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Isle of Wight Vacation Rentals

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Our top choices for Isle of Wight vacation rentals

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, (1,316 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is CA $94
CA $106 total
includes taxes & fees
Sep 14 - Sep 15
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

2. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (478 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is CA $111
CA $132 total
includes taxes & fees
Sep 1 - Sep 2
Majestic Hotel & Apartments

3. Luxury Escape! Fabulous Views! Ocean Front, Huge Private Balcony, Pool

Luxury Escape! Fabulous Views! Ocean Front, Huge Private Balcony, Pool
North Ocean City
10.0 out of 10, Exceptional, (107 reviews)
"Beautiful space!"
United States
Samantha F.
The price is CA $813
CA $1,261 total
includes taxes & fees
Aug 22 - Aug 23
Luxury Escape! Fabulous Views! Ocean Front, Huge Private Balcony, Pool

4. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (357 reviews)
"Perfect space!"
United States
Brandi
The price is CA $114
CA $151 total
includes taxes & fees
Sep 13 - Sep 14
Shore Point Cottages

5. BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
North Ocean City
9.6 out of 10, Exceptional, (76 reviews)
"The house was clean and neat! Perfect place for a weekend getaway!"
United States
Alyssa E.
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

6. Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!

Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!
Ocean Pines
10.0 out of 10, Exceptional, (20 reviews)
"This rental property is in a very nice location and is well maintained and furnished. Everyone in our group, ages 10 to 77, enjoyed the stay. "
United States
Eric D.
The price is CA $860
CA $3,020 total
includes taxes & fees
Sep 8 - Sep 9
Ocean City MD waterfront rental with skyline views, canal access, bring your boat or jet ski!

7. BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk

BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk
Downtown Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"The house was as listed, it was an enjoyable stay. Ann was easy to work with. Thanks VRBO."
United States
Anonymous traveller
The price is CA $757
CA $1,379 total
includes taxes & fees
Aug 23 - Aug 24
BeachParadise107-DOWNTOWN OCEANVIEW Luxury Townhome 3BR-Steps to Beach&Boardwalk

8. Top Rated! Beautifully Updated Bayside Condo with Pool!

Top Rated! Beautifully Updated Bayside Condo with Pool!
Midtown Ocean City
10.0 out of 10, Exceptional, (92 reviews)
"Perfect condo, great location! Had a great stay for St Patrick’s day weekend! "
United States
Kelly M.
The price is CA $486
CA $761 total
includes taxes & fees
Aug 20 - Aug 21
Top Rated! Beautifully Updated Bayside Condo with Pool!

9. 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, (154 reviews)
"Great house, location was excellent "
United States
Mike G.
The price is CA $549
CA $1,049 total
includes taxes & fees
Aug 30 - Aug 31
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

10. Private Home only 500 feet from the beach Oceanside!

Private Home only 500 feet from the beach Oceanside!
North Ocean City
9.4 out of 10, Exceptional, (14 reviews)
"This house was perfect for our family of 5! Easy check in and out. Good location. House was very cute and spacious. We will definitely stay again in the future!"
United States
Tabitha P.
The price is CA $432
CA $955 total
includes taxes & fees
Aug 20 - Aug 21
Private Home only 500 feet from the beach Oceanside!

11. 3-bedroom condo with ocean views, indoor pool, balcony, and mid-town location!

3-bedroom condo with ocean views, indoor pool, balcony, and mid-town location!
Midtown Ocean City
10.0 out of 10, Exceptional, (14 reviews)
"Excellent accommodations right on th beach. "
United States
Thomas
The price is CA $360
CA $864 total
includes taxes & fees
Aug 31 - Sep 1
3-bedroom condo with ocean views, indoor pool, balcony, and mid-town location!

12. Club Ocean Villas II by Coolvacay

Club Ocean Villas II by Coolvacay
3.5 star property
North Ocean City
8.4 out of 10, Very good, (67 reviews)
"Great 2 BR unit and amenities in a nice location just a couple blocks to North OC beach though far from the Boardwalk. Our family really enjoyed our 2-night stay! The very clean outdoor hot tub was fantastic and just what our tired bones needed! Just make sure maids are always cleaning out bathroom spa tub jets but ZERO issues with cleanliness otherwise.A wonderful experience and I highly recommend!"
United States
Elsa
The price is CA $361
CA $560 total
includes taxes & fees
Aug 24 - Aug 25
Club Ocean Villas II by Coolvacay

13. Snowbird Bay Cottage | Playground + Community Pool

Snowbird Bay Cottage | Playground + Community Pool
Ocean Pines
9.2 out of 10, Wonderful, (15 reviews)
"nice little place."
United States
Dwayne C.
The price is CA $363
CA $794 total
includes taxes & fees
Aug 25 - Aug 26
Snowbird Bay Cottage | Playground + Community Pool

14. Beautiful 4 bedroom apartment in Ocean City perfect for families

Beautiful 4 bedroom apartment in Ocean City perfect for families
North Ocean City
9.0 out of 10, Wonderful, (75 reviews)
"We had such a wonderful time at this location. The place and all the amenities were perfect for our family. We would highly recommend! "
United States
Jason E.
The price is CA $869
CA $1,112 total
includes taxes & fees
Sep 14 - Sep 15
Beautiful 4 bedroom apartment in Ocean City perfect for families

15. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
Ocean Pines
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful views, quiet neighborhood close to the beach. "
United States
James C.
Game Room! Waterfront Group Haven in Ocean Pines

16. Ocean and Bay views at Luxurious Ocean Bliss!

Ocean and Bay views at Luxurious Ocean Bliss!
Midtown Ocean City
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful place, short walk to beach, great family vacation."
United States
James L.
Ocean and Bay views at Luxurious Ocean Bliss!

17. Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!
Midtown Ocean City
9.2 out of 10, Wonderful, (127 reviews)
"Perfect location. Clean and safe. Thanks for a great stay! "
United States
Kelly G.
The price is CA $278
CA $470 total
includes taxes & fees
Aug 23 - Aug 24
Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

18. "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, (137 reviews)
"Everything was excellent! Would definitely stay in the future!"
United States
Mike B.
The price is CA $243
CA $655 total
includes taxes & fees
Sep 16 - Sep 17
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

19. Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits

Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits
North Ocean City
9.8 out of 10, Exceptional, (132 reviews)
"This was a great place close to the beach and places to eat"
United States
KEVIN S.
Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits

20. Ocean and Bay view luxury condo with balcony

Ocean and Bay view luxury condo with balcony
Midtown Ocean City
10.0 out of 10, Exceptional, (14 reviews)
"Very nice place. Would definitely stay again. Great location. "
United States
Karen D.
The price is CA $374
CA $687 total
includes taxes & fees
Aug 30 - Aug 31
Ocean and Bay view luxury condo with balcony
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Isle of Wight. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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