Upper Hooper Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Browse Select Upper Hooper Island Vacation Homes

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

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

10.0 out of 10, Exceptional, (51)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

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 CA $243
CA $540 total
includes taxes & fees
Aug 22 - Aug 23
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Beautiful Waterfront Retreat in Cambridge!
Interior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (43)
"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."
The price is CA $327
CA $648 total
includes taxes & fees
Sep 3 - Sep 4
Beautiful Waterfront Retreat in Cambridge!
Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (168)
"Rented the house to celebrate a graduation from St Mary’s College. It was perfect. "
Waterfront Wildlife Retreat on the Patuxent River
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Smart TV, books

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

9.8 out of 10, Exceptional, (70)
"We enjoyed the property lots of wildlife around enjoyed kayaking and crabing . "
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Walk to Beach: Elegant Escape in Lusby!
Fridge, microwave, stovetop, dishwasher

Walk to Beach: Elegant Escape in Lusby!

10.0 out of 10, Exceptional, (1)
"The property was very comfortable, convenient, well organized and beautifully prepared. "
Walk to Beach: Elegant Escape in Lusby!
Amazing views waterfront 3-bedroom home in Madison
Fridge, microwave, oven, stovetop

Amazing views waterfront 3-bedroom home in Madison

9.6 out of 10, Exceptional, (5)
Amazing views waterfront 3-bedroom home in Madison
Charming Waterfront Getaway with Private Dock
Exterior

Charming Waterfront Getaway with Private Dock

10.0 out of 10, Exceptional, (2)
"Our 4 day trip to Lusby, MD was one that we will not forget. Your home exceeded all our expectations! Our family of 7 felt very comfortable and not a single person had a negative thing to say. (Which doesn’t come easy with 2 teenagers!) The entire home was well equipped and stocked, particularly the kitchen. Between the kayaks, crab pots, dock, (the amazing AM/FM radio in the living room) the expansive decks, the two living areas, the abundant charging/docking stations, we never found ourselves...
Charming Waterfront Getaway with Private Dock
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Terrace/patio

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

9.8 out of 10, Exceptional, (132)
"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
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Fridge, microwave, oven, stovetop

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

10.0 out of 10, Exceptional, (192)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
New! Cozy River Cottage with great views of the water!
Interior

New! Cozy River Cottage with great views of the water!

9.6 out of 10, Exceptional, (10)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!
2 Mi to Lighthouse: Waterfront Home w/ Dock!
Interior

2 Mi to Lighthouse: Waterfront Home w/ Dock!

8.6 out of 10, Excellent, (38)
"we stayed for work, plenty of things to do in the area. plenty of space in the house. everything was clean."
2 Mi to Lighthouse: Waterfront Home w/ Dock!
Screened Patio, Deck & Grill: Saint Inigoes Home!
Outdoor dining

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.0 out of 10, Wonderful, (8)
"great location relative to smc for a campus visit"
Screened Patio, Deck & Grill: Saint Inigoes Home!
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Interior

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, (7)
"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
Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
Exterior

Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths

10.0 out of 10, Exceptional, (77)
"Gorgeous property to stay in and celebrate our daughter's graduation from St Mary's College of Maryland. A paradise so close to campus. "
Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
Escape with family or friends to this peaceful, 4-bedroom retreat on the water
Property grounds

Escape with family or friends to this peaceful, 4-bedroom retreat on the water

2.0 star property
10.0 out of 10, Exceptional, (7)
"House is clean, renovated, and comfortable. View was gorgeous. Hosts were helpful and timely in communications. Enthusiastically recommend. "
Escape with family or friends to this peaceful, 4-bedroom retreat on the water
Single family home with screened porch.
Fridge, microwave, oven, stovetop

Single family home with screened porch.

10.0 out of 10, Exceptional, (12)
"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "
Single family home with screened porch.
Riverside House w/ Kayaks, Piano & Fireplace
Fridge, microwave, stovetop, dishwasher

Riverside House w/ Kayaks, Piano & Fireplace

8.8 out of 10, Excellent, (16)
"Exploring via water on the kayaks was a beautiful way to see the area!! "
Riverside House w/ Kayaks, Piano & Fireplace
Stunning secluded Luxury waterfront cottage with private deep water pier!
Exterior

Stunning secluded Luxury waterfront cottage with private deep water pier!

10.0 out of 10, Exceptional, (79)
"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!
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Outdoor pool, a heated pool

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

9.8 out of 10, Exceptional, (73)
"We had a wonderful stay including boating, kayaking, swimming, fishing, campfires and crabs! The house was perfect for our group and the owner was very accommodating."
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
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

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

10/10 Excellent
"Very clean. Easy check in and out. "
kerrie 1-night trip
Posted 2 days ago
Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD