Vacation Rentals in Easton, MD

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Easton, MD holiday rentals
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21 Holiday rentals and Airbnb 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

Chesapeake Country Cottage: A Home Away From Home - Easton, MD
9.7 57 reviews
Easton, MD
20/07 – 23/07
A$785/nighttotal: A$2355 (3 )

Chesapeake Country Cottage: A Home Away From Home

3 2
apartment , Easton
This waterfront apartment is located just a short drive from the historic towns of St. Michaels and Easton, offering a peaceful setting in a beautiful area. It has excellent user, location, and cleanliness ratings, making it a great option for travellers.
This charming home has three bedrooms and one bathroom, accommodating up to six guests. It offers a range of amenities, including a fully equipped kitchen, a living room with a wood-burning fireplace, a spacious outdoor area with a deck and a screened porch, a private pier and tidal cove, and a selection of recreational equipment such as kayaks, bicycles, and yard games.
Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife - Easton, MD
9.8 51 reviews
Easton, MD
20/07 – 23/07
A$1380/nighttotal: A$4140 (3 )

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.
Sunset Shores | An Esvr Property - Easton, MD
Easton, MD
17/09 – 20/09
A$2414/nighttotal: A$7242 (3 )

Sunset Shores | An Esvr Property

4 2
apartment , Oxford
This waterfront property in Royal Oak, a short drive from St. Michaels, offers direct access to Bridge Creek with a dock and is located approximately 4.5 kilometres from the Chesapeake Bay Maritime Museum.
This family-friendly holiday home accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a private saltwater pool (seasonal), kayaks, a 1.6-hectare yard with a basketball hoop, and a great room with a fireplace.
Premier St. Michaels Cottage - T. Blades House -  Walk To Everything In Town - Easton, MD
9.6 285 reviews
Easton, MD
17/09 – 20/09
A$761/nighttotal: A$2283 (3 )

Premier St. Michaels Cottage - T. Blades House - Walk To Everything In Town

2 2
cottage , Easton
This charming cottage is located in St. Michaels, a short walk from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery, making it ideal for exploring this historic town. The cottage has received excellent ratings for its location, cleanliness and overall experience.
The cottage has two bedrooms and can accommodate up to five guests, making it perfect for families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, terrace, garden, and a fully equipped kitchen.

Best Easton, MD holiday rentals with parking

Downtown Oxford | Charming | Pet Friendly - Easton, MD
9.8 43 reviews
Easton, MD
20/07 – 23/07
A$1115/nighttotal: A$3345 (3 )

Downtown Oxford | Charming | Pet Friendly

3 2
apartment , Oxford
This charming cottage is situated in the historic town of Oxford, a short walk from parks, restaurants, and the local produce stand. It has received excellent user ratings, making it a popular choice for travellers.
The property offers three bedrooms and two bathrooms, spanning 164 square metres. It comes with a range of amenities, including a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and internet access, making it perfect for a comfortable and enjoyable stay.
Miles End - Easton, MD
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.
Downtown Flat - Walk To Dining & Shops - Sleeps 4 - Easton, MD
Easton, MD
20/07 – 23/07
A$758/nighttotal: A$2274 (3 )

Downtown Flat - Walk To Dining & Shops - Sleeps 4

1 2
house , Easton
This Saint Michaels flat is located in the prime downtown area, offering convenient walking access to local dining and shops, and is situated 16 kilometres from the Academy of the Arts and 98 kilometres from Baltimore/Washington International Airport.
This accommodation provides 76 square metres of living space, featuring air conditioning, free WiFi, a fully equipped kitchen with a dishwasher and oven, a fireplace, and on-site parking, accommodating up to 4 guests across 1 bedroom, a living room, and 2 bathrooms.
Minutes From Downtown St. Michaels | Pool | Dock - Easton, MD
10 1 review
Easton, MD
17/09 – 20/09
A$1972/nighttotal: A$5916 (3 )

Minutes From Downtown St. Michaels | Pool | Dock

3 2
apartment , Tilghman Island
This stunning cedar Lindal home, situated near St. Michaels on Tilghman Island's Eastern Shore, offers breathtaking Broad Creek waterfront views and is a short drive from St. Michaels Museum and Avalon Theatre.
Sleeping up to six guests, this three-bedroom, three-bathroom property boasts a chef-inspired kitchen, private heated pool (seasonal, 15 May – 15 October), private dock, kayaks, paddleboards, and expansive entertainment areas including a wrap-around porch and propane fire pit.

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 are the most popular Airbnbs in Easton, MD?

  • 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

Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Luxury - Easton, MD
10 1 review
Easton, MD
17/09 – 20/09
A$4712/nighttotal: A$14136 (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.
Spacious Trappe Getaway With Outdoor Pool And Gazebo! - Easton, MD
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.
Minutes From Downtown Easton And St. Michaels | Pool | Kayaks | Private Dock - Easton, MD
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.
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Easton, MD
10 1 review
Easton, MD
20/07 – 23/07
A$777/nighttotal: A$2331 (3 )

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.

Best pet friendly Easton, MD holiday rentals

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

St. Michaels Waterfront Home - Easton, MD
9.8 32 reviews
Easton, MD
20/07 – 23/07
A$939/nighttotal: A$2817 (3 )

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.
Private Boat Dock! Wye River Retreat In Queenstown - Easton, MD
Easton, MD
20/07 – 23/07
A$2923/nighttotal: A$8769 (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.
Private Boat Dock! Wye River Retreat In Queenstown - Easton, MD
10 1 review
Easton, MD
17/09 – 20/09
A$2592/nighttotal: A$7776 (3 )

Private Boat Dock! Wye River Retreat In Queenstown

5 2
apartment , Grasonville
This Grasonville waterfront vessel is situated near the Pickering Creek Audubon Center and Chesapeake Bay Maritime Museum, offering convenient access to kayaking and other water activities.
This 418-square-metre luxury houseboat boasts five bedrooms, five bathrooms, a fully equipped kitchen, a private swimming pool, and can accommodate up to ten guests, making it ideal for families or groups.
Furnished Very Spacious - Easton, MD
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).
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