Holiday houses in Rising Sun

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Rising Sun

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

%{current} / %{total}1 / 1
Guest favourite
A cozy seating area is presented with two armchairs, one featuring a warm brown leather finish and the other upholstered in soft cream fabric. A small, dark wood footrest is situated nearby, complemented by a unique lamp that casts a gentle glow against the rustic wooden backdrop.
Farm stay in Lower Oxford Township
4.91 out of 5 average rating, 153 reviews

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

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
4.98 out of 5 average rating, 659 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 the day of your arrival.

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
4.96 out of 5 average rating, 316 reviews

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.

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
5 out of 5 average rating, 110 reviews

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.

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guesthouse in Elkton
4.91 out of 5 average rating, 181 reviews

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

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
4.96 out of 5 average rating, 187 reviews

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.

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
5 out of 5 average rating, 170 reviews

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.

Guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 254 reviews

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...

Superhost
A historic three-story building showcases a modern farmhouse design, featuring a light blue facade and dark gray roof. Steps lead to the main entrance, framed by seasonal greenery. A manicured lawn surrounds the home, with clear skies in the backdrop, highlighting the rural setting.
Apartment in Rising Sun
4.85 out of 5 average rating, 100 reviews

Farmhouse suite 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)

Guest favourite
A welcoming living area presents a light-colored sofa and two upholstered chairs, arranged around a dark coffee table on a patterned area rug. Wall art features nature themes, and a stone accent wall adds texture. Natural light flows through the nearby windows.
Farm stay in Rising Sun
4.92 out of 5 average rating, 156 reviews

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.

Guest favourite
A bright and serene bedroom features a spacious bed with a light-colored quilt and decorative pillows. Two large windows offer natural light and views of lush greenery outside. A vintage dresser sits beside the bed, complemented by a nearby radiator.
Townhouse in Port Deposit
4.95 out of 5 average rating, 245 reviews

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. 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), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Top Guest favourite
A spacious garage with three large doors is set against a backdrop of greenery. The building features a combination of stone and siding, with two small windows above the garage doors. A trash bin is placed near the entrance, surrounded by well-kept landscaping.
Apartment in Little Britain Township
4.96 out of 5 average rating, 285 reviews

Brick Hill farm guesthouse

Come stay on the farm where we aim to create an atmosphere of relaxation. It’s an opportunity to get away from the hustle and bustle of life. Start your day with a fresh cup of coffee or tea and enjoy the scenery from the rocking chairs on the porch. End the day gathering around the campfire if you wish. Whether you like the outdoors or not we hope you van rest & relax!

Popular amenities for Rising Sun holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Cecil County
  5. Rising Sun