Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife
3 2
apartment , Easton
This newly renovated cottage is located in the heart of historic St. Michaels, just a short walk from its charming restaurants, boutiques, and waterfront. The property has received excellent reviews from previous guests. The three-bedroom, three-bathroom home is 119 square metres in size. Amenities include a fully equipped kitchen, air conditioning, a garden, a spa, parking, and internet access.
10 2 reviews
Easton, MD
08/08 – 24/08
A$644/nighttotal: A$10304 (16 )
Downtown Flat Walk To Dining & Shops Sleeps 4
1 2
apartment , Easton
This St. Michaels flat is located in the downtown district, a short walk from the waterfront, dining, and shopping areas. This 76 square meter flat accommodates up to 4 guests, featuring 1 bedroom, 2 bathrooms, a fully stocked kitchen with a coffee bar, a gas fireplace, a king-sized bedroom with a Smart TV, a spa-like ensuite bathroom, high-speed WiFi, an in-unit washer and dryer, and designated parking for two vehicles.
9.6 40 reviews
Easton, MD
08/08 – 24/08
A$987/nighttotal: A$15792 (16 )
Minutes From Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
3 2
apartment , Easton
This charming apartment is located in St. Michaels, just a short drive from the Bay Hundred Community Pool, golf courses, and the town centre. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience. The apartment is spacious, covering 196 square metres and comfortably accommodating up to 6 guests in its 3 bedrooms and 3 bathrooms. You can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a spa, and parking, as well as access to the internet.
9.7 146 reviews
Easton, MD
26/07 – 01/08
A$296/nighttotal: A$1776 (6 )
Bonfield Bungalow
1 2
house , Oxford
This newly renovated Eastern Shore-style guesthouse in Oxford, Maryland, is conveniently located within a short walk or cycle of the waterfront, beaches, and the Highland Creamery. The self-catering property, sleeping up to four guests in one bedroom and a pull-out sofa bed, includes two bicycles, a mini-fridge, microwave, and is ideal for exploring Oxford's culinary scene and nearby kayaking opportunities.
10 44 reviews
Easton, MD
08/08 – 24/08
A$382/nighttotal: A$6112 (16 )
Historic Home In Heart Of Oxford, Md
1 2
apartment , Oxford
This historic cottage, listed on the National Register of Historic Places and built in 1880 by the railroad, is situated in central Oxford, Maryland, less than 0.5 km from the town market and 0.8 km from the water. The two-bedroom, one-bathroom property sleeps four, boasting a fully equipped kitchen, a screened-in porch, sunroom, spacious yard, Amazon Fire Stick, and dedicated parking for two vehicles; nearby attractions include coffee shops, ice cream parlors, and bookstores.
Easton, MD
17/09 – 20/09
A$1972/nighttotal: A$5916 (3 )
Bay Breeze
1 2
house , Grasonville
Bay Breeze, situated in Grasonville, Maryland, is approximately 27 kilometres from Sandy Point State Park and 40 kilometres from Annapolis. This three-bathroom, five-bedroom property offers 327 square metres of space, accommodating up to 19 guests and boasting a private pool, free Wi-Fi, and free private parking; explore Grasonville's attractions or enjoy the house's amenities.
Easton, MD
08/08 – 24/08
A$632/nighttotal: A$10112 (16 )
Willows Dream
1 2
house , Oxford
Willows Dream, a spacious house in Oxford, Maryland, is located 16 kilometres from the Academy of the Arts and 82 kilometres from Salisbury-Ocean City Wicomico Regional Airport. This 140-square-metre property sleeps up to 11 guests, offering three bedrooms, two bathrooms, a fully equipped kitchen, free Wi-Fi, and free private parking.
10 3 reviews
Easton, MD
26/07 – 01/08
A$705/nighttotal: A$4230 (6 )
A Willows Dream | An Esvr Property
2 2
apartment , Oxford
This Cape Cod-style holiday home in Oxford offers a peaceful rural retreat, its precise location and proximity to specific Oxford landmarks requiring further clarification. The property boasts a spacious three-bedroom, two-bathroom layout sleeping six, complete with a well-equipped kitchen including a fridge, microwave, and dishwasher, a garden, air conditioning, and excellent guest ratings.
10 17 reviews
Easton, MD
17/09 – 20/09
A$2895/nighttotal: A$8685 (3 )
Minutes From Downtown Easton And St. Michaels | Pool | Kayaks | Private Dock
5 2
apartment , Easton
This luxurious Easton, Talbot County, Maryland waterfront estate boasts 800 feet of Miles River frontage, a private dock, kayaks, and paddleboards, and is conveniently located for day trips to Annapolis and St. Michaels. This five-bedroom, six-bathroom property sleeps ten guests and features a gourmet kitchen, multiple fireplaces, a recreation room with games, a private pool (open 15 May to 15 October), and extensive grounds including a koi pond and fire pit, offering ample space for relaxation and entertainment.
Easton, MD
17/09 – 20/09
A$2113/nighttotal: A$6339 (3 )
Quailsar Farm | An Esvr Property
5 2
apartment , Easton
Quailsar Farm is a 5-bedroom holiday home located in Talbot County, on Maryland's Eastern Shore, just a short drive from the charming town of Easton. The surrounding area is peaceful and rural, offering a tranquil escape from the hustle and bustle of city life. The spacious property features a free-flowing layout, comfortably accommodating up to 10 guests. Amenities include a well-equipped kitchen, a swimming pool, and parking, making it ideal for families or groups of friends seeking a relaxing getaway.
Easton, MD
26/07 – 01/08
A$1004/nighttotal: A$6024 (6 )
Downtown St. Michaels | Porch + Pet-friendly
1 2
apartment , Easton
This studio flat is located in the central district of St. Michaels, a mere 100 metres from its boutiques, seafood restaurants, and harbour, offering authentic historic charm with exposed wood beams and coastal décor. This pet-friendly accommodation for two guests features a kitchenette with a fridge and microwave, air conditioning, a private terrace, and dedicated parking, with keyless entry for convenience.
10 28 reviews
Easton, MD
17/09 – 20/09
A$2290/nighttotal: A$6870 (3 )
Chesapeake Bay Waterfront Retreat With Private Pool! The Shore At It's Best!
5 2
apartment , Grasonville
This luxurious waterfront property near Grasonville offers stunning views and is situated 14.5 km from Queenstown Premium Outlets and Queenstown Harbour Golf Links, and 19.3 km from the Hazel Miner Monument and Wye Oak State Park. This spacious 446-square-metre five-bedroom residence sleeps twelve, boasting a private pool, jacuzzi, tennis court, and a fully equipped kitchen, plus an on-site games room for family entertainment.
Best family friendly Easton, MD holiday rentals
Among the 21 accommodations in Easton, MD, here are the 4 best family friendly rentals
9.4 16 reviews
Easton, MD
08/08 – 24/08
A$411/nighttotal: A$6576 (16 )
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
4 2
apartment , Trappe
This Trappe holiday home, situated within 9.6km of the Third Haven Friends Meeting House, Academy Art Museum, and Academy of the Arts, offers convenient access to local attractions and amenities. This five-bedroom, three-bathroom property boasts 204 square metres of living space, including a private pool, fully equipped kitchen, and can comfortably accommodate eight guests.
10 34 reviews
Easton, MD
17/09 – 20/09
A$3625/nighttotal: A$10875 (3 )
Newly Renovated Modern Waterfront Home
1 2
apartment , Easton
This newly renovated riverside mansion is situated in Easton, just a short distance from the town centre and offering stunning views across the water. The property has received excellent ratings for its location, cleanliness, and overall user experience. The home has five bedrooms and five bathrooms, comfortably accommodating up to 15 guests. Enjoy a range of amenities including a swimming pool, fitness centre, and a spacious garden, perfect for relaxing or entertaining.
9.9 19 reviews
Easton, MD
08/08 – 24/08
A$907/nighttotal: A$14512 (16 )
Minutes From Downtown St. Michaels | Private Dock | Kayaks
4 2
apartment , Tilghman Island
This waterfront property near Tilghman Island, Maryland, offers stunning views and is within 3.2 kilometres of Clint S. Bradley Park, Higgins Yacht Yard and Marina, Back Creek Park, Muskrat Park, and St. Michaels Marina. This 239-square-metre house features four bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, Wi-Fi, a private garden, and a spa.
10 66 reviews
Easton, MD
26/07 – 01/08
A$1007/nighttotal: A$6042 (6 )
Saint Michaels Waterfront Home
2 2
apartment , Easton
This waterfront apartment is just over the bridge entering St. Michaels, a short 7-kilometre drive from Easton and a mere 30-second walk from The Oaks Wedding Resort. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience. The apartment has two bedrooms, two bathrooms, and comfortably accommodates up to four guests. Enjoy stunning views, easy access to water activities, a garden, parking, and a fully equipped kitchen with a fridge.
Best Easton, MD holiday rentals with parking
10 10 reviews
Easton, MD
17/09 – 20/09
A$1174/nighttotal: A$3522 (3 )
Charming Waterfront Cottage Retreat Near St. Michaels
1 2
cottage , Tilghman Island
This waterfront holiday home in Bozman, Maryland, is located minutes from the historic town of St. Michaels and offers easy access to Tilghman Island attractions. The 74-square-metre (800 sq ft) property boasts one bedroom, two bathrooms, sleeps two guests, and includes a gourmet kitchen, private dock, and access to kayaking and fishing in the nearby nature preserve and back cove.
9.0 4 reviews
Easton, MD
17/09 – 20/09
A$2277/nighttotal: A$6831 (3 )
Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F
5 2
apartment , Easton
Quailsar Farm is a vacation home situated in a sought-after area of Easton, Maryland, close to Avalon Theatre and The Third Haven Friends Meeting House. This property has earned an excellent user rating, making it a popular choice for travellers. The spacious 5-bedroom home spans 471 square metres and can comfortably accommodate up to 10 guests. This pet-friendly property offers a range of amenities, including a swimming pool, air conditioning, a fully-equipped kitchen, and a large garden.
Easton, MD
17/09 – 20/09
A$2772/nighttotal: A$8316 (3 )
Miles End
1 2
house , Easton
Miles End, situated in Easton, Maryland, is 12 kilometres from the Academy of the Arts and 37 kilometres from the Chesapeake Exploration Centre. This five-bedroom, six-bathroom property sleeps nineteen guests and boasts a private swimming pool, fully equipped kitchen, free Wi-Fi, and free parking; enjoy easy access to local amenities and Baltimore-Washington International Airport (BWI), approximately 80 kilometres away.
9.8 35 reviews
Easton, MD
26/07 – 01/08
A$1183/nighttotal: A$7098 (6 )
St. Michaels Waterfront Home
2 2
apartment , Easton
This waterfront apartment is just over the bridge entering St. Michaels, a short distance from Easton and The Oaks Wedding Resort. It is rated excellent by previous guests, making it a popular choice for travellers. The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. It offers a range of amenities, including a kitchen with a fridge, microwave, and dishwasher, a swimming pool, a garden, and parking.
Frequently asked questions about holiday rentals in Easton, MD
What are some interesting places to visit in or near Easton, MD?
Easton is a lovely place to visit! You can explore the historic district and see the beautiful architecture, or visit the Chesapeake Bay Maritime Museum to learn about the area's history. If you're looking for a bit of nature, the Eastern Neck National Wildlife Refuge is only a short drive away.
What are the best Airbnb and holiday rentals in Easton, MD?
Which walking or cycling routes are the best in Easton, MD?
For walking or cycling, the scenic waterfront trail along the Tred Avon River is a great choice. It's about 8km long and passes by some lovely parks and historic buildings. You can also explore the charming streets of the historic district, or head out to the nearby Eastern Neck National Wildlife Refuge for a longer cycle.
What sports or outdoor activites can visitors enjoy in and around Easton, MD?
There are plenty of outdoor activities to enjoy in and around Easton. You can go kayaking or paddleboarding on the Tred Avon River, or try fishing in the Chesapeake Bay. The Eastern Neck National Wildlife Refuge is a great place for birdwatching, hiking, and wildlife viewing. And if you're looking for something a bit more active, there's a golf course just outside of town.
What are the best holiday rentals with a pool in Easton, MD?
What other towns or cities can be easily accessed from Easton, MD?
Easton is well-positioned for exploring the region. You can easily drive to Annapolis, the state capital, in about an hour. Baltimore is a bit further, about 1.5 hours away. And if you're looking for a beach getaway, Ocean City is about a 2-hour drive.
What are the best rentals for families and kids in Easton, MD?
What amenities are commonly available in vacation rentals in Easton, MD?
Vacation rentals in Easton usually come with a range of amenities, including kitchens, laundry facilities, and parking. Many also have outdoor spaces like patios or balconies. Some might even have swimming pools or hot tubs.
What are the best rentals or Airbnbs with a jacuzzi in Easton, MD?
What time of year is best to rent a vacation rental Easton, MD?
The best time to visit Easton depends on your preferences. Spring and autumn offer mild temperatures and beautiful scenery, while summer is great for outdoor activities. If you're looking for a more relaxed experience, consider visiting in the shoulder seasons.
What are the local dishes in Easton, MD region?
The Chesapeake Bay is known for its seafood, so you'll find plenty of crab dishes on local menus. You can also enjoy fresh oysters, clams, and fish. If you're looking for something a bit different, try the local specialty, 'Smith Island Cake', a layered cake with a unique history.
Destinations nearby
Best Easton, MD holiday rentals with a balcony
10 1 review
Easton, MD
08/08 – 24/08
A$3326/nighttotal: A$53216 (16 )
Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Luxury
5 2
apartment , Oxford
This five-bedroom house, ideal for families, is located in Royal Oak, Maryland, approximately 15km from Saint Michaels Village and its museums, and within 20km of the Chesapeake Bay Maritime Museum and Saint Mary's Square. The 632 square metre property boasts a private pool, fitness centre, tennis court, and spa, accommodating up to 10 guests and offering a fully equipped kitchen, free Wi-Fi, and ample parking.
9.8 6 reviews
Easton, MD
26/07 – 01/08
A$1134/nighttotal: A$6804 (6 )
Minutes From Downtown Easton And St. Michaels | Private Dock | Kayak | Pet Frien
5 2
apartment , Oxford
This luxurious five-bedroom waterfront property near Oxford is situated approximately 3km from the Oxford Museum and 4km from Play Ball Dog Park, offering scenic views and easy access to St Michael's Village and St Michael's Winery within a 14.5km radius. Boasting 331 square metres of floor space, this self-catering house sleeps eight guests and includes four bathrooms, a complete kitchen with dishwasher, a terrace, garden, spa, parking, and free Wi-Fi.
Easton, MD
08/08 – 24/08
A$413/nighttotal: A$6608 (16 )
Spacious Trappe Getaway With Outdoor Pool And Gazebo!
4 2
house , Trappe
This spacious holiday home is located in Trappe, just 5.5 miles from the Academy of the Arts and 25 miles from Federalsburg Marina, offering a tranquil escape in a charming town with a rich history. The property spans 204 square metres and comfortably accommodates up to 8 guests, providing ample space for families or groups. The house is fully equipped with modern amenities including a kitchen with a fridge, microwave oven, and dishwasher, a private outdoor pool and gazebo, air conditioning, and free Wi-Fi. Guests can also enjoy a dedicated outdoor dining area, a washing machine, and parking.
10 77 reviews
Easton, MD
08/08 – 24/08
A$490/nighttotal: A$7840 (16 )
Harbor View Suite Talbot County License Number Strn-25-58
1 2
apartment , Easton
This Saint Michaels suite, a short walk from the Chesapeake Bay Maritime Museum and the St. Michaels Museum, offers stunning harbour views and proximity to Lyons Distilling Company within the Old Mill complex. The 45-square-metre apartment includes a king-size bed, sofa, and a kitchenette with a fridge, freezer, microwave, and coffee makers, accommodating two guests and featuring a private bathroom and off-street parking.
Best pet friendly Easton, MD holiday rentals
Among the 21 accommodations in Easton, MD, here are the 4 best pet friendly rentals
10 3 reviews
Easton, MD
17/09 – 20/09
A$2324/nighttotal: A$6972 (3 )
Private Boat Dock! Wye River Retreat In Queenstown
5 2
apartment , Grasonville
This five-bedroom, five-bathroom houseboat, perfect for groups of up to ten, is situated in Queenstown, offering direct waterfront access and proximity to St. Michaels. The property boasts a fully equipped kitchen, multiple Smart TVs, a PlayStation, kayaks, life vests, a seasonal outdoor pool (May-October), and a wood-burning fire pit, making it ideal for family getaways or group holidays.
Easton, MD
17/09 – 20/09
A$2552/nighttotal: A$7656 (3 )
Private Boat Dock! Wye River Retreat In Queenstown
5 2
house , Grasonville
This Grasonville holiday home is situated approximately 18 kilometres from the Chesapeake Bay Exploration Center, offering easy access to Annapolis and other attractions within a 48-kilometre radius. This five-bedroom property boasts 418 square metres of floor space, comfortably accommodating up to 19 guests, and includes a private swimming pool, spa, and on-site boat dock with direct water access.
10 5 reviews
Easton, MD
08/08 – 24/08
A$273/nighttotal: A$4368 (16 )
Furnished Very Spacious
1 2
apartment , Trappe
This Trappe apartment, situated midway between Easton and Cambridge, Maryland, offers convenient access to the Chesapeake Bay and local amenities. The one-bedroom, one-bathroom flat sleeps two guests, includes Wi-Fi, parking, and air conditioning, and welcomes pets (a £240 non-refundable fee applies).
10 2 reviews
Easton, MD
26/07 – 01/08
A$1049/nighttotal: A$6294 (6 )
Ferry View | An Esvr Property
4 2
apartment , Oxford
This four-bedroom apartment is situated in Talbot County, just a short distance from Oxford's charming town centre and the Chesapeake Bay, offering a peaceful setting away from the bustle of city life. The apartment has received excellent ratings for its location, cleanliness and overall experience. The spacious property comfortably accommodates up to eight guests, with multiple bedrooms and entertainment areas. This well-equipped home includes a fully fitted kitchen, air conditioning, a garden, parking, and internet access, as well as a courtesy starter pack with essential items.