Search Assateague Island Cottage Rentals from CA $206

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Aug 15 - Aug 17
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Browse Select Assateague Island Cottages

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (420)
"Beautiful pool areas, lots to do, and plenty of room with a family of 5! "
The price is CA $285
CA $321 total
includes taxes & fees
Sep 9 - Sep 10
Key West Cottages
Shore Point Cottages
Exterior

Shore Point Cottages

3.0 star property
9.2 out of 10, Wonderful, (276)
"Great place would definitely stay again"
Shore Point Cottages
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Beach

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (46)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Small cottage for those little getaways
Exterior

Small cottage for those little getaways

10.0 out of 10, Exceptional, (112)
"Great place, cozy and easy to park and get around. "
Small cottage for those little getaways
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Exterior

Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS

7.0 out of 10, Good, (13)
"The Salty Sailor was an excellent, affordable, and pet friendly rental. Nice location on ridge rd next to Mr Baldys which is a must to try if you stay here. The rooms are a bit older but maintained well. I didn’t experience any of the conditions that were listed in the other reviews here. We would certainly stay here again."
Salty Sailor - 2BR , close to Memorial Park Pet friendly LINENS AND TOWELS
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
Exterior

Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED

9.8 out of 10, Exceptional, (26)
"Vacation very enjoyable and peaceful"
Shore Bird - 1 BR Studio Cottage with open floor plan. NO LINENS PROVIDED
The Hideaway Cottage
Beach nearby

The Hideaway Cottage

9.8 out of 10, Exceptional, (90)
"Convenient location! Exactly as advertised!"
The Hideaway Cottage
Shackeau East - Magnificent Views!
Interior

Shackeau East - Magnificent Views!

9.8 out of 10, Exceptional, (14)
"great spot close to park "
Shackeau East - Magnificent Views!
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
Exterior

Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!

10.0 out of 10, Exceptional, (13)
"The house was tidy and clean, and had everything our family needed. The playground and pickleball courts next door were a plus for us! The easy walk to shops on Main Street was also nice. "
Coastal Daze Cottage on Famous Chincoteague Island! Come see the wild ponies!
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Pool

1BR Waterfront cottage with a view of the wild Chincoteague ponies!

9.6 out of 10, Exceptional, (12)
"Great location, very clean and amazing staff. I highly recommend staying here."
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
Fridge, microwave, oven, stovetop

Charming cottage near the boardwalk & beach with AC, WiFi, kitchen

6.0 out of 10, (2)
"Major ant problem in both bedrooms and kitchen."
Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
Cozy Little Cottage on chincoteague island va.
Property grounds

Cozy Little Cottage on chincoteague island va.

9.6 out of 10, Exceptional, (44)
"Very cute little cottage, perfect amount of space for 2, has just about everything you'd need! Owner is helpful as well. Lots of places to eat within 15 mins"
Cozy Little Cottage on chincoteague island va.
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Exterior

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

9.0 out of 10, Wonderful, (2)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
Exterior

Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

8.4 out of 10, Very good, (6)
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

Comfortable cottage in gated community, 5 mins to OC and Assateague

9.8 out of 10, Exceptional, (33)
"The property is lovely! It is well-kept & very clean & stocked with everything that you will need for your time away from home. The location is perfect as well; short drive to OC & Assateague. "
The price is CA $206
CA $522 total
includes taxes & fees
Sep 1 - Sep 2
Comfortable cottage in gated community, 5 mins to OC and Assateague
Beautiful, Waterfront, Luxury
Outdoor dining

Beautiful, Waterfront, Luxury

10.0 out of 10, Exceptional, (4)
"Great place for a weekend away - house was beautiful and hosts were always quick to answer"
Beautiful, Waterfront, Luxury
Ocean block cottage nestled steps away from OC shoreline FREE LINENS
Exterior

Ocean block cottage nestled steps away from OC shoreline FREE LINENS

10.0 out of 10, Exceptional, (22)
"Close to beach and shopping"
Ocean block cottage nestled steps away from OC shoreline FREE LINENS
"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.
Exterior

"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.

10.0 out of 10, Exceptional, (100)
"It was a lovely property that had everything our family needed. It was convenient to the shore and the local attractions."
"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
Exterior

Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower

8.4 out of 10, Very good, (49)
"This house is in a great location. Quiet, friendly neighbors, and a large park right across the street for the dogs. We would definitely stay there again."
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
NEW PET FRIENDLY LISTING ALERT!!
Property grounds

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (12)
"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"
NEW PET FRIENDLY LISTING ALERT!!
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Very cute hotel right on the boardwalk. perfect if you’re looking to be on the beach "
alicia 2-night trip
Posted 13 hours ago
Grand Hotel Ocean City Oceanfront