Holiday rentals in Rising Sun

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Top-rated holiday rentals in Rising Sun

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Guest favourite

Townhouse in Rising Sun

4.8 out of 5 average rating, 130 reviews

Small Town Vibes

Relax during your stay in a fully remodeled town home in the center of Small Town Rising Sun MD! There is so much to offer with the location and renovations of this town home… Local coffee shops, Grocery Store and restaurants in walking distance to quaint historical downtown Main Street. Also many actives are in the area like Ripken Stadium, an art studio and so much more! WiFi and basic necessity’s will always be included during your stay. We welcome you to come stay and relax while visiting!

2–9 Jan

$162 SGD per night

Guest favourite

Guest suite in Forest Hill

5.0 out of 5 average rating, 109 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

20–27 Feb

$139 SGD per night

Guest favourite

Home in Rising Sun

4.95 out of 5 average rating, 239 reviews

Home Away from Home in Rising Sun, MD

PLEASE READ: Children under 12 years of age are not suitable for this home. Check in:3-8pm can be flexible to fit your schedule.Check out: 11am This home has a living room, kitchen and dining area, two bedrooms and a full bath. No pets! THE THIRD BEDROOM is a master suite that can be added for an ADDITIONAL CHARGE. It includes a living area, queen bed, bathroom and kitchenette. Ask for more details. This home is very comfy and has a history room from family collectibles dating back to 1854.

8–15 Mar

$224 SGD per night

Guest favourite

Guest house in Quarryville

4.99 out of 5 average rating, 230 reviews

The Olde Wash House on Camargo

Come and relax in our newly remodeled, cozy, cottage style home with it's own private entrance, surrounded by working Amish farms, just outside of town. A short 15 minute drive to Historic Strasburg, Sight and Sound Theater, Antique Shopping, Tangor Outlets and more! Hiking Trails close by include Enola Grade Trail, Pinnacle Point, Muddy Run Park, and Sickman's Mill. If golfing is your desire, Tanglewood Golf Club is just 10 minutes away. We hope you enjoy your stay!

18–25 Nov

$132 SGD per night

Guest favourite

Campervan/Motorhome in Rising Sun

5.0 out of 5 average rating, 59 reviews

Spacious 2-Bedroom 44' RV on Horse Farm, Horses OK

Hidden gem in Rising Sun, MD. 10 miles from Fair Hill & 20 miles from Long Wood Gardens. Enter via private gate, down a beautiful tree lined drive. Bedrm 1 has a king bed & full bath. Bedrm 2 has a queen bed, 1/2 bath & private entrance. Full size kitchen w/ big fridge. Outdoor has a patio, grill, picnic table and firepit. 12 min from I95 and right off of Rt 1 . Pool is available on Swimply, hosted by me, listing 67526 Horses welcome for an additional boarding fee per night.

23–30 Jun

$138 SGD per night

Guest favourite

Guest suite in Peach Bottom

5.0 out of 5 average rating, 12 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.

18–25 Dec

$134 SGD per night

Guest favourite

Cottage in North East

4.97 out of 5 average rating, 436 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.

11–18 Mar

$149 SGD per night

Guest favourite

Flat in Rising Sun

4.91 out of 5 average rating, 53 reviews

Cozy Corner Getaway: Relax on an Amish Farm

Bring a good book, settle in, and enjoy this space setup for ultimate relaxation. Located on the border of Pennsylvania, and Delaware, this Maryland property is within an hours drive of many attractions. This apartment is on the 1st floor of the historic building which was renovated in 2021, by a young Amish family. Gaze out the windows to watch horses and riders at the riding school that’s on the premise. Or, visit any of the local attractions located nearby.

17–24 Mar

$130 SGD per night

Guest favourite

Cottage in North East

4.94 out of 5 average rating, 276 reviews

Cottage Just Off North East's Main Street

Our cozy cottage is located just off Main Street in North East, an easy walk to restaurants, shops and pubs. The cathedral ceilings and exposed rafters create an unexpectedly dramatic space you will find warm and inviting. The relaxing back deck looks down toward a creek that flows through the neighboring property. Our cottage is the perfect place to stay when you're on the road for work, or a romantic weekend (or mid-week) getaway.

29 Mar – 5 Apr

$141 SGD per night

Guest favourite

Flat in Little Britain Township

4.96 out of 5 average rating, 235 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!

11–18 Jan

$197 SGD per night

Guest favourite

Cottage in Port Deposit

4.91 out of 5 average rating, 169 reviews

The River Cottage

Take it easy in this unique cottage built in the 1800s nestled upon the Granite Cliffs of Port Deposit Maryland. While enjoying your tranquil get away you’re minutes from local shops, local dining, local wineries, local breweries and a local marina. There is plenty of sightseeing and wildlife. If you enjoy fishing and kayaking it’s just a short distance away.

26 Jan – 2 Feb

$303 SGD per night

Guest favourite

Flat in West Grove

4.98 out of 5 average rating, 181 reviews

Swallow's Rest: East

This two hundred year old post-and-beam farm building has been converted into two elegant, private apartments that share a common entry. Either apartment can be reserved separately, or both can be shared by a group of guests. The property is located in a quiet and picturesque region that is close to many attractions in southern Chester County.

24 Jun – 1 Jul

$156 SGD per night