Massey Vacation Rentals

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Vacation Rentals in Massey

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Perryville MD

When you a stay at this vacation home in Perryville, you'll be on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Hot Tub

Kitchen

Charming 3-bedroom Ranch in delightful Dover with AC

Dover DE

With a stay at this vacation home in Dover, you'll be within a 5-minute drive of Carrolls Center Shopping Center and Great Geneva.

* NEWLY RENOVATED** Escape to a Beautiful Getaway on the Chesapeake Bay

Perryville MD

When you stay at this vacation home in Perryville, you'll be on the waterfront, within a 5-minute drive of Chestnut Point Estates and Marina and Chesapeake Bay.

Hot Tub

Kitchen

Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Chesapeake City MD

With a stay at this vacation home in Chesapeake City, you'll be within a 5-minute drive of Chesapeake City Bridge and Cecil County Public Library Chesapeake City Branch.

Chesapeake Bay House with Dock & Private Beach

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 10-minute drive of Chesland Park and Brantwood Park.

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown MD

With a stay at this vacation home in Chestertown, you'll be within a 10-minute walk of River Arts Chestertown and Garfield Center for the Arts at the Prince Theater.

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Elkton MD

$268 nightly

$284 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this vacation home in Elkton, you'll be within a 15-minute drive of Upper Bay Museum and Elk Neck State Park.

Kitchen

Washer

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville MD

$567 nightly

$601 total

Dec 10 - Dec 11

Total with taxes and fees

Located in Perryville, this vacation home is on the waterfront, within a 5-minute drive of Chestnut Point Estates and Marina and Craft Haven Marina.

Kitchen

Washer

Waterfront house with amazing views. Top of the Chesapeake

Perryville MD

Located in Perryville, this vacation home is on the waterfront, within a 5-minute drive of Chestnut Point Estates and Marina and Craft Haven Marina.

Kitchen

Washer

Captivating Chesapeake experience

Perryville MD

When you stay at this vacation home in Perryville, you'll be on the waterfront, within a 5-minute drive of Chestnut Point Estates and Marina and Chesapeake Bay.

Kitchen

Washer

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown MD

A stay at this vacation home places you in the heart of Chestertown, steps from Historical Society of Kent County Maryland and Chestertown Historic District.

Luxurious and spacious townhome with all necessary amenities awaits your stay.

Middletown DE

Located in Middletown, this vacation home is within a 5-minute drive of Middletown Historic District and The Everett Annex.

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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.