Holiday houses in Rising Sun

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Top-rated holiday rentals in Rising Sun

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

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Top Guest favourite

A single-story cottage is surrounded by lush greenery and vibrant flower beds. A wooden deck extends around the front, providing access to the home. The well-maintained lawn features a variety of plants and shrubs, enhancing the inviting outdoor space.

Cottage in North East

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.

ValueFamilyGetting around

4.98 out of 5 average rating, 706 reviews

Top Guest favourite

The large inground pool is surrounded by a spacious patio featuring lounge chairs and shaded areas. A gazebo offers seating, while a water slide provides an entertaining feature. Lush greenery and a treeline offer a serene backdrop.

Guest suite in Oxford

Cozy country pool getaway that's pet allowed!

Large solar heated pool for summer fun! Pool is seasonal and shared. Relax and enjoy the peaceful surroundings on one acre at the end of a cul-de-sac. It's a cozy little suite with a large yard. Private space all to yourself, with parking and seperate entrance. AC, queen bed, sleeper sofa, microwave, Keurig coffee, Air fryer, hot plate and mini fridge. Bathroom with necessary toiletries, sink and large walk in shower. If you like, Amish style sticky bread will be left out for your enjoyment.

ValueLocationQuiet

4.89 out of 5 average rating, 171 reviews

Top Guest favourite

A single-story brick home is set against a bright blue sky, flanked by large trees. One side features a majestic flowering tree with pink blossoms, while the other is shaded by a leafy tree. Solar panels are visible on the roof.

Home in Rising Sun

“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.

FamilyValueBreakfast

4.96 out of 5 average rating, 336 reviews

Guest favourite

Home in Peach Bottom

Secluded home with heated pool & waterfall

Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall. THE POOL IS HEATED ALL YEAR!! (So yes you may swim in the winter! ) Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!

ValueFamilyLaundry

4.96 out of 5 average rating, 135 reviews

Top Guest favourite

A wooden deck is presented with two rocking chairs, positioned on a textured area rug. Surrounding trees offer a lush backdrop, enhancing the natural setting. The rustic log construction of the cabin complements the peaceful ambiance of the outdoor space.

Cabin in Cecil County

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.

FamilyValueRiver

5.0 out of 5 average rating, 129 reviews

Top Guest favourite

Cottage in Lincoln University

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.

ValueFamilyWalkability

4.97 out of 5 average rating, 162 reviews

Guest favourite

A cozy living area features two brown leather chairs with decorative pillows, positioned near a stone fireplace. A wooden staircase leads to an upper level, and a coffee table occupies the center of the space, resting on a patterned black and white rug.

Cabin in Oxford

Secluded Log Cabin Escape on Private Pond & Acres

Escape to the peace and beauty of nature at our spacious log cabin, tucked away on a private 24 acres with a picturesque pond just steps away. Whether you're looking for a relaxing weekend, a cozy family getaway, or a quiet place to reconnect with nature, this cabin offers the perfect setting. Wake up to the sounds of birds and enjoy your morning coffee while over looking the pond and surrounding preserve. Spend your day fishing/swimming, exploring, or simply unwinding.

ValueFamilyQuiet

4.96 out of 5 average rating, 197 reviews

Top Guest favourite

A spacious room features a king-sized bed framed by framed photographs. A wooden chair sits beside a small table with a plant. Sliding glass doors open to a private balcony, allowing natural light to fill the space.

Guest suite in Peach Bottom

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

ValueLocationBackyard

5.0 out of 5 average rating, 220 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.

FamilyValueHiking

4.92 out of 5 average rating, 248 reviews

Top Guest favourite

Home in Whiteford

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.

FamilyLocationLaundry

4.96 out of 5 average rating, 105 reviews

Guest favourite

The exterior of the lodge is surrounded by lush greenery, showcasing a spacious driveway leading to a two-car garage. Colorful blooming flowers are seen in the landscaped gardens, enhancing the tranquil ambiance. The lodge features a rustic design with a welcoming porch and a natural stone chimney.

Home in Oxford

Beautiful Large Home in Private Woods with Hot Tub

Welcome to Elk Creek Lodge, an expansive and secluded sanctuary nestled on 18 acres of lush woods and meadows. Situated just a short drive from historic Oxford, Pennsylvania. Also conveniently located to horse riding events in Fair Hill, MD. Scan the QR code for a virtual tour. Distance from Attractions: Fairwinds Farm - 6.8 mi Fair Hill Training Center & Fair Hill International - 7.6 mi Great Wolf Lodge Water Park - 17.4 mi

LocationValueGetting around

4.91 out of 5 average rating, 117 reviews

Guest favourite

A cozy bedroom features a double bed with a light quilt and decorative pillows. Natural light filters through two sets of white wooden blinds, enhancing the calming blue walls. A bedside table with a small lamp is positioned next to the bed.

Home in Port Deposit

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.

FamilyLocationOutdoor spaces

4.87 out of 5 average rating, 124 reviews