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Featured Holiday Homes in Galesville

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
With a stay at this vacation home in Annapolis (Admiral Heights), you'll be within a 5-minute drive of U.S. Naval Academy and Navy-Marine Corps Memorial ...
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
This vacation home is 3.1 mi (5 km) from Upper Yough River and 4.8 mi (7.7 km) from Bayside History Museum.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Brand New Spacious Luxury Home

Brand New Spacious Luxury Home

Annapolis
With a stay at this vacation home in Annapolis, you'll be within a 5-minute drive of U.S. Naval Academy and Spa Creek.
Brand New Spacious Luxury Home
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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.
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Freshly renovated 3-story home 1 block from USNA!

Freshly renovated 3-story home 1 block from USNA!

Annapolis
A stay at this vacation home places you in the heart of Annapolis, within a 10-minute walk of U.S. Naval Academy and John Smith House.
Freshly renovated 3-story home 1 block from USNA!
Dollhouse in Central Historic St Michaels

Dollhouse in Central Historic St Michaels

St 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.
Dollhouse in Central Historic St Michaels
Private Waterfront Woods | Dock, Kayaks, Views

Private Waterfront Woods | Dock, Kayaks, Views

Annapolis
With a stay at this vacation home in Annapolis, you'll be on the beach, within a 15-minute drive of U.S. Naval Academy and Bay Bridge Market Place Shopping ...
Private Waterfront Woods | Dock, Kayaks, Views
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton
A stay at this vacation home places you in the heart of Crofton, a 1-minute drive from Walden Golf Club and 6 minutes from Bell Branch Big Dog Park.
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Stevensville
The price is AU$475 per night from 3 Feb to 4 Feb
AU$475
includes taxes & fees
3 Feb - 4 Feb
Located in Stevensville, this vacation home is a 4-minute drive from Matapeake State Park and 7 minutes from Paul Reed Smith Guitars.
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
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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.

Galesville 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 Galesville vacation homes are the perfect way for you to wing it.

Holiday houses in Galesville 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 Galesville 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 Galesville adventures, obvs.

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

Galesville Holiday Homes essential information

Accommodation
516 Holiday Homes
Lowest Price
AU$154
Highest Price
AU$475
Popular accommodation
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Brand New Spacious Luxury Home, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Freshly renovated 3-story home 1 block from USNA!, Dollhouse in Central Historic St Michaels, Private Waterfront Woods | Dock, Kayaks, Views, Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore, ❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Top trending hotels in Galesville

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

2.5 out of 5
55 Hampton Park Blvd, Capitol Heights, MD
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 12 Jan to 13 Jan
AU$154
includes taxes & fees
12 Jan - 13 Jan
Located in Capitol Heights, La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway is connected to a shopping center, a 3-minute drive from FedEx Field and ...
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Days Inn by Wyndham Lanham Washington DC

Days Inn by Wyndham Lanham Washington DC

3 out of 5
9023 Annapolis Road/I-495, I-495 & Route 450, Lanham, MD
The price is AU$163 per night from 9 Jan to 10 Jan
AU$163
includes taxes & fees
9 Jan - 10 Jan
Located in Lanham, Days Inn by Wyndham Lanham Washington DC is within a 15-minute drive of FedEx Field and University of Maryland, College Park.
Days Inn by Wyndham Lanham Washington DC
Metro Points Hotel

Metro Points Hotel

3 out of 5
8500 Annapolis Rd, Hyattsville, MD
Fully refundableReserve now, pay when you stay
The price is AU$161 per night from 22 Jan to 23 Jan
AU$161
includes taxes & fees
22 Jan - 23 Jan
When you stay at Metro Points Hotel in Hyattsville, you'll be in the business district, within a 15-minute drive of National Mall and FedEx Field.
Metro Points Hotel
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Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is AU$335 per night from 9 Jan to 10 Jan
AU$335
includes taxes & fees
9 Jan - 10 Jan
With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.
Historic Inns of Annapolis
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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.