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Compare 628 Vacation Homes in Easton with updated reviews, rates, and availability.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (218)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.8 out of 10, Exceptional, (8)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is AED 3,816
AED 5,900 total
includes taxes & fees
10 Jun - 11 Jun
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

Edgewater/Mayo Getaway!

9.8 out of 10, Exceptional, (17)
"We had a wonderful experience with our latest stay. They were flexible on arrival time, beds were very comfortable and the house was very comfortable! Will definitely stay again!"
The price is AED 915
AED 2,319 total
includes taxes & fees
9 Jun - 10 Jun
Edgewater/Mayo Getaway!

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (57)
"Everything close by!"
The Blue Crab Beach House - Free beach passes

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (49)
"Nice place "
Dollhouse in Central Historic St Michaels

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (200)
"Great weekend at this property in Annapolis! Location is within walking distance to restaurants and shopping!"
PERFECT LOCATION in the heart of history

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (35)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is AED 459
AED 1,203 total
includes taxes & fees
11 Jun - 12 Jun
Relax on Kent Island in 3 Bedroom Home w/Waterview

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10.0 out of 10, Exceptional, (8)
"This stay was perfect. The location was charming and safe, and the home was clean and cozy. Jennifer was a very accommodating and responsive host."
The price is AED 826
AED 1,616 total
includes taxes & fees
9 Jun - 10 Jun
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

The Cottage

10.0 out of 10, Exceptional, (5)
"Our stay at the house was great. The host had amazing customer service and the location is beautiful."
The price is AED 612
AED 1,480 total
includes taxes & fees
8 Jun - 9 Jun
The Cottage

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

10.0 out of 10, Exceptional, (108)
"Great location. "
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

9.8 out of 10, Exceptional, (10)
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

2.5 star property
10.0 out of 10, Exceptional, (18)
"First time in Annapolis to watch East Carolina win the Military Bowl and tour the Naval Academy.Great location, cute, clean, and comfortable place in a fun town with lots of great restaurants and bars."
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (26)
"Everything about our stay was wonderful..the hosts were so quick to respond to any questions amd were very patient with me with all of my questions..I would DEFINITELY stay here again!!"
The price is AED 569
AED 1,721 total
includes taxes & fees
10 Jun - 11 Jun
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD

10.0 out of 10, Exceptional, (5)
Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD

Cozy 3-Bedroom Pet-Friendly Beach Gateway, Near Bay, Downtown, Golf & Parks

10.0 out of 10, Exceptional, (1)
"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"
The price is AED 727
AED 1,893 total
includes taxes & fees
8 Jun - 9 Jun
Cozy 3-Bedroom Pet-Friendly Beach Gateway, Near Bay, Downtown, Golf & Parks

25-50% Off~Private Beach~Hot Tub~Fire Table~

10.0 out of 10, Exceptional, (25)
"It was the perfect romantic getaway! "
25-50% Off~Private Beach~Hot Tub~Fire Table~

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (36)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is AED 909
AED 1,734 total
includes taxes & fees
8 Jun - 9 Jun
Beautiful Waterfront Retreat in Cambridge!

Recently Renovated Annapolis Home - Conveniently Located

10.0 out of 10, Exceptional, (61)
"We had a wonderful stay at this property and would return in the future. Thank you!"
Recently Renovated Annapolis Home - Conveniently Located

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (42)
"We appreciated the cleanliness of the home and the location was beautiful and convenient to the state/national park, town and Harriet Tubman museum."
The price is AED 845
AED 1,024 total
includes taxes & fees
10 Jun - 11 Jun
Waterfront Getaway with Dock

Historic Annapolis Home 1.5 blocks from center of town.

9.8 out of 10, Exceptional, (36)
"Perfect accommodations for girls weekend. Close to everything, very walkable. "
Historic Annapolis Home 1.5 blocks from center of town.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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