
Holiday houses in Perryville
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Quick stats about holiday rentals in Perryville

Nightly prices starting at
Perryville holiday rentals start at $140 AUD per night before taxes and fees

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Over 120 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Perryville rentals
Top-rated holiday rentals in Perryville
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Cottage Elkton North East 3bed 2 bath Patio
Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark& UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc. Relax, visit, enjoy each other NO TV's
4.83 out of 5 average rating, 403 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.
4.98 out of 5 average rating, 706 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!
4.96 out of 5 average rating, 170 reviews
“Home Away from Home” in Rising Sun, Maryland
PLEASE READ *BEDROOM 3 is a suite that can be added for an extra charge (see pics) * It includes a living area, king size bed, bathroom and kitchenette. Ask Karen for pricing to add. Without the suite there is a foyer leading to a large living room, kitchen with dining area, 2 bedrooms with queen beds and a full bath. This home is comfy and has a history room showing family collectibles dating back to 1854.... Children under 12 years of age are not suitable and No Pets are allowed.
4.96 out of 5 average rating, 336 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.
4.96 out of 5 average rating, 137 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.
4.97 out of 5 average rating, 162 reviews
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...
4.96 out of 5 average rating, 296 reviews
Historic Victorian just a block from the water!
*If you are in need of additional bedrooms or just more space, inquire about adding our 2Br/1Ba first floor unit to your rental* Welcome to Millard’s Rest! While retaining much of the original Victorian millwork and architecture, contemporary conveniences make this home a comfortable retreat for guests of all ages. Whether in town for a wedding, business trip, sports tournament, or just some R&R - "Millard's Rest" is a conveniently located home away from home!
4.98 out of 5 average rating, 199 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.
4.92 out of 5 average rating, 248 reviews
Waterfront Retreat w/ Hot Tub, Games & Views
Escape to River Haven, a 7,000+ sq. ft. waterfront retreat on the Susquehanna River, perfect for groups of up to 20. Relax in the hot tub, play pickleball, pool, ping-pong, and air hockey, or unwind on expansive decks with scenic views. The home features a fully equipped kitchen, spacious bedrooms, 4.5 baths, and family-friendly amenities. With a kayak launch nearby, trailer parking, and a whole-house generator, River Haven is made for memorable getaways.
4.96 out of 5 average rating, 105 reviews
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.
4.87 out of 5 average rating, 124 reviews
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.
4.97 out of 5 average rating, 124 reviewsPopular amenities for Perryville holiday rentals
Other great holiday rentals in Perryville

Entire aNORAble House
4.98 out of 5 average rating, 42 reviews
Chesapeake Waterfront Vacation Rental with Dock
4.94 out of 5 average rating, 31 reviews
Waldins Chesapeake
4.9 out of 5 average rating, 10 reviews
The Sunset House-Hot Tub-Sauna
4.94 out of 5 average rating, 90 reviews
Sailor's Sunrise Cottage - Chesapeake Bay
4.79 out of 5 average rating, 95 reviews
Back Bay Retreat
5.0 out of 5 average rating, 4 reviews
Catching Sunsets on the Bay
4.99 out of 5 average rating, 84 reviews
Family home w/game room, deck & hot tub
4.89 out of 5 average rating, 27 reviewsDestinations to explore
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- M&T Bank Stadium
- Longwood Gardens
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Dutch Wonderland
- Betterton Beach
- CFG Bank Arena
- Amish Village
- Spooky Nook Sports
- University of Delaware
- Baltimore Convention Center
- Dover Motor Speedway
- French Creek State Park
- Patterson Park
- Marsh Creek State Park
- National Aquarium
- Valley Forge National Historical Park
- Arundel Mills
- Ridley Creek State Park
- Sight & Sound Theatres
- United States Naval Academy
- Elk Neck State Park
- Harbor East





