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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, (1,318 reviews)
The price is CA $152
CA $171 total
includes taxes & fees
Sep 7 - Sep 8
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (369 reviews)
"Good and cute environment"
United States
junghyun
The price is CA $95
CA $129 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, (495 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is CA $111
CA $131 total
includes taxes & fees
Sep 8 - Sep 9
Majestic Hotel & Apartments

4. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (44 reviews)
"Friendly staff. Easy check in/out. Clean place. Great area close to the boardwalk. Will definitely rent again."
United States
David
The price is CA $159
CA $285 total
includes taxes & fees
Sep 20 - Sep 21
Safari Apartments

5. 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 $155
CA $350 total
includes taxes & fees
Sep 13 - Sep 14
ELIS APARTMENT

6. Bright Midtown Condo with pool/hot tub restaurants, family spots, and the beach!

Bright Midtown Condo with pool/hot tub restaurants, family spots, and the beach!
Midtown Ocean City
10.0 out of 10, Exceptional, (25 reviews)
"Great location in Ocean City. Lots of room and everything you need."
United States
John L.
The price is CA $150
CA $454 total
includes taxes & fees
Sep 8 - Sep 9
Bright Midtown Condo with pool/hot tub restaurants, family spots, and the beach!

7. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.8 out of 10, (111 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 $97
CA $113 total
includes taxes & fees
Sep 30 - Oct 1
Boardwalk Terrace Apartments

8. 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, (271 reviews)
"place was nice and clean."
United States
Gabbi M.
The price is CA $161
CA $334 total
includes taxes & fees
Sep 15 - Sep 16
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

9. #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, (338 reviews)
"Had a great stay "
United States
Ed B.
The price is CA $137
CA $400 total
includes taxes & fees
Oct 4 - Oct 5
#1 Rated Condo, Oceanfront, with Bay View Too

10. 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, (50 reviews)
"Great location, and price. Very nice host. Place was nice."
United States
David C.
The price is CA $206
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

11. 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 $167
CA $298 total
includes taxes & fees
Sep 7 - Sep 8
Wilmington Terrace

12. Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
North Ocean City
9.8 out of 10, Exceptional, (11 reviews)
"We enjoyed our short stay in ocean city and this location was perfect! Would recommend and stay again!"
United States
Sarah Kathryn M.
The price is CA $174
CA $603 total
includes taxes & fees
Sep 7 - Sep 8
Walk to Maryland Beach: Coastal Condo w/ Balcony

13. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.4 out of 10, Good, (57 reviews)
"the front desk was so lovely and friendly. i loved the convenience of the location and it was a pretty nice apt!"
United States
Ada
The price is CA $105
CA $117 total
includes taxes & fees
Sep 8 - Sep 9
Ocean Terrace Family Apartments

14. 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, (18 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 $125
CA $378 total
includes taxes & fees
Sep 9 - Sep 10
Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

15. Nothing Beats Oceanfront OCMD!!

Nothing Beats Oceanfront OCMD!!
North Ocean City
9.8 out of 10, Exceptional, (24 reviews)
"We stayed here for a few days and had a great time. The location was great and everyone was extremely helpful. Will definitely be looking to book this condo again in the future!"
United States
Jeff S.
The price is CA $171
CA $425 total
includes taxes & fees
Sep 7 - Sep 8
Nothing Beats Oceanfront OCMD!!

16. 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 $221
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.

17. 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, (30 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 $139
CA $777 total
includes taxes & fees
Sep 8 - Sep 9
Bayside Condo 111 100th street Ocean City MD 21842

18. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (29 reviews)
"Wonderful views and so big!"
United States
Liz
The price is CA $251
CA $669 total
includes taxes & fees
Oct 4 - Oct 5
Americana Condos 10th street

19. 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 $173
CA $538 total
includes taxes & fees
Sep 22 - Sep 23
OCEAN BLOCK CONDO NEAR SEACRETS and more

20. 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, (68 reviews)
"Beach Box I is perfect for a couple’s retreat. The unit had a fantastic view of the ocean. It was very clean, well furnished and had even thoughtful touches (like extra phone chargers). It is in walkable distance of many restaurants. We had a great time and would rent this property again! "
United States
Christi C.
The price is CA $136
CA $403 total
includes taxes & fees
Sep 8 - Sep 9
BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202
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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