Vacation rentals in Germantown

4.9 out of 5 average rating, 273 reviews

Cottage in Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown

Cozy cape in the ❤️ of Middletown, MD. Walking distance (1/2 mile)to quaint Middletown restaurants, shops, & parks. Set your sights on adventure within a short drive. Enjoy downtown Frederick restaurants, shops, parks, & nightlife.Visit the local wineries, breweries & festivals. Hike the Appalachian trail. Float the Potomac River. Bike the C&O Canal. Ski the slopes @ area ski resorts. Golf 18 holes @ the championship golf course. Visit wedding venues. Go antiquing. Tour quaint nearby towns. Etc

4.99 out of 5 average rating, 154 reviews

A breathtaking sunrise is captured over calm waters, creating a stunning reflection of vibrant hues of orange, pink, and purple. The private pier is visible on the right, complementing the serene landscape of trees on the distant shore and a tranquil island in the background.

Cottage in Edgewater

Waterfront Chesapeake Bay Sunrises w/Private PIER!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

4.98 out of 5 average rating, 64 reviews

The basement area features a rustic, wood countertop with high-backed chairs, creating an inviting bar setting. A spacious dining table can accommodate several guests, and the light blue walls enhance the cozy atmosphere. Soft lighting and decor add warmth to the functional space.

Cottage in Harpers Ferry

Cozy Mountain Cottage Perfect for Friends & Family

Escape into the comfort of this cozy mountain cottage. Nestled between the Shenandoah River & Appalachian Trail on the western slope of the Blue Ridge Mountain. Enjoy a fun-filled day less than 20 mins to Historic Harper's Ferry, & Hollywood Casino at Charles town Races. This cottage makes the perfect retreat with easy access to local Wineries, the Shenandoah River & Appalachian Trails. ✔4 Comfy Beds ✔Fully Equipped Kitchen ✔6 Smart TV's ✔High Speed Wi-Fi ✔Onsite Parking ✔Central A/C and Heat

4.98 out of 5 average rating, 148 reviews

Cottage in North Beach

Bell Estates-Brand New Bay View, Beautiful Cottage

Bell Estates is a newly built corner lot across the street from the bay with minimal views of the water from Master bedroom and front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

4.88 out of 5 average rating, 181 reviews

A spacious waterfront house is shown surrounded by lush trees, with multiple balconies and large windows. A sandy area extends toward the water's edge, and smooth stones form a barrier along the shore, reflecting the natural beauty of the Chesapeake Bay.

Home in Shady Side

Cattail Landing- Photographer's Waterfront Retreat

Accepting 2025 bookings as of May 1st.... "Cattail Landing" Spring is here, with beautiful sunsets, new foliage on the trees, and our nest of Bald Eagles! Take our kayaks to explore, or go fishing off our landing. In the afternoon enjoy the magnificent sunsets, a drink on the deck, our outdoor hot tub and/or fireplace. A waterfront retreat on 2 acres in a spacious, charming house on the Western Shore of the Chesapeake Bay. Great for a couples getaway, family reunion, or work from home.

Guest suite in Harpers Ferry

4.98 out of 5 average rating, 109 reviews

Tequila Sunset, Harpers Ferry. Entire first floor!

Welcome to Tequila Sunset in Harpers Ferry, WV! This beautiful, secluded home has stunning sunset views, you'll truly feel on top of the world! 100 mile vista of the gorgeous Blue Ridge Mountains. Entire first floor is yours, no shared spaces! Over 1200 SF of room to unplug & relax. King size Nectar bed, cozy indoor wood burning fireplace, outdoor firepit, 84" TV, & a private deck to enjoy the natural surroundings. Just 2 miles from the renowned Mountain Lake Club and the Appalachian Trail!

4.98 out of 5 average rating, 106 reviews

A large tree provides shade over a grassy area, with a view of a calm waterfront. A wooden pier extends into the water, flanked by lush greenery. The scene is serene, evoking a sense of relaxation and natural beauty.

Home in Deale

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

3 Bedroom, 2 Bath Waterfront Paradise. This rustic rambler on Broadwater Creek in Churchton, MD, is a family vacation dream. A compound spanning 8 acres with over 700 feet of Waterfront will allow you to fish, crab, paddleboard, kayak, and enjoy the waterfront dream. Located near the small quaint waterman town of Deale, MD, you may never want to leave this relaxing area with direct access to the Chesapeake Bay. Brand new 140ft pier with views straight out to the bay, crabbing, and fishing!

4.93 out of 5 average rating, 121 reviews

An aerial view of a colonial-style home with a brick exterior and multiple gabled roofs is presented. The property is surrounded by neatly trimmed hedges, and a spacious lawn leads towards a serene lakeside backdrop, visible through trees. A vehicle is parked in the driveway.

Guest suite in Warrenton

Lakeside 2-Bedroom Suite

Waiting to welcome you to our treasured peaceful lakeside living. Hot tub, swimming pool and canoe available to complete a family adventure. Two bedrooms joining a bath (more suitable for children and parents or 2 cozy couples); private sunny living room overlooking gardens and bird sanctuary on lake. Fish from property or by our canoe. Friendly, quiet suburb in beautiful Virginia countryside, but one hour drive to Washington DC for city life and adventures. Relaxation at its best!

4.97 out of 5 average rating, 159 reviews

An enclosed porch features a swinging twin bed adorned with cozy pillows and blankets. Natural light enters through multiple windows, illuminating indoor greenery. A small table holds a drink and a lantern, enhancing the warm, rustic ambiance alongside wooden paneling and soft lighting.

Cabin in Harpers Ferry

Applemoon: Charming Log Cabin in a Mountain Lake Community

Applemoon is a dog-friendly 1960s log cabin nestled on an acre of the Blue Ridge Mountains. 2 bedrooms with Smart TVs, a porch with hanging daybed and bistro table, and a cozy game loft will give you plenty of space to relax. Outside, enjoy dinner on the huge deck or build a fire and don't forget to look up at the night sky! Applemoon strikes the perfect balance between rustic charm and comfort while maintaining your immersion in the peaceful mountain woodlands of Harpers Ferry.

4.88 out of 5 average rating, 124 reviews

A wooden dock extends over calm waters, featuring four Adirondack chairs arranged facing the serene view. A light casts a soft glow on the water's edge, and the distant shoreline is lined with trees and structures, hinting at nearby activity.

Cottage in Pasadena

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Our tastefully appointed cottages sit on almost an acre of waterfront property. Peaceful and tranquil, yet close to shops and restaurants, this property is perfect for serene getaways and family gatherings. With 2 separate cottages on one property, everyone will enjoy a unique and private space to relax. From peaceful mornings to magical sunsets on the 60-foot pier, this setting will quickly become a family favorite. This area is great for fishing, kayaking and paddle boarding!

4.81 out of 5 average rating, 436 reviews

The cabin's living area features a warm wood interior with vaulted ceilings and large windows offering views of the lake. A comfortable brown leather sofa is positioned near a coffee table, complemented by two wooden armchairs. A cozy wood stove adds to the inviting atmosphere.

Cabin in Harpers Ferry

Cozy Cabin Hidden Away on a Lake!

MOUNTAIN MAMA VACATION HOMES The perfect getaway for any season! Enjoy the lake views inside next to a roaring fire, or in the summertime take the kids for a swim in the shallow water just off your private beach. Relax in the hot tub set in the back deck as the sun sets over the lake and the stars start to come out. Make every night movie night on the 50" 4k TV. Whether you want to stay in or see the area, this cabin has something for every member of the family!

4.93 out of 5 average rating, 114 reviews

Home in Sabillasville

Stoney Spring Overlook

This beautiful mountain farm home has breath taking scenic views of the surrounding Catoctin mountain. There are many nearby outdoor activities, including scenic hikes, mountain biking, Ski Liberty, wineries and the Catoctin zoo. While it is a peaceful get away in the mountains, it is just 30 minutes away from the Frederick, MD and historic Gettysburg, PA. Whether you want to get away from the city or explore more of Maryland, this is the perfect stay for you!

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Maryland SoccerPlex4 locals recommend

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Ross Dress for Less13 locals recommend

Green Turtle12 locals recommend

Other great vacation rentals in Germantown

4.87 out of 5 average rating, 117 reviews

A modern kitchen space is highlighted by a white countertop and sleek cabinetry. Bar stools are positioned at the kitchen island, and appliances are integrated into the design. Soft lighting accentuates the area, creating a bright and clean environment.

Apartment in Georgetown

Cozy Modern Apt. In G-Town

4.87 out of 5 average rating, 82 reviews

An inviting stone patio area features comfortable outdoor seating, framed by greenery. Light pours in through the open doors, leading to an interior space that includes minimalist decor and a spiral staircase. A hot tub is visible in the background, enhancing the tranquil setting.

Cottage in Annapolis

Waterfront cottage w/hot tub/ gated/ pier/ firepit

4.92 out of 5 average rating, 143 reviews

A serene swimming pool is featured in a private outdoor area, surrounded by a stone deck. Two white lounge chairs are positioned nearby, with trees providing a shaded atmosphere. The clear water glistens under a partly cloudy sky, inviting relaxation.

Home in Edgewater

House in Edgewater Maryland

4.77 out of 5 average rating, 13 reviews

An outdoor space is seen during nighttime, featuring a fire pit surrounded by glowing lights. There are wooden benches arranged around the fire, and soft smoke rises gently into the air. A tree creates a natural backdrop, enhancing the serene environment.

Home in Silver Spring

Cozy Family Home and peaceful retreat.

4.94 out of 5 average rating, 18 reviews

A custom-built residence is presented with a blend of stone and wood accents. Large windows illuminate the inviting front porch, surrounded by manicured landscaping and a lush green lawn. The two-story structure is set against a backdrop of trees, offering a sense of privacy.

Home in Annandale

Family Ready Dogs OK Ping Pong Backyard EV Charger

4.96 out of 5 average rating, 136 reviews

A rooftop terrace features six brightly colored blue chairs arranged around a small table, with expansive views of the water and cityscape beyond. The deck is made of light wood planks, and the clear sky enhances the vibrant scene.

Townhouse in Fells Point

Artsy, Historic Rowhouse with Striking Harbor Views

4.89 out of 5 average rating, 189 reviews

A balcony view is captured at night, featuring two chairs and a small table. A grill is positioned on one side, and string lights are softly glowing, creating a relaxed ambiance. The city's skyline and street lights are visible in the background.

Condo in Bethesda

Bright 2br w amazing loc and view