Holiday houses in Port Tobacco Village

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Top-rated holiday rentals in Port Tobacco Village

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Guest favourite
The vintage A-frame home is nestled amongst trees, featuring a deck with a canopy in the foreground. A stone path leads to the entrance, where large windows allow for ample natural light. The surrounding landscape is adorned with greenery and decorative plants.
Cabin in Lusby
4.92 out of 5 average rating, 263 reviews

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 --

Top Guest favourite
The exterior of the Oar House River Cottage is highlighted by a large sign, framed by lush green grass and a decorative rowboat placed on a bed of gravel. Scenic river views and a distant shoreline are visible in the background under a clear blue sky.
Home in Stafford
5.0 out of 5 average rating, 12 reviews

New Listing! Oar House Waterfront River Cottage

WELCOME TO THE OAR HOUSE RIVER COTTAGE! A one-of-a-kind waterfront retreat with unique dwellings that are perfect for peaceful escapes or multi-family getaways. Enjoy tranquil views, cozy nooks, and charming shared spaces. Easily launch your boat or jet skis from the private ramp or set off from the floating dock with complimentary kayaks and paddleboards ready for your adventure. This exceptional retreat also serves as a stunning venue for special events. Special events will include event fees.

Top Guest favourite
A cozy sitting area features a comfortable blue sofa adorned with cushions. Large glass doors provide access to the outdoor space, complemented by colorful curtains. A small dining table and chairs are visible outside, framed by a patterned area rug on the wooden floor.
Guest suite in La Plata
4.9 out of 5 average rating, 307 reviews

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.

Top Guest favourite
A spacious exterior view of the guest barn surrounded by trees. A covered patio extends from the entrance, with a large picnic table and flower planters nearby. The gravel driveway leads to the entrance, framed by a lush green landscape.
Barn in Indian Head
5.0 out of 5 average rating, 33 reviews

The Orchard Barnhouse

Get away from it all! Come unwind in our lovely guest barn, surrounded 360 by forest. Bucolic views of field, young orchard, and woods are yours outside the windows of this comfy haven. The barn's open floor plan and 10 ft ceilings add to the soul's experience of freedom and spaciousness. Gorgeous, fully-stocked kitchen, giant island, and rustic dining table are a host's delight. Fire pit and covered patio offer relaxation spaces outdoors. Schedule a visit to our hobby farm just up the lane!

Guest favourite
Home in Indian Head
5.0 out of 5 average rating, 16 reviews

Cozy Private Home | Near DC & Military Bases

Unplug and recharge at this private Potomac-area wellness retreat. Nestled on a quiet, 1.5 acre lot in Indian Head, this 3BR, 1.5BA home offers spa-level relaxation with an indoor sauna, luxury massage chair, outdoor firepit, and private deck surrounded by trees. Walk across the street to the historic Chapman State Park & Mount Aventine where you will find scenic trails, parks, and the Potomac River—yet an easy drive to National Harbor and DC. Perfect for couples, families, or friends.

Superhost
The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.
Guesthouse in National Harbor
4.92 out of 5 average rating, 774 reviews

Urban Cottage, MD minutes from DC/National Harbor

Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Superhost
Farm stay in La Plata
4.89 out of 5 average rating, 54 reviews

Huge Farmstay w/ Pool, Animals, Pond, & Game Room

Come enjoy the perfect retreat for families, couples or anyone looking for fun, rest and relaxation among a quiet, breath-taking location. This revived historic farmland is an icon in the area. Located just 30 miles outside of Washington DC, features a grand Victorian home with 6 bedrooms and lots of modern amenities. The grounds feature a petting zoo, clubhouse, barns, a private pond for fishing, a beautiful pool area, a brick courtyard with outdoor fireplace, garden, and more.

Guest favourite
A bright studio space features a queen bed with cozy linens and decorative pillows. A sofa provides additional seating, while a desk and chair are positioned near a window. Light wood flooring and neutral walls create an open and welcoming atmosphere.
Condo in Lake Ridge
4.92 out of 5 average rating, 858 reviews

The Bird's Nest in Historic Occoquan (Mins to DC)

Spacious condo in the heart of walkable historic Town of Occoquan. Second floor loft with full kitchen, bath, a comfortable queen bed, work station, w/d in unit & one free parking spot. The Town of Occoquan offers unique experiences (kayaking, fishing, birdwatching and shopping) all within walking distance. Excellent dining choices from award winning restaurants to casual eateries. Mins to I-95, 123, VRE. D.C. (35min); Quantico (25min); Potomac Mills (10min). Tysons (25min).

Guest favourite
Home in Waldorf
4.86 out of 5 average rating, 111 reviews

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Relax with the whole family at this peaceful estate. Newly Remodeled Modern Farmhouse. Enjoy a stylish master bedroom with a double shower and deep freestanding soaker tub. Plenty of areas to relax in and watch movies or enjoy the beauty of the 100-foot-tall trees on the spacious 2-acre lot. Have fun with the Queen-sized bunk beds or if you have a little work to do you can use the home office complete with docking station, web cam and double large screen monitors.

Top Guest favourite
The exterior of a blue Swiss chalet A-frame house is showcased against a clear sky. The property features decorative windows and is surrounded by well-maintained landscaping, including colorful flowers and greenery.
Chalet in Port Tobacco Village
4.99 out of 5 average rating, 106 reviews

Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Just 45 minutes from DC, Riverpoint A-Frame is a charming riverfront retreat designed to slow down, reconnect, and make memories by the water. Enjoy a private hot tub, riverside firepit, canoes, movie room, game room, fully fenced yard, and dog-friendly stays. Paddle the Port Tobacco River, fish from a canoe, watch for bald eagles, or gather around the fire after a day on the water. Perfect for family vacations, friends' getaways, and peaceful escapes.

Top Guest favourite
A view from the entrance captures the cozy interior of the houseboat. The kitchen area features a wooden countertop and a black sink. Light wood and black hexagonal flooring complement the bright space, while large windows provide glimpses of the water outside.
Houseboat in Solomons
4.98 out of 5 average rating, 193 reviews

Good Vibe Villa, Tiny houseboat

This tiny houseboat sits permanently on a boat lift, so you will have the unique experience of being over water without the risk of sea sickness! Located in the heart of quaint Solomons Island, this is a great stay if you love being near the water. Unparalleled views from your private porch. Please note, due to extensive pet damage we have changed this property to strictly no animals. You will be asked to leave if you arrive with a pet.

Top Guest favourite
A spacious open-concept living area features large windows offering unobstructed views of the water and sunset. A comfortable sectional sofa is positioned near the windows, with a dining table visible in the background. Natural light fills the space, enhancing the tranquil setting.
Home in Leonardtown
4.99 out of 5 average rating, 135 reviews

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).

Popular amenities for Port Tobacco Village holiday rentals