Holiday houses in Green Valley

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Top-rated holiday rentals in Green Valley

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Guest favourite
The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.
Guesthouse in Monrovia

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

4.96 out of 5 average rating, 181 reviews
Guest favourite
A bright living area is presented, featuring two armchairs and a sofa, arranged around a circular coffee table. Natural light floods in through four windows, accentuating the hardwood floors and a patterned rug adorned with starfish. Decorative plants add a touch of greenery to the space.
Home in Gaithersburg

Entire Modern & Cozy Private Basement w/Amenities

Relax in our private, secluded basement suite, complete with a private cozy bedroom, newly renovated full bathroom, kitchen, and private entrance. This clean, one-bedroom suite in Gaithersburg, MD, is conveniently located near - - Germantown (9 miles ) - Damascus(3 miles), - Clarksburg (6 miles), - Washington DC (33miles) -Shady Grove Metro - 16 miles It is perfect for both short stays and longer visits. You'll have full privacy while we reside in the upper two levels of the home.

4.95 out of 5 average rating, 76 reviews
Guest favourite
The historic stone house features a large front porch with a railing and several steps leading to the entrance. Its facade includes multiple windows framed by red shutters, with a modern addition visible on one side. Lush green grass surrounds the house, adding to the rural setting.
Farm stay in Mount Airy

Poole House at Friendship Farm

Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

4.98 out of 5 average rating, 122 reviews
Guest favourite
Home in New Market

Historic Peace and Plenty Farm: Pool House

Peace and Plenty Farm is a 40+ acre, stunning rural escape located in Frederick County, two miles from Historic New Market, 45 minutes from Gettysburg, and an hour from Baltimore or Washington D.C. Feel free to explore our farm’s trails and hidden gems, play yard games with the family, or swim in our lap pool (open from June through October). Our generous space is suitable for a couple's getaway, a weekend with friends, a family vacation, a working vacation, or a quiet retreat.

4.92 out of 5 average rating, 164 reviews
Top Guest favourite
A charming white farmhouse is set against a backdrop of rolling hills, with a vibrant row of sunflowers blooming in the foreground. The open pasture offers a serene landscape, enhanced by the warm light of the setting sun casting a gentle glow.
Farm stay in Mount Airy

Sunsets from a Haven on a Hill

Come rest & relax in the high hill country of Mount Airy, MD. Find an oasis of beautiful views, rolling hills, open skies, and pastureland. This three-story farmhouse sits on one of the highest points in Mount Airy, MD with views of both the sunrise and the sunset. With an open kitchen plan, large family room, and beds to sleep 9, it’s a perfect place to gather family together for the holidays. Unwind, unplug, and connect with your loved ones in this beautiful farm setting.

4.98 out of 5 average rating, 109 reviews
Guest favourite
The exterior of a two-story brick house is featured, with a spacious wrap-around porch. Lush shrubs and well-maintained landscaping frame the walkway leading to the front door, which is flanked by two large windows. A cloudy sky adds a serene backdrop.
Home in Mount Airy

Century Revival

Welcome to your perfect Mt. Airy getaway, where small-town charm meets comfort and convenience. Located in the heart of town and just minutes from I-70, this beautifully renovated 1910 home makes it easy to explore or unwind. Whether you’re here for a weekend escape, visiting family, or passing through, you’ll love the blend of historic character and modern updates. Enjoy your morning coffee on the wraparound porch or relax after a day out in this peaceful, inviting space.

4.97 out of 5 average rating, 38 reviews
Top Guest favourite
The exterior of a spacious estate is presented, surrounded by lush landscaping and trees showcasing autumn colors. A stone and siding facade is highlighted, along with a large patio area and manicured lawns. Walkways lead to various sections of the property.
Home in Frederick

Luxury Home on 300 Acre Estate

Escape to this 3-bedroom, 3-bathroom luxury estate located on 300 acres backing to Sugarloaf Mountain. Blending historic charm with modern updates, the home comfortably sleeps up to 10 guests. Enjoy hiking nearby trails, the C&O Canal, golfing, and biking, with Downtown Frederick just a short drive away. Unwind on the patio under the stars after a day of adventure. Perfect for nature lovers seeking a luxurious, serene getaway. Book now for an unforgettable retreat!

5.0 out of 5 average rating, 17 reviews
Top Guest favourite
Home in Mount Airy

Private sauna retreat with country views

Welcome to The Gathering Place, a private Mount Airy retreat designed for families and friends. Unwind in the infrared sauna, gather by the fireplace, enjoy the game room, or relax on the deck with peaceful country views. Sleeps 10 with 4 bedrooms and 3 baths. Ideal for wedding weekends, winery getaways, family visits and girls’ trips. Enjoy 1 GB Wi-Fi, a well-stocked kitchen, garage parking and no cleaning fee. Designed for gathering, not parties.

4.99 out of 5 average rating, 87 reviews
Top Guest favourite
Farm stay in Mount Airy

The Everyday Farm Getaway

Unwind at this oasis surrounded by nature. This one bedroom 2nd floor apartment has views of the sunrise from the porch and sunset from the bedroom. The cozy space overlooks property where deer, fox, and other wildlife roam. Dogs are welcome. Comforts include a keurig, king bed, couch, kitchen table, WiFi, TV, and a deck. No parties, no gatherings of more than 2, and no cats. NOTE: There are 2 flights of outdoor steps to enter.

5.0 out of 5 average rating, 46 reviews
Top Guest favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guesthouse in Woodbine

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

4.95 out of 5 average rating, 164 reviews
Top Guest favourite
Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.
Farm stay in Damascus

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

5.0 out of 5 average rating, 127 reviews
Top Guest favourite
A modern kitchen is highlighted by a spacious island featuring dark cabinetry and a white countertop. Bright pendant lights hang overhead, illuminating the area. A bouquet of fresh flowers adds a touch of color, while an array of appliances is visible in the open shelving.
Farm stay in Ijamsville

Beyond Your Expectations Farm Stay

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course.

4.96 out of 5 average rating, 328 reviews

Popular amenities for Green Valley holiday rentals