Holiday rentals in Perryman

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.

Cording Lodge*Pool*Pickleball/Basketball court

This beautiful property is the perfect place for your family vacation or to reconnect with friends. The outdoor living space is a dream! It has an in ground pool, beautiful patio with lots of seating area, bonfire pit and a BBQ grill, the perfect space to spend quality time together with family and friends! This 2 story, 5 bedroom house has all the amenities you need to make your weekend getaway or family vacation enjoyable. There’s boat launching at the coast guard only 1 mile from here!

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.

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!

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!

Cabin on the Creek ~ Kayaks and Fire Pit

Unwind in our cabin tucked away on a private lane mins from Chestertown. We are situated on 6.5 wooded acres, perched up on 100’ bluff overlooking Churn Creek, a tributary off the Chesapeake Bay. Idyllic water views framed by a canopy of oak trees. Enjoy nature as you relax outside by the fire pit or stroll down to the ‘point’ to take in wildlife, or take a kayak out to explore the creek and water fowl. Deer come up through the woods and are often spotted on the property.

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.

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.

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!

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.

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.

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.