Holiday rentals in Elkton

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Top-rated holiday rentals in Elkton

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

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The exterior of the home features a welcoming front porch with a black door and decorative shutters. An American flag hangs beside the entrance. A patio area is visible, furnished with a round table and chairs, surrounded by greenery and outdoor lighting.
Home in Elkton
4.83 out of 5 average rating, 392 reviews

Cozy Cottage Elkton North East 3bed 2 bath Patio

Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark& UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc. Relax, visit, enjoy each other NO TV's

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, 664 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.

Guest favourite
The living area includes comfortable seating with a brown leather couch and two armchairs, one of which is a reclining style. A coffee table sits at the center, adorned with a bowl of fruit. Natural light enters through the windows, which are partially covered by blinds.
Serviced apartment in Elkton
4.91 out of 5 average rating, 142 reviews

477 Lovely 2 bedroom unit with free parking

475 is a Lovely 2 bedroom unit with free parking. Pets are welcome for an additional fee. If the unit is booked for the dates you wanted please use the link below to check unit 477 which is its mirror image right next to it. The dates that you wanted to book may be available. Use this link: https://www.airbnb.com/rooms/1513941590144353519?source_impression_id=p3_1765561312_P3YnBwuhD-njvDvn Just copy and paste the above link. If you are using an IOS device the link must be entered manually.

Guest favourite
A historic three-story house is framed by tall trees, showcasing a porch with white rocking chairs. The facade features a blend of stone and siding, accented by red shutters. Decorative lights and landscaping enhance the welcoming exterior. The lawn is grassy and well-maintained.
Flat in North East
4.91 out of 5 average rating, 139 reviews

Heart of Downtown NE Apt!

Updates: we have updated the master bed to a king. We have also updated the living room sleeper sofa! We try to check in as often to keep the space comfy and fresh. Spacious 2 bed, 1 bath 2nd floor apartment located in the heart of downtown North East! Located directly on Main Street right in the heart of all restaurants and shopping. Located a short walk (and even shorter drive) to the marina. Park your car and don’t worry about a thing! Please note it can sleep 6 adults and 2 children.

Guest favourite
A serene waterfront view is captured at sunset, highlighting the calm water and a colorful sky filled with clouds. Several chairs are arranged near the water's edge, framed by lush trees and grassy areas.
Home in Perryville
4.97 out of 5 average rating, 149 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Guest favourite
A charming two-story red brick home features large windows with black shutters, allowing ample natural light to enter. Lush green landscaping surrounds the entrance, which includes a white front door flanked by elegant outdoor sconces. The overall impression reflects a well-maintained historic residence.
Home in North East
4.94 out of 5 average rating, 133 reviews

Historic Creekside Home - 2br 2.5ba Downtown

Built in 1875, this newly renovated two bedroom home, is centrally located in downtown North East. Modern finishes and an open concept living space compliment the original wood floors, clawfoot tub and exposed brick walls. All the amenities of Main Street are steps away, yet the home is tucked away on a quiet street with a creek in the back yard. Our home is 2.5 miles from I-95 and one block from North East Community Park, Anchor Marina and the headwaters of the Chesapeake Bay.

Top guest favourite
Aerial view of the waterfront property reveals expansive green lawns surrounded by lush trees, with the C&D Canal visible nearby. The water reflects the clear blue sky, and a boat is seen traversing the canal, highlighting the active water traffic and serene natural surroundings.
Home in Elkton
4.9 out of 5 average rating, 100 reviews

Waterfront Retreat for Weekends and More!

NEW: 1-Hour south of the Philadelphia World Cup Games (FIFA)!!! Nature at its finest: Find peace and tranquility in this waterfront home with breathtaking water views from all freshly decorated rooms. Enjoy the water traffic on the C&D Canal along with the multitude of wildlife living in the area. Launch your kayak, canoe or row boat from the boat ramp. Relax here in the evenings while spending the day visiting the University of Delaware or other local Cecil County venues.

Top guest favourite
A single-story home is set on a green lawn, featuring a prominent American flag and a Maryland state flag. The covered porch is accessed by a set of blue double doors, and a dark-colored vehicle is parked in the carport.
Home in Elkton
4.96 out of 5 average rating, 159 reviews

Appleton Retreat

This 3 bedroom, 2 bathroom home is the perfect place to get away from it all while remaining convenient to all the best that Maryland, Delaware, and Pennsylvania have to offer. Minutes from Fair Hill Natural Resource Management Area for the horseback riders, mountain bikers, hikers and nature enthusiasts. University of Delaware is a quick 10 minute ride away to catch a football game or celebrate commencement. Other local attractions - boating, fishing, vineyards and breweries.

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.
Guest house in Elkton
4.91 out of 5 average rating, 186 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
Cottage in Charlestown
4.96 out of 5 average rating, 257 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...

Guest favourite
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, 413 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 favourite
A stunning sunset over the Elk River is displayed, featuring vibrant hues of orange, pink, and purple reflecting on the water's surface. The tranquil scene is framed by silhouettes of trees along the shoreline, creating a serene atmosphere.
Cottage in Elkton
4.91 out of 5 average rating, 99 reviews

Sunset River Shack -amazing waterfront view

Sunset River Shack is both Nauti and Nice!This awesome Nauti -Boho styled waterfront cottage has fantastic water views overlooking the Elk River on the Upper Chesapeake Bay. Sunsets all year long. The cottage is newly renovated and perfect for a romantic getaway, family vacay, boating trip, girls getaway, or no occasion at all. You'll never want to leave! Enjoy Chesapeake Bay life at Sunset River Shack.

Popular amenities for Elkton holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Elkton?

    Stays are frequently suggested in neighborhoods near the town center, where local shops and restaurants create an inviting atmosphere. For those seeking a quieter vibe, areas close to parks or along the water offer a tranquil setting.

  • What are the best things to do in Elkton with kids?

    Families can explore playgrounds and green spaces at local parks, visit area museums, or enjoy seasonal community events together. Outdoor activities like fishing and short nature hikes also tend to be popular with children.

  • What are some of the best things to do in Elkton?

    Stroll through the historic downtown, attend live music performances at community spaces, or picnic in one of Elkton's parks. Many visitors also enjoy exploring riverside trails and local art galleries.

  • How is the weather in Elkton?

    Elkton has cold winters with temperatures around 26–46°F (-4–8°C), while summers are warm and humid, typically ranging from 63–87°F (17–31°C). Spring and fall are milder, making outdoor exploration especially appealing.

  • When is the best time to visit Elkton?

    Late spring through early fall is often recommended for exploring Elkton, when temperatures typically range from 53–87°F (12–31°C) and outdoor spaces feel especially inviting. This period often features local events and opportunities to enjoy the surrounding natural scenery.

  • What are the best places to visit in Elkton?

    Explore the historic downtown with its local shops and galleries, stroll the trails in one of the area's parks, or visit the Elkton Railroad Station for a glimpse of regional history. Nature lovers often enjoy spending time along the nearby rivers and woodlands.

  • What are some hiking trails in Elkton?

    Explore walking paths in local parks or nearby nature preserves with wooded trails and water views. These trails often appeal to a range of experience levels and provide opportunities for birdwatching and scenic picnics.

  • What are some family activities we can do in Elkton?

    Enjoy family picnics in local parks, attend community festivals, or take part in nature walks along riverfront trails. Interactive museum exhibits and seasonal craft workshops are also frequently suggested for visitors with children.

  • What are some of the best day trip ideas from Elkton?

    Explore nearby state parks for outdoor adventures, visit neighboring historic towns, or discover the Chesapeake Bay's shorelines and maritime heritage sites. Winery tours and local farm stops provide additional excursions for various interests.

  • Are there any pet friendly accommodations available in Elkton?

    Many accommodations in Elkton welcome pets, especially in residential neighborhoods or near parks. Some hosts provide outdoor spaces or guidance on nearby walking trails and dog-friendly spots.

  • What are some local tips for visiting Elkton?

    Explore downtown Elkton for independent shops, regional dining, and local art spaces. Lightweight layers are useful, as temperatures can shift from cold winters near 26–41°F (-4–5°C) to warm summers around 68–87°F (20–31°C), and rain gear is often helpful year-round.

  • What is Elkton known for?

    Elkton is known for its historic downtown, riverfront access, and connection to the Chesapeake Bay watershed. The area has roots in early American history and is recognized for local festivals and community events throughout the year.

  • What are the best hidden gems to explore in Elkton?

    Discover smaller art spaces, local bakeries, or quiet riverside parks around Elkton for a less-crowded experience. Exploring these venues reveals some of the town’s creative spirit and locally rooted flavors.

  • What are the best foods to try in Elkton?

    Sample regional crab dishes, locally made ice cream, and traditional baked goods that reflect Chesapeake Bay influences. Farmers markets and family-owned eateries frequently feature seasonal ingredients and local flavors.

  • What should I bring for a trip to Elkton?

    Pack comfortable walking shoes for exploring town and trails, along with layers to accommodate temperature changes throughout the seasons. A rain jacket or umbrella is practical, especially during spring and summer months.

  • What is the nightlife in Elkton like?

    Elkton's nightlife centers around low-key venues, with local pubs, casual restaurants, and spots hosting live music or trivia nights. Evenings often feel relaxed, focused on community gatherings and regional food.

  • What are the most popular events or festivals in Elkton?

    Elkton frequently hosts community festivals, seasonal fairs, and events centered around local art, food, and heritage, with some gatherings often held in late spring and around Labor Day weekend. These events bring together residents and visitors for live music, regional cuisine, and family-friendly activities.

  • Are there family friendly vacation rentals in Elkton?

    Elkton has many vacation rentals that welcome families, with options in residential neighborhoods and near local parks. Some stays include spacious yards, kitchens, and amenities that support family needs.

Quick stats about holiday rentals in Elkton

  • Nightly prices starting at

    Elkton holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 140 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Elkton rentals

  • 5 Average rating

    Elkton stays are highly rated by guests – averaging 5 out of 5!

  1. Airbnb
  2. United States
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  5. Elkton