Book Holiday Homes in Grasonville

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Featured Holiday Homes in Grasonville

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
A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Opens in a new windowDirectly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis
With a stay at this vacation home in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay.
Opens in a new windowTurning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Historic Row Home 1 Block from Gate 1 at USNA!

Historic Row Home 1 Block from Gate 1 at USNA!

Annapolis
The price is AU$1,129 per night from 10 Nov to 11 Nov
AU$1,129
10 Nov - 11 Nov
includes taxes & fees
Located in Annapolis (Historic District), this vacation home is within a 5-minute walk of U.S. Naval Academy and Annapolis City Dock.
Opens in a new windowHistoric Row Home 1 Block from Gate 1 at USNA!
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Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming Historic Annapolis Home With Two Off-street Parking Places!

Annapolis
This vacation home is in the heart of Annapolis, within a 10-minute walk of John Smith House and U.S. Naval Academy.
Opens in a new windowCharming Historic Annapolis Home With Two Off-street Parking Places!
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena
Located in Pasadena, this vacation home is on the waterfront, within a 10-minute drive of Fort Smallwood Park and Compass Pointe Golf Courses.
Opens in a new windowFirepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood

Arnold
The price is AU$482 per night from 10 Nov to 11 Nov
AU$482
10 Nov - 11 Nov
includes taxes & fees
With a stay at this vacation home in Arnold, you'll be within a 15-minute drive of U.S. Naval Academy and Severna Park Golf Center.
Opens in a new windowLarge 2 bedroom house with private parking in a nice neighborhood
Walk to Everything House

Walk to Everything House

Saint Michaels
With a stay at this vacation home in St. Michaels, you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.
Opens in a new windowWalk to Everything House
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

Annapolis
With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Peters Cove.
Opens in a new windowCute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Entire Townhouse in Rock Hall

Entire Townhouse in Rock Hall

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 15-minute walk of Rock Hall Harbor and The Mainstay.
Opens in a new windowEntire Townhouse in Rock Hall
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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
646 Holiday Homes
Lowest Price
AU$158
Highest Price
AU$1,129
Popular accommodation
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Historic Row Home 1 Block from Gate 1 at USNA!, Charming Historic Annapolis Home With Two Off-street Parking Places!, Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !, Large 2 bedroom house with private parking in a nice neighborhood, Walk to Everything House, Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium, Entire Townhouse in Rock Hall

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 AU$231 per night from 12 Nov to 13 Nov
AU$231
12 Nov - 13 Nov
includes taxes & fees
Located in Grasonville, Hyatt Place Kent Narrows & Marina is in the historical district, a 2-minute drive from Chesapeake Exploration Center and 7 minutes from ...
Opens in a new windowHyatt Place Kent Narrows & Marina
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 AU$158 per night from 16 Nov to 17 Nov
AU$158
16 Nov - 17 Nov
includes taxes & fees
A stay at Best Western Kent Narrows Inn places you in the heart of Grasonville, a 2-minute drive from Chesapeake Exploration Center and 7 minutes from Island ...
Opens in a new windowBest Western Kent Narrows Inn
Quality Inn

Quality Inn

2.5 out of 5
101 Vfw Ave, Grasonville, MD
The price is AU$160 per night from 16 Nov to 17 Nov
AU$160
16 Nov - 17 Nov
includes taxes & fees
Located in Grasonville, Quality Inn is a 5-minute drive from Chesapeake Exploration Center and 6 minutes from Queenstown Premium Outlets.
Opens in a new windowQuality Inn
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Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
3206 Main St, Grasonville, MD
The price is AU$174 per night from 30 Nov to 1 Dec
AU$174
30 Nov - 1 Dec
includes taxes & fees
A stay at Hilton Garden Inn Kent Island Marina places you in the heart of Grasonville, a 3-minute drive from Chesapeake Exploration Center and 7 minutes from ...
Opens in a new windowHilton Garden Inn Kent Island Marina
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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.