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
Get the amount of space that is right for you
Popular amenities for Assateague Island vacation rentals
Assateague Island beach vacation rentals
Cottage in Westover
4.99 out of 5 average rating, 184 reviewsRumbley Cottage on the Tangier Sound-Private Beach
Condo in Ocean City
4.94 out of 5 average rating, 174 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
Condo in Ocean City
4.99 out of 5 average rating, 180 reviewsDirect Oceanfront close to Northside Park!
Guest suite in Ocean City
4.98 out of 5 average rating, 277 reviewsSpacious Luxury Studio in Ocean City
Condo in Ocean City
4.9 out of 5 average rating, 145 reviewsOceanside Oasis - Stylish Condo Steps to the Beach
Condo in Ocean City
4.94 out of 5 average rating, 171 reviewsCoastal and Bright Oceanfront Condo
Condo in Ocean City
4.87 out of 5 average rating, 139 reviewsUnit 7 on 41 St Ocean Side 50 steps to beach
Home in Reedville
4.98 out of 5 average rating, 122 reviewsSunkissed Cottage-private, natural waterfront home
Assateague Island house rentals
Home in Berlin
4.79 out of 5 average rating, 101 reviewsBAYFRONT is our backyard! HEAVENLY VIEWS!!
Home in Chincoteague Island
4.97 out of 5 average rating, 181 reviews★ Jay’s Waterfront Retreat: Private Dock- Kayaks-Fire Pit-Bikes-Beach-Pet Friendly ★
Home in Ocean View
4.92 out of 5 average rating, 531 reviewsTiny House at Good Earth, near Bethany Beach
Home in Accomac
4.98 out of 5 average rating, 221 reviewsHeartsong Farmhouse , a nature lover's retreat.
Home in Ocean City
4.97 out of 5 average rating, 122 reviewsPet Friendly SFH w/ fenced yard, 2blocks to BEACH!
Home in Reedville
4.96 out of 5 average rating, 206 reviewsWaterfront FamilyFriendly Home Improved for 2023
Home in Cambridge
4.92 out of 5 average rating, 183 reviewsGuest House: Farm homestead
Home in Rehoboth Beach
4.79 out of 5 average rating, 624 reviewsContemporary 1 Bedroom 2 level home
Assateague Island condo rentals
Condo in Ocean Pines
4.96 out of 5 average rating, 113 reviewsQuiet Waterview Hideaway
Condo in Ocean City
4.89 out of 5 average rating, 168 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
Condo in Ocean City
4.8 out of 5 average rating, 128 reviews1 BR Ocean Block (Unit 17) 40th St Midtown OC
Condo in Ocean City
4.91 out of 5 average rating, 262 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Condo in Ocean City
4.83 out of 5 average rating, 141 reviewsRomantic Beach Inscape-Best Ocean View+Heated Pool
Condo in Ocean City
4.97 out of 5 average rating, 228 reviewsDirect Oceanfront with a View and Amenities Galore
Condo in Ocean City
4.85 out of 5 average rating, 119 reviewsBayfront Family Friendly Beach Condo w/BoatSlip
Condo in Rehoboth Beach
4.89 out of 5 average rating, 122 reviewsRight on Silver Lake walk to the beach and town!
Destinations to explore
- Rentals with pools Assateague Island
- Kid-friendly rentals Assateague Island
- Condo rentals Assateague Island
- Pet-friendly rentals Assateague Island
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- House rentals Assateague Island
- Family-friendly rentals Assateague Island
- Waterfront rentals Assateague Island
- Rentals with beach access Assateague Island
- Rentals with a fire pit Assateague Island
- Rentals with a patio Assateague Island
- Townhouse rentals Assateague Island
- Monthly Rentals Assateague Island
- Cottage rentals Assateague Island
- Rentals with a washer and dryer Assateague Island
- Rentals with a fireplace Assateague Island
- Rentals with a kayak Assateague Island
- Rentals with outdoor seating Assateague Island
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