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Holiday houses in Poolesville

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Top-rated holiday rentals in Poolesville

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A spacious living area features a cozy blue sofa with an attached ottoman. A full-size desk and a chair provide a dedicated workspace. The setting includes a kitchenette with a refrigerator and a microwave, complemented by a neutral carpet and tasteful wall art.
Condo in Germantown
4.84 out of 5 average rating, 19 reviews

Cozy Downtown Studio Suite

Stylish one-bedroom private suite in the heart of Germantown, MD! Walk to the library, restaurants, grocery stores, offices, entertainment, gym, and scenic trails. Enjoy a spacious living area with a full-size desk, cozy sofa, and a 45” Smart TV with high-speed WiFi. The bedroom features a comfortable full bed, two large windows with green views, ample drawers, and a closet. The suite includes a full bathroom and an in-unit washer/dryer. Perfect for business travelers, couples, or solo guests!

Top Guest favourite
The exterior of a spacious two-story house is presented, featuring a light brown façade, large windows, and decorative window shutters. A welcoming front porch is visible, adorned with potted greenery. A driveway leads to a closed garage, with a basketball hoop positioned nearby.
Apartment in Germantown
4.94 out of 5 average rating, 113 reviews

Private/Cozy Lower Level Apt-Great for Long Stays

Private entrance to One-bedroom apartment with Queen Bed, Full Bath, Lounge, Kitchenette/Dinette and Pool/Billiard Room. Perks include Wifi, Cable TV, Air-conditioning & Heating, Keurig Coffee Maker, Toaster, Microwave and Refrigerator, Hair Dryer, and Iron with Ironing board. Awesome safe neighborhood on a cul-de-sac, great landscape with a quiet & serene backyard facing wild life conservation land blending into Seneca Park trail. Perfect for a jog, or just read, and watch the deer and birds.

Top Guest favourite
Cabin in Dickerson
5 out of 5 average rating, 17 reviews

Town and Country Getaway (MD-DC-VA)

Situated on 8 acres on MoCo’s Agricultural Reserve, this home is a peaceful oasis with nearby wineries, the Potomac, and C&O canal. This cozy house is fully stocked so you can spend quality time with loved ones, and read on the deck enjoying the wildlife, and take a short drive to Washington D.C., Leesburg, Sugarloaf Mountain, and the Royce Hanson Conservation Park. Enjoy hiking, biking, fishing, casual and fine dining, golf, Lewis Orchards, Homestead Farm, and the Countryside Artisan Studios.

Guest favourite
A spacious living room is highlighted by warm wood flooring and soft overhead lighting. A cozy sofa, accompanied by decorative pillows, faces a media unit. A large artificial Christmas tree stands in the corner, with a few decorative items visible on a nearby shelf.
Home in Boyds
4.93 out of 5 average rating, 40 reviews

Spacious Cozy Suite

This is a very spacious walk-out basement . The kitchen is equipped with an induction cooker, coffee machine, microwave, etc. There is also a washing machine and dryer for your use. The two cozy bedrooms have a queen-size bed and a double bed respectively, and a private bathroom. The bedroom is equipped with a dressing table, sofa, sheets, quilts and pillows. The bathroom is equipped with bath towels, towels, shampoo and shower gel, etc. WiFi and parking are also free. License No.: STR25-00107.

Top Guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.
Apartment in Sterling
5 out of 5 average rating, 57 reviews

The Potomac Perch-Peaceful Cozy Family Apt

Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

Guest favourite
Home in Sterling
4.86 out of 5 average rating, 81 reviews

Private Basement near Airport (9 mins)

Enjoy a charming basement suite with a private entrance, queen-size bed with fresh sheets, a full bathroom, TV, and air conditioning. The kitchenette includes a coffee maker, coffee, sugar, microwave, mini fridge, and basic utensils. Relax in the backyard, ideal for morning coffee. Located near Dulles Airport, One Loudoun nightlife, and Northern Virginia wineries. Guests have private access and on-site parking. We respect your privacy but are available for assistance. Book now for a comfy stay!

Guest favourite
A well-appointed queen bedroom is highlighted by a sturdy metal bed frame and soft linens. A neatly folded set of towels is placed on the bed. A wooden dresser and a TV are positioned opposite the bed, while built-in closets provide additional storage.
Apartment in Leesburg
5 out of 5 average rating, 9 reviews

Cozy 2BR suite in Leesburg Va

Welcome to your peaceful retreat in charming Leesburg, Virginia ideal for families, friends, or professionals seeking comfort, convenience, and space to unwind. This modern, private home features two beautifully furnished queen bedrooms and a full kitchen perfect for extended stays or quick getaways. What You’ll Love: - 2 queen bedrooms w/ soft linens & restful - Kitchen w/ fridge, oven, microwave, and airfryer - Free on street parking - Spa like shower with essentials - Washer & Dryer onsite

Top Guest favourite
A bright bedroom features rustic wooden walls with horizontal stripes, complemented by large windows bringing in natural light. A spacious bed with white linens is paired with decorative pillows. A dresser and bedside table are positioned nearby, along with a fan for added comfort.
Cabin in Leesburg
4.95 out of 5 average rating, 22 reviews

Cabin On Fern Ridge

Escape to our newly renovated stylish 2-bedroom cabin in DC’s Wine Country, Cabin On Fern Ridge is a Waterford Reservations Elite Property Perfect for couples, families or solo retreat, it blends modern comfort with rustic charm. Enjoy private wooded property, king size beds, and a fully equipped kitchen. Relax on the fenced stone patio with outdoor fireplace. Cabin is ideal for visiting the areas best attractions wineries, breweries, hiking and more or simply unwinding in nature's embrace.

Top Guest favourite
The exterior of a red brick building is shown, featuring a striking peaked roof and multiple windows. A shaded porch is visible at the entrance, adorned with potted plants. Lush greenery surrounds the property, and a gravel path leads up to the structure.
Farm stay in Leesburg
5 out of 5 average rating, 99 reviews

The Forge on Sunnyside Farm

Sunnyside Farm offers a luxurious stay in a beautifully restored historic forge. You’ll be greeted by the farm’s delightful hosts, Jimmy and Dean, two friendly Potbelly pigs. Beautiful cows forage right outside your door. The Forge features exposed wooden beams, brick walls, and cozy furnishings. The interior is designed with plush bedding, a fully equipped kitchen, and spacious living reminiscent of yesteryear. Breweries, wineries and famous antique stores nearby offer entertainment.

Top Guest favourite
A spacious living area features a light-colored sectional sofa paired with vibrant accent pillows. A wooden coffee table sits in front, complementing the warm wooden flooring. The adjacent kitchen showcases turquoise cabinetry and modern bar stools, with large windows allowing natural light to fill the space.
Condo in Sterling
4.93 out of 5 average rating, 165 reviews

The Loft at Lakeside

Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

Guest favourite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg
4.91 out of 5 average rating, 381 reviews

The Cottage at Forest Hills Farm

Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Top Guest favourite
Guesthouse in Sterling
4.91 out of 5 average rating, 82 reviews

Bright Cozy Guesthouse in Sterling

Forget your worries in this spacious and serene space. Plenty of sunlight and perfect for a weekend gateway. Come enjoy this cozy private guesthouse located adjacent to our house with all the amenities necessary to enjoy your stay. Guesthouse situated on private property with 30 min + drive to exploring wineries, breweries, horse events or civil war sites in Middleburg, Purcellville, Leesburg, Bluemont or Round Hill. Recharge in a peaceful setting.  Adults Only. No pets.

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