
Cottage holiday rentals in Southern Maryland
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Top-rated cottage rentals in Southern Maryland
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Gettin to the point. ( Cove Point Beach)
Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Club Carp North Beach - Steps to the Bay!
Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

"Dragonfly" Waterfront Cottage on Chesapeake Bay
Bayfront beach vacation? Kayak out to dolphins? Breathtaking sunrises & sunsets? Yes, please! Relaxation and fun await at 'Dragonfly', a gorgeous cottage right on the Chesapeake Bay with spectacular views from every room. Nestled on acres and acres of waterfront, this magical property has its own cove for all the swimming, kayaking, SUP boarding and fishing you can manage. If you love nature, bring your water shoes and sense of adventure and we will take care of the rest!

Cottage on Solitude Creek, Hot Tub, Pool & Firepit
Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

Cozy Little Cottage
The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
Welcome to Sunset View Cottage. A spacious and bright two-level waterfront home with a private dock and beach access in Leonardtown, MD. Enjoy swimming off the dock and beach in the Potomac River. Full western views across the widest part of the river make for unbelievable sunsets. Your ideal family vacation, couples getaway, or work-from-home retreat just 90 minutes outside DC. Visit us on IG @sunsetviewcottage

Waterfront Cottage on the Potomac River
Embark on a journey to the serenity of nature and the gentle lullaby of the Potomac River at the cottage. Escape the hustle and let the timeless embrace of water and tranquility rejuvenate your mind and soul. The private sandy beach (no public access) is steps away and awaits your footprints. Delight in the serene surroundings of the Northern Neck countryside. Two hours from DC, Richmond and Maryland.

Potomac River Freedom Cottage
Welcome to the Freedom Cottage! We hope you will have a wonderful relaxing stay. Guest access will be provided via a keycode which will be emailed prior to arrival, spare key hanging inside. Guests will have access to the entire house and grounds (front and rear yard, stretching down to the beach/water). **Off-season long term rentals available with washer/dryer access, please contact me to discuss

Chesapeake Bay Cottage
Cottage Located directly on the Chesapeake Bay. Includes sandy beach, yard, a screened in porch and deck. Two Kayaks to enjoy. Two bedroom plus den. Two full baths. Fully equipped kitchen.Kurig coffee maker and regular available. Master bedroom -queen size mattress. Second bedroom -a full-size mattress (double) third bedroom -a twin day bed with twin pullout. Both twin size mattresses.

Newly Renovated Cottage: Private Dock & Fire Pit
Escape to Mallard Cottage, our renovated home nestled along the picturesque Nomini Creek. Step onto the private dock for direct water access, where you can launch one of our paddleboards or kayaks for a day of exploration. Highlights include: ✔ 4 Outdoor Decks ✔ High-Speed Wi-Fi ✔ Central Heating & Air Conditioning ✔ Game Room ✔ Free Parking ✔ No Cleaning Fee!

Charming Waterfront Home with Expansive Views
Mom and Pop's Honest Point Home has been in our family for almost 70 years. It has been and continues to be a haven for anyone seeking a relaxing rural property. The cottage is situated on many acres surrounded by water, farmland and wildlife. Your only neighbor is the owner's home which is next door. Make sure you read the details below
Popular amenities for Southern Maryland cottage rentals
Cottage rentals with a hot tub

Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC

Amazing Bay Views Cottage W/Guesthouse & Hot Tub

Riverside Haven w/ Hot Tub

Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs

Newly Renovated Summer Paradise-Pool-Tennis-Garden

Luxury Cottage | Hot Tub & Quiet Oasis Near DC

Bay cottage 🏖on the beach. Stunning views🏝

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach
Pet-friendly cottage rentals

The Little Anchor Cottage, St. Michaels, MD

“Little Sligo” Historic Downtown Cottage Near I-95

Rappahannock River Cottage Near I-95 Sleeps 6!

Charming Country Cottage

Modern 2 Bdrm Cottage in Historic River Community

Bungalow Private Beach & Dock Colonial Beach Water

Harbor Cottage

Sunsets, private pier, fish/crab, Pax’s/CobbIsland
Private cottage rentals

Cheerful 1-bedroom 1-bath cottage on quiet street

Kokomo Cottage situated between the River and Bay

Cove Cottage on The Point -beach & bay porch views

Colonial Beach Cottage, 7 minutes walk to beach!

The Little Blue Cottage

Boaty McBeach House: Walk to Beach, Bay & Bites!

Cottage on Cabin Creek

Picturesque River Cottage, riverfront with Wifi!
Destinations to explore
- Plainview Holiday rentals
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- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a fireplace Southern Maryland
- Rentals with lake access Southern Maryland
- Rentals with an EV charger Southern Maryland
- Rentals with a fire pit Southern Maryland
- Bed and breakfasts Southern Maryland
- Rentals with pools Southern Maryland
- Private suite rentals Southern Maryland
- Guesthouse rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Rentals with a hot tub Southern Maryland
- Condo rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Beachfront rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- House rentals Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Rentals with beach access Southern Maryland
- Cabin rentals Southern Maryland
- Apartment rentals Southern Maryland
- Smoking-friendly rentals Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Rentals with an accessible height toilet Southern Maryland
- Waterfront rentals Southern Maryland
- Hotel rooms Southern Maryland
- Rentals with breakfast Southern Maryland
- RV rentals Southern Maryland
- Rentals with a home theatre Southern Maryland
- Rentals with a patio Southern Maryland
- Farmstay rentals Southern Maryland
- Pet-friendly rentals Southern Maryland
- Cottage rentals Maryland
- Cottage rentals United States
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon
- Lincoln Park
- Library of Congress
- The Anthem
- Smithsonian National Air and Space Museum
- Museum of the Bible




