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Compare 83 Vacation Homes in Galena with updated reviews, rates, and availability.

Tip Of The Town Fresh and New 3 Bedroom Nest

9.8 out of 10, Exceptional, (7)
"Loved the convenience to the town of South East and Blue Elk Vineyard. The property was very clean. Having an EV charger was so helpful."
The price is SAR 601
SAR 1,278 total
includes taxes & fees
24 Nov - 25 Nov
Tip Of The Town Fresh and New 3 Bedroom Nest

Dover Home - 2 Mi to Delaware State University!

9.2 out of 10, Wonderful, (5)
"We attended a program at the college "
Dover Home - 2 Mi to Delaware State University!

Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

9.6 out of 10, Exceptional, (55)
"Porch is filled with cobwebs. Steps inside need a lot of improvement. Inside was very clean, if dated. However I was pleased with the updated shower, refrigerator, kitchen. No tv made the down time lonely. Netflix did not work, nor did dvd player. For me I needed a much more closer bathroom on the second floor. Getting up 3 times a night to use bathroom & navigating those poorly constructed stairs was scary. I did not want to stay in the single bed right by front door. SUZANNE was very...
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood Beach

Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

9.4 out of 10, Exceptional, (32)
"We had a great time in the pool, fishing off dock, paddle boarding, kayaking and swimming. The kids (5 under 8) loved playing in the bAsement."
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook

Sunset River Cottage encapsulates nautical romance.

9.0 out of 10, Wonderful, (12)
"This property is gorgeous! It was everything I could have hoped for. I was in town for a wedding in Earleville in search of a dog friendly rental. I am so happy I found this place. The cottage is down the long driveway neighboring other cottages/houses. Very cute fenced in entryway. The check-in process was very easy with the door code for entry. The cottage was super cute, plenty of space. The pups and I spent most of our time outside enjoying the view. The yard overlooking the water has a...
Sunset River Cottage encapsulates nautical romance.

Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!

9.6 out of 10, Exceptional, (4)
"Great place, Great host ! Will definitely stay here again. Highly recommended."
The price is SAR 638
SAR 1,146 total
includes taxes & fees
24 Nov - 25 Nov
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!

Luxurious and spacious townhome with all necessary amenities awaits your stay.

10.0 out of 10, Exceptional, (3)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time staying here. The inside is so cute and comfortable. Location is great and the host is very quick to respond and accommodate requests. 10/10 "
Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Top of the Chesapeake - Minutes from Historic Charlestown

9.8 out of 10, Exceptional, (135)
"we had a short stay but wished it was longer, the views from the house and peacefulness of the location were incredible"
The price is SAR 1,348
SAR 2,432 total
includes taxes & fees
25 Nov - 26 Nov
Top of the Chesapeake - Minutes from Historic Charlestown

Waterfront family resort Lodge with private pier, game room and bar

9.8 out of 10, Exceptional, (23)
"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."
Waterfront family resort Lodge with private pier, game room and bar

Harbor View Haven | Waterfront w/ HOT TUB + Dock!

10.0 out of 10, Exceptional, (15)
"My family enjoyed this house so much. The place is perfect for a relaxing gateway with so much peace and nature. Will definitely be back!"
Harbor View Haven | Waterfront w/ HOT TUB + Dock!

Private Yard: Pet-Friendly Home in Dover

10.0 out of 10, Exceptional, (10)
"Beautiful home and area. Had a mishap getting check in information. Had to call to get code to get in, as I had not been sent. But all in all awesome! "
Private Yard: Pet-Friendly Home in Dover

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (64)
"We enjoyed everything about the property."
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Amazing Modern house with a full kitchen and parking

10.0 out of 10, Exceptional, (6)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
Amazing Modern house with a full kitchen and parking

Waterfront Millington Vacation Rental w/ Hot Tub!

10.0 out of 10, Exceptional, (1)
"I stayed at the Millington house with 8 friends and we had a great time getting away from the city and enjoying the quiet. The check-in process was seamless. The highlights were the hot tub, fire pit, and a surprise visit from the neighbor's dog, Lucy. We appreciated the details like board games and fire kit (with s'mores materials). Definitely would stay again!"
Waterfront Millington Vacation Rental w/ Hot Tub!

Langford Creek Estate | Waterfront w/ HOT TUB + Deck!

9.2 out of 10, Wonderful, (5)
"The owners were very flexible with us and understanding when it came to a booking mistake on my end. The house is lovely and the property is absolutely gorgeous. The deck was picture perfect. Highly recommend for a getaway on the eastern shore!"
Langford Creek Estate | Waterfront w/ HOT TUB + Deck!
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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Other property types in Galena

Be persuaded to experience this vintage cottage by the Sassa

9.4 out of 10, Exceptional, (8)
"We had one of the best vacations ever. Our 9 and 7 year old grandchildren wanted to live there forever! We had a beautiful house and access to the outdoor spaces including a dock for gishing, crabbing and swimming. We were able to make smores over a great fire pit and enjoyed phenominal sunsets from a sitting area overlooking the river. Gene and Suzie, the hosts were on-site and so warm and welcoming. Our every need was met immediately. We will definitely be vacationing at Gregg Neck Cottage...
Be persuaded to experience this vintage cottage by the Sassa

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (75)
"EasyvPeasy place."
The price is SAR 368
SAR 592 total
includes taxes & fees
27 Nov - 28 Nov
First Floor Studio Apartment in Historic Chestertown

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking 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.