This vacation home is conveniently located in St. Michaels, within walking distance of the Chesapeake Bay Maritime Museum and other attractions. It has received excellent ratings for its location, cleanliness, and user experience. The house has three bedrooms and can accommodate up to six guests. It features a fully equipped kitchen with modern appliances, multiple bathrooms, laundry facilities, and a smart TV for entertainment. Guests can also enjoy the private garden, spa, and air conditioning.
8.8 6 reviews
Easton, MD
09/17 – 09/20
$1335/nighttotal: $4005 (3 )
Travelers Rest Spacious 5br Pool Riverfront Pier Charming Easton Saint Michaels
5 8
apartment , Easton
This Easton vacation home, located within 9 miles of Saint Michaels, the Talbot County Historical Society, and the Avalon Theatre, offers easy access to local attractions. This 5-bedroom, 4-bathroom house sleeps 10, boasting a fully equipped kitchen with microwave and dishwasher, a fireplace, a swimming pool, parking, and outdoor grills, perfect for families or groups.
10 28 reviews
Easton, MD
07/20 – 07/23
$342/nighttotal: $1026 (3 )
Adorable Two-bedroom Retreat Close To Easton, Denton, Centreville
2 2
apartment , Queen Anne
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.
9.4 65 reviews
Easton, MD
08/21 – 08/31
$339/nighttotal: $3390 (10 )
Little Creek Hideaway - Privacy And Perfect Family Getaway.
3 2
apartment , Easton
This apartment is located a short 10-minute drive from Easton, offering a peaceful escape from the town while still being conveniently close to its attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The rental features two bedrooms and two bathrooms, making it suitable for families or groups of friends. The apartment offers a range of amenities, including a spacious yard, a fire pit, a gas grill, two kayaks, a game room with a ping pong table, a sunny family room with a fireplace, and a fully equipped kitchen.
9.0 2 reviews
Easton, MD
07/20 – 07/23
$584/nighttotal: $1752 (3 )
Downtown Oxford | Outdoor Dining | Character Filled
3 2
apartment , Oxford
This Oxford, Mississippi duplex is located in a historic district, within walking distance of downtown Oxford and minutes from Play Ball Dog Park, Towne Park, and Towne Beach. This three-bedroom, two-bathroom rental features a first-floor bedroom and bath, outdoor deck, screened porch, propane grill, two bikes, and accommodates up to six guests, with amenities including a fridge, microwave, and dishwasher.
10 1 review
Easton, MD
09/17 – 09/20
$3420/nighttotal: $10260 (3 )
Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Luxury
5 8
apartment , Oxford
This five-bedroom vacation home is located in Royal Oak, Maryland, approximately 9 miles from St. Michaels, offering easy access to the Classic Motor Museum, St. Michaels Museum, and Chesapeake Bay Maritime Museum. This 6800-square-foot luxury rental boasts a private pool, fitness center, tennis court, and spa, accommodating up to 10 guests with six bathrooms and all the modern amenities.
10 17 reviews
Easton, MD
09/17 – 09/20
$2056/nighttotal: $6168 (3 )
Minutes From Downtown Easton And St. Michaels | Pool | Kayaks | Private Dock
5 8
apartment , Easton
This Easton, Maryland waterfront estate, situated on the Miles River, offers 800 feet of private shoreline, a dock, kayaks, and paddleboards, with easy access to Easton and St. Michaels. This luxurious 8-bedroom, 6-bathroom home sleeps 10, boasting a private pool, jacuzzi, sauna, fireplaces, gourmet kitchen, recreation room, and 26 acres of grounds perfect for badminton and croquet, near Annapolis, Washington, D.C., and Philadelphia.
Easton, MD
09/17 – 09/20
$1816/nighttotal: $5448 (3 )
The Eagles Nest
1 8
house , Grasonville
The Eagles Nest, a Grasonville house rental, is located in Grasonville, Maryland, approximately 25 miles from Annapolis and 17 miles from Sandy Point State Park. This five-bedroom, four-bathroom home sleeps 27 guests and boasts a private pool, fully equipped kitchen, free Wi-Fi, parking, and proximity to Baltimore-Washington International Airport (35 miles).
10 1 review
Easton, MD
07/20 – 07/23
$546/nighttotal: $1638 (3 )
Downtown Flat Walk To Dining & Shops Sleeps 4
1 2
apartment , Easton
This 820 sq ft, 1-bedroom, 2-bathroom condo in downtown St. Michaels offers immediate access to the harbor, shops, and restaurants, providing prime waterfront proximity. This accommodation sleeps 4 guests and features a fully stocked kitchen, gas fireplace, king bedroom with ensuite marble shower, two parking spaces, and high-speed WiFi, with family-friendly amenities available.
10 27 reviews
Easton, MD
07/20 – 07/23
$573/nighttotal: $1719 (3 )
A Luxury Home Located In Easton With Water Views! Close To Oxford/st. Michaels
3 2
apartment , Easton
This Easton apartment is located near downtown Easton, Oxford, and St. Michaels, offering easy access to charming towns and attractions. It has received excellent user ratings, indicating a comfortable and enjoyable stay. This three-bedroom, two-bathroom home comfortably accommodates up to six guests. The apartment features a modern kitchen, a spacious living area, a sunporch with a ping pong table, a garden, a tennis court, and a large deck with water views.
9.0 4 reviews
Easton, MD
06/19 – 06/28
$1085/nighttotal: $9765 (9 )
Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F
5 2
apartment , Easton
Quailsar Farm is a beautiful vacation rental located in Easton, Maryland, within easy reach of local landmarks like the Avalon Theatre and The Third Haven Friends Meeting House. The farm offers a peaceful escape from the city, with a relaxing rural setting. This highly-rated property has received excellent reviews from previous guests. The 5-bedroom, 4-bathroom home spans 5070 square feet and can comfortably accommodate up to 10 guests. The farm offers a range of amenities, including a gourmet kitchen, a swimming pool, and a spacious backyard perfect for outdoor activities.
Easton, MD
08/21 – 08/31
$3412/nighttotal: $34120 (10 )
Fairview Estate | An Esvr Property
6 2
apartment , Easton
Fairview Estate is a historic property located in Talbot County, a short drive from the charming town of Easton on Maryland's Eastern Shore. The estate offers a peaceful setting, perfect for a relaxing getaway. This 6-bedroom, 4-bathroom home can comfortably accommodate up to 12 guests. Fairview Estate provides a fully equipped kitchen, a swimming pool, a fitness center, and a garden, offering a variety of amenities for a comfortable and enjoyable stay.
Choose the Right Family Lodgings in Easton, MD
Getting the lodging right makes all the difference for a family trip to Easton, MD, with city attractions within easy reach at every selected option.
Easton, MD
08/21 – 08/31
$1328/nighttotal: $13280 (10 )
Natures Rest On Grocelys Cove-waterfront With Pool
4 2
apartment , Easton
This Easton, Maryland waterfront rental is ideally situated between St. Michael's and Easton, offering easy access to both towns' attractions. This four-bedroom, three-bathroom home features a private pool, kayak launch, sunroom, and accommodates up to eight guests, with amenities including a full kitchen, internet, and parking.
10 6 reviews
Easton, MD
08/21 – 08/31
$474/nighttotal: $4740 (10 )
Downtown Oxford | Outdoor Dining | Character Filled
3 2
apartment , Oxford
This Oxford vacation rental is located in a peaceful neighborhood, just a short walk from the waterfront restaurants, ice cream shops, and parks. It's also a quick drive to St. Michaels and Tilghman Island, making it a great base for exploring the Eastern Shore. This 3-bedroom, 2-bathroom apartment offers 1510 square feet of space and can comfortably accommodate up to 6 guests. The home features a well-equipped kitchen, a large deck with a picnic table, and a propane grill, perfect for enjoying meals and gatherings. It's also close to walking, biking, kayaking, and sailing opportunities.
10 32 reviews
Easton, MD
09/17 – 09/20
$2549/nighttotal: $7647 (3 )
Newly Renovated Modern Waterfront Home
1 8
apartment , Easton
This newly renovated riverside mansion is located in Easton, offering panoramic views and easy access to the water. The house has received excellent ratings for user experience, location, and cleanliness. This 5-bedroom, 5-bathroom home can comfortably accommodate up to 15 guests. The house features a modern kitchen, a dedicated kids' bunk room, a heated pool, spa-like bathrooms, a bar, a pool table, a fire pit, and direct access to the river.
9.8 32 reviews
Easton, MD
07/20 – 07/23
$660/nighttotal: $1980 (3 )
St. Michaels Waterfront Home
2 2
apartment , Easton
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.
Best Easton, MD lodging with a pool
Among the 37 accommodations in Easton, MD, here are the 4 best ones with a pool
Easton, MD
09/17 – 09/20
$1481/nighttotal: $4443 (3 )
Bay Breeze
1 8
house , Grasonville
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.
Easton, MD
08/21 – 08/31
$2029/nighttotal: $20290 (10 )
Private Boat Dock! Wye River Retreat In Queenstown
1 2
cottage , Grasonville
This cottage is located in Queenstown, Maryland, within a 9-mile radius of Bennett Point Lighthouse, Queenstown Premium Outlets, and the Chesapeake Bay Environmental Center. This Grasonville rental offers a swimming pool, air conditioning, a full kitchen with a microwave and dishwasher, and free WiFi, with check-out at 11 AM.
9.8 202 reviews
Easton, MD
07/20 – 07/23
$499/nighttotal: $1497 (3 )
Carpenter St. Cottage In The Heart Of St Michaels Village - Large Screened Porch
2 2
cottage , Easton
This charming cottage is located in the picturesque town of St. Michaels, just a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. Guests have consistently rated this property excellent for its comfort and convenience. The cottage offers 1,400 square feet of space, with two bedrooms and two bathrooms, accommodating up to five guests. Enjoy a fully equipped kitchen, a private patio, a garden, and a swimming pool, along with other amenities like air conditioning, a washer and dryer, and free parking.
10 26 reviews
Easton, MD
09/17 – 09/20
$1609/nighttotal: $4827 (3 )
Chesapeake Bay Waterfront Retreat With Private Pool! The Shore At It's Best!
5 8
apartment , Grasonville
This waterfront vacation rental is located near Grasonville, within 9 miles of Queenstown Premium Outlets and Queenstown Harbor Golf Links, and 12 miles from Hazel Miner Monument and Wye Oak State Park. The property has received excellent ratings for user experience, location, and cleanliness. This 5-bedroom, 6-bathroom house can accommodate up to 12 guests in its 4,800 square feet of living space. Enjoy amenities like a private pool, a tennis court, a garden, and a fully equipped kitchen, perfect for family fun and relaxation.
Frequently Asked Questions about accommodations in Easton, MD
What are the must-see sites in or near Easton, MD?
You absolutely have to visit the Chesapeake Bay Maritime Museum. It's a fantastic place to learn about the history of the bay and see classic boats. The historic district in downtown Easton is also a must-see, with charming shops and restaurants. And if you're looking for a beautiful natural escape, head to the Eastern Neck National Wildlife Refuge just outside of town.
The easiest way to get to Easton is by car. It's about a 90-minute drive from Baltimore and about a 2-hour drive from Washington, D.C. You can also fly into the Easton Airport (ESN) or the Baltimore-Washington International Airport (BWI), which is about a 1.5-hour drive from Easton.
What are the best accommodations with a pool in Easton, MD?
What outdoor activities can visitors enjoy in and around Easton, MD?
Easton is a great place to enjoy the outdoors. You can go kayaking or canoeing on the Tred Avon River, hiking or biking on the scenic trails at the Eastern Neck National Wildlife Refuge, or simply relax on the beach at the Chesapeake Bay. The Miles River is also a great place to enjoy kayaking and boating.
What are the best accommodations with a jacuzzi in Easton, MD?
When is the ideal time to plan a trip to Easton, MD?
The best time to visit Easton is in the spring or fall when the weather is mild and the crowds are smaller. The summer can get hot and humid, but it's a great time to enjoy the water activities. If you're looking for a festive atmosphere, visit during the Christmas in Easton celebration in December.
What are the best accommodations for families and kids in Easton, MD?
What are the best walking or cycling routes in Easton, MD?
The Easton Greenway is a great option for walking or biking. It runs along the Tred Avon River and offers beautiful views of the water. The town itself is very walkable, so you can easily explore the shops and restaurants on foot. There's also a nice walking trail along the Miles River.
What are the best pet friendly accommodations in Easton, MD?
What amenities can travelers expect from accommodations in Easton, MD?
Easton has a wide variety of accommodations, from cozy bed and breakfasts to luxury hotels. Most hotels offer amenities like swimming pools, fitness centers, and free Wi-Fi. Many of the hotels also have restaurants and bars on-site, which is convenient for travelers.
What are the best accommodations with parking in Easton, MD?
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.
8.0 1 review
Easton, MD
06/20 – 06/27
$275/nighttotal: $1925 (7 )
Charming Victorian Farmhouse On Historic Main St
3 2
house , Trappe
This Victorian farmhouse rental is located on Historic Main Street in Trappe, Maryland, 43 miles from Salisbury-Ocean City Wicomico Regional Airport. This 2100-square-foot home features three bedrooms, three bathrooms, a fully equipped kitchen with a dishwasher, in-house laundry, air conditioning, Wi-Fi, a fireplace, a patio, and accommodates up to 11 guests.
10 8 reviews
Easton, MD
06/20 – 06/27
$230/nighttotal: $1610 (7 )
Charming Victorian Farmhouse On Historic Main St
3 2
apartment , Trappe
This three-bedroom, two-bathroom Victorian farmhouse rental in Trappe, Maryland sits on Main Street, two miles from the Choptank River and conveniently located near US-50. The house offers a fully equipped kitchen, in-unit laundry, Wi-Fi, air conditioning, and a private yard with a screened porch, accommodating up to six guests and providing easy access to local attractions.
9.9 19 reviews
Easton, MD
06/20 – 06/23
$990/nighttotal: $2970 (3 )
Minutes From Downtown St. Michaels | Private Dock | Kayaks
4 2
apartment , Tilghman Island
This waterfront vacation home near Tilghman Island, Maryland, is within two miles of Clint S. Bradley Park, Higgins Yacht Yard and Marina, Back Creek Park, Muskrat Park, and St. Michaels Marina. This 2,570-square-foot house features four bedrooms, three bathrooms, and accommodates eight guests, offering amenities such as a private fenced yard, spa, free Wi-Fi, and a fully equipped kitchen.
Best Easton, MD accommodation with a kitchen
10 1 review
Easton, MD
07/20 – 07/23
$434/nighttotal: $1302 (3 )
Easton's Urban Oasis
1 2
house , Easton
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.
8.0 2 reviews
Easton, MD
09/17 – 09/20
$1446/nighttotal: $4338 (3 )
Minutes From Downtown St. Michaels | Pool | Hot Tub | Private Dock
4 8
apartment , Tilghman Island
This waterfront rental is located in St. Michaels, Talbot County, just a short drive from the Chesapeake Bay Environmental Center, Matapeake State Park, and the Chesapeake Bay Maritime Museum. The surrounding area offers a peaceful and secluded setting, perfect for a relaxing getaway. This spacious 4-bedroom, 2-bathroom home can comfortably accommodate 8 guests. The property features a private pool, hot tub, and a large outdoor deck, making it an ideal choice for families or groups looking for a memorable vacation experience.
10 75 reviews
Easton, MD
08/21 – 08/31
$1403/nighttotal: $14030 (10 )
Luxurious Waterfront Home - Cèilidh
1 2
apartment , Oxford
This luxurious waterfront home is located in historic downtown Oxford, just a short walk from all the town's attractions. The property boasts excellent ratings for location, cleanliness, and user experience. This spacious 4-bedroom home can comfortably accommodate up to 7 guests and offers a large screened-in porch, a family room, and a master bedroom with stunning water views. Enjoy modern amenities like a high-end kitchen, plush bedding, multiple UHD TVs, high-speed WiFi, and a private outdoor space with a lawn leading to the water.
10 18 reviews
Easton, MD
06/20 – 06/23
$436/nighttotal: $1308 (3 )
3br/1ba Pondview Langsdale House
1 2
apartment , Easton
This 1300-square-foot apartment in Easton's historic district offers convenient access to downtown attractions. The three-bedroom, one-bathroom unit features a private balcony with pond views, accommodates six guests, and includes amenities such as air conditioning, parking, and internet; a portion of your stay supports Halo's Haven Rescue.