Holiday Rentals in Isle of Wight

3215 available vacation rental offers

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Isle of Wight holiday rentals
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Best Holiday rentals and Airbnb offers in Isle of Wight

Best family friendly Isle of Wight holiday rentals

Among the 3215 accommodations in Isle of Wight, here are the 4 best family friendly rentals

Lower Chine Apartment - Isle of Wight
9.4 55 reviews
Isle of Wight
30/06 – 06/07
SG$224/nighttotal: SG$1344 (6 )

Lower Chine Apartment

2 2
apartment , Shanklin
Lower Chine Apartment is located just a short walk from Shanklin Beach, within easy reach of attractions like Dinosaur Isle (5.5km) and Blackgang Chine (16km). The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom property comfortably accommodates up to four guests. Enjoy a fully equipped kitchen with a dishwasher, free Wi-Fi, and stunning sea views from the comfort of your home away from home.
Cosy 2 Bedroom Victorian Cottage, Newport, Isle Of Wight - Isle of Wight
8.3 69 reviews
Isle of Wight
19/08 – 21/08
SG$189/nighttotal: SG$378 (2 )

Cosy 2 Bedroom Victorian Cottage, Newport, Isle Of Wight

2 2
house , Newport
This recently renovated Victorian cottage in Newport, Isle of Wight, is situated 3.2km from Carisbrooke Castle and 4.7km from Robin Hill, offering easy access to key Isle of Wight attractions.
The 60 square metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a garden, parking, and free Wi-Fi; enjoy a relaxing stay with the added benefit of a fireplace and outdoor seating.
2br Heated Yacht, Lymington Centre, Beautiful View - Isle of Wight
8.6 76 reviews
Isle of Wight
19/08 – 21/08
SG$1074/nighttotal: SG$2148 (2 )

2br Heated Yacht, Lymington Centre, Beautiful View

2 2
boat , Lymington
This boat is situated in Lymington, just 29 kilometres from both The Mayflower Theatre and Southampton Guildhall, and 29 kilometres from Bournemouth International Center. It has consistently received excellent ratings for user experience, location, and cleanliness.
The boat offers two bedrooms and two bathrooms, spanning 20 square metres and comfortably accommodating up to six guests. Enjoy stunning sea views from the balcony, relax in the unique saltwater pool, and make use of the fully equipped kitchen, private parking, free Wi-Fi, and air conditioning.
‘Luxury’ Newly Renovated Villa, Bonchurch Village - Isle of Wight
9.4 17 reviews
Isle of Wight
22/08 – 01/09
SG$517/nighttotal: SG$5170 (10 )

‘Luxury’ Newly Renovated Villa, Bonchurch Village

1 5
apartment , ÃŽle de Wight
Orchard Leigh Villa, a three-bedroom house sleeping six, is situated on the Isle of Wight near Boniface Downs, offering easy access to the Island's coastal attractions.
This newly renovated property boasts three uniquely styled bedrooms, three bathrooms (two with bath/shower, one en-suite), a spacious open-plan kitchen/living/dining area, a sunny patio, private gated parking, and includes generous car ferry discounts with bookings.

Top cities

Best Isle of Wight holiday rentals with a pool

Among the 3215 accommodations in Isle of Wight, here are the 4 best rentals with a pool

Chalet ∙ 3 Bedrooms ∙ 6 Guests - Isle of Wight
Isle of Wight
24/07 – 31/07
SG$380/nighttotal: SG$2660 (7 )

Chalet ∙ 3 Bedrooms ∙ 6 Guests

3 4
chalet , Wootton Bridge
This three-bedroom chalet is located in the secluded beachside haven of Woodside Coastal Retreat, just 1.6 km from Wootton Bridge and close to the coastal towns of Cowes and Fishbourne. The chalet boasts a private shingle beach, an outdoor hot tub, and woodland trails leading to the nearby Woodside Bay Bar, offering a tranquil escape for families and pet owners.
J2 Static Caravan At Fairway Holiday Park - Isle of Wight
9.5 18 reviews
Isle of Wight
25/06 – 28/06
SG$240/nighttotal: SG$720 (3 )

J2 Static Caravan At Fairway Holiday Park

1 2
glamping , Sandown
This J2 Static Caravan at Fairway Holiday Park in Sandown is situated 1.4km from Sandown Beach and offers easy access to local attractions.
The 12 square metre static caravan sleeps four in two bedrooms and one bathroom, including a kitchen with fridge, freezer, and microwave, plus on-site amenities such as a swimming pool, restaurant, and bar.
Ocean View - Isle of Wight
Isle of Wight
27/06 – 04/07
SG$201/nighttotal: SG$1407 (7 )

Ocean View

2 2
resort , Cowes
The Ocean View chalet, a wooden Maison en bois, is situated in Great Thorness, near Cowes, conveniently located 0.5km from a supermarket.
This 64 square metre self-catering holiday home sleeps four, boasting two bedrooms, one bathroom, a terrace, free Wi-Fi, and a well-equipped kitchen including oven, microwave and freezer; seasonal access to a shared swimming pool (June 15th - September 15th) is also included.
Coastal Lodge Isle Of Wight | Decking | Parking - Isle of Wight
8.0 1 review
Isle of Wight
04/08 – 11/08
SG$324/nighttotal: SG$2268 (7 )

Coastal Lodge Isle Of Wight | Decking | Parking

1 3
chalet , Great Thorness
This modern 2-bedroom, 2-bathroom lodge, a chalet, is situated within Thorness Bay holiday park, offering direct beach access and proximity to nature walks, just 10 kilometers from Cowes and Newport.
This pet-friendly accommodation for up to 6 guests boasts a fireplace, a master suite with an ensuite, wraparound decking, and access to on-site facilities including a heated indoor swimming pool, with WiFi available for browsing.

Frequently asked questions about holiday rentals in Isle of Wight

  • What are the must-see sights on the Isle of Wight, United Kingdom?

    For iconic views, Osborne House, Queen Victoria's former holiday residence, is a must. The Needles, three distinctive chalk stacks, are incredibly photogenic, and you can take a boat trip there. Carisbrooke Castle, with its rich history and stunning architecture, is another top choice. Don't miss the charming coastal towns of Shanklin and Ventnor, each with its own unique character.
  • What are the best Airbnb and vacation rentals in Isle of Wight?

    Chale Bay Farm, Summerhill Apartments and Secluded Country Stable Cottage are the most popular Airbnb and vacation rentals in Isle of Wight among travelers.

  • What kind of Holiday Rentals are available in Isle of Wight?

    The pristine land of Isle of Wight is supplied with ample accommodation options. Yet, one of the best and most sophisticated types of stay options is a holiday rental. You can book an apartment, bungalow, cottage, or penthouse based on your choice. Most of them are furnished with balconies, ACs, wifi, TVs, bars, and kitchen spaces, making it easy for you to spend some quality time with your friends and family.
  • Are there any unique natural phenomena on the Isle of Wight, United Kingdom?

    The Needles chalk stacks are certainly unique. The dramatic coastal scenery along the south-west coast, with its dramatic cliffs and hidden coves, is also a noteworthy natural feature. The varied geology of the island, visible in the different rock formations, is fascinating for geology enthusiasts.
  • What are the most popular Airbnbs in Isle of Wight?

  • When is the best time to visit Isle of Wight?

    Monsoons have a charm of their own; however, the best time to visit the Isle of Wight is between June and October. The pleasantly warm temperatures are perfect for outdoor recreations and sightseeing. However, autumn and spring are also great times to visit, given the limited number of tourists during this part of the year.
  • What essentials should you bring along to the Isle of Wight, United Kingdom?

    Comfortable walking shoes are a must, as there are many lovely walks. Pack layers of clothing, as the weather can be unpredictable. Sunscreen and a waterproof jacket are also advisable, regardless of the season. Don't forget your camera to capture the stunning scenery.
  • What are the best vacation rentals with a pool in Isle of Wight?

    5* Waterside Luxury Boathouse - Pool & Log-burner, The Springs and The Auction House are the best vacation rentals with a pool in Isle of Wight.

  • Where should I stay during Isle of Wight Festival?

    Isle of Wight is a quaint and closely packed destination, making travelling very convenient for visitors. Hence, booking accommodation at any place in Isle of Wight during the Isle of Wight festival wouldn’t be an issue. So whether you choose a B&B or a luxurious penthouse, enjoying the festival at its best will always be within your reach.
  • What famous events or festivals are happening on the Isle of Wight, United Kingdom?

    The Isle of Wight Festival is the most famous event, a large-scale music festival attracting international acts. Bestival, another significant music festival, has taken place on the island in the past. Many smaller local events and festivals also happen throughout the year, often celebrating local produce and culture.
  • What are the best rentals for families and kids in Isle of Wight?

    The best rentals for families and kids in Isle of Wight are Chale Bay Farm, Summerhill Apartments and Albert Cottage Hotel.

  • What are the best dishes to try in Isle of Wight?

    Isle of Wight is a paradise for seafood lovers and foodies in general. When out to dine on the Island, you must try dishes including Asparagus, Beef and Ale pie, Gallyburger Cheese Souffle, Crab Pasties, Black Garlic, and Honeycomb Doughnuts. Lobsters, Beer, and Wine. Isle of Wight is increasingly becoming experimental with its vegan and vegetarian menu; hence, it brings more to the table now.
  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) on the Isle of Wight, United Kingdom?

    A daily budget of £100-£200 per person should cover a comfortable stay, including mid-range accommodation, meals, bus travel, and entry fees to attractions. This can be lower if you opt for self-catering accommodation and pack some lunches. Luxury options will, of course, increase this amount.
  • What are the best rentals or Airbnbs with a jacuzzi in Isle of Wight?

  • Where should I go in Isle of Wight?

    Isle of Wight is a magical place and indeed a dream come true for many. It has nine towns and areas like Shanklin, Cowes, Sandown, Ryde, Ventnor, Carisbrooke, Wooton Bridge, and Newport that are considered the best ones to stay as a vacationer. With a stay in either of the places, tourists get to catch a glimpse of the historical and natural beauty of the island.
  • Where can you find the best restaurants serving local dishes on the Isle of Wight, United Kingdom, and what are the must-try specialties?

    The Isle of Wight is known for its fresh seafood. Many restaurants in coastal towns like Yarmouth and Ryde offer excellent seafood dishes. Look for restaurants using locally sourced ingredients. Local cheeses and ales are also worth trying. Specific restaurant recommendations would require more detailed research based on your preferences and location on the island.
  • What are some less-famous attractions on the Isle of Wight, United Kingdom that are worth a visit?

    The Isle of Wight Steam Railway offers a nostalgic journey through the island's countryside. The Tennyson Down, offering stunning coastal views and walking trails, is a great spot for nature lovers. Godshill Model Village is a charming miniature village, perfect for a family outing. Explore the various smaller museums and galleries scattered across the island for a more local experience.
  • What are the best activities for engaging with locals and understanding their culture on the Isle of Wight, United Kingdom?

    Visiting local markets and farmers' markets is a great way to meet people and sample local produce. Chatting with staff at smaller, independent shops and pubs can offer insights into local life. Attending a local event or festival provides an opportunity to experience the island's community spirit. Walking trails and coastal paths often lead to charming villages where you can interact with locals.
  • What unique natural landscapes and terrain features can travellers explore on the Isle of Wight, United Kingdom?

    The dramatic chalk cliffs of the south-west coast, the sandy beaches of the south coast, and the rolling hills of the central Isle of Wight offer diverse landscapes. The varied geology, reflected in the different rock formations, is a notable feature. Areas like Alum Bay, with its colourful sands, are visually stunning.
  • How many days are ideal for a visit to the Isle of Wight, United Kingdom, and what are some itinerary suggestions?

    Three to four days allows a good balance of exploring key sights and enjoying a relaxed pace. A possible itinerary could include: Day 1: Osborne House and Cowes; Day 2: The Needles and Alum Bay; Day 3: Carisbrooke Castle and Newport; Day 4: Coastal walks and exploring a chosen town. Longer stays allow for more in-depth exploration and participation in activities.

Nearby regions

Best Isle of Wight holiday rentals with a balcony

The Bay Colwell - Isle of Wight
8.7 1245 reviews
Isle of Wight
10/07 – 17/07
SG$335/nighttotal: SG$2345 (7 )

The Bay Colwell

2 4
resort , Freshwater
The Bay Colwell resort is located in Freshwater, just a short drive from Hurst Castle and Yarmouth Castle, offering a peaceful escape from the hustle and bustle of everyday life. The resort has received very good ratings for cleanliness and user experience, and an excellent location rating.
The resort offers comfortable accommodation in a range of rooms, each with a private bathroom, closet, and flat-screen TV. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, restaurant, bar, and free parking, as well as a garden and terrace.
New Horizon - Isle of Wight
10 11 reviews
Isle of Wight
27/06 – 28/06
SG$1888/nightfor 1 night

New Horizon

3 2
apartment , Sandown
This Sandown apartment is just a 10-minute walk from Sandown Beach, Lake Beach, and Sandown Pier, putting you right in the heart of the action. It's highly rated by previous guests, so you can be sure of a comfortable stay.
The apartment has three bedrooms and three bathrooms, covering 4 square metres of space. It comes with a fully equipped kitchen, a terrace, a garden, parking, and free internet, making it perfect for families or groups of friends.
One Bedroom Property Near Beach And Country Walks - Isle of Wight
10 85 reviews
Isle of Wight
01/08 – 07/08
SG$201/nighttotal: SG$1206 (6 )

One Bedroom Property Near Beach And Country Walks

1 2
apartment , Shanklin
This Shanklin holiday home is ideally situated less than 1.5km from Shanklin Theatre, Old Village, and Chine, with Shanklin Beach and Rylstone Gardens also within easy walking distance.
The self-catering property offers one bedroom, one bathroom, sleeps two guests, includes a private balcony, free Wi-Fi, on-site parking, and a kitchen equipped with a fridge, freezer, and microwave.
Beachlands - Isle of Wight
Isle of Wight
13/07 – 20/07
SG$233/nighttotal: SG$1631 (7 )

Beachlands

3 5
resort , Cowes
Beachlands, at Great Thorness resort near Cowes, Isle of Wight, offers a self-catering mobile home 3.7km from Cowes' sandy beaches.
This 95 square metre holiday home sleeps six adults, boasting three bedrooms, a bathroom, a well-equipped kitchen, a living area with fireplace and TV, a private terrace, and access to a seasonal swimming pool and free Wi-Fi.

Best Isle of Wight holiday rentals with parking

Beautiful Home, Free Parking For Large Groups Sleeps 10 Book Now! - Isle of Wight
8.8 5 reviews
Isle of Wight
27/06 – 04/07
SG$691/nighttotal: SG$4837 (7 )

Beautiful Home, Free Parking For Large Groups Sleeps 10 Book Now!

5 10
apartment , Exbury
This five-bedroom Exbury house, sleeping up to ten guests, is situated 24 kilometres from Southampton Airport and 24 kilometres from both the Mayflower Theatre and Southampton Guildhall.
The 146-square-metre property boasts three bathrooms, a fully equipped kitchen including a dishwasher, free Wi-Fi, private parking, a garden, and a terrace, perfect for large families or groups.
Vectis Retreat - Isle of Wight
10 5 reviews
Isle of Wight
29/06 – 05/07
SG$172/nighttotal: SG$1032 (6 )

Vectis Retreat

2 2
house , Freshwater
Vectis Retreat, a Freshwater holiday home, is situated near Colwell and Totland beaches, 3.9km from Yarmouth Castle and 5.1km from The Needles Old Battery.
This two-bedroom property sleeps seven, boasts a fully equipped kitchen with dishwasher, private garden, free parking, and access to on-site mini-golf and play equipment.
3 Bed Bungalow With Large Garden. New Kitchen Installed December 2025. - Isle of Wight
9.6 57 reviews
Isle of Wight
22/08 – 01/09
SG$367/nighttotal: SG$3670 (10 )

3 Bed Bungalow With Large Garden. New Kitchen Installed December 2025.

3 5
apartment , Highcliffe Christchurch
This charming bungalow is located in Highcliffe, just a 0.8 km walk from the beach and 0.8 km from Highcliffe Castle, famous for its appearance in the TV series "Mr Selfridge". It has received excellent user ratings and is perfect for families and groups.
The property is a single-storey home with 102 square metres of floor space and can accommodate up to 6 guests. The bungalow comes with a well-equipped kitchen, a large garden, off-road parking for two cars, and a Jacuzzi, making it ideal for a relaxing and enjoyable stay.
9 Eagles Eyrie, Camp Tapnell - Isle of Wight
8.7 9 reviews
Isle of Wight
27/06 – 28/06
SG$190/nightfor 1 night

9 Eagles Eyrie, Camp Tapnell

1 2
apartment , Yarmouth
This Yarmouth apartment, 9 Eagles Eyrie, Camp Tapnell, is conveniently located near Yarmouth Castle (7.9 km), The Needles Old Battery (8.8 km), and Hurst Castle (7.5 km), offering easy access to key Isle of Wight attractions.
The 6-square-metre self-catering flat features one bedroom, one bathroom, sleeps nine guests, and includes on-site parking, a restaurant, and bar; plus bike rentals are available for exploring the island.
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