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Vacation rentals in Easton

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Quick stats about vacation rentals in Easton

  • Total vacation rentals

    Explore 20 vacation rentals in Easton

  • Nightly prices starting at

    Easton vacation rentals start at €34 per night before taxes and fees

  • Verified guest reviews

    Over 1,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Easton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Easton rentals

  • 4.8 Average rating

    Easton stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Easton

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

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Top guest favorite
A stately historic home is depicted from the front, showcasing a charming design with white siding and a blue front door. The property features a peaked roof and is surrounded by lush greenery, including several trees and well-maintained shrubs.
Place to stay in Denton

Turnbridge Manor - Waterfront Historic House

A waterfront property located in the heart of downtown Denton, on Maryland's Eastern Shore, the stately historic home built in the 1860’s offers modern amenities and luxurious accommodations. Guests can take in the charm of Denton from our sunny front porch or sit in the many outdoor oases to relax and enjoy the beautiful terraced grounds overlooking the tranquil Choptank River. Located less than 60 minutes to the beach, 35 minutes to historic St. Michaels and minutes to the Harriet Tubman Byway

4.95 out of 5 average rating, 101 reviews
Top guest favorite
A comfortable living room features plush seating arrangements, including reclining chairs and a spacious sofa. A coffee table sits in the center, complemented by a large television mounted above a brick fireplace. Bookshelves filled with titles line the walls, adding a cozy touch.
Home in Easton

4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre

Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway

4.97 out of 5 average rating, 100 reviews
Guest favorite
A bright living area features a yellow sofa and an oversized ottoman, set against a backdrop of large glass doors overlooking the river. Natural light floods the space, highlighting the modern design and comfortable furnishings. A dining table is also visible, along with a seating area by the window.
Home in Preston

River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

4.93 out of 5 average rating, 126 reviews
Top guest favorite
A wooden dock extends over calm waters, leading to a charming home surrounded by trees. The house, featuring large windows, is illuminated as dusk approaches. Adirondack chairs are placed along the shoreline, inviting relaxation in the natural setting.
Home in Stevensville

Kent Island Waterfront Home with Amazing Sunsets

Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

4.99 out of 5 average rating, 149 reviews
Guest favorite
A spacious backyard features a circular fire pit surrounded by Adirondack chairs. A picnic table sits to one side, and a hot tub is partially shielded by evergreen trees and a wooden fence, providing a serene outdoor retreat.
Home in Cambridge

Peaceful Historic House Near Water, with Hot Tub!

Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

4.94 out of 5 average rating, 187 reviews
Top guest favorite
The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.
Guesthouse in Easton

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

4.99 out of 5 average rating, 657 reviews
Top guest favorite
A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.
Home in Greensboro

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

4.97 out of 5 average rating, 144 reviews
Top guest favorite
A bright yellow building features large blue shutters and a welcoming entrance. A sign is placed outside, and vibrant flowers border the steps. In the background, another structure is visible, along with flags proudly displayed.
Apartment in St. Michaels

Blue Crab Lodge

Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right above the delightful aroma of freshly brewed coffee, this unique and inviting space offers the perfect blend of comfort and convenience. Stepping outside, you'll find yourself in the heart of St. Michaels' quaint streets. The rental's prime location provides easy access to the town's boutique shops, waterfront promenades, and a diverse array of restaurants.

4.98 out of 5 average rating, 160 reviews
Top guest favorite
A serene waterfront scene is framed by a sprawling tree. Boats are moored along the docks, with calm water reflecting the sky. Quaint buildings line the shore, and a bench is positioned on the grass, inviting quiet contemplation of the picturesque surroundings.
Cottage in St. Michaels

The Little Anchor Cottage, St. Michaels, MD

Welcome to the Little Anchor cottage in St. Michaels, Maryland! The cottage was built in late 1880s and is located in the charming Historic District, where you can enjoy the convenience of walking one block to the downtown shops and restaurants on S. Talbot street. And for another 5 to 15 minute walk, you can reach more waterfront dining on St. Michaels Harbor with its boat slips, boat ramps, the Chesapeake Bay Maritime Museum, Muskrat Park and Hollis Park.

4.97 out of 5 average rating, 301 reviews
Top guest favorite
A charming cottage is visible beside a clear pool, surrounded by well-maintained green lawns. Two shaded umbrellas stand over cushioned lounge chairs by the water's edge, creating a comfortable outdoor space for relaxation. The inviting pool reflects the bright sky, enhancing the serene atmosphere.
Cottage in Easton

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Cottage on Solitude Creek, Hot Tub (open), Fire Pit, Pool (Not Heated -closed Oct-June) Convenient to St. Michaels, Easton, Oxford - this beautiful cottage has a fully equipped kitchen, patio with private hot tub and gas grill. Waterfront. Host resides on property, but will give you your privacy. *PLEASE NOTE: property complies with zoning of Talbot County which enforces a 3-night minimum and 4 guest max. NO DOGS ALLOWED No Parties #STRN-23-51

5.0 out of 5 average rating, 125 reviews
Top guest favorite
A single-family home with a brick exterior is surrounded by greenery. The inviting front porch is complemented by a stone pathway leading to a spacious outdoor seating area, featuring a fire pit and chairs for relaxation.
Bungalow in Queen Anne

Private bungalow with fire pit near Easton, Denton

- High-speed Internet - Premium Samsung washer and dryer - Fire Pit - Level 2 EV Charger - Two (2) cruiser bicycles - Memory foam mattresses - Full kitchen - Smart TV - Quiet, secluded space with easy access - 5 minutes to Denton - 15 minutes to Easton - 15 minutes to Centreville - 30 minutes to St. Michaels Located just minutes from both Easton and Tuckahoe State Park, you'll have endless opportunities for outdoor adventure.

4.94 out of 5 average rating, 109 reviews
Top guest favorite
A bright and inviting room features two pink armchairs with a small table between them, set against a backdrop of light walls and hardwood flooring. An elegant chandelier hangs from the ceiling, while a vintage-style dresser and a decorative fireplace enhance the space's charm.
Home in Cambridge

High St. Art Gallery Suite

This boutique suite is adjoined to the future home of High St. Art Gallery. This historic home was built in 1796 and is being lovingly restored by three generations of a family committed to creating beautiful, unique and comfortable spaces that can be a retreat away from home. This suite has all the details and delights that will make your stay enjoyable and we hope you will come again and again.

4.89 out of 5 average rating, 116 reviews

Popular amenities for Easton vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Easton's top sights

Academy Art Museum

14 locals recommend

Amish Market

11 locals recommend

Hog Neck Golf Course

11 locals recommend

Idlewild Park

8 locals recommend

El Dorado Bar & Grill

3 locals recommend

Easton Cycle & Sport

3 locals recommend

Other great vacation rentals in Easton

Top guest favorite
A scenic view of a spacious green lawn bordering a tranquil waterway. A white house is positioned near the water's edge, surrounded by trees and a clear blue sky. The peaceful setting is enhanced by the gentle reflection of the landscape in the water.
Home in Oxford

Stunning Chesapeake waterfront home

4.99 out of 5 average rating, 97 reviews
Top guest favorite
An open living area features a spacious L-shape sofa in dark blue, complemented by a light-colored armchair. A coffee table with decorative items sits atop a large area rug. Natural light filters in, illuminating a neutral wall and showing a glimpse of the kitchen area in the background.
Home in Easton

Cozy 2BR Home near Idlewild Park

5.0 out of 5 average rating, 35 reviews
Top guest favorite
A serene waterfront scene features three colorful paddleboards laid on a grassy area, with several Adirondack chairs arranged in front of the tranquil water. The sky is bright and clear, enhancing the natural beauty of the setting.
Home in Easton

Arcadia Shores On The Cove

4.95 out of 5 average rating, 19 reviews
Guest favorite
A private balcony is shown with comfortable seating arrangements, including a wooden table and a light-colored bench. Lush greenery and blooming flowers can be seen beyond the railing, while a clear blue sky complements the peaceful setting.
Apartment in Easton

3Br/1Ba Pondview Langsdale House

4.96 out of 5 average rating, 24 reviews
Superhost
Home in Easton

Waterfront Home | Wedding & Family Getaways

4.79 out of 5 average rating, 19 reviews
Guest favorite
Home in Wittman

Waterfront cottage in Wittman Maryland

4.95 out of 5 average rating, 21 reviews
Superhost
Cottage in Trappe

Private Waterfront Cottage with Pool and Poolhouse

4.84 out of 5 average rating, 45 reviews
Top guest favorite
A charming cottage features a white exterior with blue accents and a sloped roof. Entry steps lead to a front door framed by windows. Lush greenery and flowering bushes enhance the landscape, creating a serene atmosphere on a well-maintained lawn.
Home in Cambridge

Charming cottage, FP, 1 blk water, historic area

5.0 out of 5 average rating, 47 reviews

Frequently Asked Questions

  • What are the best places to stay in Easton?

    Easton has a variety of stays in its historic downtown, near local parks, or around waterfront areas. Select accommodations close to walking trails or cultural venues for easy exploration.

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

    Families often visit Easton's playgrounds, interactive museums, and take part in nature walks through local parks. Educational centers and outdoor spaces create opportunities for hands-on exploration.

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

    Explore art galleries, walk the historic streets, and visit local farmers markets. Community theaters, live music, and waterfront walks add to Easton's culture and outdoor experiences.

  • How is the weather in Easton?

    Easton has chilly winters between 29–45°F (-1–7°C), warming up to humid summers around 71–87°F (22–31°C). Rain is steady year-round, so consider packing layers and a waterproof jacket.

  • When is the best time to visit Easton?

    Late spring and early fall are often recommended for comfortable temperatures and cultural events, while summer is popular for outdoor festivals and bay activities. Winter sees fewer crowds and offers a quieter atmosphere.

  • What are the best places to visit in Easton?

    Explore the historic downtown, visit the Academy Art Museum, and enjoy local gardens or parks. Easton also has a lively arts and cultural scene anchored by its community theaters.

  • What are some hiking trails in Easton?

    Explore local trails at places like the Easton Rails-to-Trails path and nearby nature preserves, featuring wooded stretches and open field views. Birdwatching and gentle walks are often suggested for outdoor enthusiasts.

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

    Families can enjoy picnics in local parks, take part in arts workshops at community centers, or attend seasonal festivals. Guided tours and museum visits are common choices for groups with children.

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

    Explore charming nearby towns, waterfront areas along the Chesapeake Bay, and nature preserves with walking paths. Historic villages and art centers around Easton are frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Easton?

    Easton has pet friendly accommodations, with many stays welcoming dogs or other pets. Look for options near local parks or outdoor spaces to make exploring with your pet easier.

  • What are some local tips for visiting Easton?

    Bring comfortable walking shoes to explore Easton's historic downtown and enjoy outdoor markets. Locals often recommend early mornings for visiting shops and enjoying quieter streets.

  • What is Easton known for?

    Easton is known for its historic downtown, vibrant arts community, and Chesapeake Bay culinary traditions. Annual festivals and locally rooted cultural events draw visitors throughout the year.

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

    Easton has tucked-away cafes, independent bookshops, and small art galleries worth discovering. Nature preserves just outside town are often appreciated for their tranquil walking paths.

  • What are the best foods to try in Easton?

    Easton is known for Chesapeake Bay flavors, including locally sourced crab, oysters, and rockfish. Seasonal produce and farm-to-table restaurants are often suggested, and sweet treats like Smith Island cake are popular.

  • What should I bring for a trip to Easton?

    Pack clothing for mild to warm conditions in spring and fall, and prepare for humid weather in summer. Include walking shoes, a reusable water bottle, and a light jacket, as temperatures can vary throughout the year.

  • What is the nightlife in Easton like?

    Nightlife in Easton includes live music at local venues, casual bars, and cozy cafes. Community theaters and art spaces frequently host performances in the evenings.

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

    Easton frequently hosts events like the annual Waterfowl Festival in autumn, which celebrates regional heritage, and music festivals during summer. Art fairs and food celebrations also draw visitors throughout the year.

  • Are there family friendly vacation rentals in Easton?

    Easton has family friendly vacation rentals including homes with kitchens, spacious common areas, and proximity to parks or playgrounds. Many options cater to multi-generational groups or families seeking a comfortable stay.

Destinations to explore