
Vacation rentals in Perryville
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Quick stats about vacation rentals in Perryville

Nightly prices starting at
Perryville vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Perryville rentals
Top-rated vacation rentals in Perryville
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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!
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Vintage Waterfront Cottage with Stunning Sunsets
This unique Red Point Cottage offers vintage charm, rustic accents and incredible sunsets overlooking the Chesapeake bay from a 50 ft cliffside waterfront location. Our cottage has two bedrooms, one queen and one king - all bedding is provided and included. We have an open cottage concept with water views from every room. A stone gas fireplace, fully equipped custom kitchen, central air, washer & dryer, WIFI, flat screen TV, stereo, gas grill, fire pit, outside shower and front porch.
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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.
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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.
LocationFamilyShared spaces

Conowingo Creek Casual
Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.
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Long Beach Cottage, Hot Tub,Wood Burning Fireplace
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...
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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.
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Delightful 12x16 Glamping Gazebo/Tent
Rustic/Glamping Gazebo/Tent situated privately on our property (backyard) of 1.5 acres in a residential neighborhood. As it says Rustic and “Glamping”..meaning an upgraded camping experience, but by no means can we offer the same comfort temperature wise as an indoor setting. A fun stop for the night, or enjoy a full evening with a movie and firepit. Also, there are plenty of restaurants to choose from in the area, as well several local breweries.
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Port Right Side *easy stay near 95* Port Deposit
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). Safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more. Perfect for couples or families. Spacious 3 bedroom / 1 bathroom, well-stocked kitchen, beautifully decorated, and comfortable mattresses.
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A Sweet Escape
Welcome to your sweet escape. A unique 2 bedroom apartment above our Ice Cream Parlor in quaint Havre de Grace. Our Airbnb is Candy and Ice Cream themed. Let us know what your favorite ice cream is and we will have it waiting for you in the freezer when you check in. Situated a few walkable blocks from downtown, wedding venues, restaurants, breweries and the waterfront. Approximately 8 miles from Ripken Stadium.
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The River Cottage
Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.
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Studio apartment with off street parking
Private studio apartment just minutes away from the mouth of the Chesapeake Bay. Visiting our small town of Havre de Grace for a wedding or a local event, choose to relax in our sports themed comfortable home away from home. Havre de Grace has a lot of wonderful events, shops and restaurants to offer, and you will be just steps away from them.
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Popular amenities for Perryville vacation rentals
Other great vacation rentals in Perryville

Applewood A-Frame Retreat + Hot tub
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The Sunset House-Hot Tub-Sauna
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Chesapeake Waterfront Vacation Rental with Dock
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A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.
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Catching Sunsets on the Bay
ValueFamilyAir conditioning

Back Bay Retreat
KitchenIndoor spacesParking

Sailor's Sunrise Cottage - Chesapeake Bay
LocationFamilyDecor

Cheerful and Cozy Charming Home
LocationOutdoor spacesGetting around
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- M&T Bank Stadium
- Longwood Gardens
- Johns Hopkins University
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- Federal Hill Park
- Dutch Wonderland
- CFG Bank Arena
- Betterton Beach
- Spooky Nook Sports
- Amish Village
- University of Delaware
- French Creek State Park
- Dover Motor Speedway
- Marsh Creek State Park
- Patterson Park
- National Aquarium
- Valley Forge National Historical Park
- Sight & Sound Theatres
- Arundel Mills
- Ridley Creek State Park
- Harbor East
- Elk Neck State Park
- United States Naval Academy
- Baltimore Museum of Art





