Vacation rentals in Sassafras River

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Top-rated vacation rentals in Sassafras River

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

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Guest favorite

A private swimming pool is surrounded by lounge chairs and landscaped greenery. The clear blue water reflects sunlight, and a white fence offers privacy. The pool area includes a concrete deck, creating an inviting space for relaxation and enjoyment.

Home in Chesapeake City

4.9 out of 5 average rating, 102 reviews

The Mint Cottage in Chesapeake City

The Mint Cottage is new to the air bnb market. It is a 3 bedroom Cape Cod on .5 acre lot in Charming Chesapeake City! The 1st floor features a master bedroom suite with updated amenities, large living room and kitchen, PLUS a full hair and makeup station (great for bridal parties). The 2nd floor has two bedrooms- a queen and 2 twin beds. The house features 3 full baths.The back yard has a private swimming pool, fire pit and patio. Terrific location to walk to waterfront, shops, and restaurants!

Top guest favorite

A spacious bedroom features a large bed with a decorative comforter and plush pillows. Natural light filters through an arched window, illuminating the soft, neutral walls. Two bedside lamps rest on small tables, and a comfortable bench is positioned at the foot of the bed.

Guest suite in Forest Hill

5 out of 5 average rating, 192 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.

Top guest favorite

An A-frame cabin is surrounded by lush greenery, featuring large glass windows that reflect the surrounding trees. A wooden deck extends from the cabin, complemented by a wooden fence that provides privacy. A gravel pathway leads to the entrance, enhancing the outdoor setting.

Cabin in Narvon

4.98 out of 5 average rating, 113 reviews

Hillside Haven |Hot Tub & Sauna

Kick back & relax in this newly built A-frame cabin with an outdoor space featuring a large deck overlooking the hillside. Enjoy the custom made cedarwood sauna, hot tub, firepit with hanging egg chairs while listening to the beautiful waterfall feature. Inside, there is a fully stocked kitchen including nespresso machine, air fryer, blender and more. King size bed with a Helix Hospitality mattress dressed with luxe Brooklinen linens & pillows. Spacious bathroom with a large stand up shower.

Guest favorite

The A-frame structure is surrounded by a natural landscape, featuring wooden siding and an angular roof. A stone pathway leads to the entrance, while four outdoor chairs and a fire pit create an inviting gathering space in the foreground.

Tiny home in Christiana

4.93 out of 5 average rating, 117 reviews

Luxury A-Frame Tiny Retreat - W Sauna & Hot Tub!

Perfect for a romantic getaway, or a peaceful time in nature. The A-frame is one of the best glamping experiences you will find! With heat and AC, a luxurious bed, kitchenette, outdoor rain shower, bath house, sauna, hot tub, flat top griddle, firepit, chairs under the stars, and the unparalleled connection to nature – Robes also provided! What better way to spend a few nights to fully re-energize yourselves! If your lucky, you may even see some deer or turkey feeding in the cornfield :)

Top guest favorite

The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.

Apartment in Greenwood

4.97 out of 5 average rating, 601 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favorite

A spacious living area is shown, featuring a well-equipped kitchen, dining space for four, and a cozy seating area. Light green chairs provide a pop of color, while a large mirror reflects the room's dimensions. Soft natural light filters in from the window.

Guest suite in Newark

4.99 out of 5 average rating, 143 reviews

Charming Fully Equipped Private Guestsuite

Relax in a stylish guesthouse in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

Guest favorite

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

4.92 out of 5 average rating, 151 reviews

Countryside-Stable House-Open Studio-Quiet for 2

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

Top guest favorite

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, 127 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.

Top guest favorite

The cottage exterior features a white vinyl facade, framed by black shutters on the windows. A welcoming front porch with steps leads to a glass door, complemented by flowering plants in front, with a well-maintained lawn and clear evening lighting enhancing the inviting ambiance.

Cottage in North East

4.94 out of 5 average rating, 373 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.

Guest favorite

A comfortable living area features two dark brown sofas positioned around a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A potted plant and decorative wall art enhance the ambiance, while a wall clock adds a functional element.

Apartment in Dover

4.88 out of 5 average rating, 147 reviews

Cozy apartment in a quiet Amish country setting

Relax in our fully furnished 1 bedroom (and a spare room with a futon for extra bedding ) 1 bath, living room, and kitchenette apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop.

Top guest favorite

A tree house glows softly at night, adorned with twinkling lights. A wooden pathway leads to the entrance, bordered by green foliage. The structure features large windows that reflect the surrounding ambiance, while fairy lights create a whimsical appeal in the trees above.

Treehouse in Mount Joy

4.98 out of 5 average rating, 111 reviews

Lothlorien Tree House

*PLEASE READ OUR FULL LISTING DETAILS BEFORE BOOKING YOUR STAY* This tree house glamping retreat is for the adventurous at heart...and for Lord of the Rings lovers wanting to experience a little bit of Middle Earth here on our Earth. Head to YouTube and check out our video tour of the tree house and grounds- just search for “Lothlorien Tree House” and it will be the video by Gretchen R.

Guest favorite

The interior of the cottage features rustic wooden beams and stone walls, creating a charming ambiance. A staircase leads to a lofted area. An inviting dining table sits at the center, surrounded by open living and workspace areas, equipped with various comfortable furnishings.

Cottage in Port Deposit

4.93 out of 5 average rating, 273 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.