Holiday rentals in Isle of Wight

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Isle of Wight

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage in Freshwater

5.0 out of 5 average rating, 383 reviews

A beautiful country cottage, close to the sea

PREFERENTIAL FERRY RATES AVAILABLE Welcome to The Old Stables, a dog friendly, beautiful and stylish barn conversion near Freshwater Bay on the Isle of Wight. 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.

23–30 Nov

$228 SGD per night

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 148 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.

24 Feb – 3 Mar

$242 SGD per night

Guest favourite

Flat in Isle of Wight

5.0 out of 5 average rating, 118 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!

21–28 Nov

$439 SGD per night

Guest favourite

Chalet in Isle of Wight

5.0 out of 5 average rating, 205 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.

4–11 Feb

$193 SGD per night

Superhost

Flat in Isle of Wight

4.81 out of 5 average rating, 259 reviews

The St Clares Hideway, Ventnor

Welcome to The St Clares Hideaway. This self contained apartment has panoramic sea views from both the bedroom and the private deck, and is only minutes from the seafront. The deck overlooks our illuminated water cascade. St Clares Hideaway is close to the town centre and easy walking distance to the seafront, restaurants, pubs, shops, bus stops, Victorian promenade, cafes and wonderful walking routes. St Clares Hideaway has its own free, private parking accessed from Kings Bay Road.

10–17 Dec

$78 SGD per night

Guest favourite

Cottage in Isle of Wight

4.91 out of 5 average rating, 110 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

9–16 Nov

$139 SGD per night

Guest favourite

Flat in Isle of Wight

4.93 out of 5 average rating, 269 reviews

The Isley Apartment. Modern Charm in Shanklin

Contemporary and colourful flat newly renovated and furnished by a creative family. Open plan kitchen/living area with all the amenities you expect. Study room features built in desk and is stocked with vintage board games. And a relaxing, sky lit bedroom. Conveniently located, the Isley Apartment offers quick access to attractions, sights, restaurants, pubs and shopping just outside the front door. It's a ten minute walk to the beach alongside the historic Victorian Shanklin Chine.

2–9 Jun

$186 SGD per night

Guest favourite

Apartment in Isle of Wight

4.87 out of 5 average rating, 230 reviews

Harbour View

Beautiful modern Solent view apartment, this is one of the largest apartments on the complex. Comprising of an open planed lounge, kitchen area with views to the harbour of Shephards Wharf, 2 double bedrooms master bed has an en suite shower room and main bathroom to the hallway. We include WI-FI, Television with plenty of DVD'S and games and books for children. You will also receive a welcome pack of tea, coffee, milk and biscuits, hand wash and toilet rolls supplied to bathrooms.

21–28 Jan

$197 SGD per night

Guest favourite

Tiny home in Cowes

4.95 out of 5 average rating, 134 reviews

Seaside style cabin in central Cowes

'The Cabin' sits in the heart of West Cowes, tucked away behind the high street. Very compact (and very cute!), the space is kitted out in classic holiday home style. Two bedrooms and a sofa bed. Shower room. Decked garden with dining table, BBQ and outdoor sofas. Free parking space nearby. Fast broadband (free), digital TV with DVD, washer/dryer, dishwasher, microwave. Welcome breakfast for first day included. Good for families but steep steps to access. Book today!

9–16 Jan

$153 SGD per night

Guest favourite

Apartment in Isle of Wight

4.99 out of 5 average rating, 164 reviews

2 Bed Apartment The Priory - Panoramic Sea View

This luxury 2-bed apartment is located in a desirable area of Shanklin perched on the top of the cliff with stunning sea views. The apartment is situated on the top floor (2nd Floor) of a recently renovated Victorian gentleman’s residence dating back to 1864. The apartment has panoramic sea views with ample off street parking. Within a few minutes walk you are in the old village of Shanklin which has Tea shops, cafes, pubs

23–30 Jan

$204 SGD per night

Guest favourite

Barn in Isle of Wight

4.97 out of 5 average rating, 173 reviews

Chapel Road Barn Isle of Wight

Chapel Road Barn is a lovingly restored Victorian out-building which had a variety of uses at the start of the 20th Century. 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 can offer a 15% or 20% Red Funnel ferry discount code or Tesco vouchers are accepted by Wightlink.

30 Jan – 6 Feb

$164 SGD per night

Guest favourite

Tiny home in Cowes

4.9 out of 5 average rating, 116 reviews

The Garden Room, West Cowes

The Garden Room is the latest addition to my portfolio and has been lovingly restored to provide private, comfortable and fully equipped accommodation. The Garden Room has its own secure access and is located opposite Shepards Wharf Marina being a great location for sailing and training opportunities. Please check out my reviews on my existing accommodation ‘seagull cottage’ Cowes.

22–29 Jan

$87 SGD per night