Vacation rentals with outdoor seating in Isle of Wight

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Top-rated accommodations with outdoor seating in Isle of Wight

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Guest favourite

Cottage in Freshwater

5.0 out of 5 average rating, 387 reviews

A beautiful country cottage, close to the sea

PREFERENTIAL FERRY RATES AVAILABLE Welcome to The Old Stables a beautiful and stylish barn conversion near Freshwater Bay on the Isle of Wight - Dog Friendly. Originally forming part of the famous Farringford Estate - owned by Lord Tennyson, the world renown poet - it nestles at the foot of the downs and is located up a private lane in an Area of Outstanding Natural Beauty. It is within easy walking distance of Freshwater Bay - the local beach - nearby shops, a superb cafe/bar and friendly pub.

Dec. 13 – 20

$250 CAD per night

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 149 reviews

Rural Escape Set in 6 Acres of Gardens.

If you're looking for a bit of tranquility in an unspoilt country side setting, a few minutes drive from various beaches, Ryde, Seaview and St Helens, then come and stay with us in our detached private chalet, set in six acres of gardens. Suitable for couple getaways. Our location is perfect for cycling, walking, nature watching and exploring the IOW. A full continental breakfast is included as well as plenty of essential supplies. We look forward to welcoming you to our little slice of Eden.

Aug. 30 – Sep. 6

$267 CAD per night

Guest favourite

Guest suite in Godshill

4.97 out of 5 average rating, 102 reviews

Milkpan Farm Holidays

Milkpan Farm is situated in Godshill, which we have recently purchased and have refurbished. ** We offer generous discounts on the ferries * It is set in a superb rural location for couples, ramblers, dog walkers and cyclists and a great place from which to explore the Island. The accommodation is self-contained annex with private access and off-road parking. Central heating, Wi-Fi and smart TV are just some of the facilities available. The accommodation is newly fitted to a high specification.

Jan. 27 – Feb. 3

$142 CAD per night

Guest favourite

Apartment in Isle of Wight

5.0 out of 5 average rating, 121 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 22/23 LUXLife Magazine Awards, Best Luxury 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, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

Jan. 12 – 19

$449 CAD per night

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 207 reviews

Seaglass. Beautiful cabin, fantastic sea views

A beautifully remodeled chalet situated in a tranquil setting with no passing footfall or traffic so it's a very private location. Seaglass is perfectly positioned to explore Ventnor, a quirky Victorian seaside town set in fantastic scenery. There is a decked garden area with brick bbq overlooking the sea in Wheelers Bay. You are a short walk away from the seafront and also to the town. The accommodation is cosy and beautifully decorated in a coastal style. 15% ferry discount codes available.

Feb. 20 – 27

$205 CAD per night

Guest favourite

Guesthouse in Isle of Wight

4.97 out of 5 average rating, 127 reviews

Cosy Chalet With Private Hot tub - No Cleaning Fee

Modern purpose built self contained chalet, next to the house but with its own private entrance and private pergola area with canvas sides complete with cosy seating & lighting plus hot tub! Situated in East Cowes. The house was part of the Osborne estate so we are situated right next to Osborne House, also a 2 minute drive or 15 minute walk from East Cowes Red Funnel. We are also on a main bus route to Newport or Ryde. There is private access & your own parking space. It is an ideal location.

Sep. 13 – 20

$235 CAD per night

Guest favourite

Cottage in Isle of Wight

4.96 out of 5 average rating, 169 reviews

Albert’s Dairy Cottage, Whippingham

Albert’s Dairy Cottage is a beautifully converted one bedroom cottage situated adjacent to open countryside. The contemporary design offers spacious accommodation, is finished to a high specification and offers the perfect environment for couples looking for a relaxing break away. Conveniently situated less than 10 mins from both the Red funnel and Wightlink car ferry terminals, the property is ideally located for exploring the Island, is close to the River Medina and popular waterside pubs.

Feb. 20 – 27

$182 CAD per night

Guest favourite

Cottage in Isle of Wight

4.91 out of 5 average rating, 114 reviews

Harbour Cottage. cosy, romantic cottage in Cowes

Harbour Cottage - perfect romantic getaway. Close to the centre of vibrant Cowes with local independent shops, cafes, restaurants and marinas. You can leave the car at home! Minutes from Red Jet terminal, floating bridge and Shepards Marina. Generous ferry discounts enquire on booking Harbour Cottage is great for short breaks, or longer stays. Fully fitted kitchen, lounge, conservatory, bathroom and bedroom with king size bed and small sofa fold out ideal for child or small adult only

Jan. 26 – Feb. 2

$152 CAD per night

Guest favourite

Tiny homes in Downsway, Blackbridge Road

4.96 out of 5 average rating, 102 reviews

Secluded garden cabin in Freshwater Bay

The Bird Hide is ideal for singles or couples (max 2 people) interested in exploring the local area with its own garden and separate access. A comfortable double bed, seating area and with it's own dining and inbuilt kitchen, it offers all you need for a short stay. It has a separate bathroom, as well as on outside decking area to catch the evening sun. The Bird Hide is 5 minutes walk from Freshwater Bay, even closer to footpaths to the Downs and the local village via the SSSI trail.

Oct. 25 – Nov. 1

$107 CAD per night

Guest favourite

Guesthouse in Bembridge

4.98 out of 5 average rating, 103 reviews

The Cabin at Howe Lodge

A lovely garden cabin with vintage details. It's very comfortable, quiet, with sea views nearby. It's a short walk to the beach and coastal path. The village, pubs and restaurants are also within walking distance. The cabin is in the garden of the main home, but very private. There is a toilet and a wash basin within the cabin. The heated shower is outdoors with sea views! We offer a simple and tasty complimentary breakfast served in your cabin or on our deck (weather permitting).

Aug. 12 – 19

$147 CAD per night

Guest favourite

Hut in Isle of Wight

4.98 out of 5 average rating, 185 reviews

The Hikers' Hut, clifftop view on the Coastal Path

The Hikers' Hut at Highcliff, is a magical timber hut with stunning sea views over the east coast of the Isle of Wight. Situated on the cliff edge 100m above the shoreline between Shanklin and Ventnor, the famous Isle of Wight Coastal Path is at the front gate. The Hut borders a National Trust field and is a perfect cabin for hikers, bird watchers, beach goers and nature lovers. With its own separate entrance and garden, it sits in the apple orchard of Highcliff Estate, Luccombe.

Dec. 3 – 10

$199 CAD per night

Guest favourite

Cottage in Isle of Wight

4.96 out of 5 average rating, 211 reviews

A charming little wooden house by the sea

This quirky attractive vintage little cottage is perfect for getting away from it all and relaxing in idyllic surroundings. Just a few metres from the lovely pebbly Gurnard beach, this fully refurbished historical little wooden building is set back from the road and tucked away behind our wild garden. It is accessed from its own car parking space via a little path. At the rear, a small stream goes to the sea and a large oak tree provides shelter to birds and a relaxing swing seat.

Sep. 28 – Oct. 5

$220 CAD per night