Easton, MD Vacation Rentals

Our Favorite Vacation Rentals in Easton

  • Historic Waterfront Property with Wi-Fi and Dock
     3br Home/Apartment
    HolidayLettings
    From
    $1,028
  • Location Location! St Michaels-- In Town Cottage!
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $467
  • St. Michaels award-winning waterfront BayCottage, pool, docks, sundeck, grounds
     6br Country House
    HolidayLettings
    From
    $1,666
  • Halo's Haven Guest Quarters
     3br Home/Apartment
    HolidayLettings
    From
    $491
  • Maryland’s Eastern Shore Welcomes You
     Home/Apartment
    HolidayLettings
    From
    $105
  • Lakeside Private Apartment
     Home/Apartment
    HolidayLettings
    From
    $173
  • Luxury Apartment with Private Entrance
     Home/Apartment
    HolidayLettings
    From
    $145
  • Premier Cottage in St. Michaels- In Town Location!
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $479

Check prices for these upcoming dates

Easton Vacation Rentals with a Pool

  • House with swimming pool in Easton
    Excellent2br Home/Apartment
    Airbnb
    From
    $124
  • Riverslie Estate on the Miles River
    Excellent5br Estate
    Airbnb
    From
    $1,146
  • Miles Aweigh
    Excellent3br Cottage
    Airbnb
    From
    $333
  • Ole Miss Game Day Weekend Rental-Jackson Avenue
     2br Home/Apartment
    Airbnb
    From
    $678

Easton Vacation Rentals with Wi-Fi

  • Garden Home - 3 Blocks from Town Center
    Excellent2br Home/Apartment
    Airbnb
    From
    $174
  • Chesapeake Country Cottage: A Home Away From Home
    Excellent3br Home/Apartment
    Airbnb
    From
    $424
  • The Farm House at Hunting Creek
    Excellent5br Home/Apartment
    Airbnb
    From
    $480
  • LITTLE CREEK HIDEAWAY
    Okay3br Home/Apartment
    Airbnb
    From
    $424

Easton Pet-Friendly Vacation Rentals

  • Waterview Cottage In St. Michaels!
    Excellent2br Cottage
    HolidayLettings
    From
    $520
  • Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
    Good2br Cottage
    HolidayLettings
    From
    $361
  • EASTERN SHORE MARYLAND WELCOMES YOU
     Home/Apartment
    HolidayLettings
    From
    $102
  • Premier St Michaels Cottage- In Town Location
    Excellent2br Home/Apartment
    Airbnb
    From
    $275

Easton, Maryland Travel Guide

Located on the eastern shore of the Chesapeake Bay in Maryland’s Talbot County, Easton has consistently been ranked among the top 10 best small towns in America as well as the top 100 small arts communities in the country. Even though it has its roots back in the 18th century, Easton is known as a sophisticated town with excellent restaurants, outstanding lodging, an upscale historic district, and tons of attractions. Even though there are only roughly 17,000 permanent residents, there’s a thriving local community that makes all kinds of travelers feel at home. Eston is only an hour and a half from nearby Baltimore and Washington D.C., so it makes for a great little escape from the big cities. What’s more, getting out to explore the great outdoors is easier than ever. In the spaces surrounding Easton, you’ll find beaches, marshlands, and tons of protected ecosystems that make for excellent exploring.

Things to Do in Easton, Maryland

One of the best things to do in Easton is to learn about the region’s African American history. Visit the statue commemorating abolitionist Frederick Douglas, and tour the museums that stand to honor those who fought for equality.

For something lighter, check out the Avalon Theater, which is Easton’s go-to spot for live music and arts performances. The Avalon is an art deco gem, and each summer it hosts a jazz concert series that pulls talent from around the world.

Perhaps the event most associated with Easton is the annual Waterfowl Festival that takes place in November of each year. Easton’s event is known as the granddaddy of all waterfowl events as tons of people flock (pun intended) to the Chesapeake Bay for exhibits, workshops, music, and delicious cuisine.

Shopping may as well be considered a competitive sport here in Easton. There are tons of options from name-brand outlets to chic vintage finds that will keep any eager shopper occupied for more than a few days. Check out Bountiful Interiors, Dragonfly Boutique, Frugalicious, and Troika Gallery.

For the culture junkies, make sure to head over to the Academy Art Museum to see why Easton has been named one of the best small arts towns in America. And for the outdoors enthusiasts, hop on a scenic bike tour that explores the surrounding area.

Best Places to Stay in Easton, Maryland

If you’re looking to find the perfect vacation home around Eason, please use our search engine to find everything from unique houses to vacation homes, pet-friendly accommodations, vacation rentals with pools available in Easton, and everything in between. Use our search bar to access a list that offers a large selection of vacation rentals. Many of the options are close to the nearby state park, and most are great for family and friends. For those traveling with a four-legged friend, make sure to check the pet fees associated with your host.

Best Time to Visit Easton, Maryland

The best time to visit Easton depends on what you’re looking to do. Visiting during the summer means heat, lots of crowds, and increased prices. Visiting during the spring or fall means less of those things and more fun for you! Winters can get fairly cold here, especially taking the ocean breeze into account.

Price and Availability in Easton

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
The cheapest day to stay at a vacation rental in Easton tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Easton tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Easton is in July, while the cheapest month is in February. The most popular time to book a vacation rental in Easton is in the high season in August. Easton has its low season in February, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Easton

Rainy days
64° 12°
2
68° 10°
3
77° 22°
3
84° 32°
2
91° 47°
5
93° 52°
4
99° 63°
2
98° 59°
4
95° 51°
1
97° 39°
5
70° 24°
1
66° 21°
4
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in Easton. The warmest months in Easton are June and May, when temperatures reach 99 ˚F. The coolest month is November, when temperatures drop to 10 ˚F. The wettest month in Easton is March with 5.46 inches of rain, while the driest month is April with 0.61 inches of rain.

What Expert Travelers Think

  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit

Vacation Rentals in Easton

Browse vacation rentals from all the leading providers including Airbnb, Priceline, RedAwning and others at AllTheRooms.com. Easton has 187 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, luxury travelers and everything in between. For those traveling on a budget, the most economical place to stay in Easton is available at $39 per night. An average accommodation in Easton costs on average $330 per night.

If you want an internet connection during your time in Easton, then you can choose from over 60 accommodations that provide WiFi internet. 11 of our accommodations come with breakfast in the price. You can maintain your workout regime by staying at one of 7 accommodations that provide gym facilities. If you are driving to Easton, you'll want to pick from 56 places to stay that provide parking. 28 accommodations have a a pool or jacuzzi

If you're traveling with your best friend, then be sure to choose one of the 24 pet-friendly accommodations available.

94 of the accommodations in Easton have been reviewed and rated. 66% are rated excellent or good. 50 places to stay in are instantly bookable.

Destinations near Easton

  • Ocean City6,339 Properties
  • Oakland2,283 Properties
  • McHenry1,768 Properties
  • Swanton1,399 Properties
  • Annapolis1,190 Properties
  • Baltimore1,138 Properties
  • Bethesda587 Properties
  • Ocean Pines466 Properties
  • Silver Spring441 Properties
  • Frederick402 Properties
  • Cambridge370 Properties
  • Rockville338 Properties
  • Berlin335 Properties
  • Gaithersburg305 Properties
  • Oxon Hill293 Properties
  • Laurel283 Properties
  • Columbia274 Properties
  • Salisbury254 Properties
  • Hanover234 Properties
  • Aberdeen201 Properties
  • Fort Washington193 Properties
  • Takoma Park185 Properties
  • Stevensville168 Properties
  • Hyattsville154 Properties
  • Chestertown147 Properties
  • College Park90 Properties
  • St. Michaels81 Properties
  • North Beach57 Properties
  • Mount Rainier52 Properties
  • Accokeek45 Properties
  • Lusby40 Properties
  • Chesapeake Beach40 Properties
  • West Ocean City18 Properties
  • Emmitsburg10 Properties