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Isle of Wight Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Isle of Wight vacation rentals

A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

1. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,330 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"
United States
cara
$104 nightly
The price is $116
Oct 30 - Oct 31
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A covered patio with a table and chairs, overlooking a beach.

2. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (532 reviews)
"Right in front of the board walk and almost center to everything"
United States
Wilber
$83 nightly
The price is $93
Oct 22 - Oct 23
Total with taxes and fees
Majestic Hotel & Apartments
A balcony with a view of a parking lot and buildings.

3. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.6 out of 10, Excellent, (34 reviews)
"Wonderful views and so big!"
United States
Liz
$389 nightly
The price is $436
Nov 21 - Nov 22
Total with taxes and fees
Americana Condos 10th street
A multi-story building with a white exterior, balconies, and a sign indicating it is an apartment complex.

4. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (69 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
$66 nightly
The price is $73
Oct 22 - Oct 23
Total with taxes and fees
Ocean Terrace Family Apartments
A waterfront property with multiple-story buildings, a dock with boats, and a wooden pier.

5. BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
9.8 out of 10, Exceptional, (163 reviews)
"Great house, location was excellent "
United States
Mike G.
$273 nightly
The price is $306
Nov 1 - Nov 2
Total with taxes and fees
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
A beach with waves crashing onto the shore, a wooden fence, and dense green vegetation in the foreground.

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

Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
North Ocean City
10.0 out of 10, Exceptional, (115 reviews)
"The beach view is perfect, the space is beautifully decorated and clean. We loved it!"
United States
Nancy U.
$333 nightly
The price is $372
Nov 1 - Nov 2
Total with taxes and fees
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
A room with teal walls, a gray sofa, a white dresser, and a ceiling fan.

7. Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (54 reviews)
"Pretty decent, good location, decently clean though the bathroom was a bit ehh and the whole room could use a couple more amenities. Overall good, affordable option compared to similar rooms and places in the area."
United States
Siddhartha B.
$186 nightly
The price is $208
Oct 22 - Oct 23
Total with taxes and fees
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
A dining area with a wooden table and chairs, a ceiling fan, and large windows with blinds.

8. Beach Paradise 105 - Beach Home at Broad Marsh OC

Beach Paradise 105 - Beach Home at Broad Marsh OC
North Ocean City
9.8 out of 10, Exceptional, (14 reviews)
"Loved this property. It was clean and had everything we needed. Had a wonderful stay!! Highly recommend!"
United States
renee d.
$266 nightly
The price is $298
Nov 1 - Nov 2
Total with taxes and fees
Beach Paradise 105 - Beach Home at Broad Marsh OC
A living room with a sofa, a lamp, a TV, and a view of the sea through a balcony.

9. 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, (88 reviews)
"Beautiful condo, we had a really nice time and want to come back again!!"
United States
Lisa K.
$301 nightly
The price is $337
Nov 9 - Nov 10
Total with taxes and fees
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a dining area with white chairs and a wooden table.

10. Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Downtown Ocean City
9.6 out of 10, Exceptional, (32 reviews)
"Great space, close to the beach, we had an amazing stay!"
United States
Olivia R.
$273 nightly
The price is $306
Nov 1 - Nov 2
Total with taxes and fees
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
A spacious living room with a dining area, a ceiling fan, a TV, and a balcony with a view.

11. BeachBox® II • Panoramic Inlet Views • Bayside Pool • Assateague House 411

BeachBox® II • Panoramic Inlet Views • Bayside Pool • Assateague House 411
Downtown Ocean City
10.0 out of 10, Exceptional, (40 reviews)
"This place was super clean and had everything we needed. We will definitely be back in the summer because the location is perfect and the views from the balcony are outstanding!"
United States
Donna B.
$227 nightly
The price is $254
Oct 25 - Oct 26
Total with taxes and fees
BeachBox® II • Panoramic Inlet Views • Bayside Pool • Assateague House 411
A balcony with a view of the sunset, a decorative sculpture, and two lounge chairs.

12. BeachBox® I • Oceanfront Balcony • Sunrise Views • East Winds 202

BeachBox® I • Oceanfront Balcony • Sunrise Views • East Winds 202
North Ocean City
10.0 out of 10, Exceptional, (71 reviews)
"Great location and owners were very accommodating! It is so nice being able to work with the owners directly rather than a management company!"
United States
Lindsey S.
$210 nightly
The price is $235
Oct 26 - Oct 27
Total with taxes and fees
BeachBox® I • Oceanfront Balcony • Sunrise Views • East Winds 202
A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

13. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (275 reviews)
"Great spot, clean and affordable!"
United States
Beth H.
$183 nightly
The price is $204
Nov 3 - Nov 4
Total with taxes and fees
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
A dining area with a chandelier, wicker chairs, and a table set for a meal.

14. SunsetParadise: LUX TH DOWNTOWN BOARDWALK BayView 4BR 3.5 BA with 3 PRKG spaces

SunsetParadise: LUX TH DOWNTOWN BOARDWALK BayView 4BR 3.5 BA with 3 PRKG spaces
Downtown Ocean City
9.6 out of 10, Exceptional, (51 reviews)
"The location and property were perfect!"
United States
Amy L.
SunsetParadise: LUX TH DOWNTOWN BOARDWALK BayView 4BR 3.5 BA with 3 PRKG spaces
A balcony with a table and chairs, overlooking a body of water during sunset.

15. BeachBox® V • 5th-Floor Oceanfront • Expansive Views • East Winds 502

BeachBox® V • 5th-Floor Oceanfront • Expansive Views • East Winds 502
North Ocean City
10.0 out of 10, Exceptional, (8 reviews)
"We truly enjoyed our stay. The place was very clean with an amazing view. Excellent communication with the owners. The check in process was very smooth. "
United States
Natasha H.
$271 nightly
The price is $303
Oct 31 - Nov 1
Total with taxes and fees
BeachBox® V • 5th-Floor Oceanfront • Expansive Views • East Winds 502
A dining area with a wooden table set for four, surrounded by wicker chairs.

16. "BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
North Ocean City
9.6 out of 10, Exceptional, (142 reviews)
"Great place to stay. There was plenty of room, easy access to close shopping."
United States
Rebecca D.
$269 nightly
The price is $301
Nov 1 - Nov 2
Total with taxes and fees
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
A covered patio with a table and chairs, a sliding glass door, and a white fence.

17. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (74 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
$227 nightly
The price is $255
Oct 25 - Oct 26
Total with taxes and fees
Monte Carlo Condos
A dining area with a wooden table and white chairs, a sofa, and a television in the background.

18. 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, (50 reviews)
"Ideal location and very nice accommodations!"
United States
Jeff A.
$298 nightly
The price is $303
Oct 25 - Oct 26
Total with taxes and fees
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools
A beachside boardwalk with shops, a Ferris wheel, and a tram.

19. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (43 reviews)
"Had great mini vac . The vrbo was right down town lots great shops and good choices for meals. All ready thinking about going back"
United States
Jeffry C.
$207 nightly
The price is $231
Nov 3 - Nov 4
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD
A wooden pier extending into calm waters at dusk.

20. Nothing Beats Oceanfront OCMD!!

Nothing Beats Oceanfront OCMD!!
North Ocean City
9.8 out of 10, Exceptional, (27 reviews)
"Very nice stay and the history was very accommodating."
United States
Karen C.
$193 nightly
The price is $217
Oct 25 - Oct 26
Total with taxes and fees
Nothing Beats Oceanfront OCMD!!
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

Castle in the Sand

Castle in the Sand

10/10 Excellent
"Great front office staff. Made me feel welcome from the get-go. Nice overall set-up with a restaurant on the premises and an outdoor bar with live music."
Robert 3-night trip
Posted 8 hours ago
Castle in the Sand

Find out more about Isle of Wight

Everything you need to know about Isle of Wight vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Isle of Wight vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Isle of Wight vacation 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 low season months. For more hustle and bustle, you may prefer to visit Isle of Wight in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $73 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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.

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