Galesville Vacation Rentals from ￥33,601: Search Short-Term Rentals

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Our top choices for Galesville vacation rentals

A deck with outdoor furniture, a red door, and a house with windows.

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

Shady Side

David S.

￥61,709 total

includes taxes & fees

Sep 30 - Oct 1

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

2. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

￥78,762 total

includes taxes & fees

Sep 30 - Oct 1

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

3. Sunset Cottage - West River Access and Views!

Shady Side

Michelle H.

￥90,414 total

includes taxes & fees

Oct 6 - Oct 7

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

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

Stevensville

Dawn G.

￥42,720 total

includes taxes & fees

Sep 24 - Sep 25

A beach with chairs and a pier in the background.

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

Arundel on the Bay

Sharon Z.

￥80,144 total

includes taxes & fees

Sep 28 - Sep 29

A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

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

Edgewater

Kristin G.

￥120,799 total

includes taxes & fees

Oct 6 - Oct 7

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

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

North Beach

Johanna S.

￥50,739 total

includes taxes & fees

Sep 29 - Sep 30

A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

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

Edgewater

Diane D.

￥98,183 total

includes taxes & fees

Oct 20 - Oct 21

A house with a red door, a small porch, and a view of a river with a bridge in the background.

9. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

￥48,994 total

includes taxes & fees

Oct 5 - Oct 6

A house with a brick exterior, a front porch with a bench, and hanging flower baskets.

10. The Harness Creek Retreat in Annapolis

Hillsmere

￥70,362 total

includes taxes & fees

Sep 30 - Oct 1

A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

11. Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

Paul C.

￥88,849 total

includes taxes & fees

Oct 20 - Oct 21

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

12. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach

Penny N.

￥76,045 total

includes taxes & fees

Sep 30 - Oct 1

A calm lake with a sandy shore, surrounded by trees and houses.

13. Londontowne Home | Beach | 3BR

Edgewater

Sam A.

￥120,692 total

includes taxes & fees

Sep 30 - Oct 1

A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

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

Annapolis

William

￥80,321 total

includes taxes & fees

Oct 12 - Oct 13

A spacious living room with a fireplace, a television, and a dining area with a table and chairs.

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

Annapolis

￥100,587 total

includes taxes & fees

Sep 27 - Sep 28

A covered outdoor area with a view of the water, a wicker chair, a table with a plant, and a sofa with pillows.

16. Charming Annapolis WaterVIEW Home

Arundel on the Bay

Whitney M.

￥119,077 total

includes taxes & fees

Sep 30 - Oct 1

A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

17. Upscale Condo in Annapolis w/Private Parking

Historic District

Scott P.

￥84,398 total

includes taxes & fees

Oct 5 - Oct 6

A spacious living room with a sofa set, a coffee table, and a chair. There is a painting on the wall and a window providing natural light.

18. Londontowne Rancher | 3BR | Near Waterfront

Edgewater

"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. "

rebekah h.

￥120,691 total

includes taxes & fees

Oct 6 - Oct 7

A laundry room with a washing machine and dryer, wooden cabinets above, and a shelf with a bottle.

19. Rose Haven Coastal Cottage

North Beach

Sharon t.

￥68,871 total

includes taxes & fees

Sep 28 - Sep 29

A wooden dock extending into a calm body of water with boats docked at the end.

20. Cozy 2br home w/ parking in downtown Annapolis

Historic District

Nancy N.

￥67,968 total

includes taxes & fees

Oct 6 - Oct 7

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Top Galesville Hotel Reviews

Comfort Inn Conference Center

10/10 Excellent

"Good breakfast, parking, and staff. Television not easy to find local channels."

Historic Inns of Annapolis

8/10 Good

"Superb location. Very tastefully treated. My only suggestions would be to provide more information regarding parking and a technology update in the rooms would be helpful. Plugs for charging was difficult as extensions and adapters were not reliable. High definition TV should be added as well. For the purposes of this trip, we enjoyed our stay very much."

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good

"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

10/10 Excellent

"The parking is free, clean rooms although it’s not what appears on websites the staff were excellent and I would recommend more travelers to have the same convenience and connection closer to Washington DC , I enjoyed the Hotel."

Find out more about Galesville

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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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental outside of Galesville is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.

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Check prices for these dates

Our top choices for Galesville vacation rentals

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

2. 3-bedroom house in Deale located on Bay many amenities and great views

3. Sunset Cottage - West River Access and Views!

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

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

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

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

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

9. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

10. The Harness Creek Retreat in Annapolis

11. Annapolis Retreat - 7 mins from downtown Annapolis!

12. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

13. Londontowne Home | Beach | 3BR

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

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

16. Charming Annapolis WaterVIEW Home

17. Upscale Condo in Annapolis w/Private Parking

18. Londontowne Rancher | 3BR | Near Waterfront

19. Rose Haven Coastal Cottage

20. Cozy 2br home w/ parking in downtown Annapolis

Find vacation rentals that suit your style

Top Galesville Hotel Reviews

Comfort Inn Conference Center

Comfort Inn Largo-Washington DC East

Graduate by Hilton Annapolis

Historic Inns of Annapolis

Annapolis Waterfront Hotel, Autograph Collection

DoubleTree by Hilton Hotel Annapolis

The Westin Annapolis

Courtyard by Marriott Annapolis

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

Find out more about Galesville

Frequently asked questions

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