Vacation rentals in Perryville

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Top-rated vacation rentals in Perryville

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

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Top guest favorite
A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.
Cottage in North East
4.98 out of 5 average rating, 677 reviews

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Guest favorite
A historic three-story house is framed by tall trees, showcasing a porch with white rocking chairs. The facade features a blend of stone and siding, accented by red shutters. Decorative lights and landscaping enhance the welcoming exterior. The lawn is grassy and well-maintained.
Apartment in North East
4.89 out of 5 average rating, 144 reviews

Heart of Downtown NE Apt!

Updates: we have updated the master bed to a king. We have also updated the living room sleeper sofa! We try to check in as often to keep the space comfy and fresh. Spacious 2 bed, 1 bath 2nd floor apartment located in the heart of downtown North East! Located directly on Main Street right in the heart of all restaurants and shopping. Located a short walk (and even shorter drive) to the marina. Park your car and don’t worry about a thing! Please note it can sleep 6 adults and 2 children.

Guest favorite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.97 out of 5 average rating, 153 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Top guest favorite
The lighthouse replica is shown from an elevated angle, surrounded by trees and located beside the water. A wrap-around deck is visible, along with the charming architectural details of the structure and the contrasting red roof.
Home in North East
4.96 out of 5 average rating, 130 reviews

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Guest favorite
A charming two-story red brick home features large windows with black shutters, allowing ample natural light to enter. Lush green landscaping surrounds the entrance, which includes a white front door flanked by elegant outdoor sconces. The overall impression reflects a well-maintained historic residence.
Home in North East
4.94 out of 5 average rating, 136 reviews

Historic Creekside Home - 2br 2.5ba Downtown

Built in 1875, this newly renovated two bedroom home, is centrally located in downtown North East. Modern finishes and an open concept living space compliment the original wood floors, clawfoot tub and exposed brick walls. All the amenities of Main Street are steps away, yet the home is tucked away on a quiet street with a creek in the back yard. Our home is 2.5 miles from I-95 and one block from North East Community Park, Anchor Marina and the headwaters of the Chesapeake Bay.

Top guest favorite
The exterior view of the log cabin is set amidst a lush, wooded landscape. A stone path leads to the cabin, which features a spacious outdoor deck adorned with plants and seating. The serene ambiance of the surrounding nature invites relaxation.
Place to stay in Airville
4.98 out of 5 average rating, 264 reviews

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

Top guest favorite
The exterior of the retreat is showcased, featuring large glass windows that provide views into the interior. A spacious deck extends from the building, furnished with outdoor seating, while a landscaped yard is complemented by walking paths and surrounding trees.
Cottage in Lincoln University
4.97 out of 5 average rating, 155 reviews

Thunder Hill Retreat - Spacious/Deck/Hot tub

Welcome to Thunder Hill Retreat, the perfect getaway for the whole family seeking peace and tranquility. Nestled amidst a serene wooded area, it offers a picturesque setting atop a hill, offering breathtaking views of a nearby creek. Immerse yourself in nature and witness the beauty of abundant wildlife right from the comfort of the deck. Come and experience the tranquility and beauty of this hidden gem, where you can find solace, fun, and rejuvenation in the heart of nature.

Guest favorite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guesthouse in Elkton
4.91 out of 5 average rating, 188 reviews

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Top guest favorite
Cottage in Charlestown
4.96 out of 5 average rating, 270 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Guest favorite
A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.
Home in Perryville
4.93 out of 5 average rating, 240 reviews

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

Guest favorite
A welcoming living area presents a light-colored sofa and two upholstered chairs, arranged around a dark coffee table on a patterned area rug. Wall art features nature themes, and a stone accent wall adds texture. Natural light flows through the nearby windows.
Farm stay in Rising Sun
4.92 out of 5 average rating, 162 reviews

2 Bedroom winery retreat.

This 2 bedroom country house retreat shares its location with a beautiful local winery. Dove Valley Winery hosts a multitude of events year round for you and your company to enjoy. During your stay you will receive a free wine tasting voucher for each guest of age compliments of Dove Valley. Located 15 minutes from I95, Route 1, and one hour from Philadelphia and Baltimore. We may request a government issued ID upon booking.

Guest favorite
A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.
Townhouse in Port Deposit
4.95 out of 5 average rating, 252 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Popular amenities for Perryville vacation rentals

Quick stats about vacation rentals in Perryville

  • Nightly prices starting at

    Perryville vacation rentals start at €86 per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Perryville rentals

  • 4.9 Average rating

    Perryville stays are highly rated by guests—averaging 4.9 out of 5!

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