Skip to content

Vacation rentals in Chaptico

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chaptico

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

Potomac View - riverfront, wraparound porch
Entire residential home · 8 guests · 5 beds · 2.5 baths
Potomac View - riverfront, wraparound porchRelax and unwind in this historic Victorian home with a wonderful wraparound porch and views of the river right across the street. This home is perfectly situated right off the Potomac River, peaceful and secluded from the main downtown area, yet close enough to walk to the public beaches and restaurants. Feel right at home in this 145 year old home, complete with its share of historic charm and modern updates.
Happy Guesthouse! Located waterfront
SUPERHOST
Entire guest suite · 4 guests · 2 beds · 1 bath
Happy Guesthouse! Located waterfrontQuaint 1000 sq foot 1 bedroom apartment with awesome water view and waterfront accessibility. Walk to downtown and wharf in Leonardtown, MD. close to restaurants and historic sites. Use of dock and garden. Dock your boat at the premises! Small Pet friendly with additional cleaning fee Beautifully decorated and private. Kitchen not equipped with stove, but has hot plate, microwave and toaster oven. Self check-in. Pet and children friendly, owners on site but very private.
The Boulder Grove Guesthouse in Leonardtown!
Entire residential home · 3 guests · 1 bed · 1 bath
The Boulder Grove Guesthouse in Leonardtown!Guesthouse on private compound just outside of Leonardtown Square is the perfect Southern Maryland launch point! A quick drive or comfortable bike ride will bring you to restaurants/bars, galleries, shops, the Shepherd's Old Field Market with beer garden, ice cream, and local shops, and the Leonardtown Wharf. The guest house is an easy drive to St. Mary's College of Maryland. Convenient to popular boating destination Solomons Island. About 20 minutes from NAS Pax River for business travelers.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Other great vacation rentals in Chaptico

SUPERHOST
  1. Entire bungalow
  2. Colonial Beach
Our Bancroft Bungalow
$185 per night
SUPERHOST
  1. Entire residential home
  2. Leonardtown
White Point Cottage -- Quiet Waterfront Getaway
$214 per night
SUPERHOST
  1. Private room
  2. Leonardtown
Air BnB available for single professional.
$35 per night
  1. Entire residential home
  2. Colonial Beach
The Good Life
$100 per night
SUPERHOST
  1. Entire residential home
  2. Leonardtown
Waterfront✦Private Dock✦Incredible Views &Sunsets✦
$227 per night
SUPERHOST
  1. Entire residential home
  2. Colonial Beach
Sunrise Potomac Waterfront House near Two Beaches
$206 per night
  1. Entire rental unit
  2. Mechanicsville
Suite Magnolia - Private Country Setting -
$77 per night
SUPERHOST
  1. Entire guesthouse
  2. Leonardtown
Breton Bay Guesthouse
$115 per night
SUPERHOST
  1. Entire cottage
  2. Leonardtown
Breton Breeze
$125 per night
  1. Entire residential home
  2. Mechanicsville
St. Mary's County Home with a View
$101 per night
SUPERHOST
  1. Entire guest suite
  2. La Plata
Beautiful Rural Suite near Washington, D.C.
$78 per night
  1. Entire residential home
  2. Newburg
Waterfront on Wicomico - easy drive from the city
$205 per night