Photo by Edith Shields
Open Photo by Edith Shields
Assateague Island long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Assateague Island. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Assateague Island are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Assateague Island
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:10 Aug - 7 Sept
Image gallery for Cozy Private Apt 10 Minutes from Ocean city MD Beaches !
8.48.4 out of 10, Very good, (10 reviews)
Very good
(10 reviews)
Cozy Private Apt 10 Minutes from Ocean city MD Beaches !
Berlin
8% off
Price is AU$7,329
AU$7,329
for 28 nights, 1 apartment
AU$262 per night
includes taxes & fees
Image gallery for 1BR Waterfront cottage with a view of the wild Chincoteague ponies!
9.69.6 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Chincoteague
8% off
Price is AU$14,641
AU$14,641
for 28 nights, 1 cottage
AU$523 per night
includes taxes & fees
Image gallery for Makai Sunset Cove all-season indoor pool
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Makai Sunset Cove all-season indoor pool
Ocean City
11% off
Price is AU$13,709
AU$13,709
for 28 nights, 1 apartment
AU$490 per night
includes taxes & fees
Image gallery for Adorable beach cottage
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Adorable beach cottage
Berlin
13% off
Price is AU$12,131
AU$12,131
for 28 nights, 1 home
AU$433 per night
includes taxes & fees
Image gallery for Close to Beach & Boardwalk Affordable Fully-Equipped Apartments
9.69.6 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Close to Beach & Boardwalk Affordable Fully-Equipped Apartments
Ocean City
8% off
Price is AU$14,837
AU$14,837
for 28 nights, 1 apartment
AU$530 per night
includes taxes & fees
Image gallery for Gorgeous Seaside Village On Golf Course Rd In Sought After West OC
1010 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
Gorgeous Seaside Village On Golf Course Rd In Sought After West OC
Ocean City
41% off
Price is AU$15,315
AU$15,315
for 28 nights, 1 home
AU$547 per night
includes taxes & fees
Image gallery for The Old Crab House Bayfront Pool
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
The Old Crab House Bayfront Pool
Ocean City
10% off
Price is AU$8,963
AU$8,963
for 28 nights, 1 home
AU$320 per night
includes taxes & fees
Image gallery for Sun of the Beach Listing #2
9.89.8 out of 10, Exceptional, (42 reviews)
Exceptional
(42 reviews)
Sun of the Beach Listing #2
Ocean City
8% off
Price is AU$14,837
AU$14,837
for 28 nights, 1 apartment
AU$530 per night
includes taxes & fees
Image gallery for Brazilian Sun Coastal Condo
6.06.0 out of 10, (1 review)
(1 review)
Brazilian Sun Coastal Condo
Ocean City
11% off
Price is AU$13,914
AU$13,914
for 28 nights, 1 home
AU$497 per night
includes taxes & fees
Image gallery for Coastal Horizon Haven @ the Makai
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Coastal Horizon Haven @ the Makai
Ocean City
11% off
Price is AU$11,226
AU$11,226
for 28 nights, 1 apartment
AU$401 per night
includes taxes & fees
Image gallery for Tiburon Tide Retreat
8.08.0 out of 10, Very good, (1 review)
Very good
(1 review)
Tiburon Tide Retreat
Ocean City
11% off
Price is AU$11,450
AU$11,450
for 28 nights, 1 apartment
AU$409 per night
includes taxes & fees
Image gallery for Simple Steps to the Ocean!
9.89.8 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
Simple Steps to the Ocean!
Ocean City
8% off
Price is AU$11,760
AU$11,760
for 28 nights, 1 apartment
AU$420 per night
includes taxes & fees
Image gallery for LUXURY BAYHOUSE WITH PRIVATE DECKS IN SEMI-PRIVATE COMMUNITY
1010 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
LUXURY BAYHOUSE WITH PRIVATE DECKS IN SEMI-PRIVATE COMMUNITY
Ocean City
17% off
Price is AU$26,207
AU$26,207
for 28 nights, 1 home
AU$936 per night
includes taxes & fees
Image gallery for Fabulous One Bedroom Ocean Front , Clean Comfortable , Great Building with Pool
1010 out of 10, Exceptional, (98 reviews)
Exceptional
(98 reviews)
Fabulous One Bedroom Ocean Front , Clean Comfortable , Great Building with Pool
Ocean City
8% off
Price is AU$17,961
AU$17,961
for 28 nights, 1 apartment
AU$641 per night
includes taxes & fees
Image gallery for Awesome Beach Townhouse - available 7/31/21 - 8/10/21
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Awesome Beach Townhouse - available 7/31/21 - 8/10/21
Ocean City
7% off
Price is AU$16,028
AU$16,028
for 28 nights, 1 home
AU$572 per night
includes taxes & fees
Image gallery for Surfside at Robin Drive
8.08.0 out of 10, Very good, (1 review)
Very good
(1 review)
Surfside at Robin Drive
Ocean City
11% off
Price is AU$7,668
AU$7,668
for 28 nights, 1 apartment
AU$274 per night
includes taxes & fees
Image gallery for Oceanblock Coral Reef Paradise
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Oceanblock Coral Reef Paradise
Ocean City
11% off
Price is AU$10,464
AU$10,464
for 28 nights, 1 apartment
AU$374 per night
includes taxes & fees
Image gallery for Top-Floor Bayside - Canal Access & Views
1010 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Top-Floor Bayside - Canal Access & Views
Ocean City
8% off
Price is AU$10,996
AU$10,996
for 28 nights, 1 apartment
AU$393 per night
includes taxes & fees
Image gallery for Beach & Boardwalk just a few steps away. Super clean+ sanitized!
9.69.6 out of 10, Exceptional, (81 reviews)
Exceptional
(81 reviews)
Beach & Boardwalk just a few steps away. Super clean+ sanitized!
Ocean City
8% off
Price is AU$14,837
AU$14,837
for 28 nights, 1 apartment
AU$530 per night
includes taxes & fees
Image gallery for Dorchester Drift A: Sea Lookout
8.08.0 out of 10, Very good, (1 review)
Very good
(1 review)
Dorchester Drift A: Sea Lookout
Ocean City
11% off
Price is AU$16,816
AU$16,816
for 28 nights, 1 home
AU$601 per night
includes taxes & fees
Image gallery for Sunsets, Peace & Quiet, Next to Northside Park, Over 60 5 Star Reviews!
1010 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
Sunsets, Peace & Quiet, Next to Northside Park, Over 60 5 Star Reviews!
Ocean City
8% off
Price is AU$15,063
AU$15,063
for 28 nights, 1 apartment
AU$538 per night
includes taxes & fees
Image gallery for High Tide @ Lighthouse Bay
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
High Tide @ Lighthouse Bay
Ocean City
11% off
Price is AU$21,696
AU$21,696
for 28 nights, 1 home
AU$775 per night
includes taxes & fees
Image gallery for Newly renovated 2-bed/2-bath with space for 7
1010 out of 10, Exceptional, (3 reviews)
Exceptional
(3 reviews)
Newly renovated 2-bed/2-bath with space for 7
Ocean City
8% off
Price is AU$16,595
AU$16,595
for 28 nights, 1 apartment
AU$593 per night
includes taxes & fees
Image gallery for Harborview Retreat Mansion
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Harborview Retreat Mansion
Ocean City
11% off
Price is AU$14,937
AU$14,937
for 28 nights, 1 home
AU$533 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Assateague Island
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Assateague Island Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Assateague Island come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Assateague Island
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Assateague Island with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Assateague Island
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Assateague Island with flexible cancellation policies.