Galesville Holiday Rentals

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Our top choices for Galesville holiday rentals

Condo in Historic District

Upscale Condo in Annapolis
10.0 out of 10, Exceptional, (2)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is HK$1,573
HK$3,853 total
includes taxes & fees
19 Jan - 20 Jan
Upscale Condo in Annapolis
9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is HK$589
HK$2,003 total
includes taxes & fees
8 Jan - 9 Jan
Charming Coastal/Country Home w/3 Acres & Sauna!
10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is HK$631
HK$2,511 total
includes taxes & fees
20 Jan - 21 Jan
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is HK$749
HK$3,148 total
includes taxes & fees
8 Jan - 9 Jan
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
9.8 out of 10, Exceptional, (43)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is HK$589
HK$1,961 total
includes taxes & fees
11 Jan - 12 Jan
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is HK$3,106
HK$6,825 total
includes taxes & fees
10 Jan - 11 Jan
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is HK$1,121
HK$2,302 total
includes taxes & fees
8 Jan - 9 Jan
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Apartment in Cape Saint Claire

Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (4)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is HK$973
HK$3,027 total
includes taxes & fees
8 Jan - 9 Jan
Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (36)
"Great location! Super host.definitely would stay again."
United States
Douglas M.
The price is HK$1,160
HK$2,867 total
includes taxes & fees
8 Jan - 9 Jan
New Downtown Annapolis Condo With Free Parking
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is HK$1,612
HK$3,222 total
includes taxes & fees
12 Jan - 13 Jan
Waterfront Oasis of Annapolis Star
9.4 out of 10, Exceptional, (13)
"This was great for our stay. Nice place to come back to at the end of the day. It’s in a quiet neighborhood and being a lower level there is no traffic noise either. Great communication with the host and the description of the listing is accurate. Enjoy!"
United States
Jack B.
The price is HK$463
HK$927 total
includes taxes & fees
29 Jan - 30 Jan
Lower Level Loft - Adorable Studio Apt. Near BWI
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is HK$1,234
HK$3,483 total
includes taxes & fees
11 Jan - 12 Jan
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (7)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is HK$1,827
HK$4,382 total
includes taxes & fees
8 Jan - 9 Jan
Charming Pet-Friendly Stay - Near Bay & Beaches.

Cottage in Historic District

Secluded Cozy Cottage in Historic Downtown
9.6 out of 10, Exceptional, (16)
"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."
United States
Michael C.
The price is HK$2,397
HK$4,366 total
includes taxes & fees
8 Jan - 9 Jan
Secluded Cozy Cottage in Historic Downtown
10.0 out of 10, Exceptional, (4)
"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "
United States
MJ S.
The price is HK$1,752
HK$2,770 total
includes taxes & fees
8 Jan - 9 Jan
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Holiday Home in Edgewater

Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is HK$1,191
HK$4,323 total
includes taxes & fees
3 Feb - 4 Feb
Holly Hill Haven - Sleeps 10
9.8 out of 10, Exceptional, (7)
"Enjoyed the stay"
United States
Kedra B.
The price is HK$1,022
HK$2,833 total
includes taxes & fees
13 Jan - 14 Jan
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
10.0 out of 10, Exceptional, (5)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is HK$1,238
HK$5,762 total
includes taxes & fees
11 Jan - 12 Jan
Historic Row Home | Hot Tub - 1 Block from Gate 1!

Apartment in Eastport

Annapolis Gem: Stylish and Cozy
10.0 out of 10, Exceptional, (3)
"Great spot"
United States
Brian F.
The price is HK$1,927
HK$3,759 total
includes taxes & fees
8 Jan - 9 Jan
Annapolis Gem: Stylish and Cozy
10.0 out of 10, Exceptional, (5)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is HK$1,316
HK$4,119 total
includes taxes & fees
8 Jan - 9 Jan
Annapolis Retreat - 7 mins from downtown Annapolis!
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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Top Galesville Hotel Reviews

Find out more about Galesville

Search for holiday rentals in Galesville on Expedia! You can easily find your home rentals, villas, holiday apartments in Galesville using one of the methods below:

  • View our selection of featured holiday rentals in Galesville
  • Use the map to find apartments and other holiday homes in the Galesville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Galesville while they last

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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?

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. : This holiday home rental outside of Galesville is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table.

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 Triton Beach. In the wider area, you’ll find London Town and Maryland Quiet Waters Park.

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.