Compare vacation rentals in Easton, MD from 100+ sites!

This Grasonville house rental, Windward Cove, is located 25 miles from Annapolis, Maryland, offering easy access to the US Naval Academy and Sandy Point State Park.
The 3,490-square-foot home features four bedrooms, three bathrooms, and accommodates up to 15 guests, complete with free Wi-Fi, parking, and a fully equipped kitchen.

Bay Breeze, located in Grasonville, Maryland, is 17 miles from Sandy Point State Park and 25 miles from Annapolis.
This 3,520-square-foot house features five bedrooms, three bathrooms, a private pool, and accommodates up to 19 guests, offering free Wi-Fi and parking.

This magnificent 7,700-square-foot Nantucket-style home, known as the Magnificent Coastal Home, is located in Talbot County, Maryland, a 15-minute drive from both St. Michaels and Easton, offering easy access to Oxford's historic district and waterfront.
The five-bedroom, five-and-a-half-bathroom house boasts a spacious layout, accommodating up to ten guests, and includes amenities such as a swimming pool, fitness center, and a fully equipped kitchen with a fridge, microwave, and dishwasher; it sits on nine acres with river views and offers parking.

This Easton apartment rental is centrally located, within walking distance of Four Dogs Brewing, Tiger Lily, and the Tidewater Inn, and a short drive from Oxford and St. Michaels.
The three-bedroom, one-bathroom unit sleeps six guests and includes a kitchen, air conditioning, parking, and internet access; nearby attractions include a shopping center.

This 3-bedroom, 2-bathroom cottage offers waterfront living on Irish Creek with a deep-water dock, providing a secluded Eastern Shore experience just minutes from St. Michaels.
This pet-friendly rental features a private tennis court, spectacular sunset views, vaulted ceilings with exposed beams, a brick fireplace, and accommodates up to 6 guests with amenities including air conditioning, internet, and a fully equipped kitchen.

This historic Oxford, Maryland cottage, built in 1880 by the Pennsylvania Railroad and listed on the National Register of Historic Places, sits half a block from the town market and one block from the waterfront, offering stunning sunrise and sunset views.
This two-bedroom, one-bathroom home sleeps four and features a fully equipped kitchen, screened porch, sunroom, private backyard, Amazon Fire Stick, coffee bar, dedicated parking for two vehicles, hardwood floors, and a fireplace.

This waterfront apartment is conveniently located just over the bridge entering St. Michaels, a minute from the town itself, 7 minutes from Easton, and 30 seconds from The Oaks Wedding Resort. Rated as excellent by previous guests, it has two large bedrooms and two full bathrooms, with a guest capacity of 4.
The apartment offers a deck for entertaining, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a garden, and parking. Local shops and restaurants are within minutes of the house, and outdoor activities such as fishing, kayaking, paddle boarding, biking, and hiking are also available nearby.

Jewel of the Tred Avon, a vacation home in Oxford, is located 13 miles from the Academy of the Arts and 63 miles from Baltimore - Washington International Airport.
This 6,800 square foot, 5-bedroom rental sleeps 19 guests and features air conditioning, a private swimming pool, a garden, a fitness center, and complimentary high-speed WiFi.

This stunning cedar Lindal home, recently renovated, offers a waterfront escape near St. Michaels, Maryland, providing easy access to the town's attractions like the St. Michaels Museum and Avalon Theatre.
The three-bedroom, three-bathroom rental boasts a spacious open floor plan, sleeping six guests comfortably, and features a private heated pool (18 x 38 ft, seasonal), private dock, kayaks, paddleboards, and a chef-inspired kitchen.

Quailsar Farm, a five-bedroom Easton, Maryland house rental, is located three miles from the Academy of the Arts, 23 miles from Federalsburg Marina, and 25 miles from the Chesapeake Exploration Center.
This 5,070-square-foot home boasts four bathrooms, accommodates up to 19 guests, includes a private pool, and offers free Wi-Fi and parking.

This Queen Anne vacation home sits 0.7 miles from Tuckahoe State Park and within 9 miles of Adkins Arboretum, Triple Creek Winery, Daniel Crouse Memorial Park, and the Caroline Public Library, offering a peaceful rural retreat.
The two-bedroom, one-bathroom house sleeps four guests and features a fully equipped kitchen, private balcony, garden, barbecue grills, and free Wi-Fi; enjoy nearby outdoor recreation and wine tasting.

This Easton, Maryland house rental is located near the Chesapeake Bay, a five-minute drive from Easton's downtown area and fifteen minutes from St. Michael's.
The fully updated one-bedroom, one-bathroom home offers guests a peaceful, private acre of backyard space, complete with outdoor dining, modern appliances (including a dishwasher), air conditioning, and parking; it comfortably sleeps two.