Assateague Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Assateague Island holiday rentals

1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (508 reviews)
"Love the resort! "
United States
Hannah
Key West Cottages
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (210 reviews)
"Garrett went out of his way to make sure the heat and water worked during the cold season "
United States
Dwayne
Blufin Bungalows & Marina
Outdoor pool

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, (43 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 HK$782
HK$2,495 total
includes taxes & fees
15 Feb - 16 Feb
Comfortable cottage in gated community, 5 mins to OC and Assateague
Terrace/patio

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

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (25 reviews)
"Loved that it was right on the bay. "
United States
Debra
The price is HK$930
HK$1,220 total
includes taxes & fees
19 Feb - 20 Feb
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Beach nearby

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

Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Ocean View
9.2 out of 10, Wonderful, (79 reviews)
"The house and property was very spacious and comfortable. We enjoyed our stay and visit to the area very much."
United States
gisela j.
The price is HK$586
HK$2,864 total
includes taxes & fees
16 Feb - 17 Feb
Bethany Beach and Close by Marinas! Family and Pet Friendly!!
Interior

Cozy cottage w/creekside fire pit & pet‑friendly

Cozy cottage w/creekside fire pit & pet‑friendly
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is HK$1,065
HK$2,282 total
includes taxes & fees
19 Feb - 20 Feb
Cozy cottage w/creekside fire pit & pet‑friendly
Exterior

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,231
HK$3,522 total
includes taxes & fees
14 Feb - 15 Feb
The purple door at the bay.
Fridge, microwave, oven, stovetop

Bethany Bay Dog-Friendly Getaway w/ Free WiFi, Shared Pool, & Sports Courts

Bethany Bay Dog-Friendly Getaway w/ Free WiFi, Shared Pool, & Sports Courts
Ocean View
8.4 out of 10, Very good, (29 reviews)
"Great condo, very clean, would stay here in the future."
United States
Carla B.
The price is HK$2,267
HK$4,077 total
includes taxes & fees
16 Feb - 17 Feb
Bethany Bay Dog-Friendly Getaway w/ Free WiFi, Shared Pool, & Sports Courts
Property grounds

"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, (119 reviews)
"Plenty of room, and everything you need for a few nights."
United States
Michael A.
The price is HK$430
HK$1,764 total
includes taxes & fees
1 Mar - 2 Mar
"FENWICK ISL. WATERFRONT VACATION HOME AT THE BEACH W / BOAT DOCK, RAMP & POOL""
TV, DVD player

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22 reviews)
"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "
United States
Anonymous traveller
The price is HK$787
HK$1,501 total
includes taxes & fees
22 Feb - 23 Feb
Assateague Inn 104 by Seaside Vacations & Sales
View from room

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (303 reviews)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages
Fridge, microwave, oven, stovetop

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, (32 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is HK$1,063
HK$2,640 total
includes taxes & fees
14 Feb - 15 Feb
Charming 2-Bed Condo Steps From the Beach!
Interior

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is HK$1,189
HK$2,484 total
includes taxes & fees
21 Feb - 22 Feb
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Beach nearby

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (29 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is HK$563
HK$1,812 total
includes taxes & fees
15 Feb - 16 Feb
On Main Street - Apartment C - Berlin, MD
Interior

Sea Colony condo with pools, hot tub, tennis, gym, & private deck

Sea Colony condo with pools, hot tub, tennis, gym, & private deck
Bethany Beach
9.8 out of 10, Exceptional, (16 reviews)
"Walkable to the beach so you didn’t need to wait for the tram if you didn’t want to, second floor which is great, "
United States
Marianne B.
The price is HK$1,094
HK$4,138 total
includes taxes & fees
13 Mar - 14 Mar
Sea Colony condo with pools, hot tub, tennis, gym, & private deck
Beach nearby

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (42 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$821
HK$3,142 total
includes taxes & fees
14 Feb - 15 Feb
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Beach

Fantastic Bay View with romantic sunsets!

Fantastic Bay View with romantic sunsets!
Midtown Ocean City
10.0 out of 10, Exceptional, (40 reviews)
"Absolutely wonderful place very nice owner"
United States
Joseph N.
The price is HK$938
HK$1,856 total
includes taxes & fees
14 Feb - 15 Feb
Fantastic Bay View with romantic sunsets!
Interior

Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street

Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street
Midtown Ocean City
9.8 out of 10, Exceptional, (246 reviews)
"Great place and can't wait to come back!"
United States
Sharon B.
The price is HK$891
HK$1,786 total
includes taxes & fees
15 Feb - 16 Feb
Ocean City Maryland Condo, ocean side 50 steps to the beach! On 7 40th Street
Smart TV, fireplace, DVD player, books

Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views

Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views
Ocean View
9.8 out of 10, Exceptional, (53 reviews)
"well maintained, as listed, fantastic pool, we enjoyed our stay, highly recommended"
United States
al p.
The price is HK$1,400
HK$3,175 total
includes taxes & fees
14 Feb - 15 Feb
Bethany Bay Family & Friends Condo, Quiet setting, Wetland/Golf course/Bay Views
Exterior

Ocean Pines Family Beach Retreat~Jetted Tub~King Bed~Golf 3 bd 2.5 batownhome

Ocean Pines Family Beach Retreat~Jetted Tub~King Bed~Golf 3 bd 2.5 batownhome
Ocean Pines
8.0 out of 10, Very good, (1 review)
"The host was welcoming and accommodating and overall the stay was great for what we needed. There were some definite updates that needed to happen - doors that seemingly didn’t work full screen doors missing. My biggest hang up was the tub. "
United States
Ashley D.
The price is HK$997
HK$2,526 total
includes taxes & fees
17 Feb - 18 Feb
Ocean Pines Family Beach Retreat~Jetted Tub~King Bed~Golf 3 bd 2.5 batownhome
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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Great! Huge indoor pool with pool bar! Staff were friendly as well! "
Courtney 2-night trip
Posted 11 hours ago
Princess Royale Oceanfront Resort

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