Isle of Wight Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Isle of Wight Vacation Homes

Our top choices for Isle of Wight vacation homes

Coastal Colonial Charm located in Ocean Pines
Beach

Coastal Colonial Charm located in Ocean Pines

8.8 out of 10, Excellent, (5)
"We stayed in Ocean pines. It made it convenient to go to ocean city, Berlin, and Assateague Island It was a nice place and perfect location"
The price is CA $229
CA $1,061 total
includes taxes & fees
Aug 22 - Aug 23
Coastal Colonial Charm located in Ocean Pines
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Beach nearby

Bethany Beach and Close by Marinas! Family and Pet Friendly!!

9.2 out of 10, Wonderful, (76)
"Stayed with friends, great location. Comfortable!"
The price is CA $137
CA $546 total
includes taxes & fees
Sep 10 - Sep 11
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Property grounds

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

10.0 out of 10, Exceptional, (91)
"Enjoying Can’t wait to stay again"
The price is CA $208
CA $440 total
includes taxes & fees
Aug 24 - Aug 25
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Beautiful Bayside Landing!
Outdoor dining

Beautiful Bayside Landing!

8.6 out of 10, Excellent, (7)
"Great property to stay at! 10 minutes from the beach, but also in a quiet, clean, and safe neighborhood. Easy check in progress, clean property, and would definitely stay again!"
The price is CA $101
CA $844 total
includes taxes & fees
Sep 16 - Sep 17
Beautiful Bayside Landing!
Bayshore Beach Bungalow 46
Fridge, microwave, oven, stovetop

Bayshore Beach Bungalow 46

2.0 star property
Bayshore Beach Bungalow 46
4-bedroom 4.5 bath Home in Bear Trap Golf Resort-- 3 minutes from Bethany Beach
Indoor pool, outdoor pool

4-bedroom 4.5 bath Home in Bear Trap Golf Resort-- 3 minutes from Bethany Beach

9.8 out of 10, Exceptional, (67)
"Bedrooms were huge, great kitchen,4 1/2 baths was nice, don't hesitate to book this place. Great restaurant right there. Thanks again "
The price is CA $277
CA $700 total
includes taxes & fees
Sep 6 - Sep 7
4-bedroom 4.5 bath Home in Bear Trap Golf Resort-- 3 minutes from Bethany Beach
Beachy Studio Condo with Pool and steps from the OC Boardwalk
Beach

Beachy Studio Condo with Pool and steps from the OC Boardwalk

9.0 out of 10, Wonderful, (7)
"Thanks for having us. Cost effective. Well maintained."
The price is CA $159
CA $443 total
includes taxes & fees
Aug 26 - Aug 27
Beachy Studio Condo with Pool and steps from the OC Boardwalk
Modern Comfort meets coastal Charm! New Listing!
Fridge, microwave, oven, stovetop

Modern Comfort meets coastal Charm! New Listing!

9.6 out of 10, Exceptional, (4)
"4 stars only because bathtub was grossly clogged, however Kim was all ocer getting maintenance out to fix it"
Modern Comfort meets coastal Charm! New Listing!
Birdnest Beach Bungalow *Dog Friendly*
Exterior

Birdnest Beach Bungalow *Dog Friendly*

10.0 out of 10, Exceptional, (12)
"Nice visit "
The price is CA $240
CA $1,003 total
includes taxes & fees
Sep 6 - Sep 7
Birdnest Beach Bungalow *Dog Friendly*
Northside Park condo w/ Pool and Beach Supplies
Beach

Northside Park condo w/ Pool and Beach Supplies

10.0 out of 10, Exceptional, (6)
"The place was beautiful. If we had any problems, the owner was a email away. We were close to restaurants and the beach. Definitely would rent this space again in the near future."
The price is CA $239
CA $604 total
includes taxes & fees
Aug 24 - Aug 25
Northside Park condo w/ Pool and Beach Supplies
Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!
Fridge, microwave, oven, stovetop

Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!

10.0 out of 10, Exceptional, (1)
"How lucky were we to find this little gem near the beach. OMG We cannot say enough good things about it. So spacious and yet still cozy. Close to everything yet far enough away to enjoy the peace and quiet. House decor is perfect. Not too beachy yet quite stylish and relaxing. Sooo many rooms, beds and sofas to enjoy. Awesome screened in sunroom and Water views from just about everywhere in the house. If no water view, then it's woods and fields. Huge tall windows that show the trees and light...
The price is CA $248
CA $613 total
includes taxes & fees
Sep 3 - Sep 4
Waterfront w/ Kayaks Firepit 100Mbs Inet EV Chrgr Near Assateague, Berlin, OC!
Brand New 2023 Luxury Waterfront Home w private Boat Dock, Community Indoor/Outdoor Pools
Exterior

Brand New 2023 Luxury Waterfront Home w private Boat Dock, Community Indoor/Outdoor Pools

10.0 out of 10, Exceptional, (7)
"Had a great time, house was clean and had everything you could ask for. We enjoyed our stay and would recommend to others who are looking for a nice vacation home."
The price is CA $957
CA $1,994 total
includes taxes & fees
Sep 7 - Sep 8
Brand New 2023 Luxury Waterfront Home w private Boat Dock, Community Indoor/Outdoor Pools
OCEAN BLOCK - South Bethany
Fridge, microwave, oven, stovetop

OCEAN BLOCK - South Bethany

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great location and as advertised"
The price is CA $520
CA $934 total
includes taxes & fees
Sep 7 - Sep 8
OCEAN BLOCK - South Bethany
Oceanfront 1 Bedroom, 1.5 Bathroom, Sleeps 4
Outdoor dining

Oceanfront 1 Bedroom, 1.5 Bathroom, Sleeps 4

10.0 out of 10, Exceptional, (2)
"Had a fantastic time, great location, walked to variety of restaurants. Beach view, access easy. Nice pool. "
The price is CA $234
CA $517 total
includes taxes & fees
Sep 1 - Sep 2
Oceanfront 1 Bedroom, 1.5 Bathroom, Sleeps 4
Oceanfront Condo with Pool
Property grounds

Oceanfront Condo with Pool

10.0 out of 10, Exceptional, (2)
"Great place, pool, beach access….comfortable and clean. "
Oceanfront Condo with Pool
Tahitian Sunrise Retreat
Fridge, microwave, oven, stovetop

Tahitian Sunrise Retreat

Tahitian Sunrise Retreat
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Fridge, microwave, oven, stovetop

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

9.8 out of 10, Exceptional, (115)
"Clean home, close to beach. Loved walking with coffee in hand to watch the sun rise! I would definitely stay again! "
The price is CA $243
CA $648 total
includes taxes & fees
Sep 18 - Sep 19
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Fully Remodeled 3-Bedroom, 2-Bath Retreat – Steps from the Sand w Lagoon Views
Beach

Fully Remodeled 3-Bedroom, 2-Bath Retreat – Steps from the Sand w Lagoon Views

The price is CA $279
CA $704 total
includes taxes & fees
Aug 27 - Aug 28
Fully Remodeled 3-Bedroom, 2-Bath Retreat – Steps from the Sand w Lagoon Views
Harborview Retreat Mansion
Property grounds

Harborview Retreat Mansion

10.0 out of 10, Exceptional, (1)
"Beautiful, clean and quiet community. We enjoyed our stay and would love to come back and stay again. "
The price is CA $340
CA $1,242 total
includes taxes & fees
Sep 19 - Sep 20
Harborview Retreat Mansion
NEW Bayside Townhouse Community Pool & Hot Tub
Property grounds

NEW Bayside Townhouse Community Pool & Hot Tub

10.0 out of 10, Exceptional, (4)
"Beautiful, clean, and roomy home! Owners are very responsive. We would absolutely stay again! "
The price is CA $585
CA $861 total
includes taxes & fees
Sep 14 - Sep 15
NEW Bayside Townhouse Community Pool & Hot Tub
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

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent
"Have stayed here multiple times. Love the location. Great pool. Staff is always great. One drawback - the free WiFi in the oceanfront building is unreliable at best, but mostly nonexistent. Can’t speak for other areas of the property. "
Gail 4-night trip
Posted 13 hours ago
Days Inn by Wyndham Ocean City Oceanfront