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Holiday houses in Pomfret

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Top-rated holiday rentals in Pomfret

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Top Guest favourite
Home in La Plata
5 out of 5 average rating, 9 reviews

* NEW 8-25-25 * - All Private, One Bedrm Apartment

All private Apt 1 bedrm Full kitch w/ Dishwr Full bath W/D no steps 2 people max no visitors non - smoker, cannabis, vaping No pets Quiet person GREAT LOCATION: Hospitals: UM Charles Regional Med. Cen 10 min Medstar SM Hosp 30 min Adventist HealthCare Fort Wash 23 mins Chalk Point Aquasco 35 min Military Bases: NRL Blossom Point 15 min Indian Head Naval Base 20 min NOS Andrews Air Force Base 30 min Bolling Air Force Base, Wash 35 min Dahlgren Naval Base 30 min NAS Patuxent River 50 min

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
4.89 out of 5 average rating, 289 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 out of 5 average rating, 17 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
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.
Home in La Plata
4.85 out of 5 average rating, 65 reviews

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.

Top Guest favourite
A spacious two-story home is set against a backdrop of lush greenery. It features a welcoming front porch with steps leading up, flanked by American flags and surrounded by well-maintained landscaping. A paved driveway accommodates parking, with a garage visible on the left.
Home in Waldorf
5 out of 5 average rating, 36 reviews

Wooded Hillside Retreat near DC

Family friendly wooded retreat perfect for family gatherings, group getaways & team retreats. Central to National Harbor, DC & Old Town Alexandria. Enjoy this spacious home tucked into a peaceful wooded lot just 16 miles from National Harbor & 22 miles to DC. Generous rooms, stocked cook’s kitchen, office space, family room, large dining room & coffee bar. Enjoy grilling & dining on the back decks, relaxing in the soaker tub or gaming with family or friends. Doggie door & fenced yard.

Top Guest favourite
The main bedroom features a spacious bed with a modern black frame, set against a dark accent wall. Art pieces are displayed above the bed, complemented by stylish bedside lamps. Natural light enters through large windows dressed with light-colored shades, adding to the calming ambiance.
Home in Waldorf
4.9 out of 5 average rating, 84 reviews

Cozy Winter 4BR Gem Near DC, Fire Pit, Cocoa Bar

❄️ Winter at Maryland’s Pulse Southern Retreat ✨ Cozy up in this modern 4-bed home near DC featuring an indoor fireplace, outdoor fire pit, fast Wi-Fi, Smart TVs, and a quiet dedicated workspace. The full kitchen includes an espresso station, cookware, and essentials for families and groups. Enjoy board games, a private BBQ grill, and peaceful garden views in our calm Waldorf neighborhood close to DC, National Harbor, and Joint Base Andrews. Message “HOLIDAY” for 5% off December stays.

Top Guest favourite
A cozy room features a plush bed adorned with a floral pattern. A medium-sized area rug complements the light wood flooring. Natural light enters through a window, and a small table with a basket is situated nearby. Wall-mounted decor adds a touch of charm.
Guesthouse in Triangle
4.99 out of 5 average rating, 88 reviews

Cozy Studio Retreat

This charming and cozy room is thoughtfully designed for comfort and relaxation. The room has it's own private entrance and features a cozy plush queen bed, kitchenette and full bath. Enjoy the warm, inviting atmosphere with soft lighting, and curated touches that make it feel like home. Ideal for solo travelers or couples, this space is located in a quiet neighborhood, close to local attractions, restaurants, Wi-Fi, free parking, and complimentary coffee/ tea are included.

Top Guest favourite
The brick cottage is framed by lush greenery, with a well-maintained lawn and a stone pathway leading to the entrance. Windows are adorned with flower boxes, enhancing the inviting appearance of the home. A shaded seating area is visible nearby.
Cottage in La Plata
4.98 out of 5 average rating, 40 reviews

Charming Country Cottage

Welcome to the Charming Country Cottage. Enjoy the sounds of nature from the moment you step onto the property. This furnished brick cottage offers guests a "home" away from home. Parking, Smart TV with streaming, wifi/Internet, utilities included. Limit 2 people. This property is smoke free. Smoking of any kind is not allowed in the cottage, or anywhere on the grounds . Owners live in main house within same property. No extra guests, no parties, no illegal activities.

Top Guest favourite
A light-filled lounge area features a comfortable beige sofa paired with decorative pillows, complemented by a round glass coffee table. Natural light streams through a skylight and a window, while soft curtains provide privacy. A stylish side table and a light fixture enhance the space.
Guesthouse in Lorton
5 out of 5 average rating, 64 reviews

Eagle's Nest at Mason Neck

Discover the charm of historic Mason Neck, a hidden gem where time slows down and adventure unfolds at your doorstep! Hike scenic trails to the Potomac River, visit George Mason's plantation at Gunston Hall, bike to Mason Neck State Park, and explore boutique shops in the town of Occoquan. Just 20 miles from Washington, DC, your retreat balances tranquility and accessibility. Uncover the allure of Mason Neck, where adventure awaits at every turn.

Top Guest favourite
An open living area features a spacious bed with warm bedding and a comfortable pop-up sleeper sofa. Sunlight enters through large windows, illuminating the wood floor and neutral-colored walls. A cozy area rug adds texture, while a small dining table is visible in the background.
Guesthouse in Pomfret
4.99 out of 5 average rating, 107 reviews

Adorable Large Efficiency Getaway Retreat

Incredible wooded getaway that is just far enough outside of the city to melt away the stress, but still save on gas. If you are visiting DC and don’t want the hustle of the city, this place is for you. Laid back and charming cottage with walk up entrance and plenty of parking. Bring your boat. Plenty of places to launch from in the area. Cook in unit or delight in the local restaurants.

Guest favourite
A sleek Scandinavian micro home made of spruce is set against a backdrop of colorful autumn foliage. Large windows provide ample natural light, while a patio area features comfortable seating and dining options. The surrounding lawn is well-maintained, creating an inviting outdoor space.
Cabin in Indian Head
4.97 out of 5 average rating, 36 reviews

*Private Waterfront Cabin & Tiny House

Escape to our serene 4-acre retreat overlooking the Potomac River, just a 40-minute drive from Washington, D.C. This property features a fully refurbished 3-bedroom cabin and a charming tiny house, offering a perfect blend of rustic charm and modern amenities for families and groups seeking tranquility and adventure

Guest favourite
The kitchen area features modern white cabinetry and a blend of appliances, including a black refrigerator and a dishwasher. A sleek countertop runs along the back with a textured backsplash. The space is filled with natural light from the glass door leading to the exterior.
Guest suite in White Plains
4.86 out of 5 average rating, 96 reviews

Brand New!! 1 Bedroom In-law suite

Brand new charming apartment in a quiet neighborhood off of Marshall Corner Road. Owners live upstairs. You have your own entrance into the basement apartment. Close to the National Harbor, DC, and Andrews Air Force Base. Only minutes from shopping and restaurants. Come visit many historical sites in Charles County.

Popular amenities for Pomfret holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Charles County
  5. Pomfret