Isle of Wight holiday lettings

We found 77 holiday rentals — enter your dates for availability
If you'd like to stay close to Isle of Wight, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include parking and a hot tub. At the end of the day, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Book a holiday rental for your Isle of Wight getaway

Learn about the unique charm of Isle of Wight with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Isle of Wight

Are you looking for things to do in the area? Venture out of your cosy holiday rental and check out everything that makes Isle of Wight a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Henderson Golf Club (13.9 mi / 22.4 km)
  • Sterling Links Golf Club (7.8 mi / 12.5 km)
  • Georgia Peach World (8 mi / 12.8 km)

Exploring the natural landscape of Isle of Wight

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Isle of Wight is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Fort McAllister State Park (10.3 mi / 16.6 km)
  • Coastal Georgia Botanical Gardens (13.6 mi / 21.8 km)
  • James A Brown Park (12.6 mi / 20.2 km)
  • Harris Neck National Wildlife Refuge (13.3 mi / 21.4 km)
  • Harris Neck (16.5 mi / 26.6 km)
  • Sterling Creek Park (6.9 mi / 11.2 km)

Frequently asked questions

What are the best holiday rentals near Isle Of Wight?
The best holiday rentals near Isle Of Wight are predominantly found in Midway, Georgia. You will find a great selection of private holiday houses and charming cottages that offer a more personal stay. These properties are often close enough to provide convenient access to the area's attractions. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties and the best holiday rentals near Isle Of Wight.

Many of these homes offer amenities such as firepits for enjoyable evenings and laundry facilities, which is great for longer stays. With many properties permitting pets and service animals, these rentals are ideal for guests travelling with their furry companions.
What are the top holiday rentals with pools near Isle Of Wight?
There are several holiday rentals near Isle Of Wight that feature swimming pools, predominantly private outdoor options. Properties are concentrated in areas surrounding the Isle Of Wight, offering a mix of private holiday houses and cabins. These rentals typically come equipped with essential amenities such as full kitchens, Wi-Fi, and comfortable living spaces, making them well-suited for families or small groups seeking a relaxing stay.

When selecting your rental, consider whether a private outdoor pool is the best fit for your group, offering exclusive use and privacy. For warmer months, these outdoor pools provide a refreshing addition to your stay. Always check the property details for pool access and any seasonal operating dates to ensure your chosen rental meets your expectations.
What are the best family holiday rentals near Isle Of Wight?
There are several family-friendly holiday rentals available near Isle Of Wight, predominantly private homes and cabins, offering excellent space and comfort for groups. These properties typically feature multiple bedrooms and bathrooms, full kitchens for meal preparation, and often include essential amenities such as washer/dryers. Many also boast outdoor play areas like gardens, patios, or secured yards, great for children, alongside entertainment options like books and games.

When selecting the ideal holiday home, look for properties that provide separate spaces for adults and children to relax, and prioritise those with well-equipped kitchens to simplify family meals. Staying near Isle Of Wight means less travel time and more opportunities to explore the area.
Are there any luxury holiday rentals near Isle Of Wight?
Around Isle Of Wight, there are several luxury holiday rentals that combine natural scenery with modern comfort. These properties often feature amenities such as private pools, spacious living areas with fireplaces, and large windows offering lake views. Guests can expect upscale amenities for a comfortable stay.

These homes are ideal for families or larger groups, providing ample space and conveniences like air conditioning. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
Where should I stay when visiting Isle Of Wight?
When visiting Isle Of Wight, several areas offer excellent holiday rental options. The town of Cowes, located on the northern tip, is a popular choice, known for its strong sailing heritage and a good selection of properties close to the marina and high street. It provides convenient access to ferries and local attractions.

For those seeking a more traditional seaside experience, Shanklin, on the south-east coast, offers delightful holiday rentals near its sandy beach, Chine, and cliff walks. This area is great for families and those looking for coastal activities.

Another excellent option is Newport, situated centrally on Isle Of Wight. Staying here provides a central base for exploring the entire island, with a variety of homes available and good connections to other towns.
What is the cheapest month to stay near Isle Of Wight?
The cheapest time to find holiday rentals near Isle Of Wight is typically during the late Autumn (November) and early Autumn (September), excluding any major local festivals. November is frequently the single cheapest month, often providing better deals on properties. Guests can often find various savings during these months, with rates potentially lower compared to peak season.
Are there any lakefront holiday rentals near Isle Of Wight
Lakefront holiday rentals near Isle Of Wight are predominantly found along the calm waters of coastal sounds and inlets surrounding the island. These properties offer convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore. Many holiday rentals provide direct water access, allowing guests to enjoy the unique coastal environment.

These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy stunning water views and unwind in peaceful surroundings.
Are there any top beachfront holiday rentals near Isle Of Wight
Beachfront holiday rentals near Isle Of Wight provide direct access to the sand, often with water‑view balconies offering scenic outlooks. While Isle Of Wight itself is a nature preserve, nearby coastal areas offer properties that are just steps from the water. Guests can find quieter spots superb for relaxation, contrasting with more lively areas a short drive away that feature dining and shopping.

These holiday rentals often include amenities such as beach chairs, beach towels, and access to nearby water activities like motorboating, paddleboating, and kayaking. Accommodation types range from cosy cottages to multi-bedroom units, many featuring private terraces or extra living space superb for families or groups.
Are there any monthly holiday rentals near Isle Of Wight?
Vrbo offers excellent options for monthly holiday rentals near Isle Of Wight, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer holiday with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Isle Of Wight.
Are there any last-minute holiday rentals near Isle Of Wight?
Vrbo makes it simple to find last-minute holiday rentals near Isle Of Wight that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.