Hickory House on the Chesapeake Bay! image 1
Hickory House on the Chesapeake Bay! image 2
Hickory House on the Chesapeake Bay! image 4
Hickory House!
Hickory House on the Chesapeake Bay! image 6

Bay Views, Private Beach Access and Pet Friendly!

2 bedrooms·1 bath
Saint Leonard • Maryland
4.92(88 reviews)
$169 – $199/ nat(exkl. gebyrer & skatter)
Heated Spa | Game Room | Fire Pit | Sleeps 10
For your convenience, we have a gas grill! In the evening, flip the outdoor light switch to turn on the string lights overhead for more lighting and a fun ambience.
Heated Spa | Game Room | Fire Pit | Sleeps 10
Heated Spa | Game Room | Fire Pit | Sleeps 10
this is the Blue Room. The Decour is inspired by grand millennial chinoiserie. Daylight above is a remote controlled fandelier for climate comfort.

Heated Spa | Game Room | Fire Pit | Sleeps 10

5 bedrooms·3½ baths
Port Republic • Maryland
4.78(58 reviews)
$442 – $7.652/ nat(exkl. gebyrer & skatter)
Ivy Cove
Ivy Cove
Ivy Cove
Ivy Cove
Ivy Cove

Ivy Cove

3 bedrooms·2 baths
Lusby • Maryland
4.99(128 reviews)

1.123,60 $ USD total for 3 nætter

23.–26. sep. 2026

Relaxing Retreat on the Hudson image 1
Relaxing Retreat on the Hudson image 2
Relaxing Retreat on the Hudson image 3
Relaxing Retreat on the Hudson image 4
Relaxing Retreat on the Hudson image 5

Relaxing Retreat on the Hudson

5 bedrooms·2 baths
Maryland
5(34 reviews)

950,00 $ USD total for 3 nætter

27.–30. sep. 2026

Cozy Cottage By The Beach-Pet Friendly
Cozy Cottage By The Beach-Pet Friendly
Main living space.
Kitchen
Cozy Cottage By The Beach-Pet Friendly

Cozy Cottage By The Beach-Pet Friendly

3 bedrooms·2 baths
North Beach • Maryland
4.96(26 reviews)

964,05 $ USD total for 3 nætter

12.–15. okt. 2026

Welcome to beautiful North Beach!
Cozy fire pit patio with stylish seating and outdoor dining
Cozy fire pit patio with private fenced yard and stylish outdoor seating
Palm Haven in North Beach, MD
One of two bedrooms on the ground floor, this bedroom has a queen sized bed and en-suite bathroom.

Palm Haven in North Beach, MD

4 bedrooms·3 baths
North Beach • Maryland
5(198 reviews)

811,98 $ USD 703,20 $ USD total for 3 nætter

27.–30. sep. 2026

Majestic Murphy Point
Back yard launch
Front facing the bay
Kitchen/Dining open floor plan
Kitchen

Murphy Point on the Chesapeake Vacation Rental

3 bedrooms·1 bath
North Beach • Maryland
4.8(114 reviews)

1.380,00 $ USD total for 3 nætter

23.–26. sep. 2026

Bay Haven in North Beach, MD
Bay Haven in North Beach, MD
Bay Haven in North Beach, MD
Bay Haven in North Beach, MD
Bay Haven in North Beach, MD

Bay Haven in North Beach, MD

3 bedrooms·2 baths
North Beach • Maryland
5(250 reviews)

764,25 $ USD 653,92 $ USD total for 3 nætter

26.–29. sep. 2026

Night Views
Pier View
Black Walnut Cove
Fire Pit
Outdoor Seating

La Casita at Black Walnut-Waterfront Escape near Saint Michaels

3 bedrooms·1½ baths
Tilghman Island • Maryland
$250 – $325/ nat(exkl. gebyrer & skatter)
Cozy Winter 4BR Gem Near DC, Fire Pit, Cocoa Bar
Covered Deck Lounge with Cozy Seating & Hanging Chair
Cozy Winter 4BR Gem Near DC, Fire Pit, Cocoa Bar
Cozy Winter 4BR Gem Near DC, Fire Pit, Cocoa Bar
cozy Fire-Lit Lounge Under the String Lights

Cozy Winter 4BR Gem Near DC, Fire Pit, Cocoa Bar

4 bedrooms·2 baths
Waldorf • Maryland
4.9(73 reviews)

1.364,22 $ USD total for 3 nætter

23.–26. sep. 2026

The Green Hideaway room is a bright, cozy space with soft green accents, a comfy daybed, and plenty of natural light. Simple décor and plants make it a peaceful spot to unwind.
The Iris room features soft green tones, warm wood accents, and a cozy queen bed for a calm, relaxing stay.
The Green Hideaway room highlights the lounge chair, mirror, lamps, and hangers — thoughtful touches that keep the space comfortable and easy to settle into.
This cozy corner of the Green Hideaway includes chairs, a table, lamps, a plant, and the fireplace for a warm, inviting feel.
Bright, simple, and fully equipped — a kitchen that keeps things effortless.

Cozy Winter 2BR Gem Near DC, Fire Pit, Cocoa Bar

2 bedrooms·1 bath
Waldorf • Maryland
Beautiful 2-Bedroom Loft in Historic Cambridge
Beautiful 2-Bedroom Loft in Historic Cambridge
Beautiful 2-Bedroom Loft in Historic Cambridge
Beautiful 2-Bedroom Loft in Historic Cambridge
Beautiful 2-Bedroom Loft in Historic Cambridge

Beautiful 2-Bedroom Loft in Historic Cambridge

2 bedrooms·1 bath
Cambridge • Maryland
5(3 reviews)

600,00 $ USD total for 3 nætter

23.–26. sep. 2026