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Galesville Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Galesville vacation rentals

Terrace/patio

1. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
The price is ￥27,789
￥60,175 total
includes taxes & fees
Aug 10 - Aug 11
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Exterior detail

2. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very Good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is ￥21,026
￥53,396 total
includes taxes & fees
Aug 11 - Aug 12
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Coffee/tea maker, fridge, microwave, oven

3. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.6 out of 10, Exceptional, (10 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is ￥31,530
￥90,327 total
includes taxes & fees
Jul 31 - Aug 1
Renovated Bungalow | Walk to Beach | Dog-Friendly
TV, offices

4. Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (4 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥39,536
￥113,235 total
includes taxes & fees
Aug 2 - Aug 3
Family Home on Mayo Peninsula | Deck | Sleeps 10
Interior

5. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is ￥54,398
￥99,539 total
includes taxes & fees
Aug 5 - Aug 6
Sunset Cottage - West River Access and Views!
Interior

6. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥30,223
￥90,513 total
includes taxes & fees
Aug 25 - Aug 26
Annapolis Retreat - 7 mins from downtown Annapolis!
Marina

7. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is ￥28,155
￥79,216 total
includes taxes & fees
Aug 10 - Aug 11
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Exterior

8. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (49 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is ￥22,259
￥53,801 total
includes taxes & fees
Aug 11 - Aug 12
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach

9. Londontowne Home | Beach | 3BR

Londontowne Home | Beach | 3BR
Edgewater
9.4 out of 10, Exceptional, (3 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is ￥39,536
￥120,685 total
includes taxes & fees
Aug 3 - Aug 4
Londontowne Home | Beach | 3BR
Dining

10. Chic retreat steps to Water, Piers & Waterfront Park

Chic retreat steps to Water, Piers & Waterfront Park
Deale
10.0 out of 10, Exceptional, (1 review)
"This place is beautiful, and big. The back yard is nice. We played games out back and had a cookout. Walking distance to the pier and a playground. The"
United States
Jamie C.
The price is ￥57,348
￥105,910 total
includes taxes & fees
Aug 5 - Aug 6
Chic retreat steps to Water, Piers & Waterfront Park
TV

11. Londontowne Rancher | 3BR | Near Waterfront

Londontowne Rancher | 3BR | Near Waterfront
Edgewater
7.0 out of 10, Good, (2 reviews)
"The house was much smaller then it originally appeared to be in the listing photos and what they had available was the bare minimum. The neighborhood was rowdy and there was screaming late into the night. The shower also sprayed water all over the floor and caused a massive puddle. The house was overall nice and clean but not worth the price that it was listed for. A hotel would have much better accommodated our needs. "
United States
rebekah h.
The price is ￥39,536
￥113,235 total
includes taxes & fees
Aug 3 - Aug 4
Londontowne Rancher | 3BR | Near Waterfront
Beach nearby

12. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
United States
Ellen B.
The price is ￥31,230
￥75,776 total
includes taxes & fees
Aug 13 - Aug 14
Beachside Oasis with Beach Passes & King Suite by A Haven Away
Beach nearby, sun loungers, beach towels

13. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (16 reviews)
"The perfect off-season get-away! "
United States
Pamela B.
The price is ￥58,813
￥113,794 total
includes taxes & fees
Aug 25 - Aug 26
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Marina

14. Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
10.0 out of 10, Exceptional, (1 review)
The price is ￥35,165
￥44,765 total
includes taxes & fees
Aug 6 - Aug 7
Sailboat Experience in Annapolis
Outdoor dining

15. Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay! The property has a beautiful view of the bay. It was a perfect set up for our family of four. "
United States
Jen M.
The price is ￥65,376
￥125,522 total
includes taxes & fees
Aug 5 - Aug 6
Charming Annapolis WaterVIEW Home
Exterior

16. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (41 reviews)
"Lovely, spacious home in a quiet setting. Ken Island is a beautiful, relaxing spot. Adam was so accommodating and easy to communicate with. The house is well stocked, clean, and comfortable. You’ll enjoy your stay there!"
United States
Susan
The price is ￥22,971
￥54,764 total
includes taxes & fees
Aug 12 - Aug 13
Charming Coastal/Country Home w/3 Acres & Sauna!
Coffee/tea maker, fridge, microwave, oven

17. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (17 reviews)
"Highly recommend this property! Great location. Place is clean and host was very accommodating."
United States
Abi O.
The price is ￥13,968
￥38,459 total
includes taxes & fees
Aug 4 - Aug 5
Cute, Cozy 2-bedroom house near Annapolis with water access
Coffee/tea maker, fridge, microwave, oven

18. Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Rose Haven
The price is ￥45,193
￥117,448 total
includes taxes & fees
Aug 2 - Aug 3
Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Living area

19. Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Annapolis
The price is ￥43,548
￥109,986 total
includes taxes & fees
Aug 4 - Aug 5
Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Interior

20. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (40 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is ￥27,936
￥61,273 total
includes taxes & fees
Aug 3 - Aug 4
Large 2 bedroom house with private parking in a nice neighborhood
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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
" ."
Steven 1-night trip
Posted less than an hour ago
Graduate by Hilton Annapolis

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:

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Look no further and take a look at our great range of rental properties in Galesville!

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?

Cute, Cozy 2-bedroom house near Annapolis with water access: This vacation home rental outside of Galesville offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books 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 Thanksgiving Farm Wines and London Town.

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.