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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, (1,317 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 $110
CA $123 total
includes taxes & fees
Sep 14 - Sep 15
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.2 out of 10, Wonderful, (359 reviews)
"Great Place, so cute! Our daughter had the best time at the pool, its quiet kids are able to run around and just have a great time! its so relaxing there! Definitely will be coming back!"
United States
Kathryne
The price is CA $113
CA $150 total
includes taxes & fees
Sep 13 - Sep 14
Shore Point Cottages

3. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (481 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is CA $110
CA $130 total
includes taxes & fees
Sep 1 - Sep 2
Majestic Hotel & Apartments

4. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"It was clean and comfortable very cool and quiet didn't have to use AC"
United States
Norda
The price is CA $148
CA $341 total
includes taxes & fees
Sep 13 - Sep 14
ELIS APARTMENT

5. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (42 reviews)
"Clean and quiet"
United States
LATONUIA P
The price is CA $158
CA $284 total
includes taxes & fees
Sep 20 - Sep 21
Safari Apartments

6. 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, (270 reviews)
"place was nice and clean."
United States
Gabbi M.
The price is CA $160
CA $332 total
includes taxes & fees
Sep 15 - Sep 16
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

7. #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, (336 reviews)
"Had a great stay "
United States
Ed B.
The price is CA $178
CA $447 total
includes taxes & fees
Sep 3 - Sep 4
#1 Rated Condo, Oceanfront, with Bay View Too

8. Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.2 out of 10, Very good, (12 reviews)
"Very clean and close to beach"
United States
Tony
The price is CA $160
CA $289 total
includes taxes & fees
Sep 7 - Sep 8
Wilmington Terrace

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

No need to look any further for a one bedroom in OC. Long term rates available.
North Ocean City
9.4 out of 10, Exceptional, (53 reviews)
"My husband and I love this condo and its location. We have stayed here the last few years and looking forward to more stays in the future. The condo is wonderful!"
United States
Vicki B.
The price is CA $219
CA $652 total
includes taxes & fees
Sep 4 - Sep 5
No need to look any further for a one bedroom in OC. Long term rates available.

10. Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!
Midtown Ocean City
9.8 out of 10, Exceptional, (15 reviews)
"Very friendly and helpful host! The room was lovely and very clean when we arrived. We would stay with this host again."
United States
Hannah
The price is CA $138
CA $395 total
includes taxes & fees
Sep 9 - Sep 10
Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

11. OCEAN BLOCK CONDO NEAR SEACRETS and more

OCEAN BLOCK CONDO NEAR SEACRETS and more
Midtown Ocean City
9.8 out of 10, Exceptional, (20 reviews)
"The condo was fantastic, it really provided all that was needed for a wonderful stay. The communication with the condo owner is stellar, anytime we had questions before booking, and during the stay, communication was phenomenal, it was very easy to check in, and just meant a great deal to us. Great proximity to the beach, a wonderful condo, thanks so much!!!"
United States
Paul K.
The price is CA $172
CA $529 total
includes taxes & fees
Sep 21 - Sep 22
OCEAN BLOCK CONDO NEAR SEACRETS and more

12. Bayside Condo 111 100th street Ocean City MD 21842

Bayside Condo 111 100th street Ocean City MD 21842
North Ocean City
9.8 out of 10, Exceptional, (29 reviews)
"We had a great stay at this VRBO, everything was clean and as described! Will be staying here again."
United States
Dylan M.
The price is CA $124
CA $749 total
includes taxes & fees
Sep 7 - Sep 8
Bayside Condo 111 100th street Ocean City MD 21842

13. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.6 out of 10, (109 reviews)
"Staff was very professional and polite. Ocean veiw was amazing from the balcony. Room was clean and comfortable. Location was perfect for beach and shops and restaurants."
United States
Melissa
The price is CA $117
CA $136 total
includes taxes & fees
Sep 21 - Sep 22
Boardwalk Terrace Apartments

14. "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)
"Great place to stay. There was plenty of room, easy access to close shopping."
United States
Rebecca D.
The price is CA $241
CA $649 total
includes taxes & fees
Sep 16 - Sep 17
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

15. Bayside Resort -11282 Signature Blvd.

Bayside Resort -11282 Signature Blvd.
The Commons
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $184
CA $510 total
includes taxes & fees
Sep 21 - Sep 22
Bayside Resort -11282 Signature Blvd.

16. 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, (49 reviews)
"Great location, and price. Very nice host. Place was nice."
United States
David C.
The price is CA $204
CA $434 total
includes taxes & fees
Sep 1 - Sep 2
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

17. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is CA $233
CA $826 total
includes taxes & fees
Sep 7 - Sep 8
8 Mi to Ocean City: Warm & Cozy 3BR Family Home

18. OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (9 reviews)
"Love the quaintness of the property. Very clean. Needs updating however did have the old school beach vibe. Really enjoyed our stay. "
United States
Kimberly
The price is CA $234
CA $581 total
includes taxes & fees
Sep 11 - Sep 12
OCHG VIRGINIA LEE

19. Beautiful Oceanside condo-everything needed for the perfect beach stay! North OC

Beautiful Oceanside condo-everything needed for the perfect beach stay! North OC
North Ocean City
10.0 out of 10, Exceptional, (76 reviews)
"Loved how friendly the host is and loved how they are fully stocked with anything you may need while vacationing!"
United States
Lindsay M.
The price is CA $243
CA $477 total
includes taxes & fees
Sep 3 - Sep 4
Beautiful Oceanside condo-everything needed for the perfect beach stay! North OC
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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