Holiday houses in Mechanicsville

5 out of 5 average rating, 76 reviews

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

Custom waterfront home with everything you need to relax and recharge. Two levels of decks offer amazing views of the changing tides on Cat Creek. Soak in the hot tub and watch the eagles soar by, or head down to the dock for crabbing, fishing, and kayaking during high tide. Located in historic Southern Maryland, this quiet, hidden estuary makes for a unique getaway with great amenities. Fast WiFi for work, game room for fun, and a fenced-in yard for dogs. 1 hour from DC but feels worlds away.

4.93 out of 5 average rating, 204 reviews

Cabin in Lusby

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

4.93 out of 5 average rating, 15 reviews

Modern luxury waterfront retreat, 1 hr to DC

Expansive river views from every room and on your bed! A luxurious waterfront retreat. Relax in a full marble tiled, oversized rainfall shower, rich cotton sheets and pillowtop bed. Full kitchen with Nespresso and tea. Cul-de-sac house, on a cliff with private deck/dock. High ceilings and massive windows let in lots of light. Easy access to dining, wineries, farms, beaches, and historic sites. DC/VA easy 1 hr drive away. *Host lives in adjoining building, attached guest house is fully private.

4.95 out of 5 average rating, 20 reviews

Home in Coltons Point

The Eventide at Serenity Lane

Kick back and relax in this charming, stylish and fully renovated ‘55 bungalow. Situated in view of beautiful and tranquil Potomac River in historic St Mary’s County Maryland. Enjoy stunning water views in a professionally designed luxury home with gourmet kitchen. Coltons Point is a quiet village-like community with nearby marinas and creeks perfect for boating, fishing, crabbing and a birder’s paradise. Site of the first landing of English Colonials in 1633 and a quaint local history museum

4.88 out of 5 average rating, 274 reviews

Guest suite in La Plata

Beautiful Rural Suite near Washington, D.C.

Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

5 out of 5 average rating, 34 reviews

Private, Lakefront Oasis- Lavinia by the Lake

This home is the embodiment of true Southern Maryland waterfront living. It is the best location for Rockfish, crabbing and oystering!The house is fully gated so you will always have peace of mind while your kids and pets wander around. This 5 bedroom, 3 bathroom stunner with a full walk out basement is perfect for the larger water loving family who loves to entertain. The outdoor living space hits all the marks: upper and lower deck, umbrellas throughout, a Gazebo bar, Hot Tub and more.

5 out of 5 average rating, 117 reviews

Home in Leonardtown

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

4.93 out of 5 average rating, 160 reviews

Guesthouse in Bushwood

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

5 out of 5 average rating, 44 reviews

Guesthouse in Brandywine

Quiet cottage in the woods. King-bed suite.

Take it easy at this unique and tranquil getaway. Open floor plan with all the modern conveniences. King size bed, with space for an additional queen size air mattress. Washer, dryer, shower/bathtub. Note, there is no smoking or vaping allowed inside the Cottage, and absolutely no "4/20" products allowed on the property. Two night minimum for all reservations, and due to documented medical allergy concerns we are unable to host pets/animals of any kind.

5 out of 5 average rating, 16 reviews

Home in Prince Frederick

Downs By The River

Welcome to Downs at the River: Your Tranquil Waterfront Escape Are you dreaming of a peaceful getaway where nature’s beauty surrounds you? Look no further than Downs at the River! Nestled along the serene banks of the Patuxent River, this stunningly renovated home is your ideal retreat. With breathtaking views and modern comforts, this space invites you to unwind, explore, and reconnect with what matters most. Endless Water Adventures Await

Farm stay in Port Republic

5 out of 5 average rating, 106 reviews

Maple Hollow Farm - A Little Piece of Heaven

Enjoy the modern farmhouse charm of this lovely apartment here at Maple Hollow Farm! This space includes all new furnishings, appliances, amenities and unique, stylish decor. You will enjoy a spectacular view off the attached deck that typically includes the horses grazing in the pastures and an amazing sunset! It's a fabulous location for your next getaway or even stay-cation!

4.95 out of 5 average rating, 59 reviews

Guest suite in Bryantown

Beautiful countryside retreat within reach of DC

A recently renovated, peaceful getaway-from-it-all , yet close enough to places of interest. Enjoy the retreat like setting, quiet mornings with coffee, deer and birds. Then head out to DC, Annapolis, Baltimore or just unplug in this peaceful and secluded one bedroom with full kitchen.

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Other great holiday rentals in Mechanicsville

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Cabin in Lusby

4.9 out of 5 average rating, 10 reviews

COZY BLACK LoG HoUSe

Jessica BertrandRating, 5 stars2 weeks ago

I had an amazing experience staying at this property! The home was exactly as described—clean, comfortable, and thoughtfully stocked with everything I needed. The location was perfect, quiet and peaceful for a great night’s sleep. The host was incredibly responsive and helpful from check-in to check-out, making the whole process smooth and stress-free. They even left a few nice personal touches that made me feel especially welcome. I would absolutely stay here again and highly recommend it to anyone looking for a quality stay in the area. Thanks again for a wonderful visit!

Apartment in Broomes Island

5 out of 5 average rating, 42 reviews

Beautiful waterfront apartment in Broomes Island

LisaRating, 5 stars3 weeks ago

We loved our stay! Len and Shannon are incredible hosts! Every sunset from the deck was perfect! Having the convenience store below was also nice for grabbing a snack. We wish we could have stayed longer! I would highly recommend the stay! A++++++++++++++

4.96 out of 5 average rating, 70 reviews

Home in Newburg

Beautiful, serene waterfront property

JonathanRating, 5 stars1 month ago

An incredible peace of property! This house has been beautifully renovated and exceeded every expectation. Unbelievable waterfront views from nearly every room in the house, back porch and fire pit. Also a very nice surprise of having a little play area stocked with toys for the little ones! This is a must stay if we’re ever back in the area!

Apartment in White Plains

5 out of 5 average rating, 10 reviews

Spacious Next Gen Suite.

DanielaRating, 5 stars1 week ago

We had an amazing stay at Theo’s place! Everything was perfect clean, comfortable, and exactly as described. The thoughtful touches and great communication made our trip so enjoyable. We’d absolutely love to return! Highly recommend!

5 out of 5 average rating, 6 reviews

Home in Charlotte Hall

Cozy Retreat w/ Pool: MIR & DC

NicoleRating, 5 stars1 month ago

This place was great! Justin was a GREAT host and the home was exactly what we needed while we were in town. The printed instructions on the fridge greatly helped us with the checkout procedures. The house was peaceful and cozy!