Holiday rentals in Perryman

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Top-rated holiday rentals in Perryman

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

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Top guest favourite

A rustic outdoor scene features several alpacas grazing and exploring a spacious area. A weathered barn is visible in the background, surrounded by trees and open land. A black water trough is placed nearby, reflecting the clear blue sky with scattered white clouds.

Farm stay in Bel Air

Watch Deer from a Farm Cottage

Requires ID at check-in. Maximum 6 guests on the property at any time. No early check-ins or late checkouts. Enjoy farm animals, wildlife, and peaceful country living just minutes from modern conveniences. Located 5 minutes from I-95 in Bel Air, MD, in an upscale neighborhood near Cedar Lane Sports Complex and a short drive to hospitals, restaurants, and theaters. Freshly cleaned interior with Comfort Grande beds, Egyptian cotton linens, and ultra-quiet HVAC on a very modest gentleman’s farm.

ValueLocationCondition

4.98 out of 5 average rating, 201 reviews

Guest favourite

Home in Aberdeen

Luxury Waterfront Retreat near I95, Ripken & HdG

Fully gut-renovated in 2024, this 4BR, 3.5BA waterfront retreat on the Bush River at the end of Chesapeake Bay is 15 min to I-95, 10 min to Route 40 or Amtrak Station, 20 min to Ripken Stadium or HDG, within 1.5 hr from DC, Philly, & Baltimore. Enjoy open-concept living with panoramic waterfront view & private river access, beautiful flower gardens, and stunning sunsets, plus a gourmet kitchen, oversized waterfront deck & screened-in porch, high-speed Wi-Fi, dedicated workspaces, and more.

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 14 reviews

Top guest favourite

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

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!

FamilyLocationLayout

4.96 out of 5 average rating, 171 reviews

Top guest favourite

A modern kitchen area features stainless steel appliances, including a commercial stove range. A centrally positioned island is surrounded by bar stools. Natural light fills the space through two windows, while a cozy seating area with a gray sofa and a warm rug enhances the inviting environment.

Home in Aberdeen

Tranquil Carriage House*MCM *Country *Wildlife

The Aberdeen Carriage House is in a country setting with a country road. We are near city limits and have most of your needs right here. You have a grocery store, dollar store, Target, Walgreens, Planet Fitness, and restaurants in five minutes. 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—pet and chemical-free space.

FamilyLocationHiking

4.96 out of 5 average rating, 208 reviews

Guest favourite

An open living space features high wooden ceilings with exposed beams and large windows allowing natural light to fill the area. A cozy seating arrangement surrounds a central coffee table, while a dining table sits nearby. A large television is mounted on a wall above a brick fireplace.

Home in Abingdon

East Baker Bungalow

Welcome to our home away from home on Bush River! Relax and unwind overlooking the beautiful water where you can bring your own boat. Whether you're here for the weekend to escape the hustle and bustle or bringing all your family and friends for a week on the water, we have something for everyone! Bring your own Boat, kayak or even fishing off your own private pier. Only 40 minutes from Baltimore's airport, 15 minutes to Ripken Stadium and super close to shops and grocery stores!

FamilyValueComfort

4.84 out of 5 average rating, 44 reviews

Guest favourite

The back exterior of the vacation home features a spacious lawn with a stone path leading to a large patio area. An umbrella-shaded dining table sits alongside comfortable outdoor seating. A staircase provides access to the upper deck, revealing expansive views.

Home in Aberdeen

Waterfront Family Vacation Home

Relax and unwind in this completely remodeled waterfront vacation home, perfect for family and friends. It boasts four spacious bedrooms, three full bathrooms, a cozy den, a sunroom, a large patio, and an expansive outdoor space. It provides a stunning view of the Bush River and sunsets, with direct access to the water. Immerse yourself in nature’s beauty with kayaks, paddle boards, a fire pit, and outdoor grills/furniture. Perfect place to stay for sports tournaments, too!

LocationFamilyRiver

4.87 out of 5 average rating, 89 reviews

Top guest favourite

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

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.

ValueFamilyParking

4.92 out of 5 average rating, 249 reviews

Top guest favourite

Home in Edgewood

The Cozy Charm House

Newly renovated 3 bedroom house and centrally located with many places to enjoy around the city. The house is cozy and gives guests a nice place to relax. The garage has several games including arcade basketball, foosball, corn hole, and spike ball. Located 10 minutes from Cedar Lane Sports Complex, 17 minutes from Ripken Stadium, 25 minutes from Great Wolf Lodge, 30 minutes from Baltimore, and 37 minutes from BWI. We look forward to hosting you!

FamilyLocationNearby

5.0 out of 5 average rating, 27 reviews

Guest favourite

A spacious open-plan living area features a well-equipped kitchen with granite countertops and modern pendant lighting. Comfortable seating is arranged in the living room, with large windows providing views of the water. Natural light brightens the space, enhancing its inviting atmosphere.

Guest suite in Abingdon

Waterfront Handicap-Accessible 3-Bedroom Apartment

Waterfront Oasis. Spacious handicap accessible 3 bedroom apartment with a stunning water views. Granite countertops with a fully equipped kitchen. Comfortable furnishings. Bathroom is handicap accessible. Dock space for boat/water toys. kayaks & paddleboards with tiki bar right across the river in the summer. Golf putting/driving range areas. ping pong, pool tables, foosball table, hot tub. We also have another more luxury unit on the garage side.

LocationFamilyNearby

5.0 out of 5 average rating, 80 reviews

Top guest favourite

Cottage in Havre de Grace

Chapel Cottage |Hot Tub |Pet Friendly |Near Ripken

Welcome to our cozy hideaway nestled in the heart of Havre de Grace, Maryland. Whether you’re seeking relaxation or adventure, our thoughtfully designed cottage offers comfort, convenience, and a touch of whimsy. Enjoy your own fire pit in the private pet friendly fenced in yard. 6 person hot tub, towel warmer and cold plunge in the She Shed. We are 3.5 miles from downtown (waterfront) Havre de Grace, and less than 5 miles from Ripken Stadium.

ValueLocationCheck-in

4.99 out of 5 average rating, 113 reviews

Top guest favourite

A well-maintained brick exterior of a home is shown, featuring a front pathway leading to a covered entrance. Lush greenery surrounds the property, and seasonal leaves are scattered across the lawn. A white fence can be seen partially in the background, enhancing the outdoor space.

Flat in Bel Air

Small town getaway- Bel Air

Keep it simple at this peaceful and centrally-located abode. We are within walking distance to hiking trails, parks, restaurants, and shopping. Withing driving distance for day trips to DC, Baltimore, Philly and Wilmington. If you grew up in Harford or Northern Baltimore County, this is the place to keep your sanity while coming "home" to vist family and friends.

FamilyLocationIndoor spaces

4.96 out of 5 average rating, 131 reviews

Guest favourite

A serene outdoor balcony is featured with four white chairs on a light wood deck. The railing showcases a view of the calm water, while the sun shines brightly in the sky, illuminating the surrounding trees that frame the scene.

Home in Joppatowne

Waterfront Oasis for Families/Remote Work

Your family will be wowed to see this waterfront home with 2 balconies, 2 king beds, Smart TVs, 4 bedrooms and an office+sofabed. Indulge in boating, jet skiing at a 5-min drive! Day trips to Baltimore, DC, Philly. This home is ideal for reunions, long stays, remote work. Beds/sofabeds for 11 guests. Park 3 cars for free. Elegantly furnished. Perfectly located.

LocationValueCheck-in

4.92 out of 5 average rating, 104 reviews