Vacation rentals in Highland Beach

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Top-rated vacation rentals in Highland Beach

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Superhost

Home in Annapolis

Cozy 2br home w/ parking in downtown Annapolis

Ideally located in the heart of downtown Annapolis's Historic & Art Districts. Detached home with historic charm & an inviting front porch, 1 car parking included. Open floor plan to include a living room (with queen sleeper sofa), workspace, 1/2 bath & eat in kitchen on the 1st floor. 2 bedrooms and a full bath upstairs. Enclosed rear yard provides an opportunity to create a lovely quiet space out our back door. A perfect location for C-Week, Boat Shows & other festivals in Historic Annapolis.

$136 per night

Superhost

Apartment in Annapolis

Private Apartment - Minutes to USNA

Completely renovated apartment over our garage. There are two good sized bedrooms, full bath, small den for watching TV, and a small kitchen. We have a beautiful yard space that can be used by guest. We have many outside toys, games, and BBQ grill that can also be used by guest. The property is gated and the gate can be open and closed by hand. We are on a well and have a state-of-the-art filtration system with blue lights. The water is professionally tested every 6 months.

$90 per night

Superhost

Guesthouse in Annapolis

RECENTLY RENOVATED Cottage Near Downtown Annapolis

Recently renovated (Feb. 2021) one bedroom Guesthouse with fully equipped kitchen, new king sized bed with premium Saatva mattress, full bathroom and large living room in a quiet neighborhood near the South River, Quiet Waters Park and downtown historic Annapolis. We employ professional cleaning services between each guest stay.

$110 per night