Cabin holiday rentals in Chesapeake Beach

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Top-rated cabin rentals in Chesapeake Beach

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Guest favourite

Cabin in Myersville

4.95 out of 5 average rating, 308 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the creek on the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Great place to unwind & de-stress. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting

Top guest favourite

Cabin in Myersville

4.98 out of 5 average rating, 138 reviews

Sleepy Hollow Log Cabin

Sleepy Hollow Log Cabin at Beechnut Springs is nestled in the majestic Blue Ridge Mountains. A short distance from Rt 70 as you travel down scenic route 17 following a bustling trout stream to Beechnut Springs entrance. After you arrive & settle into your secluded cabin, you will find many unique activities & quiet places in this serene setting amid the wonders of quiet waterfalls, easy walking paths, a wildlife haven, natural running streams & "The Bog Shack". Welcome to Sleepy Hollow Log Cabin

Guest favourite

Cabin in Lusby

4.93 out of 5 average rating, 202 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Superhost

Cabin in Leesburg

4.94 out of 5 average rating, 371 reviews

100 Acre Wood

🌳100 Acre Wood🌳is the perfect magical getaway🌻our cabin is tucked away in the woods on a 100 acre property in the❤️ of historic Loudoun County.Located in the charming village of Lucketts, known for our BEAUTIFUL WINERIES🍷FAMOUS ANTIQUE SHOPS, FINE DINING & CRAFT BREWERIES🍻 The Potomac River, C&O Canal, Appalachian & WO&D Trails, Sugarloaf Mt. & Harpers Ferry are all just a few miles away.Come relax, unwind & enjoy our peaceful woods& wildlife🐾We are approx 1 hour to DC & 1/2 hr to Dulles✈️

Guest favourite

Cabin in Haymarket

4.94 out of 5 average rating, 243 reviews

Lodge on the Lake

A quiet 17 acre, ONE room cabin set on a private small lake, fishing, swimming, and kayaking. Equipped with a full kitchen, a grill, 4 OUT DOOR showers, no showers in cabin. Sleeps 4, 1 QUEEN SIZE BED AND 1 PULL OUT HIDE-ABED. There is a $25/PP per day for extra guests , with prior approval by host. Pet friendly. Cameras are on site. 1 at the parking lot, 1 on the side deck, back deck, covered porch, up stairs open covered card/chest room, 2 on the main dock & water, 1 outside stone patio

Guest favourite

Cabin in Lovettsville

4.96 out of 5 average rating, 220 reviews

Cabin On The Cliffside

Once you set foot inside this lovely country cabin you will be truly charmed by the aesthetic of the property, the owner newly restored it while keeping as much of the original structure while adding in newer amenities & design. Whether you plan to relax & unwind or explore nearby attractions (wineries, breweries, hiking, restaurants) this cabin will sure to impress. Highlighted features include king size bed, original walls of hand hewn logs, comfortable living space, fire pit, stone patio.

Superhost

Cabin in Haymarket

4.86 out of 5 average rating, 255 reviews

The Black Aframe ⛺️ - HOT TUB & ⛰Mountain Views

The property features 2 immaculately designed levels, 2 bedrooms, 2 full bathrooms, a fully equipped kitchen and it overlooks stunning views for miles and miles! The Black Aframe features shiplap surroundings, exposed beams, the largest multileveled deck ever, and various cozy spots inside and outside to escape the hustle and bustle of your busy schedules. It is a romantic getaway in the middle of multiple wineries and breweries! It is literally feels a world apart from DC yet only 1 hr away!

Guest favourite

Cabin in Colonial Beach

4.95 out of 5 average rating, 155 reviews

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

Guest favourite

Cabin in Reedville

4.97 out of 5 average rating, 258 reviews

Dinna Fash-3 BR Waterfront Log Cabin

Welcome to “Dinna Fash,” our cozy waterfront cabin on the Little Wicomico River. Whether you need a change of scenery while working virtually with our high speed internet and fully equipped kitchen, or just some R & R, “Dinna Fash” is it! Bring your kayaks and paddle boards to explore the beautiful waterway that opens up to the Chesapeake Bay. Watch the boats troll by from our natural rock fire pit and comfy Adirondack chairs.

Guest favourite

Cabin in Lusby

4.9 out of 5 average rating, 266 reviews

Peaceful Waterfront Retreat on The Bay

Escape to a serene waterside cabin with a private dock on quiet St. Leonard Creek, just an hour from Washington, DC. This rustic studio offers a cozy retreat for solo travelers, couples, or small families looking for peace and relaxation. Whether you're here to unwind, work remotely, or explore the outdoors, you'll find plenty to enjoy—including two kayaks, two canoes, and stunning waterfront views.

Guest favourite

Cabin in Saint Michaels

4.99 out of 5 average rating, 110 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

TREMEZZO STAY - Spencer Creek Cabin Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rental experiences in St. Michaels, MD. If you do not see availability for your dates or are looking to sleep more than 8 please visit our additional exclusive listings! Punch Point (sleeps 10) Chesapeake Mansion (sleeps 12) Ranch at Royal Oak (sleeps 12)

Superhost

Cabin in Goldsboro

4.85 out of 5 average rating, 146 reviews

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Wigwam Lodge is an experience nestled in a pine & hard wood forest with rural privacy. Incredibly spacious decks. Surround Forest Views inside and out! 5-min from Choptank river, 20-min from Historic Denton, Irish Pub & Grocery, 1hr from the beach. Easy PARKING 10ft from the front door. Solid WIFI! Click “Show More” Below to SEE ALL Deets...