Holiday houses in Pomfret

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

Cheerful1 bedroom basement with separate entrance

Take it easy at this unique and tranquil getaway. Keeping it simple and clean at this peaceful and centrally-located place. Cozy and placed in a beautiful quiet neighborhood. one bedroom Suite with its own bathroom and private side entrance provides a relaxing atmosphere for work or vacation. No shared spaces. No keys needed . it's a keyless secure entrance. There is no kitchen, however, the Suite includes fridge, microwave, keurig coffee machine with included coffee pods, cups and air fryer.

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.

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!

Hidden La Plata Escape

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.

Private Cozy Basement Suite

Welcome to your peaceful room away from home! Located in Waldorf, Maryland, a residential commuter town that allows for peace and quiet and relatively easy access to DC, Maryland and Virginia. About 35 minutes away from Maryland's MGM National Harbor and 45 minutes from downtown Washington, DC. St. Charles Towne Center is a short drive away and there are lots of local walking/bike trails, tennis courts, a golf course and plenty of parks in the area. Perfect for business or pleasure stay!

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.

*New 10-26-25* Master Suite Studio Apartment

All private Studio Apt Smart TV Kitchen Full bath W/D 1 person only 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: NRL Blossom Point 15 min NOS Indian Head Naval 20 min Joint Andrews Air Force Base 30 min Bolling Air Force Base, Wash 35 min Dahlgren Naval Base 30 min NAS Patuxent River 50 min

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.

Cozy 1BR Basement | Private Entry & 2 free Parking

Wake up to the charming sound of birds from the wooded park just behind this cozy retreat. Enjoy the electric recliner and 65” smart TV by the fireplace. Custom-built open kitchen (no oven), comfortable queen bedroom, private full bath, laundry, and fenced backyard for relaxing privacy. Perfect for couples or business travelers—minutes to Kingstowne, Ft. Belvoir, National Harbor, Old Town Alexandria & Washington DC, with easy metro access and two assigned parking spaces.

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.

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.