Holiday rentals in Port Tobacco River

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Top-rated holiday rentals in Port Tobacco River

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

A wooden dock extends into calm waters, showcasing a boat moored at the end. The serene surface reflects the pastel colors of the sky during dusk. Wooden posts line the edges of the dock, enhancing the tranquil setting.

Home in Newburg

The River House, a Wicomico Beach Retreat

Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!

ValueFamilyHeating

4.91 out of 5 average rating, 129 reviews

Top guest favourite

An aerial view captures the waterfront home surrounded by lush greenery with a private dock visible by the water. The neatly maintained property features landscaped lawns and nearby homes, illustrating a serene setting alongside Neale Sound.

Home in Cobb Island

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!

LocationValueHospitality

4.99 out of 5 average rating, 144 reviews

Top guest favourite

A spacious home is set amidst lush greenery, featuring a well-manicured lawn and vibrant plantings. The two-story structure has multiple gabled roofs and a welcoming front entrance. A circular driveway leads to the garage, with trees and a play area visible in the background.

Farm stay in Newburg

Private Retreat 32 ac. Pool, Hot tub, Thtr/Karaoke

Escape to this private 32-acre retreat, perfect year-round! Relax in the 7-person hot tub or heated saltwater pool & pool house (May 1–Sept 30). Gather by the fire pit, unwind on 2 screened porches, or enjoy the theater, game room with ping pong & poker, and NEW karaoke bar (Sept 1) with mics & JBL speakers! 5BR/6BTH, large TVs, comfy beds, stocked kitchen, fishing pond & grassy play areas. From Nov 1–Jan 31, thousands of holiday lights transform Shady Oak Farm into a magical winter wonderland!

ValueLocationCheck-in

5.0 out of 5 average rating, 45 reviews

Guest favourite

Two black wicker chairs with green cushions and a small table are positioned on a deck. A scenic view of the Potomac River and the expansive green lawn is visible, along with distant trees lining the water's edge under a clear blue sky.

Home in Bryans Road

Fabulous Private Potomac Waterfront Retreat

Fabulous private Potomac WATERFRONT retreat, 2+acres, stylish, 4 bd/4 ba. Winter work/vacation: 40% discount for monthly rental. 45 min to DC. Park-and-ride commuter bus 9 m away. Verizon FIOS gigabit wifi. Modern style décor. Guest House for in-laws/nanny; 4 kayaks & river deck for fishing/cocktails; 65” Smart TV; large deck w/ grill. 3-car garage; fireplace, gorgeous sunsets. ACCESSIBLE: ALL 1 level, 20 ft ramp from garage. No smoking, no pets, no events or parties. Children welcome.

LocationFamilyBathroom

4.94 out of 5 average rating, 101 reviews

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

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.

ValueFamilyAccuracy

4.89 out of 5 average rating, 317 reviews

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

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!

FamilyLocationParking

5.0 out of 5 average rating, 41 reviews

Guest favourite

The exterior of a modern two-story building is shown, featuring a white siding facade and a distinct entryway with a decorative door. The surrounding area includes a neatly maintained yard with trees in the background and a wooden fence providing privacy.

Guest suite in La Plata

Hidden La Plata Getaway

This spacious 2-bedroom/1-bathroom basement apartment is completely separate from upstairs unit. Private entrance located at the back of the house, all new appliances, and a modern feel. Wills Memorial Park is across the street and perfect for children of all ages. The property is only 5 minutes away from multiple grocery stores, sit-down eateries, and fast food chains. You get 2 spaces of the 4-car driveway. Max two pets. A $50 per pet fee must be paid before checkin. No parties allowed.

ValueFamilyComfort

4.82 out of 5 average rating, 91 reviews

Top guest favourite

Home in Waldorf

Spacious & Luxury Retreat Home in Waldorf

Welcome to this beautiful maintained vacation home located in a peaceful neighborhood in Waldorf, Maryland. Perfect for families, business travelers, and groups seeking comfort, privacy, and convenience. •4 Bedrooms , 4 Bed and one queen bed sofa •2.5 Bathrooms •Accommodates up to 10 Guests • Beautiful outdoor deck for relaxing and entertaining • Convenient location just 5 minutes away from shopping, restaurants, 27 miles to Washington, D.C. and 18 miles to MGM National Harbor.

LocationFamilyComfort

5.0 out of 5 average rating, 17 reviews

Guest favourite

Farm stay in La Plata

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.

FamilyValueHospitality

4.9 out of 5 average rating, 63 reviews

Top guest favourite

A spacious outdoor area is equipped with shaded seating, including a sofa set and a coffee table, arranged on a patterned rug. A hammock hangs in the background, and a fenced yard provides a private setting, surrounded by trees for a tranquil atmosphere.

Home in Colonial Beach

Riverview on the Potomac

Relax and unwind at 'Riverview on the Potomac'. • 5 mins drive to pier and beach access • 15 min to Ingleside Vineyards • Fully equipped backyard with outdoor kitchen, bar, hammock swings, fire pits, and plenty of seating to enjoy with your family and friends • Large jet tub in the master bathroom • Beach necessities (toys, wagon, chairs, umbrella) • Family Friendly: high chair, pack-n-play, baby gate, and board games • Two dedicated workspaces for days you need to work

FamilyValueSleep quality

4.98 out of 5 average rating, 139 reviews

Guest favourite

Home in Stafford Courthouse

Serene Cave.

This tastefully designed single family home offers a peaceful retreat to all nature lovers who wish to escape from the hustle and bustle of city life. It is also situated within a mile radius of three marinas offering a unique opportunity to dock your boat if the need be, yet is still convenient to shops, restaurants and commuting routes. This address is 16miles from Quantico Marine base, 45 miles from Washington, DC and 12 miles from downtown Fredericksburg.

ValueFamilySleep quality

4.92 out of 5 average rating, 151 reviews

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

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.

ValueLocationHospitality

4.98 out of 5 average rating, 117 reviews