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Isle of Wight Vacation Rentals

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Our top choices for Isle of Wight vacation rentals

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
Selbyville
9.2 out of 10, Wonderful, (124 reviews)
"We had a great time! The house was very cozy. Ralph was very quick to respond if we needed anything. The backyard view with the water was very nice. The neighborhood was quiet and neighbors friendly. Bedrooms had smart tv’s and Wi-Fi was fast. Would definitely stay again! "
United States
Stephanie N.
The price is CA $126
CA $378 total
includes taxes & fees
Jun 28 - Jun 29
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
6.0 out of 10, (374 reviews)
"Amazing location and staff was very nice! It felt super safe. As a female solo traveler, felt super safe here!"
United States
Mia
The price is CA $127
CA $149 total
includes taxes & fees
Jul 1 - Jul 2
Majestic Hotel & Apartments

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (105 reviews)
"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."
United States
Melinda
The price is CA $213
CA $455 total
includes taxes & fees
Jun 29 - Jun 30
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach

Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach
Bethany Breeze
9.8 out of 10, Exceptional, (102 reviews)
"Great stay! Clean, nice neighbors and a perfect place for a weekend beach getaway. "
United States
Stephanie V.
The price is CA $404
CA $681 total
includes taxes & fees
Jun 28 - Jun 29
Quiet Bethany Beach Condo - Pool • Tennis • Sleeps 8 • 2 Miles to Beach

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (49 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is CA $355
CA $726 total
includes taxes & fees
Jul 15 - Jul 16
Comfortable cottage in gated community, 5 mins to OC and Assateague

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
9.0 out of 10, Wonderful, (41 reviews)
"We really enjoyed our stay here! Close to the beach and in walking distance of a lot of activities but also very quiet! Loved it!"
United States
Renee P.
The price is CA $230
CA $477 total
includes taxes & fees
Jun 29 - Jun 30
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Sea Lane - Ocean City Bayfront Coastal Escape

Sea Lane - Ocean City Bayfront Coastal Escape
North Ocean City
The price is CA $793
CA $1,364 total
includes taxes & fees
Jul 24 - Jul 25
Sea Lane - Ocean City Bayfront Coastal Escape

ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place "
United States
Marvin R
The price is CA $172
CA $374 total
includes taxes & fees
Jun 28 - Jun 29
ELIS APARTMENT

Modern Minimalist Condo

Modern Minimalist Condo
North Ocean City
The price is CA $288
CA $369 total
includes taxes & fees
Jun 29 - Jun 30
Modern Minimalist Condo

Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts

Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts
Edgewater Acres
10.0 out of 10, Exceptional, (1 review)
"Great location restaurants/bars, beach, and outdoor recreation. A lot of this was within walking distance."
United States
Ehrin H.
The price is CA $446
CA $837 total
includes taxes & fees
Jul 9 - Jul 10
Family Friendly Waterfront Retreat - Dogs Allowed & Off-Season Discounts

Lime Crush...Sweet studio apartment a 1/2 block to a private beach.

Lime Crush...Sweet studio apartment a 1/2 block to a private beach.
North Bethany Beach
9.8 out of 10, Exceptional, (17 reviews)
"Such a nice spot by the beach- perfect for a getaway! "
United States
Carly
The price is CA $390
CA $716 total
includes taxes & fees
Jul 2 - Jul 3
Lime Crush...Sweet studio apartment a 1/2 block to a private beach.

Ocean Pines Retreat with Beach Club

Ocean Pines Retreat with Beach Club
Ocean Pines
10.0 out of 10, Exceptional, (41 reviews)
"Host was wonderful...great communication! House and environment was absolutely beautiful!"
United States
Steph M.
The price is CA $511
CA $927 total
includes taxes & fees
Jul 10 - Jul 11
Ocean Pines Retreat with Beach Club

3 Mi to Bethany Beach: Family Home w/ Movie Room!

3 Mi to Bethany Beach: Family Home w/ Movie Room!
3.0 star property
Ocean View
The price is CA $311
CA $694 total
includes taxes & fees
Jul 8 - Jul 9
3 Mi to Bethany Beach: Family Home w/ Movie Room!

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, (43 reviews)
"Ideal location and very nice accommodations!"
United States
Jeff A.
The price is CA $377
CA $672 total
includes taxes & fees
Jun 28 - Jun 29
Mallard Lakes Waterfront Beach Condo in Fenwick Island with Two Pools

Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
West Ocean City
10.0 out of 10, Exceptional, (7 reviews)
"Clean with easy check in/ check out. Good location."
United States
Aaron T.
The price is CA $227
CA $490 total
includes taxes & fees
Jul 5 - Jul 6
Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!

Steps to Boardwalk! Couples Retreat in Ocean City

Steps to Boardwalk! Couples Retreat in Ocean City
Midtown Ocean City
9.6 out of 10, Exceptional, (48 reviews)
"Very clean. Great place. Was a wonderful trip and plenty of space plus a balcony!"
United States
Mark
Steps to Boardwalk! Couples Retreat in Ocean City

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (35 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is CA $192
CA $445 total
includes taxes & fees
Jul 5 - Jul 6
On Main Street - Apartment C - Berlin, MD

2 Bed Condo with Master Bedroom Ocean Views

2 Bed Condo with Master Bedroom Ocean Views
North Ocean City
9.4 out of 10, Exceptional, (3 reviews)
"Excalibur is a wonderful building to stay at with a great view of both the ocean and the bay. This unit has comfy beds and the kitchen was fairly well equipped. A few more pieces of silverware and a pitcher to mix drinks in would be helpful. Our biggest boast was how clean the place was! We would definitely stay here again. "
United States
Kimberly H.
The price is CA $235
CA $677 total
includes taxes & fees
Jun 28 - Jun 29
2 Bed Condo with Master Bedroom Ocean Views

2 Bed/1 Bath on the Boardwalk by the Inlet

2 Bed/1 Bath on the Boardwalk by the Inlet
Downtown Ocean City
9.0 out of 10, Wonderful, (6 reviews)
"Great location and the room was clean. Parking is extremely tight so park at the lot unless you have a car."
United States
Andrew V.
The price is CA $294
CA $722 total
includes taxes & fees
Jun 30 - Jul 1
2 Bed/1 Bath on the Boardwalk by the Inlet

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (36 reviews)
The price is CA $467
CA $828 total
includes taxes & fees
Jul 23 - Jul 24
Charming 2-Bed Condo Steps From the Beach!
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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