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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, (1,323 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is AU$116
includes taxes & fees
16 Oct - 17 Oct
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 AU$488
includes taxes & fees
30 Sept - 1 Oct
"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 AU$120
includes taxes & fees
5 Oct - 6 Oct
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 AU$349
includes taxes & fees
28 Sept - 29 Sept
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 AU$331
includes taxes & fees
28 Sept - 29 Sept
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 AU$370
includes taxes & fees
28 Sept - 29 Sept
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)
"We truly enjoyed our stay. The place was very clean with an amazing view. Excellent communication with the owners. The check in process was very smooth. "
United States
Natasha H.
The price is AU$361
includes taxes & fees
30 Sept - 1 Oct
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 AU$470
includes taxes & fees
18 Oct - 19 Oct
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 AU$391
includes taxes & fees
30 Sept - 1 Oct
#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 AU$363
includes taxes & fees
29 Sept - 30 Sept
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 AU$439
includes taxes & fees
25 Oct - 26 Oct
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 AU$862
includes taxes & fees
28 Sept - 29 Sept
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, (79 reviews)
"Very nice stay"
United States
Emma W.
The price is AU$498
includes taxes & fees
1 Oct - 2 Oct
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 AU$602
includes taxes & fees
6 Oct - 7 Oct
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 AU$304
includes taxes & fees
12 Oct - 13 Oct
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 AU$610
includes taxes & fees
27 Sept - 28 Sept
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 AU$587
includes taxes & fees
13 Oct - 14 Oct
⛱️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 AU$108
includes taxes & fees
29 Sept - 30 Sept
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 AU$114
includes taxes & fees
5 Oct - 6 Oct
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

Everything you need to know about Isle of Wight holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Isle of Wight holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Isle of Wight holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Isle of Wight holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Isle of Wight. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Isle of Wight holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Isle of Wight holiday rentals we have selected for you start as low as AU$108 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Isle of Wight rentals

At Expedia, we put the best Isle of Wight holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Isle of Wight rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Isle of Wight holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Isle of Wight. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.