Assateague Island vacation rentals
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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
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Popular amenities for Assateague Island vacation rentals
Assateague Island beach vacation rentals
Condo in Ocean City
4.91 out of 5 average rating, 287 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Guest suite in Rehoboth Beach
4.98 out of 5 average rating, 163 reviewsTreetops beach getaway walkable to beach/boardwalk
Rental unit in Ocean City
4.97 out of 5 average rating, 221 reviewsOceanFront-Fireplace-sleeps4-Balcony-King-Disney+
Condo in Ocean City
4.88 out of 5 average rating, 203 reviewsBayside Retreat in the Heart of Ocean City!
Home in Reedville
4.96 out of 5 average rating, 141 reviewsSunkissed Cottage-private, natural waterfront home
Condo in Ocean City
4.87 out of 5 average rating, 100 reviewsCharming Remodeled 2 level condo w/ amazing views
Condo in Ocean City
4.85 out of 5 average rating, 182 reviewsBeachfront with a View and Amenities Galore
Condo in Ocean City
4.99 out of 5 average rating, 137 reviewsLuxury Oceanfront Escape!
Assateague Island house rentals
Home in Ocean View
4.9 out of 5 average rating, 563 reviewsTiny House at Good Earth, near Bethany Beach
Home in Chincoteague
4.86 out of 5 average rating, 101 reviewsSunny Claire-Beautiful Downtown Cottage w/Hot Tub
Home in Ocean City
4.97 out of 5 average rating, 143 reviewsPet Friendly SFH w/ fenced yard, 2blocks to BEACH!
Home in Reedville
4.95 out of 5 average rating, 226 reviewsWaterfront FamilyFriendly Home Improved for 2023
Home in Chincoteague
4.9 out of 5 average rating, 110 reviewsChincoteague Island Creekside Cottage
Home in Berlin
4.87 out of 5 average rating, 101 reviewsBerlin Bungalow- Honeysuckle Haven near Assateague
Home in Parsonsburg
4.85 out of 5 average rating, 147 reviewsForest Grove Retreat
Home in Crisfield
4.96 out of 5 average rating, 275 reviewsCozy Home near Waterfront in Crisfield, MD
Assateague Island condo rentals
Condo in Dewey Beach
4.98 out of 5 average rating, 180 reviewsDeweyBeach Condo 2BR + sleeper. Walk to the beach!
Condo in Ocean City
4.9 out of 5 average rating, 105 reviews☀️ Ocean block | Midtown OCMD
Condo in Lewes
4.99 out of 5 average rating, 279 reviewsWALK & BIKE * Culinary Coast * 2 FREE BIKES
Condo in Ocean City
4.96 out of 5 average rating, 141 reviewsMid-Town OC! Ocean Block... Steps to the Beach!
Condo in Ocean City
4.99 out of 5 average rating, 126 reviewsBeautiful Renovated Ocean Front Condo 1b/1.5ba
Condo in Ocean City
4.99 out of 5 average rating, 205 reviewsDirect Oceanfront close to Northside Park!
Condo in Ocean City
4.93 out of 5 average rating, 289 reviewsCANAL FRONT Wi-Fi, Roku, Netflix, boatslip, pool
Condo in Ocean City
4.93 out of 5 average rating, 120 reviewsThe Penthouse Oasis (bring your own linens!)
Destinations to explore
- House rentals Assateague Island
- Rentals with beach access Assateague Island
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- Rentals with a washer and dryer Assateague Island
- Rentals with outdoor seating Assateague Island
- Monthly Rentals Assateague Island
- Rentals with a kayak Assateague Island
- Fitness-friendly rentals Assateague Island
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