Vacation rentals in Marydel

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Top-rated vacation rentals in Marydel

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

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Top guest favorite

An updated kitchen features modern appliances, including a white refrigerator and a built-in stove. Light grey cabinetry is complemented by a spacious countertop with a subtle marble pattern. Shelves display decorative items, while a wall art piece adds a touch of color.

Home in Chestertown

4.96 out of 5 average rating, 71 reviews

Charming Haven on High

Featuring an open, updated kitchen, 2 bedrooms, 1.5 bathrooms for up to 4 guests. Explore historic downtown with unique shops, delightful dining options, & the Arts & Entertainment district that stretches to the Chester River, just a 5-min. walk. Numerous events, include the Tea Party Festival, Summer Concert Series, First Fridays, Downrigging Weekend, the Annual Dickens of a Christmas & Saturday morning Farmers Market. Steps from Washington College, it’s ideal for parents & alum visiting.

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Top guest favorite

A hot tub bubbles gently in the foreground, surrounded by lush greenery and a view of the waterfront. Twinkling string lights hang above the screened porch, which features a spacious dining area. The sunset casts a warm glow over the scenic landscape.

Home in Chestertown

4.96 out of 5 average rating, 112 reviews

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes: 💦 Hot Tub 🔥 Outdoor Gas Fireplace ☕️ Jura Espresso Machine 🚤 Private Dock + Kayaks 🚴 Bikes for Exploring 🏓 Ping-Pong Table 🌅 Bay Views

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Guest favorite

An outdoor fire pit is surrounded by six wooden lounge chairs, arranged on a gravel patio. Lush green grass and trees provide a natural backdrop, while tranquil river views are visible beyond the fire pit, reflecting the soft colors of the sky.

Home in Millington

4.95 out of 5 average rating, 41 reviews

Anchors Away

Anchors Away beckons as your tranquil waterfront escape! Inside, the cozy gas fireplace awaits. Savor a coffee bar experience and utilize the well-appointed kitchen. Unwind in the screened-in porch with a book and river views. Outdoors, the dock invites relaxation by the water. Gather around the wood fire pit for memorable nights under the stars. Enjoy Kayaks, fishing poles and family games! Anchors Away promises an unforgettable riverside retreat. We look forward to hosting you!

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Guest favorite

A modern guest barn is situated amidst a serene farm setting, with a sleek metal roof and large windows. The exterior features a combination of wood and metal materials. Surrounding lush green fields are dotted with trees, enhancing the peaceful atmosphere.

Barn in Queenstown

4.99 out of 5 average rating, 85 reviews

Waterfront Modern Guest Barn

Find peace and reconnect with nature at this award winning guest barn. With its simple geometry and bucolic setting overlooking a quiet river of the Eastern Shore, this gem at the edge of a farm field could easily be mistaken for a working barn. But when you slide open the pair of two-story barn doors, you find a beautiful modern guesthouse full of light from the wall of windows facing the river. The setting is incredibly peaceful, and is a wonderful romantic escape or family getaway.

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Superhost

A cozy living area features a large gray sofa and a black reclining chair. A wooden coffee table is centered on the light-colored flooring. A mounted television and decorative wall unit can be seen, along with doorways leading to other areas of the cottage.

Cottage in Dover

4.86 out of 5 average rating, 83 reviews

Warm, Cozy, Beach Cottage on the Bay

Relax alone or with the whole family at this peaceful beach cottage. Master bedroom has a queen size bed. The kids bedroom has a twin bunk bed. The walk through bedroom has a full size bed with a pull out twin bed as well as 2 queen size sofa beds. NOTE: THIS IS A BAY BEACH AND IS NOT A SWIMMING BEACH. The beach is great for taking long walks and sunning but not suitable for bathing. House has stairs and is elevated, not suitable for folks who have difficulty with stairs.

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Guest favorite

A single-story house is set on a grassy lawn, featuring white siding and red shutters. A small porch with a railing welcomes visitors. Shade is provided by surrounding trees, and a chain-link fence outlines the property, contributing to a sense of privacy.

Home in Frederica

4.93 out of 5 average rating, 41 reviews

The Ultimate Escape

The Ultimate Escape, located at a peaceful part of town. 2 Bedrooms and 1 full bath. Spacious rooms, 1 king bed, 2 twins and 2 air mattresses. Fully equipped kitchen. Sunroom on back of house. Only a mile away from Delaware Turf Sports Complex and 15 minutes away Killens Pond State park. 1 hour away from Delaware Beaches such as, Dewey Beach, Rehoboth Beach and 1.5 hour away from Ocean City Maryland. Just 13 miles away from NASCAR Dover Speedway and Ballys Dover Casino.

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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

5 out of 5 average rating, 47 reviews

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.

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Guest favorite

A comfortable living area features a cozy gray sofa facing a stone fireplace. A wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Light enters through a nearby window, illuminating the space.

Guesthouse in Dover

4.85 out of 5 average rating, 199 reviews

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

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Guest favorite

An open-concept living space features a dining table with light-colored chairs, a kitchen with modern appliances, and a cozy seating area. Bright natural light streams through the windows, illuminating the neutral walls and warm wood flooring.

Home in Frederica

4.96 out of 5 average rating, 24 reviews

Bungalow by the Bay

Come spend time with us at our 3 bedroom/2 bath Bungalow by the Bay. We are just minutes from the DE TURF FIELDS. Centrally located in Kent Co Delaware, Bowers Beach is a quiet beach community and only 2 miles away. Ballys casino/Nascar is a quick 20 minute drive north up Rt 1. The Delaware resort beaches of Lewes, Rehoboth, Dewey Beach, Bethany Beach and Fenwick are just 30 minutes south on Rt. 1. You'll enjoy quick easy access on/off Rt. 1.

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Top guest favorite

Home in Centreville

5 out of 5 average rating, 61 reviews

Family Retreat at Historic Lansdowne Manor

Escape to Lansdowne, a historic Federal-period manor house recognized by the Library of Congress. This private, tranquil retreat offers a unique blend of vintage charm and modern comfort for up to 8 guests. Surrounded by open fields and nature, this 4 bedroom home features a fully equipped kitchen and high-speed Wi-Fi. Perfect for families and history lovers seeking a peaceful getaway just minutes from Centreville and a state park lake and trails.

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Top guest favorite

Apartment in Chestertown

4.97 out of 5 average rating, 289 reviews

Carriage House Studio -Secluded "Treehouse" Escape

Escape to a hidden sanctuary in Chestertown. Perched on the 2nd floor of a historic building, this private 800 sq ft carriage house feels like a luxury treehouse with canopy views, fully screened from the outside world. Perfect for a romantic getaway or solo retreat, it blends total privacy with town-center access. Enjoy a fireplace, premium linens, off-street parking, and full access to over an acre of breathtaking private gardens.

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Guest favorite

Home in Rock Hall

4.94 out of 5 average rating, 31 reviews

Chesapeake Bay Retreat W/Breathtaking Views

Escape to a waterfront retreat on the Chesapeake Bay with sweeping water views, vaulted ceilings, and expansive windows that fill the home with natural light. Located minutes from Rock Hall and historic Chestertown. Recently refreshed for the season with updated layout, window tinting for comfort, and a newly added pool table. Perfect for blue crab season, relaxing getaways, and exploring Maryland’s Eastern Shore.

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