Isle of Wight Holiday Rentals

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Our top choices for Isle of Wight holiday rentals

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1297)
"Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker."
United States
Isolda
The price is NZ$168
includes taxes & fees
29 Jan - 30 Jan 2026
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
The price is NZ$550
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (302)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (32)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is NZ$582
includes taxes & fees
23 Jan - 24 Jan 2026
Charming 2-Bed Condo Steps From the Beach!

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.6 out of 10, Exceptional, (93)
"Nice place. Great views"
United States
Jill M.
The price is NZ$764
includes taxes & fees
4 Jan - 5 Jan 2026
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
Selbyville
9.8 out of 10, Exceptional, (39)
"Loved this property! Owners were very responsive! "
United States
Michelle K.
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway
North Ocean City
10.0 out of 10, Exceptional, (18)
"The condo is beautifully decorated and only steps from the beach! "
United States
Pamela H.
The price is NZ$436
includes taxes & fees
2 Jan - 3 Jan 2026
Oceanside Haven -Steps to Sand + Indoor Pool + Game Rm - Perfect Beach Getaway

#1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
10.0 out of 10, Exceptional, (317)
"Great location"
United States
Joshua I.
The price is NZ$494
includes taxes & fees
2 Jan - 3 Jan 2026
#1 Rated Condo, Oceanfront, with Bay View Too

⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️

⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️
North Ocean City
9.4 out of 10, Exceptional, (15)
"Great location, very clean, had everything we needed!"
United States
Theresa R.
The price is NZ$813
includes taxes & fees
27 Jan - 28 Jan 2026
⭐️Gorgeous Sunset Island Private Beach In/Outdoor Pools⭐️

⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️

⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️
Downtown Ocean City
9.8 out of 10, Exceptional, (26)
"Perfect location, host was extremely friendly. Condo was exactly as described and perfect for our family vacation. "
United States
Samantha K.
The price is NZ$719
includes taxes & fees
1 Jan - 2 Jan 2026
⭐️Remodeled Gorgeous Golden Beach 502 Penthouse Boardwalk⭐️

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is NZ$633
includes taxes & fees
1 Jan - 2 Jan 2026
Bethany Beach and Close by Marinas! Family and Pet Friendly!!

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Downtown Ocean City
9.8 out of 10, Exceptional, (62)
"The condo was very convenient to get to the beach. Beautiful view of the bay. Plenty of room for everyone to enjoy the stay. "
United States
David H.
The price is NZ$615
includes taxes & fees
4 Jan - 5 Jan 2026
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35)
"Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area."
United States
Jennifer F.
The price is NZ$375
includes taxes & fees
1 Jan - 2 Jan 2026
Ocean calling & country concert availability!

Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street
Midtown Ocean City
9.8 out of 10, Exceptional, (246)
"Property was clean, decorated nicely and so very close to the beach. Great location! "
United States
Kristine M.
The price is NZ$411
includes taxes & fees
1 Jan - 2 Jan 2026
Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Fantastic Bay View with romantic sunsets!

Fantastic Bay View with romantic sunsets!
Midtown Ocean City
10.0 out of 10, Exceptional, (39)
"Great spot and great location "
United States
Michael B.
Fantastic Bay View with romantic sunsets!

SUNSET ISLAND Spacious 5-BR - TONS of Amenities

SUNSET ISLAND Spacious 5-BR - TONS of Amenities
North Ocean City
9.8 out of 10, Exceptional, (39)
"Beautiful property"
United States
Lee
The price is NZ$1,052
includes taxes & fees
4 Jan - 5 Jan 2026
SUNSET ISLAND Spacious 5-BR - TONS of Amenities

Quiet street in midtown that is close enough to walk to restaurants & shopping.

Quiet street in midtown that is close enough to walk to restaurants & shopping.
North Ocean City
10.0 out of 10, Exceptional, (14)
"The property was small but was perfect for what we needed it for , it had all the amenities and was cozy and quiet …short walk to the beach and restaurants …perfect location "
United States
Kirsten d.
Quiet street in midtown that is close enough to walk to restaurants & shopping.

Contemporary, clean 1-bedroom mid-town condo with bay view and 1 block to beach.

Contemporary, clean 1-bedroom mid-town condo with bay view and 1 block to beach.
Midtown Ocean City
9.8 out of 10, Exceptional, (18)
"great location, very clean, cozy!"
United States
Jeffrey B.
The price is NZ$650
includes taxes & fees
30 Jan - 31 Jan 2026
Contemporary, clean 1-bedroom mid-town condo with bay view and 1 block to beach.

⭐️Belmont Towers 607 Boardwalk Ocean Front Pool Gym Sauna⭐️

⭐️Belmont Towers 607 Boardwalk Ocean Front Pool Gym Sauna⭐️
Downtown Ocean City
9.2 out of 10, Wonderful, (65)
"Very good with good view"
United States
Brian C.
The price is NZ$811
includes taxes & fees
2 Jan - 3 Jan 2026
⭐️Belmont Towers 607 Boardwalk Ocean Front Pool Gym Sauna⭐️

⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️

⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️
North Ocean City
9.6 out of 10, Exceptional, (24)
" Fantastic property. Great ocean view, clean, close to many different restaurants. Excellent amenities. We will be back. "
United States
Damian J.
The price is NZ$869
includes taxes & fees
1 Jan - 2 Jan 2026
⭐️203 Bimini Large Direct Oceanfront Epic Views⭐️
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Isle of Wight Hotel Reviews

Find out more about Isle of Wight

Everything you need to know about Isle of Wight holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Isle of Wight holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Isle of Wight holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Isle of Wight holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Isle of Wight. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Isle of Wight holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Isle of Wight holiday rentals we have selected for you start as low as NZ$168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Isle of Wight rentals

At Expedia, we put the best Isle of Wight holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Isle of Wight rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Isle of Wight holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Isle of Wight. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.