Vacation rentals in Tred Avon River

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Top-rated vacation rentals in Tred Avon River

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

An open living area features a spacious L-shape sofa in dark blue, complemented by a light-colored armchair. A coffee table with decorative items sits atop a large area rug. Natural light filters in, illuminating a neutral wall and showing a glimpse of the kitchen area in the background.

Home in Easton

Cozy 2BR Home near Idlewild Park

"Welcome to your cozy retreat in the heart of Easton, Maryland, a small, charming town nestled on Maryland's Eastern Shore. Step into our recently updated two-bedroom, one-bathroom home, where every detail has been carefully curated to provide you with comfort and style. As you enter, you'll be greeted by a welcoming, open floor plan that effortlessly blends casual living with stylish design. The colors are serene and neutral, creating a peaceful ambiance perfect for relaxation. The fully equipped kitchen beckons to culinary enthusiasts, offering everything you need to whip up delicious meals during your stay. Whether you're brewing your morning coffee or preparing a gourmet dinner, you'll find all the tools at your fingertips. After a day of exploring the quaint streets of Easton or discovering the natural beauty of the Eastern Shore, retreat to the comfort of our quiet neighborhood. Unwind with a good book in the living room, or gather around the dining area for a leisurely meal with loved ones. When it's time to rest, sink into plush bedding in one of the two cozy bedrooms, each thoughtfully appointed for a restful night's sleep. Experience the charm of Easton from the comfort of our stylish home – book your stay today and make memories to last a lifetime."

FamilyValueSleep quality

5.0 out of 5 average rating, 35 reviews

Top guest favorite

A comfortable living room features plush seating arrangements, including reclining chairs and a spacious sofa. A coffee table sits in the center, complemented by a large television mounted above a brick fireplace. Bookshelves filled with titles line the walls, adding a cozy touch.

Home in Easton

4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre

Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway

LocationValueBreakfast

4.97 out of 5 average rating, 103 reviews

Guest favorite

A bright living area features a yellow sofa and an oversized ottoman, set against a backdrop of large glass doors overlooking the river. Natural light floods the space, highlighting the modern design and comfortable furnishings. A dining table is also visible, along with a seating area by the window.

Home in Preston

River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

ValueFamilyNearby

4.92 out of 5 average rating, 129 reviews

Top guest favorite

A serene waterfront scene features three colorful paddleboards laid on a grassy area, with several Adirondack chairs arranged in front of the tranquil water. The sky is bright and clear, enhancing the natural beauty of the setting.

Home in Easton

Arcadia Shores On The Cove

Welcome to our renovated home nestled between Easton and St. Michaels. Situated along the serene Miles River waterfront, this spacious 4 bed & 4 bath retreat offers breathtaking views from every exterior angle. Inside you will find two king suites, a fabulously equipped gourmet kitchen, and a large dining room perfect for entertaining. With a cozy family room, and a large living room that has a queen pull-out and a full bath that can be used as a 5th bedroom. Come, relax and unwind. STRN-25-8

LocationFamilyComfort

4.95 out of 5 average rating, 21 reviews

Top guest favorite

The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.

Guesthouse in Easton

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

FamilyValueBeach

4.99 out of 5 average rating, 658 reviews

Top guest favorite

Home in Shady Side

Iconic Chesapeake. Unparalleled Luxury.

Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.

FamilyValueCleanliness

5.0 out of 5 average rating, 217 reviews

Top guest favorite

A covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.

Home in Cambridge

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

ValueLocationLayout

4.99 out of 5 average rating, 228 reviews

Guest favorite

A serene outdoor area features four white Adirondack chairs arranged around a stone fire pit. A boat is docked nearby, with wooden piers extending into the calm water, surrounded by lush greenery and a clear blue sky.

Home in Newcomb

Saint Michaels Waterfront Home

This beautiful waterfront home sits just over the bridge entering St. Michaels. Two large bedrooms, two full bathrooms, and Two sofas make this a very spacious for a large amount of guests. 1 minute to St. Michaels, 7 minutes to Easton and 30 seconds (right around the corner) to The Oaks Wedding Resort. Lots to do including kayaking, paddle boarding, biking or just taking in the views and wildlife. Great restaurants and local shops within minutes from this house! ST-739-YOS

ValueFamilyAir conditioning

4.97 out of 5 average rating, 77 reviews

Top guest favorite

A bright yellow building features large blue shutters and a welcoming entrance. A sign is placed outside, and vibrant flowers border the steps. In the background, another structure is visible, along with flags proudly displayed.

Apartment in St. Michaels

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

FamilyValueCheckout

4.98 out of 5 average rating, 162 reviews

Top guest favorite

A sunlit sunroom features three comfortable armchairs arranged around a small table, offering expansive views of the water through large glass windows. Natural light floods the space, accentuating the serene atmosphere in this inviting seating area.

Home in Bozman

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit and grill as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

LocationBathroomCleanliness

5.0 out of 5 average rating, 54 reviews

Top guest favorite

A scenic view of a spacious green lawn bordering a tranquil waterway. A white house is positioned near the water's edge, surrounded by trees and a clear blue sky. The peaceful setting is enhanced by the gentle reflection of the landscape in the water.

Home in Oxford

Stunning Chesapeake waterfront home

Spectacular new waterfront home in beautiful historic Oxford, comfortably sleeps 10 with perfect set up for 2 families. Enjoy Town Creek and Tred Avon water views from every room and angle. Gorgeous sunsets from the wraparound porch, stargazing and fishing from the dock. Walk to Morris Street for a relaxed coffee, stroll through Town Park, or take the Ferry to St. Michaels. The Town of Oxford has issued short term rental license # STR25-06 for this property.

LocationValueQuiet

4.99 out of 5 average rating, 98 reviews

Top guest favorite

The image captures a serene evening scene by the pool with a view of the setting sun over the water. Sunlight filters through trees, creating a warm glow. Poolside lounge chairs are visible, along with a clear pool reflecting the colorful sky.

Guesthouse in Stevensville

Waterfront-View of Bay from your Bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

ValueFamilyHeating

4.99 out of 5 average rating, 371 reviews