Galesville Vacation Rentals

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Vacation Rentals in Galesville

Quaint cottage with serene water view!
10.0 out of 10, Exceptional, 24 reviews
"Studio with plenty of space for one. Nicely decorated, ample supplies. Petite front porch to watch the river from. Pam was friendly and welcoming, and I will certainly happily stay here again!"
Quaint cottage with serene water view!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, 5 reviews
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cozy place close to the city dock
10.0 out of 10, Exceptional, 55 reviews
"We enjoyed our 2 nights at Cozy Place Close to the docks. Easy access and personalized connection with Nathalie were appreciated! We enjoyed the French and sail boating themes in the apartment, aligned the Annapolis maritime history! The docks are a short drive and old Town Annapolis was pleasant and historical! We recommend Cozy Place to others!"
Cozy place close to the city dock
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Pool and Bay Views on wrap around deck in Kent Island
9.6 out of 10, Exceptional, 21 reviews
"Everyone really loved the house and the location. The pool was great"
Pool and Bay Views on wrap around deck in Kent Island
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, 181 reviews
"Prime location!"
Directly Across from Gate One & Steps from the Waterfront
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
10.0 out of 10, Exceptional, 187 reviews
"Several family members and I went on a fishing trip out of Edgewater. We stayed in this wonderful cottage on the water. The house was immaculate and everything we needed aside from food was provided. The check in and check out were very simple and the host gave us contact information in case we needed anything. The location and overall property could not have been any better. We would definitely stay here again."
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, 44 reviews
"This house was perfect for a group of friends celebrating a 50th birthday! The house was so clean and well cared for! The front porch and outdoor backyard space provided even more room for us to gather together. We will be back!"
Recently Renovated Annapolis Home - Conveniently Located
Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, summertime
10.0 out of 10, Exceptional, 62 reviews
"This is our second stay and it was just as memorable and lovely as our first stay. Pat and Ken are fantastic hosts. They think of everything! They are super responsive when you have questions/issues. They also let you know about things going on in the community so that you can join if you wish. The house itself is perfect for us. It's very well and generously stocked. Having a washer and dryer on site is a life saver when you travel by plane. I would highly recommend the Firefly Cottage if you...
Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, summertime
Chesapeake Houseboat Getaway on Kent Island, Maryland
10.0 out of 10, Exceptional, 8 reviews
"My husband and I both LOVED this property!!! The houseboat was beautifully decorated, so relaxing and in a great area. We cant wait to go back!"
Chesapeake Houseboat Getaway on Kent Island, Maryland
Waterfront Cottage on the Eastern Shore
9.4 out of 10, Exceptional, 3 reviews
"Very much as pictured in ad. Convenient to we did venue we were attending"
The price is CA $823
CA $1,557 total
includes taxes & fees
Jun 17 - Jun 18
Waterfront Cottage on the Eastern Shore
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, 43 reviews
"Beautiful house and views. Amenities and grounds were great. Loved the playground and beach. Peace and quiet at its finest in nature."
The price is CA $548
CA $1,052 total
includes taxes & fees
Jul 10 - Jul 11
Charming Annapolis WaterVIEW Home
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, 19 reviews
"We have nothing but great things to say about Adam and his beautiful home! He was so accommodating and the home was comfortable and spacious for our family of 5! Couldn’t have had a better experience :)"
The price is CA $215
CA $491 total
includes taxes & fees
Jun 30 - Jul 1
Relax on Kent Island in 3 Bedroom Home w/Waterview
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, 25 reviews
"I chose to stay at this property for the duration of my wedding weekend. It was really great to be able to spend that extra time with family all together! Getting ready at the house, rather than a hotel was also really nice because we had much more room to space out. The make up artist and hair stylist also complimented the ample natural light and space to work. The pool and hot tub were beautiful! The only downside was a lack of curtains in the master bedroom. The sunrise is beautiful but...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, 106 reviews
"We love staying at the John Bruff house in St. Michaels. The location is great, right in the heart of town! Our family has been staying here for the past few years and we can’t wait to go back!!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, 40 reviews
"It was clean and had everything we needed. We had a very comfortable stay. There are one or two steps between many of the rooms so keep that in mind."
The Blue Crab Beach House - Free beach passes
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit - centrally located
10.0 out of 10, Exceptional, 6 reviews
"This location was extremely clean and perfect for a weekend get away. It’s located not even 2 miles from downtown Annapolis. 10/10 would recommend"
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit - centrally located
Indulge or be still near Naval Academy/ Annapolis
9.2 out of 10, Wonderful, 9 reviews
"Great place, super neighborhood!"
Indulge or be still near Naval Academy/ Annapolis
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, 62 reviews
"My husband and I were traveling to Annapolis for a family reunion with our one year old grandchild. Our hosts, Beth and Andy went above and beyond to make sure that we had a wonderful stay on their beautiful property. We were treated like family the whole time that we were there. Beth was so helpful when it came to questions or concerns that I had in traveling for the first time with our baby granddaughter. To celebrate my Birthday, we took a boat tour with Captain Andy, which was our...
The price is CA $378
CA $687 total
includes taxes & fees
Jun 17 - Jun 18
Waterfront Oasis of Annapolis Star
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, 66 reviews
"Jim was amazing and answered our questions, etc. almost immediately. He was wonderful and very accommodating. Cozy cottage, loved it."
Amazing views, short walks to great dining!
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, 84 reviews
"The house had everything we needed. Loved the decor. It created a cozy atmosphere. The backyard was amazing with the flowers and pool. The host is super!"
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Don't see what you're looking for?
See all available properties in Galesville
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.

Other types of properties in Galesville you may be interested in

Days Inn by Wyndham Lanham Washington DC
3.0 star property
7.6 out of 10, Good, 1,006 reviews
"Good "
The price is CA $114
CA $128 total
includes taxes & fees
Jun 30 - Jul 1
Days Inn by Wyndham Lanham Washington DC
Metro Points Hotel
3.0 star property
6.8 out of 10, 764 reviews
"Easy check in with friendly staff and average hotel condition and facilities."
The price is CA $98
CA $110 total
includes taxes & fees
Jun 30 - Jul 1
Metro Points Hotel
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
2.5 star property
6.6 out of 10, 1,286 reviews
"Good "
The price is CA $147
CA $168 total
includes taxes & fees
Jun 17 - Jun 18
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Galesville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Galesville?

Yes, we give you a choice of vacation rentals close to top points of interest in Galesville, or you can choose 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 vacation rentals in Galesville?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental outside of Galesville offers a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the spa tub in this rental home to help you unwind.

How many vacation rentals will I find in Galesville?

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

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 Maryland Quiet Waters Park. In the larger area, you’ll find London Town and Annapolis Harbour Center.

What’s a vacation rental in Galesville like?

Vacation rentals are private properties where you can stay for short or long periods in Galesville. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.

Recent reviews of Galesville properties
Expedia verified reviews