Holiday Homes in Upper Hooper Island

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Featured Holiday Homes in Upper Hooper Island

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 NZ$870
includes taxes & fees
24 Aug - 25 Aug
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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 Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (166)
"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

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

9.8 out of 10, Exceptional, (128)
"We had a wonderful long weekend here. Perfect weather let us swim and kayak and fish all weekend. House was spacious enough for two families of five plus our dog. The views were perfect!"
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (41)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is NZ$814
includes taxes & fees
5 Aug - 6 Aug
Beautiful Waterfront Retreat in Cambridge!

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!

9.8 out of 10, Exceptional, (6)
"great location relative to smc for a campus visit"
Screened Patio, Deck & Grill: Saint Inigoes Home!

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (8)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood

Your private beach retreat in historic St. Mary's

10.0 out of 10, Exceptional, (25)
"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

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 NZ$456
includes taxes & fees
19 Aug - 20 Aug
Waterfront Getaway with Dock

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

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!

Near Solomons Island Boardwalk: Home w/ Hot Tub!

Private 9 acre Family Retreat on the Chesapeake Bay

10.0 out of 10, Exceptional, (11)
"House was loaded with activities for all ages. So much to do and see. Host was outstanding! Friendly and extremely accommodating."
Private 9 acre Family Retreat on the Chesapeake Bay

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

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

2.0 star property
9.2 out of 10, Wonderful, (5)
"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.

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

Stunning secluded Luxury waterfront cottage with private deep water pier!

10.0 out of 10, Exceptional, (78)
"This property was exactly as described. The owner was very easy to work with. Unfortunately, we did not get to use the fire pit as it was rainy and cold. I would 100% stay here again."
Stunning secluded Luxury waterfront cottage with private deep water pier!

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

2.0 star property
8.0 out of 10, Very good, (5)
"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
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