Easton vacation rentals

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Top-rated vacation rentals in Easton

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Guest favorite

Cottage in Saint Michaels

4.98 out of 5 average rating, 428 reviews

St. Michaels-Historic Dist. Margaret Wells House

The Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.

Nov 13 – 20

G$42,581 GYD per night

Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 164 reviews

Madison Nature Getaway

We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.

Dec 20 – 27

G$28,653 GYD per night

Guest favorite

Apartment in Cambridge

4.92 out of 5 average rating, 102 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Dec 25 – Jan 1

G$30,138 GYD per night

Guest favorite

Guest suite in Cambridge

4.96 out of 5 average rating, 268 reviews

Oakley Suite

5 minute walk to restaurants and shops, 3 min.to the water. Ideal setting with lovely rear patio and garden with entrance to private family room. Stairs to upper level with 2 very large and private guest rooms. Landing at top of steps presents a convenience station with Keurig, microwave, and mini fridge. This Suite is completely private and includes 2 bedrooms, bath, family room, convenience station, and rear patio, all for one price! 1st floor Owners Suite available as well for a total of 8 !

Oct 9 – 16

G$29,520 GYD per night

Guest favorite

Guest suite in Cambridge

4.95 out of 5 average rating, 404 reviews

Sailwinds Waterview Loft at Cambridge Creek

Waterview second story loft apartment in downtown Cambridge, MD with private entrance and secure bike storage! Located just 4 blocks from Route 50 and only 2 blocks from the Choptank River! This amazing space is within walking distance to seafood restaurants, shops, public boat ramp, beach, and parks! Close to all local attractions including the Choptank River Lighthouse, Sailwinds Park, Harriett Tubman UnderGround Railroad, Blackwater Refuge, Eagleman/Iron Man, and so many more!

Oct 30 – Nov 6

G$33,356 GYD per night

Guest favorite

Guesthouse in Easton

4.99 out of 5 average rating, 547 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for two individuals (No children under 8 years of age.), and please limit your visit to one vehicle only.

Oct 20 – 25

G$29,944 GYD per night

Guest favorite

Apartment in Church Creek

4.97 out of 5 average rating, 373 reviews

Church Creek Natures' Rest

Nature's Rest is ideally located, just minutes to Blackwater Wildlife Refuge The Harriet Tubman Museum, as well as boat ramps for easy access to the Chesapeake Bay and it's tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.

Sep 25 – Oct 2

G$27,359 GYD per night

Guest favorite

Cottage in Saint Michaels

4.99 out of 5 average rating, 138 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Oct 25 – Nov 1

G$111,576 GYD per night

Guest favorite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 114 reviews

Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing are a delight. Please note: 1) There is a 3-nt. minimum on holiday weekends. 2) Children between the ages of 1 and 5 are not permitted

Dec 14 – 21

G$25,360 GYD per night

Guest favorite

Cottage in Saint Michaels

4.98 out of 5 average rating, 177 reviews

The Little Anchor Cottage, St. Michaels, MD

Welcome to the Little Anchor cottage in St. Michaels, Maryland! The cottage was built in late 1880s and is located in the charming Historic District, where you can enjoy the convenience of walking one block to the downtown shops and restaurants on S. Talbot street. And for another 5 to 15 minute walk, you can reach more waterfront dining on St. Michaels Harbor with its boat slips, boat ramps, the Chesapeake Bay Maritime Museum, Muskrat Park and Hollis Park.

Feb 7 – 14

G$49,020 GYD per night

Guest favorite

Tiny home in Cambridge

4.99 out of 5 average rating, 157 reviews

Blackwater Refuge House on The Farm, water access

The Little House on The Farm is located on a beautiful family farm in rural Dorchester County! Located just 1.5 miles from the Blackwater Wildlife Refuge and Harriet Tubman National Park, This space is quaint,yet provides all the basics for a cozy welcoming getaway! Bring your bikes and cycle to the refuge and kayak in the Blackwater River. Kitchen is fully stocked for cooking. Coffee, tea and basic condiments and all linens and towels are provided.

Oct 20 – 27

G$22,297 GYD per night

Guest favorite

Guest suite in Saint Michaels

4.78 out of 5 average rating, 330 reviews

Gorgeous Cottage: Easy Walk into St Michaels Town!

Gorgeous, sunny former artist loft with great views. Across from Miles River & harbor. Walk to town! Shopping, brewery, winery, museum, restaurants await! Located in historic Bentley Hay, the lodge is perfect for relaxing walks while runners and bikers explore spectacular sights, including the nearby St Michaels Nature Trail. Or rent a kayak and explore San Domingo Creek! NO PETS OR SMOKING. 4 GUESTS MAX BY LAW. Talbot Co License STR-716-KIM

Apr 12 – 19

G$30,547 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Easton vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Easton's top sights

Tidewater Inn7 locals recommend

Harris Teeter9 locals recommend

Doc's Downtown Grille7 locals recommend

Idlewild Park4 locals recommend

Giant Food3 locals recommend

Amish Country Farmer's Market6 locals recommend

Other great vacation rentals in Easton

Guest favorite

Apartment in Greenwood

4.97 out of 5 average rating, 482 reviews

Beach Highway Hobby Farm

Dec 13 – 20

G$17,129 GYD per night

Guest favorite

Loft in Lusby

5.0 out of 5 average rating, 316 reviews

Coastal Treetop Retreat w/ Private Beach Access

Jan 20 – 27

G$28,737 GYD per night

Guest favorite

Apartment in Lexington Park

5.0 out of 5 average rating, 316 reviews

Adorable Waterfront Apartment Weekend Getaway

Nov 23 – 30

G$18,326 GYD per night

Guest favorite

Apartment in Frederica

4.97 out of 5 average rating, 259 reviews

Smokefree Lakeside Relaxation

Nov 26 – Dec 3

G$15,351 GYD per night

Superhost

Home in Cambridge

4.89 out of 5 average rating, 111 reviews

Dorothy's Chesapeake Delight

Oct 19 – 26

G$30,872 GYD per night

Guest favorite

Guesthouse in Stevensville

5.0 out of 5 average rating, 208 reviews

Waterfront Getaway - View of bay from your bed

Jan 7 – 14

G$61,538 GYD per night

Guest favorite

Home in Cambridge

4.99 out of 5 average rating, 142 reviews

Sunset Breezes - quiet waterfront retreat

Apr 29 – May 6

G$93,728 GYD per night

Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 209 reviews

Calico Cottage Guest House, king bed, free parking

Dec 15 – 22

G$20,405 GYD per night

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Other great vacation rentals in Easton

Guest favorite

Guesthouse in Wye Mills

4.94 out of 5 average rating, 17 reviews

Adorable Lake Front 1BR Cottage-fully furnished!

Dec 19 – 26

G$18,085 GYD per night

Guest favorite

Home in Greensboro

4.96 out of 5 average rating, 49 reviews

Cozy 2 bedroom home on wooded private lane

Jan 23 – 30

G$26,764 GYD per night

Guest favorite

Guesthouse in Cambridge

5.0 out of 5 average rating, 14 reviews

Camelot Cottage

Oct 25 – Nov 1

G$18,343 GYD per night

Guest favorite

Home in Easton

5.0 out of 5 average rating, 19 reviews

Eastern Shore Retreat!

Jan 22 – 29

G$95,791 GYD per night

Guest favorite

Home in Easton

5.0 out of 5 average rating, 19 reviews

Cozy, convenient, Easton home

Feb 27 – Mar 6

G$84,498 GYD per night

Guest favorite

Home in Preston

4.98 out of 5 average rating, 62 reviews

River House on the Choptank

Mar 28 – Apr 4

G$48,887 GYD per night

Guest favorite

Cottage in Easton

5.0 out of 5 average rating, 83 reviews

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Oct 17 – 24

G$79,733 GYD per night

Guest favorite

Home in Cambridge

4.89 out of 5 average rating, 28 reviews

Large 3 BR in Historic Cambridge

Jan 23 – 30

G$28,896 GYD per night

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Quick stats about vacation rentals in Easton

Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
G$6,254 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Easton?
Four-legged friends are welcome in Easton. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Easton?
Yes! Work meets play with ease at over 10 vacation rentals in Easton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Easton have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Easton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Easton?
Easton has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Easton have wifi?
Absolutely! We offer over 10 house rentals with wifi in Easton. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Easton?
Experience the best of Easton with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Easton vacation rentals

Top-rated vacation rentals in Easton

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Easton vacation rentals

Stay near Easton's top sights

Other great vacation rentals in Easton

Apartment in Greenwood

Loft in Lusby

Apartment in Lexington Park

Apartment in Frederica

Home in Cambridge

Guesthouse in Stevensville

Home in Cambridge

Guesthouse in Annapolis

Other great vacation rentals in Easton

Guesthouse in Wye Mills

Home in Greensboro

Guesthouse in Cambridge

Home in Easton

Home in Easton

Home in Preston

Cottage in Easton

Home in Cambridge

Quick stats about vacation rentals in Easton

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Easton?

Are there vacation rentals with a dedicated workspace in Easton?

Do house rentals in Easton have air conditioning?

Are there family-friendly house rentals in Easton?

Do house rentals in Easton have wifi?

How much does it cost to stay in house rentals in Easton?

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