Assateague Island vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Assateague Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Assateague Island vacation rentals
Assateague Island beach vacation rentals
Guest suite in Chincoteague
4.93 out of 5 average rating, 237 reviewsBaywatch North-Waterfront & Roaming Ponies
Condo in Ocean City
4.97 out of 5 average rating, 230 reviewsDirect Oceanfront with a View and Amenities Galore
Apartment in Ocean City
4.97 out of 5 average rating, 202 reviewsOceanFront-Fireplace-sleeps4-Balcony-King-Disney+
Townhouse in Ocean City
4.97 out of 5 average rating, 363 reviewsEdgewater Escape - Bayfront Condo w/Private Porch
Condo in Ocean City
4.99 out of 5 average rating, 182 reviewsDirect Oceanfront close to Northside Park!
Cottage in Saxis
4.87 out of 5 average rating, 205 reviewsISLAND SUNSETS Near Chincoteague Island
Condo in Ocean City
4.94 out of 5 average rating, 177 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
Condo in Ocean City
4.94 out of 5 average rating, 172 reviewsCoastal and Bright Oceanfront Condo
Assateague Island house rentals
Home in Berlin
4.78 out of 5 average rating, 178 reviewsOC, Md great amenities in community, near beaches
Home in Berlin
4.79 out of 5 average rating, 101 reviewsBAYFRONT is our backyard! HEAVENLY VIEWS!!
Home in Accomac
4.98 out of 5 average rating, 223 reviewsHeartsong Farmhouse , a nature lover's retreat.
Home in Parsonsburg
4.84 out of 5 average rating, 124 reviewsForest Grove Retreat
Home in Ocean View
4.92 out of 5 average rating, 533 reviewsTiny House at Good Earth, near Bethany Beach
Home in Crisfield
4.95 out of 5 average rating, 258 reviewsCozy Home near Waterfront in Crisfield, MD
Home in Chincoteague
4.96 out of 5 average rating, 126 reviewsCharming Island Home "Sandy Pines"
Home in Chincoteague Island
4.91 out of 5 average rating, 190 reviewsWe’ve Thought of Everything So You Can Relax!
Assateague Island condo rentals
Condo in Ocean City
4.97 out of 5 average rating, 241 reviewsBluewater Couples Escape
Condo in Ocean City
4.93 out of 5 average rating, 259 reviewsCANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool
Condo in Ocean Pines
4.97 out of 5 average rating, 115 reviewsQuiet Waterview Hideaway
Condo in Ocean City
4.99 out of 5 average rating, 106 reviewsBeautiful Renovated Ocean Front Condo 1b/1.5ba
Condo in Ocean City
4.97 out of 5 average rating, 151 reviewsGreat Ocean Block 1 BR Condo by Convention Center!
Condo in Dewey Beach
4.99 out of 5 average rating, 153 reviewsDeweyBeach Condo 2BR + sleeper. Walk to the beach!
Condo in Ocean City
4.89 out of 5 average rating, 168 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
Condo in Ocean City
4.99 out of 5 average rating, 207 reviewsSteps to the Beach, Ocean View 1BR, Renovated
Destinations to explore
- Waterfront rentals Assateague Island
- Rentals with a kayak Assateague Island
- Rentals with pools Assateague Island
- Rentals with a fire pit Assateague Island
- Kid-friendly rentals Assateague Island
- Pet-friendly rentals Assateague Island
- House rentals Assateague Island
- Rentals with a fireplace Assateague Island
- Cottage rentals Assateague Island
- Rentals with a patio Assateague Island
- Rentals with beach access Assateague Island
- Family-friendly rentals Assateague Island
- Monthly Rentals Assateague Island
- Townhouse rentals Assateague Island
- Rentals with outdoor seating Assateague Island
- Rentals with a washer and dryer Assateague Island
- Fitness-friendly rentals Assateague Island
- Condo rentals Assateague Island
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes