Vacation rentals in Perryville

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Top-rated vacation rentals in Perryville

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Guest favorite

Townhouse in Rising Sun

4.8 out of 5 average rating, 131 reviews

Small Town Vibes

Relax during your stay in a fully remodeled town home in the center of Small Town Rising Sun MD! There is so much to offer with the location and renovations of this town home… Local coffee shops, Grocery Store and restaurants in walking distance to quaint historical downtown Main Street. Also many actives are in the area like Ripken Stadium, an art studio and so much more! WiFi and basic necessity’s will always be included during your stay. We welcome you to come stay and relax while visiting!

Sep 22 – 29

G$24,763 GYD per night

Guest favorite

Guest suite in Forest Hill

5.0 out of 5 average rating, 111 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Sep 20 – 27

G$21,316 GYD per night

Guest favorite

Home in Rising Sun

4.95 out of 5 average rating, 239 reviews

Home Away from Home in Rising Sun, MD

PLEASE READ: Children under 12 years of age are not suitable for this home. Check in:3-8pm can be flexible to fit your schedule.Check out: 11am This home has a living room, kitchen and dining area, two bedrooms and a full bath. No pets! THE THIRD BEDROOM is a master suite that can be added for an ADDITIONAL CHARGE. It includes a living area, queen bed, bathroom and kitchenette. Ask for more details. This home is very comfy and has a history room from family collectibles dating back to 1854.

Nov 12 – 19

G$28,907 GYD per night

Guest favorite

Apartment in Havre de Grace

5.0 out of 5 average rating, 139 reviews

Mid Century 2 Bedroom at JoRetro with a King Bed

Enjoy a newly renovated mid-century modern apartment in the heart of downtown Havre de Grace, located above our shop, JoRetro Vintage Market. We currently have 3 units to choose from. We have decorated this suite using the 1945 Pyrex Primary bowls for design inspiration. Find luxury amenities and authentic Vintage items throughout the apartment, including Pyrex! Walk to restaurants and unique shops. Visit the lighthouse and museums. Enjoy a show at the Opera House or the State Theater.

Jan 9 – 16

G$33,651 GYD per night

Guest favorite

Cottage in Aberdeen

4.95 out of 5 average rating, 148 reviews

Tranquil Carriage House*MCM *Country *Wildlife

Pet, and Chemical Free. The Aberdeen Carriage House is in a country setting with a country road. We are not far from city limits and have most of your needs right here. In five minutes, you have a grocery store, dollar store, Target, Walgreens, Planet Fitness, and restaurants. Historic Havre de Grace, Ripken Stadium, Vineyards, Boating, and Golfing, only ten minutes. Baltimore and Stadiums are only 35 minutes down I95. The house is spotless and fully loaded with all the comforts of home.

Jan 23 – 30

G$29,366 GYD per night

Guest favorite

Cottage in North East

4.97 out of 5 average rating, 439 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.

Feb 3 – 10

G$23,057 GYD per night

Superhost

Apartment in Rising Sun

4.79 out of 5 average rating, 14 reviews

The Charming Nest - Quiet getaway on Amish Farm

Escape into the beautiful countryside for a relaxing vacation on a horse farm. Located on the border of Pennsylvania, and Delaware, this Maryland property is within an hours drive of many attractions. This suite is on the 2nd floor of the historic building which was renovated in 2021, by a young Amish family. Gaze out the windows to watch horses and riders at the riding school that’s on the premise. Or, visit any of the local attractions located nearby.

Feb 5 – 12

G$20,346 GYD per night

Guest favorite

Cottage in North East

4.94 out of 5 average rating, 280 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

Mar 16 – 23

G$20,443 GYD per night

Guest favorite

Cottage in Port Deposit

4.91 out of 5 average rating, 172 reviews

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.

Mar 29 – Apr 5

G$46,394 GYD per night

Guest favorite

Guesthouse in Havre de Grace

4.89 out of 5 average rating, 223 reviews

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.

Feb 3 – 10

G$22,840 GYD per night

Guest favorite

Apartment in Rising Sun

4.97 out of 5 average rating, 198 reviews

Cross Keys Tavern

Built in 1744, this lovely home is the perfect country getaway. Cozy apartment in a historic property located in the little town of Calvert. Huge master bedroom with plenty of relax room. Private entrance with plenty of parking. Six miles from Fair Hill Natural Resources Area and a golf course practically in the back yard.

Oct 3 – 10

G$29,740 GYD per night

Guest favorite

Guest suite in North East

4.92 out of 5 average rating, 12 reviews

1 Bedroom Apartment @Cool Springs

Newly constructed ground floor (basement) 1 bedroom, 1 bathroom walk-out apartment, located in Charlestown, MD; a stone's throw away from the Charlestown Marina! The property is part of a newly developed residential neighborhood that is a short distance to local dining, shopping, and gorgeous views of the North East River.

May 8 – 15

G$18,722 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Perryville vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Perryville's top sights

Hollywood Casino8 locals recommend

Johnny's Sushi House10 locals recommend

Perryville Marc station3 locals recommend

Other great vacation rentals in Perryville

Guest favorite

Apartment in North East

4.93 out of 5 average rating, 28 reviews

Lil' Day Trippin' in NORTH EAST, SuperClean off 95

Oct 13 – 20

G$24,173 GYD per night

Guest favorite

Home in Charlestown

4.96 out of 5 average rating, 25 reviews

Catching Sunsets on the Bay

Apr 16 – 23

G$36,359 GYD per night

Guest favorite

Home in Havre de Grace

5.0 out of 5 average rating, 21 reviews

“Grace Place” Lovely One Bedroom Apartment

Oct 5 – 12

G$31,204 GYD per night

Guest favorite

Guest suite in Peach Bottom

5.0 out of 5 average rating, 12 reviews

Conowingo Creek Casual

Oct 15 – 22

G$20,552 GYD per night

Guest favorite

Home in Charlestown

4.91 out of 5 average rating, 69 reviews

Cozy cape cod in water oriented Community near I95

Sep 24 – Oct 1

G$28,086 GYD per night

Guest favorite

Cabin in Cecil County

5.0 out of 5 average rating, 20 reviews

Gunpowder Cabin - on Octoraro Creek

Aug 26 – Sep 2

G$43,133 GYD per night

Guest favorite

Cottage in Charlestown

4.98 out of 5 average rating, 52 reviews

Long Beach Cottage, (romantic couple’s getaway)

Dec 17 – 24

G$97,287 GYD per night

Guest favorite

Place to stay in Havre de Grace

4.95 out of 5 average rating, 40 reviews

Delightful 12x16 Glamping Gazebo/Tent

Aug 30 – Sep 6

G$20,494 GYD per night

Show all

Quick stats about vacation rentals in Perryville

Total rentals
10 properties
Local attractions
Hollywood Casino, Johnny's Sushi House, and Jumbo Jimmy's Crab Shack
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
100 reviews
Nightly prices starting at
G$14,594 GYD before taxes and fees

Vacation rentals in Perryville

Top-rated vacation rentals in Perryville

Townhouse in Rising Sun

Guest suite in Forest Hill

Home in Rising Sun

Apartment in Havre de Grace

Cottage in Aberdeen

Cottage in North East

Apartment in Rising Sun

Cottage in North East

Cottage in Port Deposit

Guesthouse in Havre de Grace

Apartment in Rising Sun

Guest suite in North East

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Perryville vacation rentals

Stay near Perryville's top sights

Other great vacation rentals in Perryville

Apartment in North East

Home in Charlestown

Home in Havre de Grace

Guest suite in Peach Bottom

Home in Charlestown

Cabin in Cecil County

Cottage in Charlestown

Place to stay in Havre de Grace

Quick stats about vacation rentals in Perryville

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore