Beachfront holiday rentals in Betterton
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Top-rated beachfront rentals in Betterton
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for beachfront rentals in Betterton
Pet-friendly beachfront home rentals
Home in Rock Hall
5.0 out of 5 average rating, 19 reviewsChesapeake Bay Retreat w/ Views!
15–22 Jan
Home in Arnold
4.94 out of 5 average rating, 49 reviewsBring A Boat! Waterfront home-w/basement apt+dock!
20–27 Feb
Houseboat in Stevensville
4.96 out of 5 average rating, 27 reviewsChesapeake Houseboat Getaway
19–26 Aug
Home in Stevensville
5.0 out of 5 average rating, 10 reviewsBeachside Dream
4–11 Jan
Home in Essex
4.79 out of 5 average rating, 66 reviewsSunset Haven on Sue Creek
1–8 Oct
Home in Annapolis
5.0 out of 5 average rating, 10 reviewsCozy retreat on Chesapeake Bay w/fenced yard
31 Aug – 7 Sep
Home in Shady Side
4.88 out of 5 average rating, 25 reviewsCozy Bay home w/180 degree view
28 Nov – 5 Dec
Flat in Annapolis
4.93 out of 5 average rating, 89 reviewsDazzling day/night water views,1st class amemities
24–31 Oct
Beachfront home rentals with a pool
Apartment in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
27 Aug – 3 Sep
Guest house in Queenstown
4.9 out of 5 average rating, 21 reviewsWaterfront Getaway
4–11 Dec
Home in Edgewater
4.97 out of 5 average rating, 31 reviewsWaterfront | Pool | Hot tub | Beach Access
25 Aug – 1 Sep
Holiday home in Queenstown
4.98 out of 5 average rating, 42 reviewsHeart of the Chesapeake
15–22 May
Campervan/Motorhome in Stevensville
5.0 out of 5 average rating, 9 reviewsCharming RV With A Water View
30 Sep – 7 Oct
Guest house in Stevensville
4.91 out of 5 average rating, 172 reviewsCirca 1700 Chesapeake Colonial Home
16–23 Apr
Apartment in Betterton
4.89 out of 5 average rating, 18 reviewsBest kept secret beach-condo on the Chesapeake Bay
13–20 Oct
Home in Chestertown
5.0 out of 5 average rating, 8 reviewsChestertown Watson Family Farm
23–30 Dec
Private beachfront home rentals
Flat in Rock Hall
4.96 out of 5 average rating, 47 reviewsBayside bungalow cottage by the sea
7–14 Jan
Cottage in Charlestown
4.98 out of 5 average rating, 58 reviewsLong Beach Cottage, (romantic couple’s getaway)
20–27 Dec
Cabin in North East
4.93 out of 5 average rating, 28 reviewsSunset Bay Waterfront cottage on Chesapeake Bay
24 Sep – 1 Oct
Home in Charlestown
4.96 out of 5 average rating, 27 reviewsCatching Sunsets on the Bay
4–11 Dec
Cottage in Earleville
4.98 out of 5 average rating, 59 reviewsThe Bohemia Charmer
19–26 Sep
Cottage in Charlestown
4.95 out of 5 average rating, 37 reviewsCharlestown Cottage at Cattail Bend
25 Oct – 1 Nov
Cottage in North East
5.0 out of 5 average rating, 47 reviewsCozy Cottage on the Chesapeake with Hot Tub
10–17 Sep
Home in Chestertown
5.0 out of 5 average rating, 18 reviewsGoose Haven, new waterfront house on Fairlee Creek
16–23 Jul
Destinations to explore
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