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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, (1,323 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
The price is CA $102
CA $115 total
includes taxes & fees
Oct 16 - Oct 17
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

2. "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, (140 reviews)
"Great place to stay. There was plenty of room, easy access to close shopping."
United States
Rebecca D.
The price is CA $107
CA $485 total
includes taxes & fees
Sep 28 - Sep 29
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

3. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (514 reviews)
"Very bice"
United States
Robert
The price is CA $100
CA $119 total
includes taxes & fees
Oct 13 - Oct 14
Majestic Hotel & Apartments

4. 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 $95
CA $342 total
includes taxes & fees
Sep 28 - Sep 29
Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

5. Nothing Beats Oceanfront OCMD!!

Nothing Beats Oceanfront OCMD!!
North Ocean City
9.8 out of 10, Exceptional, (25 reviews)
"Very nice stay and the history was very accommodating."
United States
Karen C.
The price is CA $103
CA $324 total
includes taxes & fees
Sep 28 - Sep 29
Nothing Beats Oceanfront OCMD!!

6. BeachBox III • Unreal Views • Oceanfront Balcony • Couple's Getaway

BeachBox III • Unreal Views • Oceanfront Balcony • Couple's Getaway
Midtown Ocean City
10.0 out of 10, Exceptional, (25 reviews)
"A true gem! Perfect location, excellent accommodations, and quick, friendly communication from the host. We had a wonderful stay and would happily return."
United States
Bethzaida
The price is CA $95
CA $364 total
includes taxes & fees
Sep 28 - Sep 29
BeachBox III • Unreal Views • Oceanfront Balcony • Couple's Getaway

7. BeachBox V • 5th-Floor Oceanfront • Expansive View • Beachfront Bliss

BeachBox V • 5th-Floor Oceanfront • Expansive View • Beachfront Bliss
North Ocean City
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $82
CA $335 total
includes taxes & fees
Sep 28 - Sep 29
BeachBox V • 5th-Floor Oceanfront • Expansive View • Beachfront Bliss

8. 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, (159 reviews)
"Great house, location was excellent "
United States
Mike G.
The price is CA $106
CA $483 total
includes taxes & fees
Oct 19 - Oct 20
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

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, (340 reviews)
"Had a great stay "
United States
Ed B.
The price is CA $125
CA $370 total
includes taxes & fees
Oct 20 - Oct 21
#1 Rated Condo, Oceanfront, with Bay View Too

10. 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, (69 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.
The price is CA $87
CA $352 total
includes taxes & fees
Sep 28 - Sep 29
BeachBox I • Oceanfront Balcony • Sunrise Views • East Winds 202

11. 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, (13 reviews)
"Loved this property. It was clean and had everything we needed. Had a wonderful stay!! Highly recommend!"
United States
renee d.
The price is CA $78
CA $445 total
includes taxes & fees
Oct 25 - Oct 26
Beach Paradise 105 - Beach Home at Broad Marsh OC

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

Bayside Condo 111 100th street Ocean City MD 21842
North Ocean City
10.0 out of 10, Exceptional, (31 reviews)
"beautiful spacious layout with all the amenities you could ask for"
United States
Jamie G.
The price is CA $196
CA $858 total
includes taxes & fees
Sep 28 - Sep 29
Bayside Condo 111 100th street Ocean City MD 21842

13. 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, (80 reviews)
"Very nice stay"
United States
Emma W.
The price is CA $107
CA $486 total
includes taxes & fees
Oct 1 - Oct 2
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

14. Pool + Bay Access! Home 13 Mi to Ocean City Beach

Pool + Bay Access! Home 13 Mi to Ocean City Beach
3.0 star property
Ocean Pines
The price is CA $134
CA $604 total
includes taxes & fees
Sep 27 - Sep 28
Pool + Bay Access! Home 13 Mi to Ocean City Beach

15. 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, (53 reviews)
"check in/check out were super simple. place was clean, but a little tight for 5. location is great."
United States
Theodore B.
The price is CA $99
CA $302 total
includes taxes & fees
Oct 14 - Oct 15
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

16. 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, (50 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

17. 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, (13 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 $178
CA $613 total
includes taxes & fees
Sep 27 - Sep 28
Walk to Maryland Beach: Coastal Condo w/ Balcony

18. ⛱️2BR/2BA OCEANFRONT BUILDING. Book End of Summer/FALL Rates AS LOW AS $99/Night

⛱️2BR/2BA OCEANFRONT BUILDING. Book End of Summer/FALL Rates AS LOW AS $99/Night
North Ocean City
10.0 out of 10, Exceptional, (144 reviews)
"Everything is very nice and clean."
United States
Paula H.
The price is CA $154
CA $600 total
includes taxes & fees
Oct 13 - Oct 14
⛱️2BR/2BA OCEANFRONT BUILDING. Book End of Summer/FALL Rates AS LOW AS $99/Night

19. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (61 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
The price is CA $85
CA $96 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Terrace Family Apartments

20. 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 $99
CA $115 total
includes taxes & fees
Sep 29 - Sep 30
Boardwalk Terrace Apartments
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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