Holiday rentals in Port Deposit

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Top-rated holiday rentals in Port Deposit

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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!

25 Jan – 1 Feb

$162 SGD per night

Guest favourite

Guest suite in Forest Hill

5.0 out of 5 average rating, 110 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.

13–20 Feb

$139 SGD per night

Guest favourite

Home in Cecil County

5.0 out of 5 average rating, 5 reviews

Hill Top Cottage with Chickens!

A small cottage surrounded on all sides by nature yet with easy access via the small winding road right below us. The focus of Hill Top Cottage is peace, quiet and fresh eggs! We have 7 friendly chickens that are penned in and live on the premises which are family pets. They love to be fed fresh veggies through their fencing. You'll also have access to fresh eggs during your stay. We're close to eagle watching, Fairhill Nature Ctr., State Parks, Great Wolf Lodge/Casino and hiking trails.

11–18 Jul

$163 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.

14–21 Jul

$189 SGD per night

Guest favourite

Flat in Havre de Grace

5.0 out of 5 average rating, 139 reviews

Mid Century 2 Bedroom at JoRetro with a King Bed

Enjoy a newly renovated mid-century modern apartment in the heart of downtown Havre de Grace, located above our shop, JoRetro Vintage Market. We currently have 3 units to choose from. We have decorated this suite using the 1945 Pyrex Primary bowls for design inspiration. Find luxury amenities and authentic Vintage items throughout the apartment, including Pyrex! Walk to restaurants and unique shops. Visit the lighthouse and museums. Enjoy a show at the Opera House or the State Theater.

22–29 Mar

$218 SGD per night

Guest favourite

Cottage in Aberdeen

4.95 out of 5 average rating, 148 reviews

Tranquil Carriage House*MCM *Country *Wildlife

Pet, and Chemical Free. The Aberdeen Carriage House is in a country setting with a country road. We are not far from city limits and have most of your needs right here. In five minutes, you have a grocery store, dollar store, Target, Walgreens, Planet Fitness, and restaurants. Historic Havre de Grace, Ripken Stadium, Vineyards, Boating, and Golfing, only ten minutes. Baltimore and Stadiums are only 35 minutes down I95. The house is spotless and fully loaded with all the comforts of home.

7–14 Sep

$190 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.

10–17 Dec

$157 SGD per night

Guest favourite

Cottage in North East

4.94 out of 5 average rating, 279 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.

14–21 Nov

$133 SGD per night

Guest favourite

Flat in Little Britain Township

4.96 out of 5 average rating, 236 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!

13–20 Jan

$197 SGD per night

Guest favourite

Cottage in Port Deposit

4.91 out of 5 average rating, 170 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.

11–18 Dec

$303 SGD per night

Guest favourite

Guest house in Havre de Grace

4.89 out of 5 average rating, 223 reviews

Studio apartment with off street parking

Private studio apartment just minutes away from the mouth of the Chesapeake Bay. Visiting our small town of Havre de Grace for a wedding or a local event, choose to relax in our sports themed comfortable home away from home. Havre de Grace has a lot of wonderful events, shops and restaurants to offer, and you will be just steps away from them.

23–30 Sep

$149 SGD per night

Guest favourite

Flat in Rising Sun

4.97 out of 5 average rating, 197 reviews

Cross Keys Tavern

Built in 1744, this lovely home is the perfect country getaway. Cozy apartment in a historic property located in the little town of Calvert. Huge master bedroom with plenty of relax room. Private entrance with plenty of parking. Six miles from Fair Hill Natural Resources Area and a golf course practically in the back yard.

20–27 Sep

$194 SGD per night