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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Browse Select Upper Hooper Island Holiday Homes

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Boats docked at the marina, offering scenic views of the calm water.

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.8 out of 10, Exceptional, (11)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is £388
includes taxes & fees
1 Sept - 2 Sept
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Relax on the spacious deck with a wicker sofa, cushioned chairs, and a hammock, perfect for unwinding in a serene atmosphere.

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (69)
"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Guests can enjoy serene waterfront views from the end of the pier, where two Adirondack chairs await.

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

9.8 out of 10, Exceptional, (128)
"Great house, host and location. Stayed with a larger group and plenty of room!"
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Relax in this spacious living area with a large sofa, dining table, and ceiling fan.

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (49)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Waterfront Wildlife Retreat on the Patuxent River
Enjoy expansive views of the surrounding landscape from the high ceiling and large windows.

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (167)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River
Beautiful Waterfront Retreat in Cambridge!
Relax in this cozy room with a bar area featuring a large window offering a view of the outdoors.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (42)
"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."
The price is £380
includes taxes & fees
11 Aug - 12 Aug
Beautiful Waterfront Retreat in Cambridge!
The Blackwater refuge country house on a quiet 12 acres
Relax in a tranquil setting under the gazebo's open design with a sloped roof.

The Blackwater refuge country house on a quiet 12 acres

9.8 out of 10, Exceptional, (10)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres
Screened Patio, Deck & Grill: Saint Inigoes Home!
Enjoy al fresco dining with a view of the surrounding landscape from this outdoor space featuring a table and chairs.

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.6 out of 10, Exceptional, (7)
"great location relative to smc for a campus visit"
Screened Patio, Deck & Grill: Saint Inigoes Home!
Waterfront Getaway with Dock
Compact kitchen with a sink, toaster, microwave, oven, and refrigerator.

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (45)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is £214
includes taxes & fees
7 Aug - 8 Aug
Waterfront Getaway with Dock
Your private beach retreat in historic St. Mary's
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, oven, and dishwasher.

Your private beach retreat in historic St. Mary's

10.0 out of 10, Exceptional, (27)
"This was the perfect house for our family trip to St. Mary's -- nicely upgraded, well stocked and beautiful views. Will definitely return."
Your private beach retreat in historic St. Mary's
4BDRM River front house with Private Beach in Hollywood
Relax in Adirondack chairs on the dock, overlooking the serene water and surrounding trees.

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.6 out of 10, Exceptional, (10)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Relax in comfort under a striped umbrella, surrounded by the soothing sounds of the sea.

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

10.0 out of 10, Exceptional, (72)
"We had a great time. Private beach, spacious house, kayaks!"
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Coastal Haven- Beach w/ BBQ
Surrounded by a serene beach and calm waters, this tranquil setting features a majestic tree trunk.

Coastal Haven- Beach w/ BBQ

10.0 out of 10, Exceptional, (15)
"This house is amazing on a nice quiet street. We enjoyed our stay as it felt like we were home. Clean and cozy a lot of extra room we will be back next year for sure."
Coastal Haven- Beach w/ BBQ
Near Solomons Island Boardwalk: Home w/ Hot Tub!
Outdoor spa tub

Near Solomons Island Boardwalk: Home w/ Hot Tub!

10.0 out of 10, Exceptional, (2)
"Home was spacious, clean and comfortable. Walking distance to shops and restaurants. Quaint little town! Would highly recommend."
Near Solomons Island Boardwalk: Home w/ Hot Tub!
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Relax on the covered porch with a sofa, bench, and table, surrounded by a beautiful view.

Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.

2.0 star property
9.4 out of 10, Exceptional, (6)
"We enjoyed our stay at this lovely home. We liked the private, open land and private dock and lake. We swam in the lake which was super fun but we felt stinging and got rashes and realized the next day that there were jelly fish so beware before you go it to look out for them. The paddle boats were fun but one of them was a little broken and only went in circles. The Ranger was really fun to drive and ride in but it stalled the second day. The fire pit was really nice and we enjoyed riding our...
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, coffee maker, and ample storage.

Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy

9.4 out of 10, Exceptional, (3)
"Our group really enjoyed the house and the hospitality. There were several nice touches to make us feel welcomed."
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
Stunning Water Front Home with Private Dock and Beach and Sunsets
Guests can enjoy a serene waterfront experience from the Adirondack chair at the end of the pier.

Stunning Water Front Home with Private Dock and Beach and Sunsets

10.0 out of 10, Exceptional, (24)
"The property is perfect for family gatherings "
Stunning Water Front Home with Private Dock and Beach and Sunsets
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Stylish hallway with white doors and a small table and chair.

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
8.4 out of 10, Very good, (6)
"House was spacious plenty of room, great amenities, and very clean! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Discover tranquility near Calvert Cliffs
Relax on the lakeside deck with a table and four chairs, surrounded by lush greenery and a serene atmosphere.

Discover tranquility near Calvert Cliffs

9.8 out of 10, Exceptional, (16)
"Comfortable beds, large house with awesome views…had a great experience"
Discover tranquility near Calvert Cliffs
Sunset Breezes - quiet waterfront retreat
Enjoy a serene lakeside view surrounded by tall trees and a wooden staircase leading to a scenic viewpoint.

Sunset Breezes - quiet waterfront retreat

10.0 out of 10, Exceptional, (38)
"We all had the most wonderful time. The views and sunsets were magic. There were cute chickens in the yard who provided fresh eggs. The house was beautiful and clean. Wish we could have stayed longer but hope to come back again."
The price is £314
includes taxes & fees
26 Aug - 27 Aug
Sunset Breezes - quiet waterfront retreat
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 Upper Hooper Island Hotel Reviews

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

10/10 Excellent
"Very helpful desk staff. Breakfast. You can walk to the Ann Marie Sculpture Gardens. The main area of Solomons shopping / dining is an easy 5 minute drive."
Dennis 1-night trip
Posted 2 days ago
Hilton Garden Inn Solomons