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 total por 3 noches

31 oct – 3 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)

1680,50 $ USD total por 3 noches

27–30 oct 2026

Ivy Cove
Ivy Cove
Ivy Cove
Ivy Cove
Ivy Cove

Ivy Cove

3 bedrooms·2 baths
Lusby • Maryland
4.99(130 reviews)

1176,60 $ USD total por 3 noches

27–30 oct 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 por 3 noches

27–30 oct 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 por 3 noches

27–30 oct 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)

816,42 $ USD 706,75 $ USD total por 3 noches

27–30 oct 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)

1380,00 $ USD total por 3 noches

27–30 oct 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)

575,55 $ USD 502,96 $ USD total por 3 noches

27–30 oct 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

1063,75 $ USD total por 3 noches

27–30 oct 2026

*Where Eagles Soar* Peaceful Waterfront Retreat. image 1
*Where Eagles Soar* Peaceful Waterfront Retreat. image 2
The perfect place to unwind, share stories, and make memories!
The true heart of the home is our spacious sunken living room. Just one step down from the kitchen and dining area, this space wraps you in cozy comfort and is the ultimate spot to unwind. The water views, gorgeous sunsets, wildlife are unbeatable!
*Where Eagles Soar* Peaceful Waterfront Retreat. image 5

*Where Eagles Soar* Peaceful Waterfront Retreat.

2 bedrooms·2 baths
Cobb Island • Maryland
4.97(105 reviews)

1014,00 $ USD total por 3 noches

30 oct – 2 nov 2026