Living area
Exceptional
(11 reviews)

Character Victorian townhouse - conservation area

Portsmouth

13% off
AU$2,244
for 7 nights, 1 home
AU$321 per night
includes taxes & fees
Character Victorian townhouse - conservation area
Master Bedroom
Terrace
Welcome to Dove Court!
Kitchen
Exceptional
(6 reviews)

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

Shanklin

36% off
AU$1,336
for 7 nights, 1 apartment
AU$191 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
Exterior
Porstmouth Historic Dockyard (HMS Warrior from Spinnaker Tower)
Room
Exterior
Exceptional
(243 reviews)

'The Haven' a luxury apartment close to the Meon Shore coast.

Fareham

9% off
AU$1,255
for 7 nights, 1 apartment
AU$179 per night
includes taxes & fees
'The Haven' a luxury apartment close to the Meon Shore coast.
Entrance Hall.
Welcome to Dove Court!
Master Bedroom
Kitchen
Exceptional
(10 reviews)

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

Shanklin

36% off
AU$1,336
for 7 nights, 1 apartment
AU$191 per night
includes taxes & fees
Vectis Holiday Homes, Modern, spacious apartment, great location, EV Charging
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    Enjoy full kitchens, laundry, pools, gardens and more
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Find the perfect holiday rental for your Havenstreet and Ashey getaway

Learn about the unique charm of Havenstreet and Ashey with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Havenstreet and Ashey

Do you want to discover attractions to see during your stay? Venture out of your cosy holiday rental and check out everything that Havenstreet and Ashey has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Isle of Wight Zoo (4 mi / 6.4 km)
  • Clarence Pier (7.4 mi / 12 km)
  • Blackgang Chine (9.1 mi / 14.6 km)
  • The Needles Landmark Attraction (15.9 mi / 25.6 km)
  • Garlic Farm (1.5 mi / 2.5 km)
  • Amazon World Zoo Park (3.3 mi / 5.3 km)

Exploring the natural landscape of Havenstreet and Ashey

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Havenstreet and Ashey is a great spot to appreciate mother nature. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • New Forest National Park (21.4 mi / 34.4 km)
  • Isle Of Wight Coastal Footpath (3.1 mi / 4.9 km)
  • Ryde Beach (3.2 mi / 5.2 km)
  • Seaclose Park (3.6 mi / 5.7 km)
  • Sandown Beach (4 mi / 6.4 km)
  • Yaverland Beach (4.2 mi / 6.8 km)

Transport options to and around Havenstreet and Ashey

Fly into Southampton (SOU), the closest airport, located 18.5 mi (29.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Bournemouth (BOH-Bournemouth Intl.), which is 27.9 mi (44.9 km) away.

Frequently asked questions

Can I find a holiday rental in Havenstreet and Ashey?
Yes, there are holiday rentals in Havenstreet and Ashey close to Isle of Wight Steam Railway, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals are there in Havenstreet and Ashey?
With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Havenstreet and Ashey stay.
What can I see and do in Havenstreet and Ashey?
Isle of Wight Area of Outstanding Natural Beauty and Robin Hill Country Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Robin Hill. In the wider area, you'll find Isle of Wight Steam Railway and Southampton Cruise Terminal.
What are holiday rentals like in Havenstreet and Ashey?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Havenstreet and Ashey. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a family getaway.