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Galena 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 Galena vacation rentals

Exterior

1. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (23 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is ￥11,173
￥20,303 total
includes taxes & fees
Aug 9 - Aug 10
Guest Suite for up to 2 in a Victorian on the Chester River
Marina

2. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (25 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is ￥16,999
￥44,547 total
includes taxes & fees
Aug 13 - Aug 14
Historic Chesapeake City Stay
Exterior

3. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (45 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is ￥11,018
￥17,519 total
includes taxes & fees
Aug 13 - Aug 14
Country Get Away Studio Apartment
Property grounds

4. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (118 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is ￥15,801
￥25,352 total
includes taxes & fees
Aug 3 - Aug 4
First Floor Studio Apartment in Historic Chestertown
Property grounds

5. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...
United States
Lisa E.
The price is ￥22,949
￥28,351 total
includes taxes & fees
Aug 31 - Sep 1
Beachcomber Suite
1 bedroom, WiFi, bed sheets

6. Turtle Cove Room

Turtle Cove Room
Kent County
The price is ￥22,099
￥27,424 total
includes taxes & fees
Aug 31 - Sep 1
Turtle Cove Room
TV

7. Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.4 out of 10, Good, (18 reviews)
"Nice place"
United States
christine
The price is ￥10,774
￥14,804 total
includes taxes & fees
Aug 5 - Aug 6
Charming 2-bedroom house in Aberdeen with WiFi and AC
Beach nearby

8. Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (26 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is ￥35,415
￥59,588 total
includes taxes & fees
Aug 30 - Aug 31
Waterfront Retreat with Private Dock and Beach
TV, fireplace

9. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is ￥28,899
￥43,625 total
includes taxes & fees
Aug 25 - Aug 26
Secluded Cottage in Middle of Chestertown
TV, computer monitors

10. Dover Home Base: 3 Mi to Motor Speedway!

Dover Home Base: 3 Mi to Motor Speedway!
Dover
9.0 out of 10, Wonderful, (7 reviews)
"Great property in a quiet neighborhood. Owner communicated easily and effectively. "
United States
Patrick C.
The price is ￥13,407
￥70,214 total
includes taxes & fees
Aug 2 - Aug 3
Dover Home Base: 3 Mi to Motor Speedway!
House (3 Bedrooms) | Interior

11. Dover Home Base: 3 Mi to Motor Speedway!

Dover Home Base: 3 Mi to Motor Speedway!
3.0 star property
Dover
The price is ￥19,313
￥68,127 total
includes taxes & fees
Aug 2 - Aug 3
Dover Home Base: 3 Mi to Motor Speedway!
Terrace/patio

12. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is ￥29,749
￥37,542 total
includes taxes & fees
Aug 8 - Aug 9
Tiny Home Tranquil Oasis
Interior

13. Cozy Room in Dover

Cozy Room in Dover
Dover
The price is ￥9,208
￥15,131 total
includes taxes & fees
Aug 15 - Aug 16
Cozy Room in Dover
Interior

14. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
9.8 out of 10, Exceptional, (9 reviews)
"Woodland Hideaway was just that! A nice place to hideaway after hot and busy days. The place was clean, kitchen well stocked and the whole unit was quiet. It was located in a nice subdivision with lots of trees and beautiful flowers. It was the first trip my husband and I took our dog and it was a great place for the dog, quiet with lots of places for his daily walks. Thank you Kara!"
United States
Melanie
The price is ￥16,999
￥27,208 total
includes taxes & fees
Aug 31 - Sep 1
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Interior

15. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
10.0 out of 10, Exceptional, (1 review)
"The hosts are wonderful! Easy to communicate with and they answer all questions so quickly. We absolutely loved our stay on this beautiful boat and would absolutely do it again. Highlight of our summer vacation."
United States
Bonnye B.
The price is ￥39,350
￥46,787 total
includes taxes & fees
Aug 14 - Aug 15
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Terrace/patio

16. Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is ￥29,749
￥36,755 total
includes taxes & fees
Aug 8 - Aug 9
Nature's Haven Tiny Home
Terrace/patio

17. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is ￥28,251
￥33,499 total
includes taxes & fees
Aug 4 - Aug 5
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Smart TV

18. Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Havre de Grace
10.0 out of 10, Exceptional, (12 reviews)
"Very cool place, walking distance to everything."
United States
Brett S.
The price is ￥32,865
￥43,680 total
includes taxes & fees
Aug 30 - Aug 31
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Property grounds

19. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.6 out of 10, Exceptional, (7 reviews)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
United States
Hope D.
The price is ￥43,813
￥71,143 total
includes taxes & fees
Aug 3 - Aug 4
Sunset River Shack -amazing waterfront view
Pool

20. Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
United States
Marleen M.
The price is ￥24,791
￥38,814 total
includes taxes & fees
Aug 31 - Sep 1
Mini Aruba RV/Glamping Tent
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 Galena Hotel Reviews

Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"Great steak house"
Carol 1-night trip
Posted 6 hours ago
Bally's Dover Casino Resort

Find out more about Galena

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

  • View our selection of featured holiday rentals in Galena
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Look no further and take a look at our great range of rental properties in Galena!

Frequently asked questions

Can I find a vacation rental in Galena?

Yes, we offer vacation rentals close to well known points of interest in Galena, or you can select a secluded option if you're looking for relaxation. Galena is known for its restaurants.

What are some of the best vacation rentals in Galena?

Sunset River Cottage: This vacation home rental near Galena is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Galena?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Galena stay.

What’s there to see and do in Galena?

Explore the area and family-friendly sights such as Havre de Grace Maritime Museum, or get out into nature at a spot like Betterton Beach. Galena Town Hall and Sassafras Harbor Marina are other places to visit while you're in town.

What’s a vacation rental in Galena like?

Vacation rentals are privately owned properties you can reserve for a short or long stay in Galena. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.