House in Highland Beach, MD
10 guests · 5 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
This clean, peaceful, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect for families or small groups, like book clubs or reunions!
BEDROOMS: 5 BRs w 4 queens and 1 full-over-full bunk bed sleep up to 10 guests. Denver Mattress Company mattresses & soft Supima cotton sheets comfort you, every night. BR 1 & BR 2 have private BAs. BR 1, BR 2 & BR 3 have private sliding doors leading onto the lower deck with its water front view. BR 4 (full-over-full bunk bed) & BR 5 (queen bed) front a quiet, single lane road.
ATTRACTIONS: 15-min drive to Naval Academy & downtown Annapolis. 8-min drive to Quiet Waters Park. 5-min drive to a Giant grocery, Starbucks, restaurants & a pharmacy. 5-min walk to historic Highland Beach & the Chesapeake Bay.
DINING AREA: Perfect for cooking & eating together! Dining table with 8 chairs and 4 bar stools nearby at the counter. Deck chairs & a foldable table make deck meals a convenient option.
KITCHEN: Top floor, NUT-FREE, well-stocked, well-equipped kitchen has plenty of chef’s items in the pantry, new electric range & granite countertops. The sink has an Instant Hot and an under-the-sink reverse osmosis water system. The Bosch dishwasher is so quiet that you’ll barely hear it cleaning for you.
TOP FLOOR: Open floor design to maximize waterfront view. Regulation-size ping pong table, TV, games & puzzles are available. Top floor has a bright, gourmet kitchen, full BA & home office/fitness room. Half-covered upper deck for outdoor relaxation.
NEIGHBORHOOD: Scenic, low-traffic street popular with joggers. 5-min walk to Chesapeake Bay & to the historic Highland Beach community.
VIEW: 100-ft waterfront view with a Living Shoreline and a wildlife critical area. Turtles or ducks may visit at high tide. Hummingbirds, butterflies & more may visit the pollinator-friendly garden. Either deck or large backyard are ideal for family games, meditation, yoga or tai chi. Postcard sunset! No pier.
WATER: All household water arrives filtered and drinkable from the well. The kitchen has an under-the-sink reverse osmosis system and an Instant Hot.
WIFI: Free to our guests & provided by Verizon.
EXTRAS: hair dryer, iron & ironing board, deck chairs & garage use. Generous driveway & street parking accommodate 5 cars.
NOTE: Due to a child's allergy, this is a NUT-FREE VACATION HOUSE. Do not bring nuts inside, please.
BEDROOMS: 5 BRs w 4 queens and 1 full-over-full bunk bed sleep up to 10 guests. Denver Mattress Company mattresses & soft Supima cotton sheets comfort you, every night. BR 1 & BR 2 have private BAs. BR 1, BR 2 & BR 3 have private sliding doors leading onto the lower deck with its water front view. BR 4 (full-over-full bunk bed) & BR 5 (queen bed) front a quiet, single lane road.
ATTRACTIONS: 15-min drive to Naval Academy & downtown Annapolis. 8-min drive to Quiet Waters Park. 5-min drive to a Giant grocery, Starbucks, restaurants & a pharmacy. 5-min walk to historic Highland Beach & the Chesapeake Bay.
DINING AREA: Perfect for cooking & eating together! Dining table with 8 chairs and 4 bar stools nearby at the counter. Deck chairs & a foldable table make deck meals a convenient option.
KITCHEN: Top floor, NUT-FREE, well-stocked, well-equipped kitchen has plenty of chef’s items in the pantry, new electric range & granite countertops. The sink has an Instant Hot and an under-the-sink reverse osmosis water system. The Bosch dishwasher is so quiet that you’ll barely hear it cleaning for you.
TOP FLOOR: Open floor design to maximize waterfront view. Regulation-size ping pong table, TV, games & puzzles are available. Top floor has a bright, gourmet kitchen, full BA & home office/fitness room. Half-covered upper deck for outdoor relaxation.
NEIGHBORHOOD: Scenic, low-traffic street popular with joggers. 5-min walk to Chesapeake Bay & to the historic Highland Beach community.
VIEW: 100-ft waterfront view with a Living Shoreline and a wildlife critical area. Turtles or ducks may visit at high tide. Hummingbirds, butterflies & more may visit the pollinator-friendly garden. Either deck or large backyard are ideal for family games, meditation, yoga or tai chi. Postcard sunset! No pier.
WATER: All household water arrives filtered and drinkable from the well. The kitchen has an under-the-sink reverse osmosis system and an Instant Hot.
WIFI: Free to our guests & provided by Verizon.
EXTRAS: hair dryer, iron & ironing board, deck chairs & garage use. Generous driveway & street parking accommodate 5 cars.
NOTE: Due to a child's allergy, this is a NUT-FREE VACATION HOUSE. Do not bring nuts inside, please.
Amenities at Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
Non-smoking
No pets allowed
Map of Highland Beach, MD
Ratings and reviews
10 / 10Outstanding·May 2026
Lovely quiet neighborhood convenient to historic Annapolis
10 / 10Outstanding·Nov 2025
The host was very welcoming and the stay was great. Would do again!
10 / 10Outstanding·Nov 2025
Great house for a larger group. Love the neighborhood and water views. The host was very proactive, and we were surprised to find a kitchen stocked with food and little gifts! This is a small thing, but a lot of rentals don't do it - all the bedrooms had blackout curtains! Overall, great experience and would rent again if we came back to town.
10 / 10Outstanding·Oct 2025
Beautiful home with views overlooking a scenic picturesque view of the water. Two beautiful decks overlooking nature's sunrise and AMAZING sunsets. 5 couples returning to Annapolis to celebrate our 35th reunion from the United States Naval Academy. Upon arrival, the houuse was immaculate. Clean and the owners even purchased some supplies to welcome us. We spent numerous evenings enjoying cocktails and old stories. The house was accommodating and coffee overlooking the water was special for each of us!We will DEFINITELY stay again. One of the BEST hidden gems in Annapolis!
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Top rated by guests
10Outstanding
(26 Ratings)
"Lovely quiet neighborhood convenient to historic Annapolis "
Christine W.Don't miss out! Price and availability may change
