Isle of Wight holiday rentals

We found 8,106 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Isle of Wight

Showing deals for:18 Dec - 25 Dec

All new kitchen, granite counters, K-cup coffeemaker (not pictured)
If you're not familiar with Sea Colony, check out seacolony.com
Great view of the Swan Pond
Comfortable and sunny living room
Exceptional
(166 reviews)

Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!

Bethany Beach

8% off
AU$1,822
for 7 nights, 1 apartment
AU$260 per night
includes taxes & fees
Sea Colony, Walk to Beach & Tennis--Beautiful, Sparkling Clean Getaway!
Dock for crabbing or watching wildlife
Interior
Sit by the water with a coffee or cocktail!
Interior
Exceptional
(102 reviews)

Stay at Heron Cove located in popular Mallard Lakes!

Selbyville

9% off
AU$912
for 7 nights, 1 apartment
AU$130 per night
includes taxes & fees
Stay at Heron Cove located in popular Mallard Lakes!
Exterior
Property grounds
Private kitchen
Living area
Exceptional
(107 reviews)

Huge Direct Oceanfront Townhouse with Beautiful Sunrises

Ocean City

7% off
AU$3,310
for 7 nights, 1 home
AU$473 per night
includes taxes & fees
Huge Direct Oceanfront Townhouse with Beautiful Sunrises
Exterior
Pool
Living area
Living area
Exceptional
(61 reviews)

Bear Trap Dunes: Spacious and Sparkling 3 Bedroom with All the Amenities!

Ocean View

8% off
AU$2,254
for 7 nights, 1 home
AU$322 per night
includes taxes & fees
Bear Trap Dunes: Spacious and Sparkling 3 Bedroom with All the Amenities!
Terrace/patio
Living Room
Living area
Private kitchen
Exceptional
(21 reviews)

Bethany Beach Getaway!

Bethany Beach

8% off
AU$7,000
for 7 nights, 1 home
AU$1,000 per night
includes taxes & fees
Bethany Beach Getaway!
Living area
Interior
Living area
Room
Exceptional
(55 reviews)

10 minute walk to the beach! Family- size condo

Ocean City

8% off
AU$2,068
for 7 nights, 1 apartment
AU$295 per night
includes taxes & fees
10 minute walk to the beach! Family- size condo
Exterior
Property grounds
Living area
Dining Room
Exceptional
(111 reviews)

Direct Oceanfront 3 bedroom condo perfect for family and friends with pools

Ocean City

7% off
AU$2,178
for 7 nights, 1 apartment
AU$311 per night
includes taxes & fees
Direct Oceanfront 3 bedroom condo perfect for family and friends with pools
Exterior
Great sunset views of the bay!
Private kitchen
Nice fireplace with 50” flatscreen tv above
Exceptional
(150 reviews)

BEAUTIFUL & CLEAN! Waterfront condo with epic sunsets and a POOL!

Ocean City

8% off
AU$1,977
for 7 nights, 1 apartment
AU$282 per night
includes taxes & fees
BEAUTIFUL & CLEAN! Waterfront condo with epic sunsets and a POOL!
KT+vfw
Living area
ext+deck+vfne
05-1Q7A4356
Exceptional
(7 reviews)

Biscayne Bungalow– Coastal Charm Near the Beach

Ocean City

5% off
AU$3,147
for 7 nights, 1 home
AU$450 per night
includes taxes & fees
Biscayne Bungalow– Coastal Charm Near the Beach
Room
View from the Kitchen and living room. Back Deck
Living area
Living area
Exceptional
(30 reviews)

SERENE WATER VIEWS-Relaxing family beach house

Ocean City

8% off
AU$5,116
for 7 nights, 1 home
AU$731 per night
includes taxes & fees
SERENE WATER VIEWS-Relaxing family beach house
Pool
Living area
Beach
Private kitchen
Exceptional
(58 reviews)

Beautiful Beachfront 2 Level Penthouse w 2 balconies! Full Ocean Views SLEEPS 7!

Ocean City

7% off
AU$7,636
for 7 nights, 1 apartment
AU$1,091 per night
includes taxes & fees
Beautiful Beachfront 2 Level Penthouse w 2 balconies! Full Ocean Views SLEEPS 7!
Welcome to Diamond Head 305 - 1 bedroom, 1.5 bathroom oceanview with building pool
Kitchen with all major appliances and 2-seat breakfast bar
Beautiful ocean views
Diamond Head - less than a half block to the beach and close to many OC attractions
Exceptional
(14 reviews)

Private Pool Steps From the Beach

Ocean City

7% off
AU$1,829
for 7 nights, 1 apartment
AU$261 per night
includes taxes & fees
Private Pool Steps From the Beach
Exterior
Super clean , fun condo to stay in
Breathtaking nighttime views!
Watch the waves, play games, watch tv! All the comforts of home !
Exceptional
(112 reviews)

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!

Ocean City

7% off
AU$2,128
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
Dining
Dining
Private kitchen
Living area
Exceptional
(16 reviews)

LAST DATES! Bay Sunset Getaway • Pool • 2BR/2BA • Free Linens

Ocean City

8% off
AU$4,960
for 7 nights, 1 apartment
AU$709 per night
includes taxes & fees
LAST DATES! Bay Sunset Getaway • Pool • 2BR/2BA • Free Linens
LIVING ROOM
LIVING ROOM
MASTER BEDROOM
Indoor Pool
Exceptional
(95 reviews)

ADAGIO BEAUTIFUL 3 BED,3 BATH OCEAN BLOCK CONDO with INDOOR POOL, STEPS TO BEACH

Ocean City

8% off
AU$3,281
for 7 nights, 1 apartment
AU$469 per night
includes taxes & fees
ADAGIO BEAUTIFUL 3 BED,3 BATH OCEAN BLOCK CONDO with INDOOR POOL, STEPS TO BEACH
Kitchen
Living area
Indoor Pool and hot tub
Atrium
Exceptional
(105 reviews)

Direct Oceanfront Condo on 11th Floor with Amazing views of Ocean and Bay

Ocean City

7% off
AU$1,758
for 7 nights, 1 apartment
AU$251 per night
includes taxes & fees
Direct Oceanfront Condo on 11th Floor with Amazing views of Ocean and Bay
Relax, Have dinner, Play games, see the ocean!
view from balcony to living area
Ocean Front view of the Pyramid the most unique building on the beach
Breathtaking nighttime view from the condo
Exceptional
(102 reviews)

Escape to The Ocean! , Ocean Front, Beautiful View, Pool!

Ocean City

7% off
AU$2,128
for 7 nights, 1 apartment
AU$304 per night
includes taxes & fees
Escape to The Ocean! , Ocean Front, Beautiful View, Pool!
Room
Living area
Exterior
Dining
Exceptional
(17 reviews)

Charming 4-bedroom house in enjoyable Bethany West Community, one mile to beach.

Bethany Beach

8% off
AU$3,286
for 7 nights, 1 home
AU$469 per night
includes taxes & fees
Charming 4-bedroom house in enjoyable Bethany West Community, one mile to beach.
Private kitchen
Interior
Interior
Property grounds
Exceptional
(66 reviews)

Beachfront living near Seacrets! Don't let this memorable getaway pass you by.

Ocean City

8% off
AU$2,664
for 7 nights, 1 apartment
AU$381 per night
includes taxes & fees
Beachfront living near Seacrets! Don't let this memorable getaway pass you by.
Living area
04-Unit A-04
36-Unit B-10
31-Unit B-05
Exceptional
(5 reviews)

Dorchester Drift B: Shore Nest

Ocean City

5% off
AU$2,513
for 7 nights, 1 home
AU$359 per night
includes taxes & fees
Dorchester Drift B: Shore Nest
Room
Private kitchen
Dining
Exterior
Exceptional
(47 reviews)

V73 - Beautiful 3BR/2BA Ocean View! Pet-Friendly! Just one bldg from the beach!

Ocean City

7% off
AU$2,403
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees
V73 - Beautiful 3BR/2BA Ocean View! Pet-Friendly! Just one bldg from the beach!
Living area
Exterior
Room
Private kitchen
Exceptional
(92 reviews)

Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.

Ocean City

8% off
AU$3,559
for 7 nights, 1 apartment
AU$508 per night
includes taxes & fees
Great Location for your vacation. Very Pet Friendly!. Close to Boardwalk/Beach.
Living area
Interior
Private kitchen
Room
Exceptional
(49 reviews)

Fantastic Bay View with romantic sunsets!

Ocean City

8% off
AU$1,628
for 7 nights, 1 apartment
AU$233 per night
includes taxes & fees
Fantastic Bay View with romantic sunsets!
Dining
Living area
Dining
Private kitchen
Exceptional
(56 reviews)

No need to look any further for a one bedroom in OC. Long term rates available.

Ocean City

7% off
AU$2,079
for 7 nights, 1 apartment
AU$297 per night
includes taxes & fees
No need to look any further for a one bedroom in OC. Long term rates available.
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    Enjoy full kitchens, laundry, pools, gardens and more
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Why visit Isle of Wight

  • Picturesque beaches: Relax on the scenic shores of Isle of Wight, perfect for sunbathing and family fun.
  • Charming esplanade: Stroll along the delightful esplanade, offering stunning views and a tranquil atmosphere.
  • Exciting amusement park: Experience thrilling rides and attractions, making it an ideal spot for family adventures.
  • Outdoor recreational areas: Explore lush parks and green spaces, perfect for picnics and leisurely walks.
  • Rich local culture: Embrace the friendly ambience and discover unique local eateries and shops.

Popular types of accommodation around Isle of Wight

Welcome to Isle of Wight, Maryland, where you can explore a diverse range of attractions, landmarks, and experiences unique to this region. Whether you're drawn to the scenic local parks, historic sites or charming local eateries, Isle of Wight holiday rentals offer private holiday homes, cosy cottages, condos, and apartments, ensuring you find the perfect accommodation. Discover the ease of planning your getaway with our comprehensive guide to wight holiday rentals and isle of wight holiday rentals.

  • Private Holiday Homes: Enjoy a spacious, self-contained retreat, ideal for families or groups seeking privacy and home comforts.
  • Condos: Modern and well-appointed units offering convenience and a touch of luxury in a communal setting.
  • Apartments: Comfortable, compact living spaces perfect for travellers who appreciate efficiency and central locations.
  • Cottages: Quaint, cosy dwellings that provide a charming and intimate holiday experience.
  • Villas: Elegant, upscale accommodations offering refined living and an exclusive ambience.**

Top attractions near Isle of Wight

Isle of Wight in Maryland offers a delightful blend of outdoor and family-friendly attractions. Visitors can enjoy scenic beaches, a charming esplanade, and an exciting amusement park. Ideal for a romantic getaway or a fun family holiday, the region provides diverse experiences through its local attractions and leisurely pursuits, ensuring a memorable isle of wight holiday. Discover the unique wight attractions and embrace the beauty and tranquillity of this enchanting destination.

  • Ocean City Boardwalk: This esplanade offers a vibrant mix of outdoor, romantic and family experiences, perfect for leisurely strolls and enjoying local treats, situated 8km from Isle of Wight.
  • Ocean City Beach: A beautiful beach with classic seaside vibes, ideal for sunbathing and water activities, located 8km from Isle of Wight.
  • Jolly Roger Amusement Park: An amusement park brimming with outdoor adventures and family fun, just 5km from Isle of Wight.

Things to do recommended for couples

For a romantic getaway in Isle of Wight, explore the serene beauty of the local parks, or enjoy a leisurely picnic by the river. Don't miss a sunset stroll along the waterfront, where you can share sweet moments while watching the sun dip below the horizon.

Things to do recommended for families

Families visiting Isle of Wight, Maryland, can delight in the scenic beauty of the local parks, partake in family fishing trips, and explore the captivating wildlife at the nearby nature reserves. Enjoy a day at the beach with sandcastle building and picnicking along the shore.

Things to do recommended for groups

Explore the serene beauty of the Isle of Wight with a guided nature walk through its lush trails. Enjoy a group picnic at the scenic beaches or partake in local seafood tastings at charming seaside restaurants, immersing yourselves in the vibrant coastal culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Isle of Wight

If you’re travelling with a group, family, or pets, or if you’re seeking longer stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Isle of Wight with a group: Consider how many bedrooms are required, along with facilities like a fully-equipped kitchen or an outdoor area for group get-togethers. Fortunately, you can use filters on Stayz to find all this and more.
  • Traveling to Isle of Wight with young kids: Travelling with young children can present its difficulties. It’s essential to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Isle of Wight: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Isle of Wight: If you are searching for holiday lets offering discounts for extended stays of a month or more, you have come to the right place. With the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also consider including a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Isle of Wight

Discover the charm of Isle of Wight, Maryland, a delightful island escape ideal for family, romantic, and outdoor holidays. Enjoy the refreshing air, scenic landscapes, and friendly local ambience while exploring the island’s renowned wight holidays, wight county, and captivating wight area. Embrace the best of this isle with its relaxing recreational spaces and picturesque vistas, offering a truly memorable island getaway.

  • Ocean City: Ocean City is a vibrant city located 6km from Isle of Wight. It offers a diverse travel experience suited to outdoor adventures, romantic getaways and family outings. Visitors can stroll along the famous boardwalk, enjoy the bustling shopping area, or spend a day at the water park. The local attractions include a scenic esplanade, a sandy beach and a family-friendly beach area, making Ocean City a delightful destination for all ages.
  • Ocean Pines: Ocean Pines is a charming neighbourhood situated 5km from Isle of Wight. It promises an inviting outdoor and romantic experience with a particular focus on beachside enjoyment. Travellers can explore the boardwalk, indulge in a round of golf at the local course, and take in the serene atmosphere. The nearby landmarks, including a beautiful beach, a family beach and an attractive esplanade, add to the allure of Ocean Pines.
  • Midtown Ocean City: Midtown Ocean City is a lively neighbourhood located 3km from Isle of Wight. It is ideal for those seeking an outdoor, romantic, and beach-centred holiday experience. The area boasts a popular boardwalk, a bustling shopping area and an exciting water park. The attractions in the vicinity, featuring an attractive esplanade, a sandy beach and a family-friendly beach, ensure that Midtown Ocean City caters to a wide range of interests.

Booking with Stayz is simple

Are you aiming to cut costs on your upcoming journey? One effective strategy is to be flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers a helpful platform for you to plan new trips, continue from where you last stopped, or review and manage your travel arrangements. You can easily find the properties you've saved or booked, organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Find the perfect 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. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Isle of Wight

Do you want to discover attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Isle of Wight a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Jolly Roger Amusement Park (2.9 mi / 4.7 km)
  • Carousel Ice Skating Rink (3.4 mi / 5.5 km)
  • Jolly Roger at the Pier (4.7 mi / 7.6 km)
  • Trimper's Rides (4.8 mi / 7.7 km)
  • Bayside Resort Golf Club (4.9 mi / 7.9 km)
  • Frontier Town Water Park and Golf (7.4 mi / 11.9 km)

Exploring the natural features in Isle of Wight

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Isle of Wight is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Ocean City Beach (4.9 mi / 7.8 km)
  • Northside Park (3.7 mi / 5.9 km)
  • Maryland Beach (4.7 mi / 7.6 km)
  • Inlet Park (4.9 mi / 7.8 km)
  • Fenwick Island Beach (8.3 mi / 13.4 km)
  • Bethany Beach Beaches (9.9 mi / 16 km)

Frequently asked questions

How much does it cost to rent a holiday home in Isle of Wight?
Several things influence what you'll pay for your holiday home in Isle of Wight, like the length of stay, type of property and season. But, all our holiday homes have something in common — amazing value. Just enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Isle of Wight?
When you travel and the size and style of the property will influence how much you'll pay for your beachside holiday home. Enter your Isle of Wight travel dates to view your options on Stayz. Did someone just say "hot tub"? Use the filters to pick the amenities and features you want in your holiday home.
How old do you have to be to rent a holiday home in Isle of Wight?
The age limit can vary across properties on Stayz, so double-check the rules of the holiday home in Isle of Wight you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Isle of Wight for?
It's really down to the Isle of Wight property. To look at a list of options offering extended stays, simply enter your travel dates and number of guests into Stayz's search page. Look forward to having the property to yourself, along with amenities such as a fully-equipped kitchen and a backyard where the little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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