Assateague Vacation Rentals

Resort Setting 5Br 5Ba Sleeps 14 6 TVs Indoor/Outdoor Pools+Exercise Room+Kayaking+Billiards+Tennis
9.1

Excellent

·
House
·
5 br
·
High Ceilings · Hardwood Floor · Fireplace ·
From
$389/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
High Ceilings
Hardwood Floor
Fireplace
Pool
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Island Sunset on Chincoteague Island - Bayfront with Private Pier!
9.3

Excellent

·
House
·
3 br
·
Sleeps 8
·
Hardwood Floor · On Site Laundry · Waterfront ·
From
$177/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Hardwood Floor
On Site Laundry
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Beautiful 'Piney Island Getaway' on Chincoteague Island!
9

Excellent

·
House
·
3 br
·
Sleeps 6
·
Balcony · Outdoor Space · Dishwasher ·
From
$229/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
Experience The Beauty & Luxury Of This Townhome Located in A Resort Community
8.7

Very good

·
House
·
4 br
·
Sleeps 8
·
Lake · Hardwood Floor · Fitness Center ·
From
$340/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Lake
Hardwood Floor
Fitness Center
Fireplace
Beach
Pool
Waterfront
Dishwasher
Other spaces
Balcony, Kitchen
Perfect Chincoteague Home for your small family getaway
9.5

Excellent

·
House
·
1 br
·
Sleeps 5
·
Workspace · Beach · In Unit Laundry ·
From
$158/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Beach
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
Dee's Nest

No reviews

·
House
·
3 br
·
Sleeps 6
·
Balcony · Dishwasher · Oven ·
From
$255/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
Edgewater at Chincoteague

No reviews

·
House
·
3 br
·
Sleeps 5
·
Outdoor Space · Oven · In Unit Laundry ·
From
$205/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Drop Anchor-Beautiful Home, Quiet Neighborhood, Close to Tom's Cove

No reviews

·
House
·
3 br
·
Sleeps 8
·
In Unit Laundry · Air Conditioning · Wifi ·
From
$165/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen

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Dockside Dreams-Canal Front on Oyster Bay, Boat Dock

No reviews

·
House
·
4 br
·
Sleeps 10
·
On Site Laundry · Balcony · Outdoor Space ·
From
$300/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
On Site Laundry
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
Grace Street Refuge-VIEWS of the Bay, Firepit!

No reviews

·
House
·
4 br
·
Sleeps 9
·
Workspace · Balcony · Outdoor Space ·
From
$241/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Garage Parking
Storage
Other spaces
Workspace, Balcony, Kitchen
Fowling View

No reviews

·
House
·
2 br
·
Sleeps 6
·
On Site Laundry · Balcony · Dishwasher ·
From
$209/night
Check availability
Property
House · 2 Beds · 3 baths
Amenities
On Site Laundry
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
Halcyon-Community Pool, Firepit

No reviews

·
House
·
3 br
·
Sleeps 8
·
Pool · In Unit Laundry · Air Conditioning ·
From
$245/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Pool
In Unit Laundry
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Heron's Roost-Waterfront, Oyster Bay

No reviews

·
House
·
4 br
·
Sleeps 8
·
Waterfront · Outdoor Space · Dishwasher ·
From
$385/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Key West Cottages
8.2

Very good

·
Apartment
·
1 br
·
Sleeps 6
·
Smoking Allowed · Assigned Parking · Ocean ·
From
$155/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Assigned Parking
Ocean
Hardwood Floor
Free Parking
On Site Laundry
Beach
Pool
Other spaces
Workspace, Balcony, Kitchen
Brant Point Waterfront Bungalow with Deck and Views!

No reviews

·
Apartment
·
3 br
·
Sleeps 8
·
Ocean · Hot Tub · Free Parking ·
From
$279/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Ocean
Hot Tub
Free Parking
Fireplace
Beach
Waterfront
Dishwasher
Oven
Other spaces
Balcony, Kitchen
Chincoteague Island Cottage about 2 Mi to Beaches
8

Very good

·
Apartment
·
2 br
·
Sleeps 5
·
Free Parking · Dishwasher · Oven ·
From
$180/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Free Parking
Dishwasher
Oven
Wifi
Furnished
Other spaces
Kitchen
Bayfront Chincoteague Getaway with Fire Pit!

No reviews

·
Apartment
·
3 br
·
Sleeps 8
·
Free Parking · Balcony · Dishwasher ·
From
$288/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Free Parking
Dishwasher
Oven
In Unit Laundry
Wifi
Furnished
Other spaces
Balcony, Kitchen
Chincoteague House with Enclosed Porch and Deck

No reviews

·
Apartment
·
2 br
·
Sleeps 5
·
Free Parking · Outdoor Space · Dishwasher ·
From
$191/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
Dishwasher
Oven
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
The Inn On Main
8.7

Very good

·
Hotel
·
1 br
·
Sleeps 4
·
Assigned Parking · Hot Tub · Hardwood Floor ·
From
$159/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Hot Tub
Hardwood Floor
Free Parking
On Site Laundry
Fireplace
Pool
Air Conditioning
Other spaces
Workspace
Horseshoe Haven Escape with Private Pool!

No reviews

·
Apartment
·
3 br
·
Sleeps 9
·
Free Parking · Fireplace · Pool ·
From
$191/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
Fireplace
Pool
Dishwasher
Oven
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
Stunning, Immaculate, Contemporary Home Near Beach And Ponies
9.9

Excellent

·
House
·
3 br
·
Sleeps 8
·
Workspace · Beach · Outdoor Space ·
From
$286/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Storage
Other spaces
Workspace, Kitchen
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.7

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Fitness Center · Outdoor Space · Oven ·
From
$157/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Oven
Air Conditioning
Wifi
Furnished
Storage
Residents Lounge
Other spaces
Kitchen
Diving Duck, beautiful waterfront home with boat dock, hot tub, and cozy fireplace
8.7

Very good

·
House
·
5 br
·
Sleeps 10
·
Hot Tub · Fireplace · Pool ·
From
$645/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Hot Tub
Fireplace
Pool
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Bayside and Beyond - Sunset Bay Villa 105
10

Excellent

·
Apartment
·
3 br
·
Sleeps 8
·
Pool · Balcony · Outdoor Space ·
From
$205/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Pool
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
Blue Bayou at Chincoteague

No reviews

·
House
·
3 br
·
Sleeps 6
·
In Unit Laundry · Wifi · Kitchen ·
From
$187/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
Sea Tag #22, waterfront condo with picturesque boat slip
9.2

Excellent

·
House
·
2 br
·
Sleeps 6
·
On Site Laundry · Waterfront · Balcony ·
From
$156/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
On Site Laundry
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
Brittany at Chincoteague

No reviews

·
House
·
4 br
·
Sleeps 12
·
Balcony · In Unit Laundry · Air Conditioning ·
From
$429/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Balcony, Kitchen
Cattail Cottage

No reviews

·
House
·
3 br
·
Sleeps 6
·
Outdoor Space · Dishwasher · Oven ·
From
$227/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Garage Parking
Other spaces
Kitchen
Eureka! on Deep Hole Creek - Waterfront! Sleeps 12-16
9.8

Excellent

·
House
·
8 br
·
Sleeps 16
·
Deck · Fitness Center · Fireplace ·
From
$1,046/night
Check availability
Property
House · 8 Beds · 7 baths
Amenities
Fitness Center
Fireplace
Beach
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Other spaces
Deck, Balcony, Kitchen
The 3 Sisters - Fern's Cottage

No reviews

·
Apartment
·
Studio
·
Sleeps 4
·
Beach · Outdoor Space · Dishwasher ·
From
$139/night
Check availability
Property
Apartment · Studio
Amenities
Beach
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
"The 3 Sisters" - Ivy's Cottage

No reviews

·
Apartment
·
1 br
·
Sleeps 4
·
Beach · Outdoor Space · Dishwasher ·
From
$128/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Beach
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Avocet-Close to Beach, Shared Community Water Access, Limited Water View

No reviews

·
House
·
Studio
·
Sleeps 10
·
Workspace · Fireplace · Outdoor Space ·
From
$148/night
Check availability
Property
House · Studio
Amenities
Fireplace
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Kitchen
Aramabad-Closest Neighborhood to Beach!

No reviews

·
House
·
4 br
·
Sleeps 8
·
Beach · Dishwasher · Oven ·
From
$163/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Beach
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
The 3 Sisters - Willow's Bungalow

No reviews

·
House
·
Studio
·
Sleeps 6
·
On Site Laundry · Outdoor Space · Dishwasher ·
From
$220/night
Check availability
Property
House · Studio
Amenities
On Site Laundry
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Sunset Bay Villas at Chincoteague Island Beach Resort
9.6

Excellent

·
Condo
·
3 br
·
Sleeps 7
·
Fitness Center · Pool · Waterfront ·
From
$263/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Fitness Center
Pool
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Hidden Gem ! Clean & Cozy and Family Friendly !
9.3

Excellent

·
House
·
3 br
·
Sleeps 8
·
Beach · Pool · Outdoor Space ·
From
$284/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Pool
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Waterfront Wonder-Waterfront w/ Pier, Sunsets & Firepit!!
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Fireplace · Waterfront · Outdoor Space ·
From
$307/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Sunset Bay Villa 119 - Luxury waterfront villa with pool!

No reviews

·
House
·
3 br
·
On Site Laundry · Pool · Waterfront ·
From
$312/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Pool
Waterfront
Oven
In Unit Laundry
Air Conditioning
Furnished
Fitness Center
Other spaces
Balcony, Kitchen
Family beach house, minutes to OCMD boardwalk & Assataque Island.
9.4

Excellent

·
House
·
3 br
·
Sleeps 8
·
Fitness Center · Fireplace · Beach ·
From
$450/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fitness Center
Fireplace
Beach
Pool
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Stunning panoramic waterfront view getaway house
9.3

Excellent

·
House
·
3 br
·
Sleeps 6
·
Smoking Allowed · Fitness Center · Beach ·
From
$74/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Smoking Allowed
Fitness Center
Beach
Pool
Waterfront
Dishwasher
Oven
In Unit Laundry
Other spaces
Balcony, Kitchen
Our Happy Place, pet friendly waterfront beach retreat with boat dock
10

Excellent

·
House
·
3 br
·
Sleeps 7
·
Waterfront · Balcony · Dishwasher ·
From
$240/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Package Service
Other spaces
Balcony, Kitchen
CHINCOTEAGUE SEABREEZE AT SUNSET BAY>>((((•>THE GOOD LIFE >>(((•>
9.9

Excellent

·
Condo
·
3 br
·
Sleeps 8
·
Ceiling Fan · Private Pool · Ocean ·
From
$429/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Ceiling Fan
Private Pool
Ocean
Fitness Center
Beach
Pool
Waterfront
Dishwasher
Other spaces
Balcony, Kitchen
A gorgeous 3 Bedroom/2 Bath Vacation Rental with stunning Views of the Chincotea
9.5

Excellent

·
Condo
·
2 br
·
Sleeps 8
·
Hardwood Floor · Pool · Waterfront ·
From
$348/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Hardwood Floor
Pool
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Waterfront Unit on Assateague Channel View with Floating Dock
9.9

Excellent

·
Condo
·
2 br
·
Sleeps 5
·
On Site Laundry · Waterfront · Outdoor Space ·
From
$180/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
On Site Laundry
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Sandy Moose - Beach - Single Family Home
9.8

Excellent

·
House
·
3 br
·
Sleeps 8
·
Lake · Fitness Center · Waterfront ·
From
$150/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Lake
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Bayfront cottage offers amazing views of the water and Assateague Island
9.3

Excellent

·
House
·
2 br
·
Sleeps 5
·
Assigned Parking · Fitness Center · Beach ·
From
$183/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Assigned Parking
Fitness Center
Beach
Pool
Waterfront
Dishwasher
Oven
In Unit Laundry
Other spaces
Kitchen
Happy Hideaway on Chincoteague - Closest community to the Beach!
9.3

Excellent

·
House
·
3 br
·
Sleeps 8
·
Beach · Outdoor Space · Dishwasher ·
From
$136/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Kitchen
Lookout on Main - Your Waterfront Wonderland!
9.7

Excellent

·
House
·
5 br
·
Sleeps 10
·
Workspace · Waterfront · Balcony ·
From
$336/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Waterfront
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Balcony, Kitchen
⛱OC Beach House Getaway! ☀️Gated Resort Community FREE Pool & Beach Access☀️
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Ski In Ski Out · Beach · Pool ·
From
$215/night
Check availability
Property
House · 3 Beds · 1 bath
Amenities
Ski In Ski Out
Beach
Pool
Dishwasher
Oven
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Breathe the Bay, waterfront home with private dock, fireplace, and game room
10

Excellent

·
House
·
5 br
·
Sleeps 10
·
Fireplace · Pool · Waterfront ·
From
$624/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Fireplace
Pool
Waterfront
In Unit Laundry
Air Conditioning
Furnished
Fitness Center
Package Service
Other spaces
Kitchen
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Home > Destinations Vacation Rentals > Assateague Vacation Rentals
Updated: March 19, 2023

Learn about vacation rentals in

Assateague

Discover 409 vacation rentals near Assateague, Maryland. This lake community is a good place to getaway, relax, and enjoy the outdoors. Explore nature in this lakeside area. Use our interactive map to find Assateague properties near the lake. Whether you’re looking for a nightly rental, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Assateague is $74 per night and goes up to as much as $1,046 per night.
24 of the vacation rentals near Assateague are apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation units is $288 per night. There are currently 19 vacation units under this price. 332 of the vacation rentals near Assateague are houses. The average bathroom count for a vacation house near Assateague is 2. The average price for vacation houses near Assateague is $281 per night. There are 259 vacation homes under this price. The most common amenities for vacation rentals near Assateague are: furnished, kitchen, and wifi. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

24 available

2 bed rentals

115 available

3 bed rentals

176 available

4+ bed rentals

84 available

Assateague Vacation Rentals FAQ

How many Assateague vacation rentals are available?

As of March 19, 2023, there are 409 Assateague vacation rentals available. Use the filters on Vacations by Zumper to find your next Assateague vacation spot.

Are there vacation rentals near Assateague that have more than 2 bedrooms?

Currently, there are 375 vacation rentals near Assateague that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.

How many Assateague vacation rentals have internet access?

There are currently 382 Assateague vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.

How many vacation rentals near Assateague have more than 1 bathroom?

Right now, there are 397 vacation rentals near Assateague that have more than 1 bathroom. View vacation spots and check availability for different properties today.

Are there any pet friendly Assateague vacation rentals?

As of March 19, 2023, there are 90 pet friendly vacation rentals near Assateague. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.

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