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Vacation rentals in Chesapeake Beach

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chesapeake Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Nice Guest Suite at Chesapeake Bay
SUPERHOST
Entire guest suite · 2 guests · 2 beds · 1 bath

Nice Guest Suite at Chesapeake BayCome and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distances. Enjoy cable TV, hi-speed Internet, and strong wifi through Xfinity. There is a good article about our "Twin Beaches” in the Arlington magazine which you should be able to Google it (AirBnB doesn't allow posting URLs)

Bayside Oasis of Southern Maryland
SUPERHOST
Entire rental unit · 2 guests · 1 bed · 1 bath

Bayside Oasis of Southern Maryland1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

Stylish & Cozy North Beach Bungalow
Entire bungalow · 10 guests · 5 beds · 2 baths

Stylish & Cozy North Beach BungalowThe whole group will enjoy this spacious & stylish beach retreat! North Beach Bungalow is centrally located to the best in casual and fine dining, shopping, local attractions, as well as beaches and parks to take in the natural beauty of the area. An easy 10-minute walk will put you right at the shores of the Chesapeake Bay where you can enjoy North Beach's 7 blocks of waterfront and half-mile boardwalk and bike path.

Vacation rentals for every style

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Popular amenities for Chesapeake Beach vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Chesapeake Beach

SUPERHOST
  1. Entire rental unit
  2. North Beach
Spacious Eco-Conscious Beach House With Full Loft
SUPERHOST
  1. Entire residential home
  2. North Beach
Warm Home Overlooking the Chesapeake Bay
SUPERHOST
  1. Entire residential home
  2. Chesapeake Beach
Artists amazing sunrise water retreat!
  1. Entire residential home
  2. North Beach
Escape to the Bay with this four bedroom retreat!
SUPERHOST
  1. Entire cottage
  2. North Beach
Full house rental in Twin Beach. 1 bk from the Bay
SUPERHOST
  1. Entire residential home
  2. North Beach
Crystal Cove Retreat | A Place of Zen
SUPERHOST
  1. Entire townhouse
  2. North Beach
Trendy Beach House- 10 minutes From the Water!
SUPERHOST
  1. Hotel room
  2. North Beach
Guest Quarters at the Inn - 102
SUPERHOST
  1. Entire cottage
  2. North Beach
Waterfront Cottage Near Herrington and North Beach
SUPERHOST
  1. Entire cottage
  2. North Beach
Club Carp North Beach - Steps to the Bay!
SUPERHOST
  1. Entire condominium (condo)
  2. North Beach
*NEW* Beautiful beachfront condo, stunning views!
  1. Entire residential home
  2. North Beach
Bay Views in Heart of North Beach!

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