Book Holiday Homes in Grasonville

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Featured Holiday Homes in Grasonville

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Rock Hall
Stay at this vacation home in Rock Hall. Enjoy free WiFi, private pools, and a garden. Popular attractions Waterman’s Museum and Rock Hall Harbor are located ...
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

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

Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a water park, and patios. Popular attractions John Smith House and Annapolis ...
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Waterfront w/upper sundeck and private pier located near Rock Hall,  sleeps 18.

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Rock Hall
Stay at this vacation home in Rock Hall. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions The Mainstay and Rock Hall Harbor are located ...
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
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Freshly renovated 3-story home 1 block from USNA!

Freshly renovated 3-story home 1 block from USNA!

Annapolis
The price is NZ$1,120 per night from 25 Feb to 26 Feb
NZ$1,120
includes taxes & fees
25 Feb - 26 Feb
Stay at this vacation home in Annapolis. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions John Smith House and William Paca House ...
Freshly renovated 3-story home 1 block from USNA!
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

Annapolis
Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a garden, and patios. Popular attractions Navy-Marine Corps Memorial Stadium ...
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Pet-Friendly Home on Chester River w/ Dock!

Pet-Friendly Home on Chester River w/ Dock!

2 out of 5
Chestertown
Stay at this vacation home in Chestertown. Enjoy private pools, a garden, and patios. Popular attractions Kings Town Park and Historical Society of Kent County ...
Pet-Friendly Home on Chester River w/ Dock!
Walk to Lake & Boat Ramp: Central Gem in Annapolis

Walk to Lake & Boat Ramp: Central Gem in Annapolis

Annapolis
Stay at this vacation home in Annapolis. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Sandy Point State Park and Bay Hills Golf ...
Walk to Lake & Boat Ramp: Central Gem in Annapolis
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Annapolis
Stay at this vacation home in Annapolis. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Ellen O. Moyer Nature Park at Back ...
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Walk to Everything House

Walk to Everything House

Saint Michaels
Stay at this vacation home in St. Michaels. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Muskrat Park and Clint ...
Walk to Everything House
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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.

Grasonville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Grasonville vacation homes are the perfect way for you to wing it.

Holiday houses in Grasonville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Grasonville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Grasonville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Grasonville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Grasonville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Grasonville Holiday Homes essential information

Accommodation
541 Holiday Homes
Lowest Price
NZ$174
Highest Price
NZ$1,120
Popular accommodation
Waterfront w/private pier, pool, Hot Tub, kayaks and in town., Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18., Freshly renovated 3-story home 1 block from USNA!, Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown, Pet-Friendly Home on Chester River w/ Dock!, Walk to Lake & Boat Ramp: Central Gem in Annapolis, Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA, Walk to Everything House

Top trending hotels in Grasonville

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is NZ$246 per night from 2 Mar to 3 Mar
NZ$246
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hyatt Place Kent Narrows & Marina
Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat

Grasonville
Stay at this houseboat in Grasonville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Chesapeake Bay Environmental Center and Paul ...
Cass-N-Reel Luxury Houseboat
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
3206 Main St, Grasonville, MD
The price is NZ$234 per night from 26 Feb to 27 Feb
NZ$234
includes taxes & fees
26 Feb - 27 Feb
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Hilton Garden Inn Kent Island Marina
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Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5
3101 Main Street, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is NZ$174 per night from 2 Mar to 3 Mar
NZ$174
includes taxes & fees
2 Mar - 3 Mar
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Kent Narrows Inn
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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.

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^Subject to availability and chosen travel dates.