Holiday Homes in Assateague Island

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Assateague Island

Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (165)
"It was a very clean, comfortable place to stay in on vacation "
Blufin Bungalows & Marina
Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!
Fridge, microwave, oven, stovetop

Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!

9.6 out of 10, Exceptional, (109)
"Had a great time house was very clean!"
Ocean City Bayside Retreat Unit B - Cozy Family Getaway Near Beach & Dining!
Waterfront home, managed privately with lower fees. Close to DE and OC Beaches.
Fridge, microwave, oven, stovetop

Waterfront home, managed privately with lower fees. Close to DE and OC Beaches.

9.8 out of 10, Exceptional, (38)
"Great stay"
Waterfront home, managed privately with lower fees. Close to DE and OC Beaches.
⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️
Property grounds

⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️

8.8 out of 10, Excellent, (8)
"The location was amazing! Just steps from the beach! The condo was a perfect size for our family which was 5 adults and 2 young kids. It had everything we needed."
The price is AU$1,075
includes taxes & fees
14 Sept - 15 Sept
⭐️Stunning Renovated Large Balcony 20 Steps to Beach⭐️
Wave Watcher's Condo - Steps to the beach!
Interior

Wave Watcher's Condo - Steps to the beach!

9.8 out of 10, Exceptional, (8)
"The place was very clean and very cool, which was nice on the hot days. Some of my party slept on the floor so I'd say it sleeps 10 but overall, wonderful place would recommend to anyone!"
Wave Watcher's Condo - Steps to the beach!
Country Estates getaway near golf & beach with fast WiFi & central AC - dogs OK
Interior

Country Estates getaway near golf & beach with fast WiFi & central AC - dogs OK

8.0 out of 10, Very good, (26)
"This property is perfect for a beach weekend It is close enough to go to the beach but far enough away to enjoy the quiet."
Country Estates getaway near golf & beach with fast WiFi & central AC - dogs OK
Congratulations! You have found one of the Best Vacation Homes in Fenwick
Fridge, microwave, oven, stovetop

Congratulations! You have found one of the Best Vacation Homes in Fenwick

9.8 out of 10, Exceptional, (96)
"The host was terrible. The property is listed as beach front ocean view. It was nothing of that short. The host did not communicate in a timely manner. The grill was disgusting when we got there — unusable. He charged extra money even tho we did not damage any furniture. The front door does not work. Have to use side door that is not convenient. Rooms are terribly small. Our linens arrived late. Stay away. "
Congratulations! You have found one of the Best Vacation Homes in Fenwick
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 AU$600
includes taxes & fees
8 Sept - 9 Sept
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Sunset Island is Loved for it's Amazing Amenities
Exterior

Sunset Island is Loved for it's Amazing Amenities

10.0 out of 10, Exceptional, (1)
Sunset Island is Loved for it's Amazing Amenities
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
Smart TV, fireplace

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

10.0 out of 10, Exceptional, (144)
"Perfect cozy place to stay at the end of a quiet pine tree lined street with easy access to the national park and all it offers."
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
Fabulous Fenwick Island Waterfront property!
Outdoor dining

Fabulous Fenwick Island Waterfront property!

10.0 out of 10, Exceptional, (203)
"Great place! Lots of kid friendly toys, fully equipped kitchen. Backyard was excellent! "
Fabulous Fenwick Island Waterfront property!
Bayfront cottage offers amazing views of the water and Assateague Island
Terrace/patio

Bayfront cottage offers amazing views of the water and Assateague Island

9.6 out of 10, Exceptional, (41)
"Wonderful stay! Very clean and relaxing!"
Bayfront cottage offers amazing views of the water and Assateague Island
Beautiful Home in Ocean Pines with Water Access for SUP's and Canoes
Fridge, microwave, oven, stovetop

Beautiful Home in Ocean Pines with Water Access for SUP's and Canoes

9.0 out of 10, Wonderful, (4)
"Check in was easy. Their place accommodated a family well. Great for kids and adults. Ideal location for the beach with a short ride if you don’t want the hustle and bustle closer to the beach. Beautiful place. "
Beautiful Home in Ocean Pines with Water Access for SUP's and Canoes
Bethany Beach New Castle 4BR 2BA Canal Front Home
TV, offices

Bethany Beach New Castle 4BR 2BA Canal Front Home

9.4 out of 10, Exceptional, (3)
"The beach house was so cute and short distance from the beach. It had everything we needed ! The hosts were very nice and ready to help "
Bethany Beach New Castle 4BR 2BA Canal Front Home
Clearwater home - Elevated dog-friendly retreat with a deck plus pool & tennis
Terrace/patio

Clearwater home - Elevated dog-friendly retreat with a deck plus pool & tennis

9.0 out of 10, Wonderful, (12)
"We enjoyed the house and its location. Usually we rent beachfront, but for this offseason visit, this house served us well. We enjoyed sitting on the back deck and enjoyed the quite nature sounds. The neighborhood was very quiet in the offseason."
The price is AU$965
includes taxes & fees
19 Aug - 20 Aug
Clearwater home - Elevated dog-friendly retreat with a deck plus pool & tennis
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Terrace/patio

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

9.6 out of 10, Exceptional, (15)
"We stayed three nights and they were all delightful. The cabins are super clean, well equipped, comfortable beds, screened in front porch.- in other words anything you could wish! My only critique is that I don’t think the smoke alarm in the CO2 detectors were listed in the ad and they should be because they definitely are there!We will gladly come again someday."
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Serene Family Home with Heated Pool 30 Steps from Beach
Terrace/patio

Serene Family Home with Heated Pool 30 Steps from Beach

9.8 out of 10, Exceptional, (20)
"Very nice home in a perfect location loved pool and access to ocean"
Serene Family Home with Heated Pool 30 Steps from Beach
Steps to Shore: Spacious Bethany Beach Retreat
Dining

Steps to Shore: Spacious Bethany Beach Retreat

10.0 out of 10, Exceptional, (3)
"Beautiful, spacious home – perfect for our vacation with extended family. Awesome that each bedroom had its own private full bathroom. Lots of great spaces to be together. Plenty of parking. Most importantly… right on the beach! Short drive to groceries, mini golf, restaurants, and ice cream "
Steps to Shore: Spacious Bethany Beach Retreat
5BR/4BA-Oceanview-Pool-Sundeck-Bike-Theater-Game Room-Sleep 16+
Outdoor dining

5BR/4BA-Oceanview-Pool-Sundeck-Bike-Theater-Game Room-Sleep 16+

5BR/4BA-Oceanview-Pool-Sundeck-Bike-Theater-Game Room-Sleep 16+
Water front, open bay views from both decks!!
Interior

Water front, open bay views from both decks!!

10.0 out of 10, Exceptional, (70)
"Great place to stay!"
Water front, open bay views from both decks!!
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 Assateague Island Hotel Reviews

Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"The staff was super friendly"
Terrence 1-night trip
Posted 1 day ago
Bonita Beach Hotel