Holiday Rentals in Upper Hooper Island

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Holiday Rentals in Upper Hooper Island

Waterfront Solomons Apartment
9.2 out of 10, Wonderful, (13)
"Very clean, awesome location and amazing hosts!! "
United States
Jeff R.
The price is €237
includes taxes & fees
26 Oct - 27 Oct
Waterfront Solomons Apartment
Waterfront Wildlife Retreat on the Patuxent River
10.0 out of 10, Exceptional, (172)
"We went here just for a little weekend getaway for my boyfriend, his brother, his brother’s girlfriend and their kids. We had the absolute best time, such a nice getaway even if it was only for 3 days. The view of the bay from the house is gorgeous and everything was perfect. I will be recommending this stay to anyone I can! "
United States
Nicole V.
Waterfront Wildlife Retreat on the Patuxent River
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (74)
"We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we...
United States
Ronald S.
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Cozy Cottage with access to and partially obstructed views of the bay.
9.0 out of 10, Wonderful, (30)
"Property was cozy and clean. Owners left lights on for us knowing we had a late arrival. Would definitely stay again. "
United States
Holly C.
Cozy Cottage with access to and partially obstructed views of the bay.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
10.0 out of 10, Exceptional, (13)
"Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. "
United States
Dara M.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Belle of the Chesapeake Bay
9.2 out of 10, Wonderful, (16)
"Excellent communication from the owner, Julie and the property manager. Our family (newborn to adults) stayed at this property while in town for a wedding at Rousby Hall. We were a quick and easy 15 minute drive away from the venue. The house was very clean and nicely set up to accommodate our group. We only wish we had more time to spend at the house than we did. The pictures are exactly what you see when you check in - no unhappy surprises. Thank you for hosting us and being so flexible...
United States
eileen b.
Belle of the Chesapeake Bay
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
9.8 out of 10, Exceptional, (76)
"The property is just as listed! Thoroughly enjoyed the house, the grounds, and the beach! Rick was accommodating and responsive. What a great place!"
United States
David and Ilana X.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Family and Pet-Friendly, Waterfront with Pier
10.0 out of 10, Exceptional, (262)
"This was an extension of our original 4-day stay. We had so much wonderful and fun time that we stayed an extra day. The owners Rob and Clarissa were the best host!"
United States
Alicia J.
Family and Pet-Friendly, Waterfront with Pier
El Camino
10.0 out of 10, Exceptional, (49)
"Great location, the dock is perfect for sunsets, nice balance of waterfront but also cabin vibes"
United States
Alan B.
El Camino
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
9.4 out of 10, Exceptional, (20)
"This property is beautiful and perfect for large groups. There is plenty of room and very inviting. We had a great time!"
United States
Shannon T.
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
10.0 out of 10, Exceptional, (125)
"Really enjoyed our time here. The outdoor space in the back was great with the swing and the fire pits. Our kids loved walking to the beach everyday and catching crabs. "
United States
David Z.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
10.0 out of 10, Exceptional, (4)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is €329
includes taxes & fees
29 Oct - 30 Oct
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
9.6 out of 10, Exceptional, (17)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
United States
Aaron N.
The price is €327
includes taxes & fees
28 Oct - 29 Oct
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
9.8 out of 10, Exceptional, (34)
"Great stay, clean & owner gave great local suggestions!"
United States
Jean G.
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (59)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
United States
Whitney H.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (80)
"Beautiful location, so peaceful and quiet, we loved our stay! "
United States
Janna C.
Waterfront Cottage in Beautiful Hoopers Island
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
9.8 out of 10, Exceptional, (132)
"Great location with lots of privacy. The dock and the kayaks were a great hit with the family. Really no need to go anywhere. The house was really nice and very spacious. Some of the amenities like the grill and kitchen supplies could use some updating. A nice place to unwind with family and friends."
United States
Lisa T.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
10.0 out of 10, Exceptional, (49)
"The views of the bay are magnificent, sunrise and sunset. The property is spotless. Toby and Kim, the hosts, could not be more accommodating. "
United States
John V.
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
8.8 out of 10, Excellent, (5)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
United States
Angie R.
The price is €263
includes taxes & fees
4 Nov - 5 Nov
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Roomy 6 bedroom home in the heart of Solomons, MD
9.2 out of 10, Wonderful, (5)
"Stayed for business, completed our project and enjoyed some local eating spots. "
United States
Justin J.
The price is €466
includes taxes & fees
3 Nov - 4 Nov
Roomy 6 bedroom home in the heart of Solomons, MD
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

Find out more about Upper Hooper Island

Everything you need to know about Upper Hooper Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Hooper Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Hooper Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upper Hooper Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upper Hooper Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Hooper Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Hooper Island holiday rentals we have selected for you start as low as €237 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upper Hooper Island rentals

At Expedia, we put the best Upper Hooper Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upper Hooper Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Hooper Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Hooper Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.