Holiday Rentals in Easton, MD

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Easton, MD holiday rentals
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Best Holiday rentals and Airbnb offers in Easton, MD

Best family friendly Easton, MD holiday rentals

Among the 21 accommodations in Easton, MD, here are the 4 best family friendly rentals

Easton Getaway! - Easton, MD
10 5 reviews
Easton, MD
17/09 – 20/09
SG$1467/nighttotal: SG$4401 (3 )

Easton Getaway!

1 2
apartment , Easton
This modern farmhouse is situated on the Eastern Shore, a 16-kilometre drive from Easton town centre and a 24-kilometre drive from St. Michaels. The property offers four bedrooms, three bathrooms, and a spacious open-plan layout, with a kitchen featuring a fridge, freezer, microwave oven, and dishwasher, as well as a private garden, swimming pool, and parking.
True In-town St Michaels 6 Acre Waterfront - Heated Pool - Easton, MD
10 188 reviews
Easton, MD
17/09 – 20/09
SG$2276/nighttotal: SG$6828 (3 )

True In-town St Michaels 6 Acre Waterfront - Heated Pool

5 2
apartment , Easton
The Spencer Creek Cabin is situated just outside of Historic Downtown Saint Michaels, a 5-10 minute bike ride away, with a grocery store, petrol station and coffee shop across the street. The cabin has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The property has five bedrooms, three bathrooms and a floor area of 279 square metres, comfortably accommodating up to eight guests. Amenities include a private swimming pool, a hot tub, a tennis court, a garden, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Chesapeake Bay Waterfront Retreat With Private Pool! The Shore At It's Best! - Easton, MD
10 28 reviews
Easton, MD
17/09 – 20/09
SG$2070/nighttotal: SG$6210 (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.
Only A 15 Minute Drive To Downtown St. Michaels - Easton, MD
Easton, MD
08/08 – 24/08
SG$2934/nighttotal: SG$46944 (16 )

Only A 15 Minute Drive To Downtown St. Michaels

5 2
apartment , Oxford
This magnificent Nantucket-style house, named 'Magnificent Coastal Home', is situated in Talbot County, Maryland, approximately 24km from both St. Michaels and Easton, offering stunning views of the Tred Avon River and Oxford.
The 7,700 sq ft property boasts five bedrooms, five bathrooms, and a fully equipped kitchen, accommodating up to ten guests and featuring a swimming pool, fitness centre, and ample parking; internet access is available, although it may be limited.

Best Easton, MD holiday rentals with parking

Ships Ahoy - Easton, MD
Easton, MD
17/09 – 20/09
SG$742/nighttotal: SG$2226 (3 )

Ships Ahoy

1 2
house , Oxford
Ships Ahoy, a house in Oxford, is situated 16 kilometres from the Oxford School of Art and 82 kilometres from Salisbury Airport.
This self-catering property sleeps 11 guests, boasting a fully equipped kitchen, free Wi-Fi, private parking, and one bathroom; it's ideal for families or couples seeking a peaceful stay near Oxford city centre and its waterfront.
The Farm At Cedar Cove | An Esvr Property - Easton, MD
Easton, MD
20/07 – 23/07
SG$1074/nighttotal: SG$3222 (3 )

The Farm At Cedar Cove | An Esvr Property

3 2
apartment , Oxford
This waterfront property in Royal Oak offers 18 acres of secluded farmland with over 1,000 feet of private shoreline, situated 15 minutes from St. Michaels and Easton.
This renovated 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a well-equipped kitchen, air conditioning, garden, parking, and internet, with the Oxford-Bellevue Ferry and cycling routes nearby.
Miles End - Easton, MD
Easton, MD
17/09 – 20/09
SG$2505/nighttotal: SG$7515 (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.
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo! - Easton, MD
9.4 16 reviews
Easton, MD
08/08 – 24/08
SG$372/nighttotal: SG$5952 (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.

Frequently asked questions about holiday rentals in Easton, MD

  • What are some interesting places to visit in or near Easton, MD?

    Easton is a charming town with plenty to see. The historic district is a must-visit, with beautiful architecture and quaint shops. The Chesapeake Bay Maritime Museum is a great place to learn about the area's maritime history. For a day trip, you can head to St. Michaels, a picturesque town on the Eastern Shore, about 20 minutes away.
  • What are the best Airbnb and vacation rentals in Easton, MD?

    Chill In The Crib Easton - Maryland, Econo Lodge Easton Route 50 and Tranquil Easton Waterfront Property (Hot Tub&pool) are the most popular Airbnb and vacation rentals in Easton, MD among travelers.

  • Which walking or cycling routes are the best in Easton, MD?

    The scenic waterfront trail along the Choptank River is a popular choice for both walking and cycling. It's a lovely, flat route that's perfect for a leisurely stroll or a brisk bike ride. The town also has several other walking and cycling routes, including the Easton Greenway, which winds through the town's parks and residential areas.
  • What are the most popular Airbnbs in Easton, MD?

  • What sports or outdoor activites can visitors enjoy in and around Easton, MD?

    Easton is a great place for outdoor enthusiasts. You can enjoy kayaking, canoeing, and paddleboarding on the Choptank River. There are also several golf courses in the area, including the Easton Country Club. The town also hosts a variety of sporting events throughout the year, such as the annual Easton Marathon and the Chesapeake Bay Challenge.
  • What are the best vacation rentals with a pool in Easton, MD?

  • What other towns or cities can be easily accessed from Easton, MD?

    Easton is conveniently located near other interesting towns and cities. Annapolis, the state capital of Maryland, is about an hour's drive away. You can also easily reach the Eastern Shore towns of St. Michaels, Oxford, and Cambridge, all of which offer unique attractions and experiences.
  • 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 typically offer a range of amenities, including fully equipped kitchens, comfortable bedrooms, and laundry facilities. Many also feature outdoor spaces like patios or balconies, and some even have swimming pools or hot tubs. You can find rentals that suit different needs and budgets.
  • 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 weather and beautiful foliage. Summer is popular for outdoor activities, while winter is quieter and offers a chance to enjoy the town's charming atmosphere.
  • What are the local dishes in Easton, MD region?

    The Eastern Shore is known for its fresh seafood, so you'll find plenty of restaurants serving up delicious crab cakes, oysters, and other local specialties. You should also try the region's famous Smith Island cake, a layered dessert with a rich history.

Destinations nearby

Best Easton, MD holiday rentals with a balcony

Minutes From Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly - Easton, MD
9.6 40 reviews
Easton, MD
08/08 – 24/08
SG$892/nighttotal: SG$14272 (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.
Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Luxury - Easton, MD
10 1 review
Easton, MD
17/09 – 20/09
SG$4258/nighttotal: SG$12774 (3 )

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.
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Easton, MD
10 1 review
Easton, MD
08/08 – 24/08
SG$582/nighttotal: SG$9312 (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.
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo! - Easton, MD
Easton, MD
08/08 – 24/08
SG$374/nighttotal: SG$5984 (16 )

Spacious Trappe Getaway W/ Outdoor Pool & 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.

Best pet friendly Easton, MD holiday rentals

Among the 21 accommodations in Easton, MD, here are the 4 best pet friendly rentals

Dollhouse In Central Historic St Michaels - Easton, MD
9.6 119 reviews
Easton, MD
20/07 – 23/07
SG$505/nighttotal: SG$1515 (3 )

Dollhouse In Central Historic St Michaels

2 2
apartment , Easton
This charming house is located in St. Michaels, a picturesque town on Maryland's Eastern Shore, just 1 kilometre from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. The property enjoys excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms, accommodating up to four guests, and features a fully equipped kitchen, two bathrooms, a washing machine, and a Smart TV. Guests can enjoy a spa tub, garden, barbecue grills, and a terrace, making it ideal for relaxation and outdoor dining.
Loon Cottage On Irish Creek - Easton, MD
10 1 review
Easton, MD
08/08 – 24/08
SG$693/nighttotal: SG$11088 (16 )

Loon Cottage On Irish Creek

1 2
apartment , Oxford
This waterside cottage, offering a secluded Eastern Shore experience, is located on Irish Creek, mere minutes from St. Michaels.
This three-bedroom property accommodates up to six guests and features a private deep-water dock, tennis court, a brick fireplace, and expansive grounds with sunset views.
Travelers Rest Spacious 5br Pool Riverfront Pier Charming Easton Saint Michaels - Easton, MD
8.8 6 reviews
Easton, MD
17/09 – 20/09
SG$1715/nighttotal: SG$5145 (3 )

Travelers Rest Spacious 5br Pool Riverfront Pier Charming Easton Saint Michaels

5 2
apartment , Easton
This Easton holiday home, situated within 14.5km of St. Michaels, the Talbot County Historical Society, and the Avalon Theatre, offers convenient access to local attractions.
Sleeping up to 10 guests, this five-bedroom property boasts four bathrooms, a fully equipped kitchen including a dishwasher and microwave, a swimming pool, parking, and modern amenities such as a smart TV and barbecue grills; pets are welcome.
Carpenter Alley Cottage - Easton, MD
8.0 1 review
Easton, MD
20/07 – 23/07
SG$1088/nighttotal: SG$3264 (3 )

Carpenter Alley Cottage

1 2
house , Easton
Carpenter Alley Cottage, a three-bedroom house in Saint Michaels, Maryland, is situated approximately 16km from the Academy of the Arts and 98km from Baltimore-Washington International Thurgood Marshall Airport.
This 119-square-metre property sleeps up to 11 guests and boasts three bathrooms, a fully equipped kitchen, free Wi-Fi, private parking, and is pet-friendly.
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