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)

1 742,70 $ USD totalt för 3 nätter

24–27 sep. 2026

The Shellback: Annapolis, MD
The Shellback: Annapolis, MD
The Shellback: Annapolis, MD
The Shellback: Annapolis, MD
The Shellback: Annapolis, MD

The Shellback: Annapolis, MD

3 bedrooms·2 baths
Anne Arundel County • Maryland
5(15 reviews)

1 165,84 $ USD totalt för 3 nätter

27–30 sep. 2026

Stunning 9 Bedroom Villa on the Chesapeake Bay image 1
Stunning 9 Bedroom Villa on the Chesapeake Bay image 2
Stunning 9 Bedroom Villa on the Chesapeake Bay image 3
Stunning 9 Bedroom Villa on the Chesapeake Bay image 4
Stunning 9 Bedroom Villa on the Chesapeake Bay image 5

Stunning 9 Bedroom Villa on the Chesapeake Bay

9 bedrooms·6½ baths
Rock Hall • Maryland
5(4 reviews)

6 562,00 $ USD totalt för 3 nätter

19–22 okt. 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

1 178,75 $ USD totalt för 3 nätter

24–27 sep. 2026

Stepping into our family room feels like entering a cozy art gallery! The antique pieces tell stories of the past, and the velvet sofa is so inviting. Curl up here for movie nights on the large screen TV. It's the perfect blend of modern and cosy.
Bedrooms with king bed.
Living room with view to private brick patio.
Large entry/ dining room with gas fireplace.
Well equipped kitchen.

Gorgeous home in town center & short walk to WAC

5 bedrooms·3 baths
Chestertown • Maryland
5(227 reviews)

1 113,00 $ USD totalt för 3 nätter

27–30 sep. 2026

Waterfront Haven w/EV &Garage
Waterfront Haven w/EV &Garage
Waterfront Haven w/EV &Garage
Waterfront Haven w/EV &Garage
Waterfront Haven w/EV &Garage

Waterfront Haven w/EV &Garage

3 bedrooms·2 baths
Dundalk • Maryland
5(1 review)

986,37 $ USD totalt för 3 nätter

24–27 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 totalt för 3 nätter

24–27 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)

736,50 $ USD 631,72 $ USD totalt för 3 nätter

26–29 sep. 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)

821,97 $ USD 711,19 $ USD totalt för 3 nätter

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 totalt för 3 nätter

12–15 okt. 2026

Master bedroom overlooking park with California king bed.
Parkfront Hot Tub Haven for Families & Pets image 2
Lovely park views from the small living room.
The dining table easily accommodates 6 guests, with wooden stools for up to 4 additional guests willing to squeeze.
Parkfront Hot Tub Haven for Families & Pets image 5

Parkfront Hot Tub Haven for Families & Pets

2 bedrooms·2 baths
Baltimore • Maryland
4.96(543 reviews)

628,00 $ USD totalt för 3 nätter

24–27 sep. 2026

Elegant 1BR in Fells Point | Prime Location
Elegant 1BR in Fells Point | Prime Location
Elegant 1BR in Fells Point | Prime Location
Elegant 1BR in Fells Point | Prime Location
Elegant 1BR in Fells Point | Prime Location

Elegant 1BR in Fells Point | Prime Location

1 bedroom·1 bath
Baltimore • Maryland
$120 – $160/ natt(exkl. avgifter & skatter)
Hollins Hideaway: Cozy Retreat
Hollins Hideaway: Cozy Retreat
Hollins Hideaway: Cozy Retreat
Hollins Hideaway: Cozy Retreat
Hollins Hideaway: Cozy Retreat

Hollins Hideaway: Cozy Retreat

1 bedroom·1 bath
Baltimore • Maryland
5(16 reviews)

255,00 $ USD totalt för 3 nätter

24–27 sep. 2026

Bright end-unit brick townhome with curb appeal and landscaped entry
A bright and Cozy living room featuring a large sectional sofa for you to unwind after a long busy day.
A bright and Cozy living room featuring a large sectional sofa for you to unwind after a long busy day.
Bright living room with oversized sectional and open kitchen seating
Bright, spacious living room with oversized sectional and natural light

Central Elkridge Family Townhouse

4 bedrooms·3½ baths
Elkridge • Maryland

1 285,90 $ USD totalt för 3 nätter

30 sep.–3 okt. 2026

Stylish brick townhome with garage and great curb appeal
Scenic view of a freight train crossing a historic stone arch bridge
Historic inn entrance with lush grounds and charming brick architecture
Bright modern living room with oversized sectional and stylish design
Bright, spacious living room with large sectional and stylish TV feature wall

Pond Views, Private Balconies & Pool Access

4 bedrooms·2½ baths
Elkridge • Maryland

3 085,02 $ USD totalt för 7 nätter

24 sep.–1 okt. 2026

Spacious Baltimore Stay Near JHU• Deck & Parking
Spacious Baltimore Stay Near JHU• Deck & Parking
Spacious Baltimore Stay Near JHU• Deck & Parking
Spacious Baltimore Stay Near JHU• Deck & Parking
Spacious Baltimore Stay Near JHU• Deck & Parking

Spacious Baltimore Stay Near JHU• Deck & Parking

6 bedrooms·3 baths
Baltimore • Maryland
$437 – $3 719/ natt(exkl. avgifter & skatter)