Waterfront vacation rentals in Assateague Island
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Top-rated waterfront rentals in Assateague Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Assateague Island waterfront rentals
Waterfront apartment rentals
Apartment in Chincoteague
4.83 out of 5 average rating, 112 reviewsSunset Haven Downtown
Sep 12 – 19
Apartment in Deltaville
4.96 out of 5 average rating, 257 reviewsSalty Sisters on the Bay. Enclosed yard on the Bay
Mar 24 – 31
Apartment in Selbyville
4.96 out of 5 average rating, 231 reviewsDirickson Creek Suite Waterfront
Jul 24 – 31
Apartment in Wachapreague
4.98 out of 5 average rating, 124 reviewsSuperHost-Best Short Term Rental-ESVA-2022 & 2023!
Aug 26 – Sep 2
Apartment in Ocean City
4.96 out of 5 average rating, 116 reviewsBeautiful Bayfront Condo!
Jan 20 – 27
Apartment in Ocean City
4.79 out of 5 average rating, 241 reviews204 Bimini Large Direct Ocean Front Epic Views
Dec 20 – 27
Apartment in Ocean City
4.95 out of 5 average rating, 105 reviewsOceanfront-35 foot private balcony
Mar 30 – Apr 6
Apartment in Ocean City
4.83 out of 5 average rating, 115 reviews2nd Floor 3 BR Condo Close to the beach with Pool!
May 24 – 31
Waterfront house rentals
Home in Reedville
4.97 out of 5 average rating, 118 reviewsSunkissed Cottage-private, natural waterfront home
Sep 11 – 18
Home in TYLERTON
4.95 out of 5 average rating, 118 reviews3 bedroom/2.5 bath Smith Island bungalow with dock
Sep 13 – 20
Home in Reedville
4.96 out of 5 average rating, 203 reviewsWaterfront FamilyFriendly Home Improved for 2023
Jan 2 – 9
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Feb 18 – 25
Home in Ocean Pines
4.99 out of 5 average rating, 101 reviewsCharming Waterfront Cottage w/2 King Suites + Dock
May 28 – Jun 4
Home in Onancock
4.78 out of 5 average rating, 120 reviewsCharming Waterfront Cottage on Cedar Creek
Feb 9 – 16
Home in Cambridge
4.99 out of 5 average rating, 141 reviewsSunset Breezes - quiet waterfront retreat
Feb 9 – 16
Home in Cobbs Creek
4.9 out of 5 average rating, 117 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Oct 4 – 11
Waterfront condo rentals
Condo in Ocean City
4.88 out of 5 average rating, 106 reviewsUnit 11 on 41 St Ocean Side 50 steps to beach
Nov 16 – 23
Condo in Ocean City
4.97 out of 5 average rating, 226 reviewsDirect Oceanfront with a View and Amenities Galore
Nov 27 – Dec 4
Condo in Ocean City
4.89 out of 5 average rating, 164 reviews🌊Oceanfront studio w/ amazing views & amenities🏖
Feb 26 – Mar 5
Condo in Ocean City
4.94 out of 5 average rating, 169 reviewsGorgeous Oceanfront Condo- Beach, Pool, Hot Tub!
Nov 17 – 24
Condo in Ocean City
4.85 out of 5 average rating, 101 reviews2 Bdrm Oceanfront-Pool, Xbox, Pickleball, Gym, HBO
Oct 25 – Nov 1
Condo in Ocean City
4.95 out of 5 average rating, 191 reviewsCaramar Couples Retreat
Sep 2 – 9
Condo in Rehoboth Beach
4.89 out of 5 average rating, 120 reviewsRight on Silver Lake walk to the beach and town!
Dec 17 – 24
Condo in Ocean City
4.91 out of 5 average rating, 256 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Mar 12 – 19
Destinations to explore
- Waterfront rentals United States
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