Beachfront vacation rentals in Dorchester County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Dorchester County
Guests agree: these beachfront homes 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 Dorchester County beachfront rentals
Pet-friendly beachfront home rentals
Home in Cambridge
4.89 out of 5 average rating, 27 reviewsLarge 3 BR in Historic Cambridge
Jan 19 – 26
Home in Fishing Creek
4.9 out of 5 average rating, 10 reviewsSunrise Cottage Hoopers Island. Fish, crab, relax!
Nov 29 – Dec 6
Home in Fishing Creek
5.0 out of 5 average rating, 20 reviewsFishing Creek waterfront cottage
Nov 16 – 23
Home in Deal Island Historic District
5.0 out of 5 average rating, 12 reviewsHouse of the Setting Sun/Deal Island Bayfront Home
Dec 11 – 18
Home in Deal Island Historic District
5.0 out of 5 average rating, 40 reviews"Promise Point" Bay front home with dock. 3BR 2BA
May 6 – 13
Home in Cambridge
4.96 out of 5 average rating, 26 reviewsStylish Victorian in Historic District
Aug 26 – Sep 2
Home in Westover
4.97 out of 5 average rating, 59 reviewsWaterfront Chesapeake Bay Retreat
Apr 14 – 21
Home in Cambridge
5.0 out of 5 average rating, 5 reviewsCozy Townhouse on Cambridge Marina
Mar 18 – 25
Beachfront home rentals with a pool
Home in Fishing Creek
4.9 out of 5 average rating, 10 reviewsBay Front Villa on Chesapeake
Apr 4 – 11
Home in Taylors Island
4.7 out of 5 average rating, 82 reviewsThe Marina Oasis in Taylors Island
Sep 6 – 13
Home in Woolford
4.98 out of 5 average rating, 54 reviewsGorgeous Waterfront-Beach, Pool, Pets- 7 Bd /5ba
Mar 5 – 12
Home in Dameron
5.0 out of 5 average rating, 29 reviewsDameron Farm on the Water - Private Pool
Jun 26 – Jul 3
Home in Woolford
5.0 out of 5 average rating, 103 reviewsStarboard on McKeil Point, w/heated pool & hot tub
Jan 18 – 25
Cottage in Trappe
4.83 out of 5 average rating, 18 reviewsPrivate Waterfront Cottage on Bolingbroke Creek
Oct 14 – 21
Home in Tilghman Island
5.0 out of 5 average rating, 19 reviewsBreathtaking Views & Tranquility
Apr 1 – 8
Home in Cambridge
4.88 out of 5 average rating, 8 reviewsOutrigger at Swan Cove Manor
Feb 8 – 15
Private beachfront home rentals
Home in Cambridge
4.95 out of 5 average rating, 200 reviewsGreat Historic Cambridge Home With Parking!
Aug 31 – Sep 7
Home in Oxford
4.96 out of 5 average rating, 185 reviewsThe Oxford House
Aug 19 – 26
Cottage in Lusby
5.0 out of 5 average rating, 30 reviewsCottage near Bay in Cove Point
Oct 2 – 9
Cottage in Deal Island Historic District
4.96 out of 5 average rating, 69 reviewsPrivate Beachfront Cottage with 2 Bedrooms + Loft
May 12 – 19
Home in Cambridge
5.0 out of 5 average rating, 54 reviewsEntire Updated Waterview Home in Cambridge, MD
Oct 3 – 10
Home in Lusby
5.0 out of 5 average rating, 62 reviewsWaterfront with sweeping bay view & private beach
Jan 9 – 16
Home in Cambridge
4.92 out of 5 average rating, 51 reviewsOsprey's Retreat - Waterfront with private beach!
Oct 9 – 14
Home in Lusby
4.91 out of 5 average rating, 34 reviewsBeachfront Oasis with Amazing Views
Apr 18 – 25
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- Beachfront rentals Maryland
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