Galesville Holiday Rentals from €233: Search Short-Term Rentals

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Holiday Rentals in Galesville

"We had 14 family members join us to celebrate my son’s graduation from the Naval Academy. The house is clean, the rooms were great, the property was beautiful, and it was close to USNA. Our family loved the open concept. "

"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."

includes taxes & fees

26 Aug - 27 Aug

"Very clean beautiful house! We stayed there for a wedding weekend and it was perfect. Great location. The hosts were wonderful and got back to us right away! Would love to go back one day."

"Next time we will wait until its a little warmer! Safe and clean marina. Great views! Peaceful and quiet. "

"We really enjoyed our stay. Looking forward to staying again!"

includes taxes & fees

7 Sept - 8 Sept

"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "

includes taxes & fees

26 Aug - 27 Aug

"Beautiful views and a lush backyard. Jacob was excellent with communication. The house was clean and had all amenities needed for a wonderful stay. Please note there are a lot of stairs in the house as well as get to the dock. It was a good workout for us!"

"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."

includes taxes & fees

26 Aug - 27 Aug

"Loved the location and the pristine condition of the house. "

"Just perfect for a 4 night stay."

"This exceptional property was our best homestay experience yet across several states and countries. The unit has so many customized features that make it stand out, from the fire pit (fire already built) and sauna (water bucket already filled) to the kitchen and bedrooms, where no detail has been missed. The owners were extremely proactive and responsive throughout our stay, and we look forward to booking again soon. "

"Excellent location, Excellent property, Excellent owners!"

"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"

"This house has the perfect location to explore the town. We stayed in this house for the St. Michael’s Running Festival and it couldn’t have been better. The location was so close to the start/finish lines and there were so many restaurants within a few minutes walk. "

"The host were helpful and easy to work with. Property was thoughtfully outfitted with everything we needed. Great location."

"Modern, Fresh, Clean! No complaints at all!"

"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!"

includes taxes & fees

9 Sept - 10 Sept

"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "

"Great and comfortable stay! Beautiful historic house and property Owners were so friendly and helpful"

"A lovely cottage to stay in. Lots of old world charm and location is unbeatable when want to stay in St. Michaels"

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Top Galesville Hotel Reviews

SpringHill Suites by Marriott Annapolis

10/10 Excellent

"It was a clean comfortable room. Didn’t like that you had to pay for parking when there was plenty of it and you couldn’t really walk anywhere that people would use this parking lot."

Courtyard by Marriott Annapolis

10/10 Excellent

"The staff was very friendly, our room and surrounding areas (hallway, courtyard, parking lot) were very clean. But somehow water would leak out of the shower and make a puddle on the floor. The carpet outside the tile in front of the closet would also get wet. We couldn't figure out how."

Find out more about Galesville

Everything you need to know about Galesville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Galesville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Galesville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Galesville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Galesville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Galesville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Galesville holiday rentals we have selected for you start as low as €233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Galesville rentals

At Expedia, we put the best Galesville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Galesville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Galesville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Galesville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Galesville?

Yes, there are holiday rentals close to the most popular sights in Galesville, or you can select a more secluded option if you're looking for a relaxing stay. Galesville is known for its shopping and restaurants. Make sure you have time to check out the museums while you're in the area.

What are some of the best holiday rentals that Galesville has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This holiday home rental outside of Galesville offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Galesville?

Choose from 3 Expedia holiday rentals in Galesville for a memorable holiday.

What’s there to see and do in Galesville?

Enjoy the area's cultural attractions such as Galesville Heritage Museum, or get outdoors into nature at a spot like Shadyside Park. In the wider area, you’ll find Smithsonian Environmental Research Center and London Town.

What’s a holiday rental in Galesville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Galesville. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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Holiday Rentals in Galesville

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Holiday Rentals in Galesville

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

Waterfront Oasis of Annapolis Star

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Floating 2 bed 2 bath condo stunning views of the bay

Cass-N-Reel Luxury Houseboat

Waterfront Getaway, Dock Your Boat & Play!

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

Large 2 bedroom house with private parking in a nice neighborhood

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Chesapeake Houseboat Getaway on Kent Island, Maryland

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Private Cottage on gated estate

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

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Bay views with kayaks, bikes, fire pit, crabbing and more

The Cozy Crab- Your Charming Haven in Lovely North Beach!

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

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Circa 1700 Chesapeake Colonial home on the National Register.

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Top Galesville Hotel Reviews

SpringHill Suites by Marriott Annapolis

Days Inn by Wyndham Lanham Washington DC

Country Inn & Suites by Radisson, Annapolis, MD

Courtyard by Marriott Annapolis

Microtel Inn & Suites by Wyndham Gambrills

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Historic Inns of Annapolis

Comfort Inn Conference Center

Graduate by Hilton Annapolis

Find out more about Galesville

Frequently asked questions