Top 9 Airbnb Vacation Rentals In Easton, Maryland - Updated 2023

| 4 min read

A modest but charming town in Maryland’s Mid-Shore area, Easton makes an ideal base if you have business around nearby cities such as Baltimore, Washington, and Wilmington. But make no mistake - Easton is not your run-of-the-mill, sleepy small town. Instead, it thrives as a commercial and cultural hub. Its streets, lined with Colonial- and Victorian-era homes, are often brimming with people who are eager to check out eclectic shops, top-tier galleries, theatres, and well-known restaurants. Not quite convinced? Easton’s location along Chesapeake Bay also opens up opportunities for lots of water activities. So much more awaits here! Read on for the top Airbnb vacation rentals in Easton, Maryland.

1. Family-friendly spacious home (from USD 250)

Escape to a tranquil sanctuary at this luxury Airbnb in Easton, Maryland, situated on Dover Road. The spacious living area beckons you to relax with an HDTV featuring Apple TV and Chromecast, accompanied by a state-of-the-art Onkyo Surround Sound system. Elliptical exercise equipment is provided for fitness enthusiasts, allowing you to stay active during your stay.

The fully equipped kitchen caters to your culinary desires, with top-of-the-line appliances and an assortment of dishes and silverware. Indulge in the serenity of the private back garden, enveloped by lush greenery. Stay seamlessly connected with high-speed WiFi, accomplish tasks effortlessly at the dedicated workspace, and relish in the comfort of central air-conditioning and heating throughout the accommodation. A complimentary breakfast is also provided during your stay.

Stayed at this property?
Easton, Maryland, United States
17.53 km (10.9 mi) from Suicide Bridge Restaurant
47 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
this is a roomy comfortable well equipped place to stay would rent again
kyle is a great communicator hosting a lovely well-equipped and extremely comfortable home
house had plenty of room and was a great stay for all of my guest
the surround sound in the living room made it super fun to watch movies too
kyle shared snacks beverages and kitchen essentials which made it very easy for meal prep
exceptionally clean and comfortable
it was clean and spacious
a really wonderful clean comfy well stocked stay
the house was very clean and well kept
quiet comfortable clean accommodations
kyle is a great host
kyle is one of the best hosts ever
kyle was an excellent host
kyle was extremely responsive to any questions we had and helped us resolve any issues
kyle the host is very helpful and answered all our questions promptly
we also like the vicinity to nearby cambridge home of the harriet tubman national park
kyle’s place was easy to find
Read more reviews

2. Pet-friendly vacation home with a pool (from USD 995)

Escape to a breathtaking Airbnb with a pool in Easton, Maryland, offering an array of extraordinary facilities for an unforgettable stay. With three charming bedrooms, this accommodation ensures ample space for six guests.

Unwind in the cozy living area and enjoy your favorite shows on the TV with a standard cable connection. Indulge in the serene surroundings and take advantage of the private patio providing a serene outdoor space for relaxation. You can go for a relaxing dip in the outdoor swimming pool. As a special feature, this rental offers direct access to a beautiful lake, allowing guests to enjoy water activities or simply bask in the captivating views. This remarkable Airbnb vacation rental welcomes pets, ensuring that your furry friends can join in on the fun.

Stayed at this property?
Easton, Maryland, United States
21.27 km (13.3 mi) from Suicide Bridge Restaurant
150 reviews   Wifi Available
Entire villa 6 Beds 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the pools is great and the view relaxing
great views and great pool
beautiful setting on a bend in the river with great sunset views and a terrific pool
we used the dock enjoyed the views and appreciated the pool well-stocked kitchen and comfortable beds
this is a lovely property with a great view wonderful pool and nice house
clean and full of amenities
pool is large and clean dock offers easy crabbing for tasty dinners
incredibly peaceful the home is spotless which is most important to me
the house was cool comfortable and clean
mike is a wonderful host
amazing host courteous and prompt to answer our questions
very responsive and helpful owners
and mike was very responsive to our needs
kyle was very responsive to our requests and gave a lot of good local tips
location was perfect
the location was great
the location is wonderful (secluded but close to grocery store etc
the location is stunning quiet and just a few minutes drive to st michael's for dining/shopping options
fantastic house in a great location i highly recommend
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3. Immaculate converted corn crib for two (from USD 164)

You’re guaranteed to adore this Easton accommodation nestled in a converted barn. While featuring modern comforts, the space is designed in a way that is a graceful nod to its rustic beginnings. It is made brighter and roomier by the vaulted ceiling and skylights; you’ll feel the space expand as you lay on the queen-size bed, which comes with a plush Casper mattress, and look up. Across the bed is a quaint coffee counter, accented by wooden tile fittings and a window with a barn door shutter (which can also help darken the room when needed). There’s also a full bath with a shower and bath supplies. Guests can spend their mornings lounging on the shared patio. Your hosts are more than willing to share tips on the best Easton spots, including where to get the best brunch. This space is perfect for two adults.

Stayed at this property?
Easton, Maryland, United States
20.22 km (12.6 mi) from Suicide Bridge Restaurant
536 reviews   Superhost Wifi Available
Entire guesthouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the space was warm and comfortable with a kitchenette area
uniquely designed space that is as comfortable as it is beautiful
the space is comfortable with extraordinary design touches
it was super clean and stylish
it’s sparkling clean and beautifully designed
everything was very clean and the space was decorated nicely
charming quaint and very clean
everything was extremely clean
hosts were very helpful and kind
kevan and chris are wonderful hosts
kevan & chris were great hosts
kevan was a perfect host highly recommend to explore the area
kevan is the most thoughtful gracious host
close enough to st michael's for an easy trip over
the downtown is close by and easily accessible
walking distance to downtown easton but in a neighborhood setting makes the location ideal
this was a great place to stay for an overnight trip to easton
if you’re planning a trip to easton the crib is the perfect place to stay
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4. Quaint private room in a townhouse (from USD 85)

Experience small-town charm firsthand at this quaint private rental in a townhouse. The warm and colorful home is located in Tree Haven, a peaceful, private community. Two guests will have a queen-size bed and a private bathroom, but are encouraged to use the home’s dining and living areas. Carole, the host, is especially hospitable and always loves to get to know her guests. Check out shops, museums, restaurants, and parks nearby as downtown Easton is a mere 10-minute walk away.

Stayed at this property?
Easton, Maryland, United States
18.46 km (11.5 mi) from Suicide Bridge Restaurant
220 reviews   Superhost Wifi Available
Private room in townhouse 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the bedroom space and the kitchen access was all i needed and everything was flawless
bed was super comfortable
very clean and convenient
super clean and very comfortable
the whole house was sparkling clean and smelled pleasant
bed was very comfortable and place was clean and orderly
very clean and comfortable bed with plenty of pillows
carole was a gracious host
carole is a fantastic host
carole was an excellent host
carole is a wonderful host
carole is a great host
great location to downtown easton
good value close to major locations
nice place close to town
great location right by a running trail and downtown
its an easy walk to downtown
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5. Crisp and modern Crisfield Room at Hummingbird Inn (from USD 306)

This chic option for up to four guests at Hummingbird Inn provides a contrast to the property’s Victorian-era style. Instead, it features a distinct Contemporary/Zen motif. You’ll feel the space absolutely open up the minute you step in and find its bright-colored walls and tasteful, unique furniture that’s been purposely selected to highlight low, clean lines. Apart from the queen-size bed on a platform bed frame, there’s also a Danish-designed daybed and another seating area with a loveseat, each positioned by windows overlooking the historic neighborhood. Enjoy lavish touches such as a mattress with Adaptive Foam, Vera Wang sheets and towels, and eco-friendly bath products. There’s also a bedside alarm with a bluetooth speaker and a 43-inch smart TV with Netflix and Amazon Video. Hang out at the gorgeous Hummingbird Inn’s many shared spaces. Breakfast is also provided at this pet-friendly Airbnb in Easton, Maryland.

Stayed at this property?
Easton, Maryland, United States
19.09 km (11.9 mi) from Suicide Bridge Restaurant
16 reviews   Wifi Available
Private room in home 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
eric’s place has such a cool relaxing vibe so comfortable - he’s thought of everything
the bed is really comfortable and the bathroom has the most amazing rainfall shower
the room was clean and spacious and eric’s cooking skills are superb
great host atmosphere hospitality and setting for a restful time away
eric is a wonderful host and his home is a beautifully restored victorian with eclectic art and decor
eric is a very kind and hospitable host
the inn was great and eric is an excellent host
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6. Vintage-chic Tilghman Island Room at Hummingbird Inn (from USD 306)

This third-floor room at Hummingbird Inn is a vintage-chic dream that’s perfect for up to five guests. It’s decked out in Victorian-style furniture, including a rustic queen-size bed, cozy day beds, an antique vanity, and a clawfoot tub. The layout of the space is also uniquely delightful - there are dormer windows, sloping ceilings, and a small opening to a turret that holds a separate seating area. The space has been very well-maintained that the vintage-style, white-and-blue and floral, and lace trimmings still feel quite fresh. In the mornings, head down for a scrumptious breakfast.

Stayed at this property?
Easton, Maryland, United States
19.09 km (11.9 mi) from Suicide Bridge Restaurant
4 reviews   Wifi Available
Private room in bed and breakfast 4 Beds 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
this adorable unique and warm bed and breakfast is right in the town of easton
i was amazed at the host’s kindness and hospitality
eric is a very gracious host
this was the place to go eric was an amazing host and very friendly
there were lots of friendly people on the path
he's very friendly and has many great stories to tell
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7. Comely two-bedroom rental with swimming pool access

This second-floor unit is perched in a spacious landscaped yard, where you can access the in-ground pool as well as a pergola, a patio, and loungers. From the private entrance, a flight of stairs leads you to the unit, awash in pristine white that’s set off by natural touches in the hardwood floors, wooden fixtures, and neutral-colored furniture. There are two bedrooms, each with lovely extras, such as Tempur-Pedic mattresses and black-out thermal curtains. The great room features a living and dining area. There’s even a separate office, in case you need to get some work done. Else, check out walking trails or spend a soothing afternoon at a spa nearby. Of course, you can always just stay and relax at the pool - note that swimming is at your own risk, though.

Stayed at this property?
Easton, Maryland, United States
17.87 km (11.2 mi) from Suicide Bridge Restaurant
85 reviews  
Entire house 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
spacious comfortable great beds supplies amenities quiet neighborhood
the pool is fantastic
the beds were very comfortable and we really enjoyed the pool too
clean comfortable and reasonable
the house was so clean and spacious
great space clean and bright
it was very very clean very well furnished
comfortable quiet and clean place to stay
the host is very responsive and kind
laura is a great host and her home was beautiful
highly recommend and laura is a great host who will quickly answer any questions you may have
laura is a very responsive host always responding to questions within a few minutes
it's one thing to be a good host when everything goes well
wonderful place close to downtown
nice place in a near perfect location
great location awesome having a pool
incredible space great location great communication
we stayed at laura's place for a wedding in town and it was perfect for what we needed
Read more reviews

8. Colorful space for two at Bartlett Pear Inn

This beautiful Federal-style inn was built in 1790 and continues to be lovingly maintained to feature modern comforts. The private rental is a unit on the second floor that’s splashed in bright and bold colors, certainly making the space pop. There’s a queen-size bed, one and a half private baths, a television, and a small corner for making coffee. Guests are welcome to the inn’s shared areas, including the living room, porches, and kitchen.

Stayed at this property?
Easton, Maryland, United States
19.11 km (11.9 mi) from Suicide Bridge Restaurant
43 reviews  
Room in boutique hotel 1 Bed 1 Bedroom 1 Bathrooms
Top guest reviews
Amenities & Room:
our room was on the 2nd floor nice balcony overlooking the street
) we were upgraded to a bigger room which was lovely equipped with coffee and bottled water
this is the most incredibly charming and homely bed and breakfast
alice was super friendly and attentive responding quickly when we had an issue with the air conditioning
the shower pressure was excellent and the music in the common areas was a nice touch
our room was spotlessly clean and the breakfasts were terrific
the inn was extremely clean and well-maintained
the inn is beautiful comfortable and clean
the staff is great and really friendly
amazing place with a wonderful host
alice and jordan are amazing hosts
alice is an excellent host and cooked us a wonderful eggs benedict
our hosts could not have been more hospitable and welcoming
everything was easy walking distance
the rooms are unique everything is in walking distance and the breakfast is superb
cozy inn with great in town location
great little b&b excellent location and pet-friendly
great location and fabulous host
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9. Cozy and airy guest suite with heated pool

Although this private rental’s covered pool (that’s also heated and lit) is good reason to consider renting it, doesn’t mean that the accommodation is any less spectacular. The spacious guest suite is able to sleep four guests (five, if the sleeper sofa and an extra cot is used). It is a basement-level accommodation, with one bedroom and one queen-size bed, a living area, an eat-in kitchen, one bathroom, and a washer and dryer. Nearby, there’s a Walmart and several restaurants; families with kids can also check out Idlewild Park that has a great playground. This guest suite certainly has everything you need for a cozy retreat!

Stayed at this property?
Easton, Maryland, United States
19.64 km (12.2 mi) from Suicide Bridge Restaurant
26 reviews  
Entire guest suite 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
great place amazing back yard with a heated pool
the back yard is lovely the pool was fantastic
cozy apartment with a great pool in the peaceful town of easton
you'll probably book cynthia's place for the pool which is very nice
clean and cozy
everything was clean and neat and well-decorated
the apartment was absolutely clean stylish and very well stocked
this is a fantastic place clean private well-maintained pool easy to get to
the host is very helpful and friendly
she is very responsive to questions and a delightful person
cindy is a communicative and thoughtful host
beautiful view cynthia is a wonderful host with a great one bedroom apartment
the apartment is in a safe and friendly residential area which was great for walks
location is great to visit st
convenient location and much better than staying in a hotel especially given the current covid 19 situation
Read more reviews

Embrace Easton’s small-town charm

Stunning Victorian and colonial homes, bustling historic areas, an array of attractions, and friendly and hospitable locals. Find out what makes Easton, Maryland, one of America’s best small towns during your stay at any of these unique rentals. You can also visit St.Michaels which is just 14 minutes away and offers many Airbnb vacation rentals to choose from.

Stayed at this property?

Frequently asked questions about Airbnb vacation rentals in Easton, Maryland

1. Which Airbnb vacation rentals in Easton are pet friendly?

This vacation home with a pool and this crisp and modern Crisfield Room at Hummingbird Inn are pet-friendly Airbnb vacation rentals. Guests traveling with their furry friends can stay in any of these accommodations. However, it is recommended to specify the details when booking the property.

2. Which vacation rentals in Easton have parking?

This pet-friendly vacation home with a pool, this immaculate converted corn crib for two, this quaint private room in a townhouse, and this crisp and modern Crisfield Room at Hummingbird Inn have parking available.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Megan is a writer, editor, and Asian food stan based in Laguna, the Philippines. She hopes to experience the world one kind of street food at a time.

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