Holiday rentals in Rising Sun

Winery & Vineyard Mill | 1000+ acres of Hiking

- Winery & Vineyard with live music & food trucks (see our schedule online for events) - Miles of Hiking Trails (1,000 acres of hiking from property) - Fire Pit stocked with firewood, equipment & s’mores - BBQ & supplies - Farm with Goats, Horses, Chickens, Ducks - Library - Wine Collection - Luxury Decor - Quiet & Cozy First Floor: - Locked as this is unrented and used for storage Second Floor (steep stairs): - 2 bedrooms (Queen Beds) - Full Kitchen - Full Bath - Dining room & Living Room

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.

Start planning your summer fun pool getaway now!

More guests upon request, and pet allowed! One acre property & Large in ground solar heated pool (open seasonally).Your own private space & parking spot; property is shared-host occupies seperate area on 1st floor. Large private living area that opens to a porch including; Family room, 42" tv with surround & large sectional couch. Kitchenette area with a sink, fridge, mini-oven, hotplates, and dishes/silverware. If you would like, Amish style sticky bread, juice & fruit served for breakfast.

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!

Home Away from Home in Rising Sun, MD

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.

Waterfront cabin home - 9+ private wooded acres

Gunpowder Cabin is a peaceful getaway set on 9+ wooded acres and a private drive in Northern Maryland, just an hour from Baltimore. With a half mile of hiking trails, and over 600 feet of frontage on Octoraro Creek, there are numerous options for taking in the natural beauty: warm up by our two firepits, lounge in a hammock, take a dip in the river, or fish for trout from the shoreline. A secluded retreat that feels remote, but moments from the civilization you came to escape.

Countryside-Stablehouse-Cozy for 2-March Discounts

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

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...

Cozy farmhouse apt w/fireplace & trail

Experience a peaceful countryside retreat in Rising Sun, overlooking horse pastures and open fields, perfect for a quiet escape. - Sleeps 2 | 1 bedroom | 1 bed | 1 bath - Indoor gas fireplace & radiant heating - Wifi & Ethernet, dedicated workspace - Free parking, washer & dryer in building - 1+ mile nature trails across 35‑acre property - Outdoor patio with seating, view of fields - Self check‑in via smart lock, historic building (renovated 2021)

2 Bedroom winery retreat.

This 2 bedroom country house retreat shares its location with a beautiful local winery. Dove Valley Winery hosts a multitude of events year round for you and your company to enjoy. During your stay you will receive a free wine tasting voucher for each guest of age compliments of Dove Valley. Located 15 minutes from I95, Route 1, and one hour from Philadelphia and Baltimore. We may request a government issued ID upon booking.

Quiet suite in the heart of Amish country.

The apartment is a one bedroom in law suite located in the lower level of our home. It has a living room,kitchen,bedroom,and bathroom. Private entranceway is off the patio,and it is handicapped accessible.Self check in with a keypad. Centrally located in southern Lancaster County .Only 13 miles from historic Strasburg,18 miles from Lancaster,and close to many other tourist attractions.

South Acres

Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.