House vacation rentals in Assateague Island
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Top-rated house rentals in Assateague Island
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Cobbs Creek
4.9 out of 5 average rating, 117 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Oct 4 – 11
Home in Ocean Pines
4.96 out of 5 average rating, 112 reviewsLittle house in Berlin, Md.
Dec 8 – 15
Home in Ocean Pines
4.88 out of 5 average rating, 115 reviewsTortuga Cottage: Your All- Season Getaway
Oct 6 – 13
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
Sep 15 – 22
Home in Frankford
4.93 out of 5 average rating, 165 reviewsA Bethany Beach Gem
Jan 6 – 13
Home in Ocean City
4.98 out of 5 average rating, 109 reviewsStunning Bayview Home with Own Private Pool
Apr 9 – 16
Home in Ocean City
4.93 out of 5 average rating, 151 reviewsRight behind Alley Oops & Crab Bag. Walk to beach
Sep 16 – 23
Home in Ocean City
4.86 out of 5 average rating, 159 reviewsBeach Paradise IV-Downtown Luxury Condo Bay View
Mar 29 – Apr 5
Weekly house rentals
Home in Rehoboth Beach
4.79 out of 5 average rating, 621 reviewsContemporary 1 Bedroom 2 level home
Dec 12 – 19
Home in Onancock
4.78 out of 5 average rating, 120 reviewsCharming Waterfront Cottage on Cedar Creek
Feb 9 – 16
Home in Salisbury
4.99 out of 5 average rating, 149 reviewsSalisbury Cottage
Dec 11 – 18
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 Berlin
4.87 out of 5 average rating, 45 reviews2BR home close to beach in "coolest" town
Aug 30 – Sep 6
Home in Chincoteague
4.95 out of 5 average rating, 96 reviewsAdorable Beach Cottage Just Steps From Town & Bay
Dec 20 – 27
Home in Chincoteague
4.87 out of 5 average rating, 78 reviews"3 Sisters" Ivy's Cottage-Lovely downtown cottage
Nov 10 – 17
Home in Chincoteague
4.96 out of 5 average rating, 73 reviewsBreeze on Inn
Jan 15 – 22
Private house rentals
Home in Chincoteague
4.96 out of 5 average rating, 68 reviewsDragonfli Bay House - Newly Renovated Home
Jan 17 – 24
Home in Pittsville
4.97 out of 5 average rating, 74 reviewsWagon Wheel Cottage
Feb 26 – Mar 5
Home in Berlin
4.97 out of 5 average rating, 66 reviewsLuxury home, 1.5 miles to Assateague Island, Md.
Jan 23 – 30
Home in Oak Hall
4.95 out of 5 average rating, 40 reviewsConverted Railroad Bank - 15 MINS to Chincoteague
Sep 10 – 17
Home in Chincoteague
4.98 out of 5 average rating, 56 reviewsWaterfront-Views from all rooms-CI bay sunset
Oct 26 – Nov 2
Home in Berlin
5.0 out of 5 average rating, 7 reviewsShire Retreat - Berlin, Assateague, Ocean City
Nov 19 – 26
Home in Chincoteague
5.0 out of 5 average rating, 29 reviewsSaltwater Cowgirls' Cottage
Oct 14 – 21
Home in Berlin
5.0 out of 5 average rating, 13 reviewsSalty Air Retreat, 3 BR, 2 Bath, 4 miles to OC, Md
Mar 13 – 20
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