Easton, MD Vacation Rentals

Our Favorite Vacation Rentals in Easton

  • RESTORED WATERFRONT COTTAGE
    Excellent3br Cottage
    Flipkey
    From
    $533
  • 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
    $243
  • St. Michaels award-winning waterfront BayCottage, pool, docks, sundeck, grounds
     6br Country House
    HolidayLettings
    From
    $1,541
  • Halo's Haven Guest Quarters
     3br Home/Apartment
    HolidayLettings
    From
    $491
  • Maryland’s Eastern Shore Welcomes You
     Home/Apartment
    HolidayLettings
    From
    $105
  • Luxury Apartment with Private Entrance
     Home/Apartment
    HolidayLettings
    From
    $145
  • Waterview Cottage In St. Michaels!
    Excellent2br Cottage
    HolidayLettings
    From
    $302

Check prices for these upcoming dates

Easton Vacation Rentals with a Pool

  • Miles River Guest House near Easton & St. Michaels
    Excellent4br Home/Apartment
    Airbnb
    From
    $339
  • House with swimming pool in Easton
    Excellent2br Home/Apartment
    Airbnb
    From
    $136
  • Riverslie Estate on the Miles River
    Excellent5br Estate
    Airbnb
    From
    $1,055
  • TRUE SAINT MICHAELS 5.5 ACRE WATERFRONT w/POOL!!!!
    Excellent5br Home/Apartment
    Airbnb
    From
    $663

Easton Vacation Rentals with Wi-Fi

  • Chesapeake Country Cottage: A Home Away From Home
    Excellent3br Home/Apartment
    Airbnb
    From
    $347
  • The Farm House at Hunting Creek
    Excellent5br Home/Apartment
    Airbnb
    From
    $480
  • Eastern Shore Cape Cod Getaway
    Excellent3br Home/Apartment
    Airbnb
    From
    $331
  • LITTLE CREEK HIDEAWAY
     3br Home/Apartment
    Airbnb
    From
    $367

Easton Pet-Friendly Vacation Rentals

  • Large Historic Thomas Harrison House on Harbor in St. Michaels Town
    Good7br Home/Apartment
    HolidayLettings
    From
    $486
  • Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
    Good2br Cottage
    HolidayLettings
    From
    $268
  • EASTERN SHORE MARYLAND WELCOMES YOU
     Home/Apartment
    HolidayLettings
    From
    $102
  • Lakeside Wedding/Reception/Reunion BarnVenue
     Farmhouse
    Airbnb
    From
    $726

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

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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
93 º57
7
88 º36
4
73 º19
7
66 º23
4
66 º5
3
79 º18
3
75 º27
2
82 º33
3
90 º45
8
93 º52
3
99 º56
5
93 º61
2
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Easton. The warmest months in Easton are June and July, when temperatures reach 99 ˚F. The coolest month is December, when temperatures drop to 5 ˚F. The wettest month in Easton is August with 7.51 inches of rain, while the driest month is May with 1.68 inches of rain.

What Expert Travelers Think

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Vacation Rentals in Easton

At AllTheRooms.com we have vacation rentals from all of your favorite providers - Airbnb, Priceline, Bed and Breakfast and many more. Easton has 222 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. For those wanting to save money, the cheapest place to stay in Easton is just $34 a night. In general, an accommodation in Easton will cost you $343 per night.

If you want to stay connected during your vacation, then you can choose from over 80 accommodations in Easton that have WiFi. We have 17 accommodations that come with breakfast included. You can keep up with your workout routine by staying at one of 6 accommodations that provide gym facilities. Driving to Easton? Then choose one of the 72 places to stay that comes with a parking spot included. 28 places to stay have a a pool or jacuzzi

AllTheRooms has 41 pet-friendly places to stay in Easton, so if you're traveling with your pet you won't have any trouble.

In Easton AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 5 providers, including 47 places to stay from Airbnb, 3 accommodations from Priceline and 3 places to stay from Bed and Breakfast.

118 accommodations in Easton have been reviewed; 61% are rated excellent or good. 50 places to stay in are instantly bookable.

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