
Lake house holiday rentals in Maryland
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Top-rated lake house rentals in Maryland
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Waterfront Chesapeake Bay Sunrises & Fishing Dock!
Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

Waterfront 4-BR home w/ hot tub & charging station
Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

River House on the Choptank
Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Annapolis Area Waterside Retreat
This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home
Fabulous 4-5 bedroom 3-bath (majority of a larger house) with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views & wildlife. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit, and hot tub on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Charming Historic Canal House C&O Potomac Antietam
The Canal House at Taylors Landing. We are in the countryside, bordering the Chesapeake & Ohio Canal Historic National Park, 2 miles from the Civil War's Antietam Battlefield. Our home is an original 1790 log cabin with 1857 additions, also features modern amenities, including a chef's kitchen. Multiple outdoor venues, extensive grounds and amazing views of a 4-seasons garden, the C&O Canal National Park, and the Potomac river. Enjoy a creative retreat, nature, history, adventure, romance.

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
Waterfront Enjoyment: A 3-bedroom, 2-bathroom home! This charming one-story house in Churchton, Maryland, is perfect for families. It includes 8 acres of land and over 700 feet of waterfront on Broadwater Creek, ideal for fishing, crabbing, paddleboarding, and kayaking. Discover the charming town of Deale, Maryland, with its easy entry to the Chesapeake Bay. Relax and enjoy this property! There's a brand-new 140-foot dock with beautiful views of the bay, ideal for catching crabs and fish!

Living on Island Time
Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

Spacious Gorgeous Waterfront Home with Sunset View
Dreamy weekends on the water, the perfect getaway for the entire family and friends in the southern tip of St Mary’s peninsula. This gorgeous newly remodeled house with 5 Bedroom 3.5 Bath sleeps 10 very comfortably. Wake up with amazing water views and access to the water with your own private pier. Spend your day crabbing, fishing, kayaking, or paddle boarding. Amazing beaches at Point Lookout State Park, just a few minutes away. High speed internet, WiFi, and cable.

SPACIOUS Single Home near DC & National Harbor
Welcome this spacious single-family home relaxing by the waterfront for your getaway. It is perfect for vacations, retreats, meetings, and BUSINESS travelers. Create memories , beautiful experiences while enjoying a STUNNING lovely 6 bedrooms & 5 full Bath home with landscape garden, LUXURY settings, large custom kitchen, and EXQUISITE main suite ,close to Washington, National Harbor, MGM casino, Alexandria, and Tanger outlets. Provide one roll paper towel per stay

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

Deep Creek Gem: Hot Tub, Spa Bath & Game Room
Deep Creek house by the lake, modern with fast Wifi. You will get to enjoy a private hot tub, chef’s kitchen with wine fridge, reverse -osmosis water filter, spa-style bath with heated floors, and full game room - across from the lake with beautiful lake view, plus easy access to restaurants, bars and trails. 95+ 5-star reviews | Superhost since 2024 | sleep 8-10 Walk to boat and kayak rentals• 🔥 Hot tub • 🍳 Chef’s kitchen • 🛁 Spa bath • 🎲 Game room
Popular amenities for Maryland lake house rentals
Waterfront lakehouse rentals

Luxury Modern Home on Water+Hotub- Annapolis 25min

Sunset River Cottage

Old World Cottage/Fabulous Sunsets/Polite Pets OK

Chesapeake Waterfront-3 En Suites-Fire Pit-Kayaks

River front cottage with private dock & water fun

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Spacious Lake House at the Chesapeake Bay

Long Beach Wellness Retreat Hot tub/Sauna/Plunge
Pet-friendly lake house rentals

LakeAccess 4BR DeckSlide OD Movies HotTub Kayaks

4BR Near UMD & DC | Yard + Fire Pit + Parking

Beautiful LAKE VIEW w/HOT TUB, Fire Pit & GameRoom

Perfect spot for a Vacay!

Private Beach, Dock, Hottub @ Solomons Bay A-Frame

A Happy Place

Riverside Cabin! Riverfront Sauna! Theater Room!

Relaxing Retreat on the Hudson
Private lake house rentals

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Beautiful Home near MGM/ National Harbor

Magical Waterfront Home Dock, Firepit, Family Fun!

Waterfront Luxury-Private Pier, Arcade, Pool Table

Stunning Chesapeake waterfront home

Nature Escape Walk to C&O Towpath & Potomac River

Spacious Lakefront Cottage w/ Private Pier

Beautiful Home Near Beach and Patapsco River
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