Galena Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Galena vacation rentals

Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
The price is ￥15,782
￥25,321 total
includes taxes & fees
Apr 29 - Apr 30
First Floor Studio Apartment in Historic Chestertown
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is ￥17,216
￥44,440 total
includes taxes & fees
Apr 29 - Apr 30
Historic Chesapeake City Stay
Terrace/patio

Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
The price is ￥30,128
￥36,426 total
includes taxes & fees
Apr 24 - Apr 25
Nature's Haven Tiny Home
Room, Multiple Beds, Hot Tub (LC) | Interior

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!

Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
2.0 star property
North East
8.8 out of 10, Excellent, (3 reviews)
"Very nice cabin. By the town and easy drive to everything. "
United States
Mark
The price is ￥55,764
￥67,559 total
includes taxes & fees
Apr 30 - May 1
Amazing Getaway: Enjoy our Cozy Log Cabins on the Chesapeake Bay!
House (3 Bedrooms) | Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is ￥14,832
￥67,995 total
includes taxes & fees
Apr 29 - Apr 30
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Terrace/patio

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (10 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is ￥17,216
￥42,699 total
includes taxes & fees
Apr 29 - Apr 30
Amazing Modern house with a full kitchen and parking
Terrace/patio

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
The price is ￥30,142
￥38,038 total
includes taxes & fees
Apr 24 - Apr 25
Tiny Home Tranquil Oasis
TV, fireplace

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is ￥45,812
￥72,962 total
includes taxes & fees
Apr 29 - Apr 30
Long Beach Cottage, (romantic couple’s getaway)
Interior

Cozy loft above ink shop

Cozy loft above ink shop
Bear
9.6 out of 10, Exceptional, (10 reviews)
"Nice, well kept cozy space. We had everything we needed. "
United States
Elaine T.
Cozy loft above ink shop
Dining

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
9.0 out of 10, Wonderful, (9 reviews)
"Excellent communication with host, we had everything we needed"
United States
Kelly W.
The price is ￥127,528
￥192,969 total
includes taxes & fees
Apr 30 - May 1
Luxury Waterfront Home Built for Entertaining!
Exterior

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
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is ￥10,840
￥19,939 total
includes taxes & fees
May 5 - May 6
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (4 reviews)
"Place was super nice, and beautiful. Owners very responsive. My only thing was not coffee maker so if you are a coffee drinker bring coffee pot lol. Other then that place it absolutely beautiful "
United States
vincent
The price is ￥40,189
￥56,191 total
includes taxes & fees
Apr 28 - Apr 29
Elegant Family Stay • Quiet Neighborhood • Comfort
Dining

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
Grandma’s Cottage will wrap around you like a warm hug
Living area

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, (6 reviews)
"It is a warm and welcoming little home away from home. We will be back!"
United States
Brittany C.
The price is ￥22,391
￥31,341 total
includes taxes & fees
Apr 28 - Apr 29
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Sun loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (151 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is ￥41,176
￥83,694 total
includes taxes & fees
Apr 29 - Apr 30
5-bedroom vacation home 5 minutes from historic Charlestown
TV

Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.8 out of 10, Good, (14 reviews)
"Met our needs. Great stay."
United States
Robert C.
The price is ￥10,765
￥14,792 total
includes taxes & fees
Apr 28 - Apr 29
Charming 2-bedroom house in Aberdeen with WiFi and AC
Terrace/patio

High Tide Haven Suite

High Tide Haven Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"The suite was really nice and extremely clean. Comfy, memory foam bed. Excellent shower with great water pressure. The ambiance in the room is serene and beachy making for a wonderful escape. Absolutely loved their screened in porch and view from the back deck. The hosts were very nice, had great communication and served the most delicious bagels. We left our phone charger there and they promptly called us in time to turn around and get it. Highly recommend this location and will stay there...
United States
Joell V.
The price is ￥20,923
￥26,187 total
includes taxes & fees
May 11 - May 12
High Tide Haven Suite
Outdoor pool

Top Floor Master Suite Bay View

Top Floor Master Suite Bay View
3.0 star property
North East
The price is ￥70,651
￥95,167 total
includes taxes & fees
Apr 30 - May 1
Top Floor Master Suite Bay View
Interior

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
The price is ￥14,353
￥24,568 total
includes taxes & fees
May 18 - May 19
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet 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 Galena Hotel Reviews

La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton

10/10 Excellent
"Breakfast should be a little longer but everything was good , my stay was good . They almost didn’t have the pool working that weekend but the manager in the morning was very kind . Our cheer girls had a good time. I just didn’t like that I wanted to down my room and I pad the same price as a two bed for a one bed which sucks because I went from being 3 people too 2 ."
Destiny 2-night trip
Posted 12 hours ago
La Quinta Inn & Suites by Wyndham Newark - Elkton

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:

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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?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental near Galena is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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.