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Isle of Wight Holiday Rentals

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Our top choices for Isle of Wight holiday 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, (1,332 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 NZ$191
includes taxes & fees
4 Dec - 5 Dec
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, (405 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
The price is NZ$167
includes taxes & fees
6 Dec - 7 Dec
Shore Point Cottages

3. Ocean City Townhome by Beach Bayside

Ocean City Townhome by Beach Bayside
3.5 star property
North Ocean City
The price is NZ$300
includes taxes & fees
14 Nov - 15 Nov
Ocean City Townhome by Beach Bayside

4. Canal front with boat slip, boat ramp, WiFi, and roku streaming TV

Canal front with boat slip, boat ramp, WiFi, and roku streaming TV
Midtown Ocean City
9.8 out of 10, Exceptional, (10 reviews)
"Really cute place in a great location!"
United States
Mindie F.
The price is NZ$262
includes taxes & fees
29 Nov - 30 Nov
Canal front with boat slip, boat ramp, WiFi, and roku streaming TV

5. 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, (276 reviews)
"Beautiful beach stay"
United States
Suzanne L.
The price is NZ$362
includes taxes & fees
15 Nov - 16 Nov
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

6. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (44 reviews)
"Comfortable and clean apartment. Excellent location close to local cafes, stores and restaurants as well as easy access to other area activities."
United States
Alyce S.
The price is NZ$459
includes taxes & fees
19 Nov - 20 Nov
On Main Street - Apartment C - Berlin, MD

7. Beach Paradise 105 - Beach Home at Broad Marsh OC

Beach Paradise 105 - Beach Home at Broad Marsh OC
North Ocean City
9.6 out of 10, Exceptional, (15 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 NZ$523
includes taxes & fees
22 Nov - 23 Nov
Beach Paradise 105 - Beach Home at Broad Marsh OC

8. 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, (54 reviews)
"The bed, couch, and chair were so soft and comfortable. The condo was decorated so cutely. We loved our stay."
United States
Sharon G.
The price is NZ$352
includes taxes & fees
25 Nov - 26 Nov
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

9. Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Downtown Ocean City
9.6 out of 10, Exceptional, (34 reviews)
"Great space, close to the beach, we had an amazing stay!"
United States
Olivia R.
The price is NZ$548
includes taxes & fees
18 Nov - 19 Nov
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

10. 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, (166 reviews)
"We had a great stay! The house was clean and plenty of parking. Very family friendly house, had everything we needed and close to everything. The host was great too! We felt at home and will be booking again for another family vacation."
United States
Teressa
The price is NZ$524
includes taxes & fees
29 Nov - 30 Nov
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

11. Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!
Downtown Ocean City
9.8 out of 10, Exceptional, (53 reviews)
"Clean, good location, great host with good communication. Would stay again!"
United States
Christine L.
Beach Paradise VI-Downtown Waterfront Bayview, Luxury Boardwalk Condo with POOL!

12. 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, (22 reviews)
"Very happy with the accommodations, the property location and communication with the owner. I would definitely stay here again."
United States
Anonymous traveller
The price is NZ$368
includes taxes & fees
30 Nov - 1 Dec
Studio Charm w/ Deck, Fireplace & Fooseball!: Walk to Beach, Boardwalk & Dining!

13. Pet-Friendly Cottage on 1.5 Acres Near Beaches!

Pet-Friendly Cottage on 1.5 Acres Near Beaches!
Selbyville
The price is NZ$371
includes taxes & fees
1 Dec - 2 Dec
Pet-Friendly Cottage on 1.5 Acres Near Beaches!

14. BeachBox® II • Panoramic Inlet Views • Bayside Pool • Assateague House 411

BeachBox® II • Panoramic Inlet Views • Bayside Pool • Assateague House 411
Downtown Ocean City
10.0 out of 10, Exceptional, (41 reviews)
"Absolutely Loved this place!! It was clean, everything was nice and neat. VERY COMFORTABLE!!!. My husband and I enjoyed this place very much.. Great location!!... We definitely plan to return!!"
United States
Marcella H.
The price is NZ$401
includes taxes & fees
15 Nov - 16 Nov
BeachBox® II • Panoramic Inlet Views • Bayside Pool • Assateague House 411

15. ⛱Beach Days & Quiet Nights | 3BR Home Near Bethany

⛱Beach Days & Quiet Nights | 3BR Home Near Bethany
Millville
9.8 out of 10, Exceptional, (18 reviews)
"Perfect, would book again"
United States
Jeremy R.
The price is NZ$398
includes taxes & fees
15 Nov - 16 Nov
⛱Beach Days & Quiet Nights | 3BR Home Near Bethany

16. BeachBox® V • 5th-Floor Oceanfront • Expansive Views • East Winds 502

BeachBox® V • 5th-Floor Oceanfront • Expansive Views • East Winds 502
North Ocean City
10.0 out of 10, Exceptional, (9 reviews)
"Tom and Melina were very good hosts. They were very responsive to our needs. The condo was very clean and we had everything we needed. Views were beautiful!"
United States
Denise B.
The price is NZ$412
includes taxes & fees
16 Nov - 17 Nov
BeachBox® V • 5th-Floor Oceanfront • Expansive Views • East Winds 502

17. Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!

Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
North Ocean City
9.0 out of 10, Wonderful, (52 reviews)
"Great vacation and great place to stay, will hopefully book again next year"
United States
Craig L.
The price is NZ$751
includes taxes & fees
14 Nov - 15 Nov
Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!

18. Clean, modern and well-equipped Ocean City condo

Clean, modern and well-equipped Ocean City condo
Downtown Ocean City
9.6 out of 10, Exceptional, (24 reviews)
"Nice place in a nice spot 2 blocks away from the beach and board walk. Food in the area was good as well. Definitely will be coming back for another stay at this condo."
United States
Gerald D.
The price is NZ$434
includes taxes & fees
15 Nov - 16 Nov
Clean, modern and well-equipped Ocean City condo

19. Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (39 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is NZ$543
includes taxes & fees
15 Nov - 16 Nov
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

20. Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
North Ocean City
9.4 out of 10, Exceptional, (115 reviews)
"Great place to stay. Communication was great. Will definitely go back."
United States
David D.
The price is NZ$863
includes taxes & fees
25 Nov - 26 Nov
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Isle of Wight holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Isle of Wight. 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 Isle of Wight. 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 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 holiday 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 Isle of Wight short-term rentals, that won’t be hard to do.

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