Chalet vacation rentals in Isle of Wight

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Top-rated chalet rentals in Isle of Wight

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Guest favorite

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.

Sep 14 – 21

$169 per night

Guest favorite

Chalet in Niton

4.75 out of 5 average rating, 140 reviews

Squirrels Nook, Westcliff Holiday Chalets

Lovely cosy one bedroom holiday chalet, located in one of the quietest tranquil villages on the isle of Wight. The perfect retreat for couples, walkers and nature lovers who want to get away. Great village shop with a surprisingly wide range, two cosy and tasty gastro pubs, antique book shop... 15 minute drive to the seaside town of Ventnor which hosts lots of places to eat out, the island's finest butchers and lots of little shops selling Island produce. *Strict antiviral cleaning! See below

Jul 28 – Aug 4

$78 per night

Guest favorite

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.

Jan 4 – 11

$135 per night

Guest favorite

Chalet in Isle of Wight

4.84 out of 5 average rating, 158 reviews

Bay Cottage

This snug little one bedroomed accommodation sits up high with views of both Shanklin and Luccombe bays from each side. This property is ideal for walkers or cyclists as it sits just off the coastal path and is also close to the bridle path leading up to the Downs. There is a bus stop at the end of the lane for easy access to the rest of the Island. The accommodation is 15-20 minutes walk to several different beaches and 15 minutes walk to a number of restaurants pubs and eateries.

Dec 18 – 25

$90 per night

Guest favorite

Chalet in Langbridge,Newchurch

4.96 out of 5 average rating, 293 reviews

Newchurch Nook,sunny garden chalet.

A beautiful open plan, self catering chalet. Space for Baby and a travel cot. A well behaved dog is welcome. 15% discount Ferry travel with Red Funnel. Situated on the Squirrel Trail/cycle path.Ideal for walkers,cyclists or anyone looking for a peaceful retreat. Woodburner, ideal for cosy nights in. All logs supplied. Private secure south facing garden with table & chairs. Safe store for bikes. Free parking. Free Wifi. Award winning Pointer Inn & Garlic Farm within walking distance.

Oct 22 – 29

$113 per night

Guest favorite

Chalet in Isle of Wight

4.89 out of 5 average rating, 74 reviews

116 Brambles chine

A delightful newly refurbished and decorated chalet located 10 minute drive from Yarmouth on the beautiful Isle of Wight. This property is perfect for exploring the island and benefits from nearby access to local beach, playing field and woodland walk. The chalet has been lovingly refurbished and decorated in a modern style by the owner. We’ll provide you with local information on booking and do our best to assist you with any travel plans or enquiries. https://youtu.be/SXWtAYWmyts

Apr 10 – 17

$112 per night

Guest favorite

Chalet in Yaverland

4.89 out of 5 average rating, 36 reviews

Chalet 76, Sandown bay holiday park, Isle of Wight

10% Discount on Non School holiday bookings of 7 nights or more, please enquire when you make your booking request. Please note during UK summer holiday dates, changeover days will be Saturday or Sundays only. Red Funnel ferries are cheaper on a Sunday. Basic, cosy chalet with free WiFi and electric. Chalet 76 is located on the end of a block in a particularly quiet area of the holiday park. Because both bedrooms are on the end this makes for truly peaceful sleeping experience.

Oct 7 – 14

$81 per night

Guest favorite

Chalet in Isle of Wight

5.0 out of 5 average rating, 8 reviews

"Roslyn" Lower Hyde IOW -

Discounted ferry available. Your family will be close to everything when you stay at this centrally-located Holiday Home. Situated close the park amenities, and within walkable distance to the beach, "Rosyln" is fully kitted out for you to travel light, easy access to other areas of the island via the train line located a stones throw from the park entrance, we work hard to make your stay a home from home experience, so you can enjoy making memories and sandcastles of course!

Mar 6 – 13

$79 per night

Superhost

Chalet in Isle of Wight

4.67 out of 5 average rating, 79 reviews

82 Sandown Bay Holiday Park & full fibre broadband

Our Isle of Wight holiday chalet with WiFi is located at the Sandown Bay Holiday Park which is on the clifftops at Yaverland, overlooking Sandown Bay. The dog-friendly sandy beach is only a few minute's walk from our chalet and stretches for over 6 miles from Culver Down, through Yaverland and Sandown, to Shanklin and Luccombe to the south. The coastal path along the cliff-tops takes you to the top of Culver Down, with magnificent views, and the dog-friendly Culver Haven Inn.

Apr 6 – 13

$78 per night

Guest favorite

Chalet in Isle of Wight

4.98 out of 5 average rating, 147 reviews

Beautiful Holiday Home by One of the Best Beaches

Our Willerby Signature, 36’ x 12’ luxury static caravan is in excellent condition and is within a few minutes walk of the beautiful sandy beach of Whitecliff Bay. A private slipway winds down to the sheltered beach, with Bembridge Ledge to the left and Culver Down to the right. Sandhills Holiday Park is a very private, quiet site set in beautiful countryside. It is privately owned and near to the village of Bembridge on the Eastern coast of the Isle of Wight.

Apr 22 – 29

$85 per night

Guest favorite

Chalet in Cowes

4.99 out of 5 average rating, 154 reviews

Cowes chalet with panoramic sea views

Spinnaker View chalet has it's own entrance and overlooks the Solent. Promenade walks into the world famous Cowes offering shops, nautical pubs & fine dining, only 500 yds from the nearest well known eating pub. Amazing location comfortable accommodation and underfloor heating. Stunning views from inside and outside on the decking. The chalet has steps and is not suitable for visitors with mobility issues. The chalet is ideal for couples and individuals.

Mar 6 – 13

$94 per night

Guest favorite

Chalet in Yaverland

4.9 out of 5 average rating, 90 reviews

2 bed chalet near the beach and tiger sanctuary

If you are looking for a tranquil accommodation then Sea La Vie @ Chalet 18 can offer you this. Set out in neutral colour schemes throughout with a touch of nautical thrown in. Tastefully of course. Sleeps four comfortably. The main bedroom has a double bed and the little room of the two has two single beds. There is a washing machine so no need to do all that washing once home!! Bedding and 2 towels are supplied per guest as is 2 tea towels

Jan 10 – 17

$100 per night