Beachfront holiday rentals in Calvert County
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Top-rated beachfront rentals in Calvert County
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 Calvert County
Pet-friendly beachfront home rentals
Home in Saint Leonard
4.93 out of 5 average rating, 41 reviewsHickory House on the Chesapeake Bay!
4–11 Oct
Home in North Beach
4.9 out of 5 average rating, 31 reviewsA Little Piece of Paradise - Waterfront Home
7–14 Dec
Home in Saint Leonard
5.0 out of 5 average rating, 23 reviewsJ.K.'s by the Bay
27 Feb – 6 Mar
Cabin in North Beach
4.97 out of 5 average rating, 29 reviews1943 Beach House Walk to Town & Beach & Boardwalk.
25 Oct – 1 Nov
Home in North Beach
5.0 out of 5 average rating, 96 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
23–30 Nov
Cottage in North Beach
4.96 out of 5 average rating, 47 reviewsThe Blue Crab Beach House - Free beach passes
22–29 Dec
Home in Huntingtown
4.98 out of 5 average rating, 65 reviewsBayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck
26 Nov – 3 Dec
Flat in Broomes Island
5.0 out of 5 average rating, 25 reviewsBeautiful waterfront apartment in Broomes Island
26 Apr – 3 May
Beachfront home rentals with a pool
Home in Kent Narrows
5.0 out of 5 average rating, 280 reviewsChester Riverfront At Kent Narrows
2–9 Nov
Home in Montross
5.0 out of 5 average rating, 122 reviewsBeach Please! River cottage w/private beach & dock
23–30 Jan
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
17–24 Feb
Cottage in Neavitt
4.69 out of 5 average rating, 16 reviewsGrandview - Cottage 1A, King Bed, Pool, Bay, WIFI
15–22 Mar
Guest house in Queenstown
4.9 out of 5 average rating, 21 reviewsWaterfront Getaway
24 Apr – 1 May
Villa in Montross
4.83 out of 5 average rating, 76 reviewsBeach Retreat
13–20 Feb
Home in Montross
5.0 out of 5 average rating, 49 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
23–30 Sept
Home in Woolford
4.98 out of 5 average rating, 55 reviewsGorgeous Waterfront-Beach, Pool, Pets- 7 Bd /5ba
22–29 Mar
Private beachfront home rentals
Home in Chesapeake Beach
5.0 out of 5 average rating, 19 reviewsBay Views |Breezy point Beach: 4BD 2BA King bed
17–24 Oct
Cottage in Lusby
5.0 out of 5 average rating, 30 reviewsCottage near Bay in Cove Point
17–24 Sept
Home in Lusby
5.0 out of 5 average rating, 62 reviewsWaterfront with sweeping bay view & private beach
21–28 Oct
Home in North Beach
4.98 out of 5 average rating, 50 reviewsCheerful Two Bedroom Home on the Chesapeake Bay!
8–15 Mar
Home in Chesapeake Beach
4.97 out of 5 average rating, 30 reviewsBay Bliss - Beach Cottage
4–11 Jun
Cabin in Lusby
4.98 out of 5 average rating, 61 reviewsYour own private beach? Horizon views of the bay?
16–23 Nov
Bungalow in North Beach
4.88 out of 5 average rating, 67 reviewsBayside Bungalow: Cozy North Beach Getaway
18–25 Apr
Home in Lusby
4.79 out of 5 average rating, 33 reviewsChesapeake Bay Bungalow | airhockey, amazing views
5–12 Sept
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