Galena Holiday Rentals

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Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Holiday Rentals in Galena

Exterior
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
9.8 out of 10, Exceptional, (21)
"Beautiful property overlooking the Sassafras river. Home and property above and beyond pictures. Renter easy to work with and accommodating "
United States
will u.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Outdoor dining
Be persuaded to experience this vintage cottage by the Sassa
Be persuaded to experience this vintage cottage by the Sassa
9.2 out of 10, Wonderful, (11)
"We had a nice stay! The house had everything we needed and was comfortable for our trip. Overall the place was in good shape and worked well for us."
United States
Kristen P.
Be persuaded to experience this vintage cottage by the Sassa
Outdoor dining
Chesapeake Bay House with Dock & Private Beach
Chesapeake Bay House with Dock & Private Beach
10.0 out of 10, Exceptional, (174)
"Property was in good shape and had plenty of space. Our family loved the beach and the shallow water for the children to play in. Even though we didn’t have perfect weather, we had a wonderful trip."
United States
Amanda H.
Chesapeake Bay House with Dock & Private Beach
Interior
Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with AC
Terrace/patio
Waterfront house with amazing views. Top of the Chesapeake
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (101)
"The river house has an absolutely amazing view! My kids were thrilled with the chance to fish off a very long dock and even get their feet in the water on a small beach below the house (when the tide was out). Overall, the house was perfect and just big enough for our large family of seven. Matt was very responsive to a few questions I had and was a wonderful host! "
United States
Skye M.
Waterfront house with amazing views. Top of the Chesapeake
On the beach, sun-loungers, beach towels
Beachfront Sunsets on the Water at Oakwood Beach
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (43)
"House was well maintained and very clean. Fantastic view."
United States
Paul P.
Beachfront Sunsets on the Water at Oakwood Beach
Property grounds
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Marina
Historic Chesapeake City Stay
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (15)
"Perfect little place for 2. Quiet Very close to Schaefers. "
United States
Karen H.
The price is HK$839
HK$2,166 total
includes taxes & fees
4 Nov - 5 Nov
Historic Chesapeake City Stay
Interior
Charming 2-bedroom cabin close to Fair Hill on horse farm
Charming 2-bedroom cabin close to Fair Hill on horse farm
9.6 out of 10, Exceptional, (10)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
Exterior
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
10.0 out of 10, Exceptional, (10)
"This is a beautiful and tranquil cabin on a farm, a short walk from a major Eastern Shore river. Surrounded by farm land, dog friendly, cooperative hosts, and very, very restful.Privacy is very good to excellent ... one other cabin nearby, but not so close as to be an issue.Nearby is Chestertown, with extremely good restaurants and a lively progressive collegeWe had a wonderful time and would return!"
United States
Robert P.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Smart TV, books
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (58)
"Wonderful house in a welcoming, friendly community. "
United States
Benjamin A.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Spa
Stunning waterfront villa with indoor pool and kids swing set and play area.
Stunning waterfront villa with indoor pool and kids swing set and play area.
9.8 out of 10, Exceptional, (19)
"Wonderful location, lots to do, close to Chesapeake City, excellent host"
United States
Ann P.
Stunning waterfront villa with indoor pool and kids swing set and play area.
Sun-loungers, beach towels
5-bedroom vacation home 5 minutes from historic Charlestown
5-bedroom vacation home 5 minutes from historic Charlestown
9.8 out of 10, Exceptional, (146)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
United States
Ashlee S.
The price is HK$1,454
HK$3,411 total
includes taxes & fees
3 Nov - 4 Nov
5-bedroom vacation home 5 minutes from historic Charlestown
Beach
Waterfront Retreat with Private Dock and Beach
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (25)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is HK$1,360
HK$2,420 total
includes taxes & fees
2 Nov - 3 Nov
Waterfront Retreat with Private Dock and Beach
Fridge, microwave, oven, stovetop
Tiny Home Tranquil Oasis
Tiny Home Tranquil Oasis
The price is HK$1,468
HK$1,876 total
includes taxes & fees
2 Nov - 3 Nov
Tiny Home Tranquil Oasis
On the beach
A cottage on the shore of the Delaware River
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, (67)
"We stayed in Beth’s cozy beachfront home while playing in local lax tournament and it was perfect. We loved the quaintness and seclusion of the property, its pricing, and the ability to walk out and immediately fish the river. Book it — you won’t be disappointed!"
United States
Michael M.
A cottage on the shore of the Delaware River
Fridge, microwave, oven, stovetop
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (42)
"We are return visitors and love the comfort and ease of the house for our family and dog."
United States
Kasey G.
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Property grounds
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (105)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is HK$769
HK$1,234 total
includes taxes & fees
4 Nov - 5 Nov
First Floor Studio Apartment in Historic Chestertown
Fridge, microwave, oven, stovetop
Tip Of The Town Fresh and New 3 Bedroom Nest
Tip Of The Town Fresh and New 3 Bedroom Nest
10.0 out of 10, Exceptional, (25)
"Absolutely beautiful home and a perfect location. Easy access to downtown Northeast and surrounding areas. "
United States
Audrey A.
Tip Of The Town Fresh and New 3 Bedroom Nest
Interior
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
9.2 out of 10, Wonderful, (179)
"Perfect spot for a relaxing weekend on the water, even if the kids are playing in a sports tournament."
United States
Donald R.
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
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

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

10/10 Excellent
"The room and staff were great!"
Lori 2-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Dover

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 holiday rental in Galena?

Yes, there are holiday rentals close to the most popular sights in Galena, or you can select a more secluded option if you're looking for a relaxing stay. Galena is known for its restaurants.

What are some of the best holiday rentals that Galena has to offer?

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.: This highly rated holiday home rental in Galena is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Galena?

With 3 Expedia holiday rentals, you're guaranteed 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 holiday rental in Galena like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Galena. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy front 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 makes a holiday rental a great option for family gatherings.