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

1 006,25 $ USD totalt för 3 nätter

18–21 nov. 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 totalt för 3 nätter

22–25 nov. 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)

1 320,00 $ USD totalt för 3 nätter

31 mars–3 apr. 2027

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(208 reviews)

1 045,08 $ USD 889,68 $ USD totalt för 3 nätter

22–25 nov. 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(260 reviews)

622,17 $ USD 540,25 $ USD totalt för 3 nätter

22–25 nov. 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 totalt för 3 nätter

25–28 juli 2027

The Landing is a waterfront vacation home with private pool, fire pit, and spacious yard. It is family-friendly with plenty of spaces to gather. Located near Annapolis, Kent Narrows, Easton, St. Michael’s, Naval Academy, and wedding venues.
Waterfront home in Kent Island - the perfect place to stay on your vacation to Maryland’s Eastern Shore.
Firepit by the water lets you enjoy s’mores durning your stay in Stevensville, MD.
*Waterfront* 5BR w/ Pool + Firepit on Kent Island!
Cathedral ceilings with natural wood light-up this waterfront living room. This room has a dining table for 10, sofa area with electric fireplace and 65" tv and the children's playroom.

*Waterfront* 5BR w/ Pool + Firepit on Kent Island!

5 bedrooms·3½ baths
Stevensville • Maryland

2 560,00 $ USD totalt för 3 nätter

18–21 nov. 2026

Off The Chart Stays Cottage
living room at entrance with gas fireplace and smart tv
Front entrance
Kitchen
Kitchen and Living room

Off The Chart Stays

2 bedrooms·2 baths
Stevensville • Maryland
5(8 reviews)

1 709,40 $ USD totalt för 3 nätter

18–21 nov. 2026

Pool
Living area
Living area
Interior
Dining

Almost Heaven/Vibrant waterfront home with pool

4 bedrooms·3 baths
Cambridge • Maryland
5(42 reviews)

1 720,00 $ USD totalt för 3 nätter

8–11 mars 2027

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)

667,00 $ USD totalt för 3 nätter

18–21 nov. 2026

Cozy 5-Bed Retreat, Heated Spa
Elegant brick home with glowing entry and stunning autumn curb appeal
Convenient in-home laundry room with washer, dryer, iron, and folding space
Cozy 5-Bed Retreat, Heated Spa
this is the Blue Room. The Decour is inspired by grand millennial chinoiserie. Daylight above is a remote controlled fandelier for climate comfort.

Cozy 5-Bed Retreat, Heated Spa

5 bedrooms·3½ baths
Port Republic • Maryland
4.78(58 reviews)

1 735,50 $ USD totalt för 3 nätter

29 nov.–2 dec. 2026