Cabin rentals near Chesapeake Bay

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Top-rated cabin rentals near Chesapeake Bay

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Guest favourite

Cabin in Lewes

4.93 out of 5 average rating, 115 reviews

*NEW * cozy wooded retreat 🌳 near Delaware beaches

Come relax after a busy beach day at the ⚓️Admiral’s hideaway⚓️. A newly renovated 2BR/1bath Villa situated peacefully in an acre of private woods in Lewes, DE. A perfect getaway for a couple or small family visit near all the beach attractions. The hideaway is close enough for easy access yet far enough for residents to sleep undisturbed by traffic noises. Surrounded by nature🌲, the landscaping offer a priceless sense of tranquility ✨ like camping 🏕 but with all the comforts of being at home.

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

4.97 out of 5 average rating, 150 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, 210 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 --

Guest favourite

Cabin in Colonial Beach

4.95 out of 5 average rating, 159 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.

Top Guest favourite

Cabin in Lewes

4.95 out of 5 average rating, 101 reviews

1 BR The Blue Bird Tree House cabin!

Tranquil getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird Cottage is an older home, 2nd floor (garage on 1st floor), 900 square feet with 1 bedroom Queen Bed, Den, 2 baths, fully equipped kitchen, large deck area for relaxing. Relax in Nature! Exterior Door Security Camera for safety. Not suitable for toddlers due to stairs. Heat rises, therefore house temperature runs warm, if you prefer 65 degree Air conditioner, this won't work for you.

Guest favourite

Cabin in Cape Charles

4.96 out of 5 average rating, 185 reviews

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Guest favourite

Cabin in Reedville

4.97 out of 5 average rating, 269 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, 274 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.

Top Guest favourite

Cabin in Saint Michaels

4.99 out of 5 average rating, 114 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)

Top Guest favourite

Cabin in Greenwich

4.92 out of 5 average rating, 231 reviews

The Hepburn-Hot Tub & Fire Pit

The Hepburn is a beautifully renovated and decorated by home by Harlow Grey Homes. This meticulously restored glass cabin is located on over an acre of private grounds on a serene 75 acre lake. Firewood included! The separate seven-person hot tub is OPEN for the season. The private pool + built-in spa is closed and is set to reopen mid May 2025

Superhost

Cabin in Goldsboro

4.84 out of 5 average rating, 153 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...