Upper Hooper Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Upper Hooper Island

Peaceful Waterfront Apartment in the Heart of Solomons Island

Solomons
9.0 out of 10, Wonderful, (14)
"Very clean, awesome location and amazing hosts!! "
United States
Jeff R.
The price is NZ$487
includes taxes & fees
16 Nov - 17 Nov
Peaceful Waterfront Apartment in the Heart of Solomons Island

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
9.6 out of 10, Exceptional, (19)
"Great well-furnished townhouse in a great location and a super responsive host. What’s not to like?!?!"
United States
Lynn
The price is NZ$608
includes taxes & fees
18 Nov - 19 Nov
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge
10.0 out of 10, Exceptional, (14)
"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)

Family and Pet-Friendly, Waterfront with Pier

Cambridge
10.0 out of 10, Exceptional, (262)
"Our stay was great and Rob and Clarissa were very welcoming!"
United States
Allison L.
Family and Pet-Friendly, Waterfront with Pier

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Cambridge
10.0 out of 10, Exceptional, (79)
"Good stay overall"
United States
Bill C.
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Belle of the Chesapeake Bay

Lusby
9.0 out of 10, Wonderful, (18)
"Plus: nice size house; responsive property manager; kitchen reasonably well equipped; nice shared living area; great to have second refrigerator and stove. Minus: no broom (that we could find); leaves thick and slippery on the driveway and steps (with a broom we could have swept them aside, which would have been very helpful); hot water was SCALDING and it was difficult to get any faucet so that it was hot w/o being too hot (honestly, this would be a safety issue if children were staying at...
United States
Kathleen M.
Belle of the Chesapeake Bay

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford
9.6 out of 10, Exceptional, (21)
"The house was very nice, the host was very responsive! The outside was nice, only down side lots of mosquitos but that’s expected. "
United States
Elizabeth M.
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

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

Woolford
9.8 out of 10, Exceptional, (74)
"As beautiful as the photos appear, they do NOT do this place justice! Just a beautiful place, incredibly peaceful, well-appointed and equipped for families, groups, or any type of rental. Loved our time here!"
United States
Michael E.
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Solomons
9.6 out of 10, Exceptional, (7)
"The house was beautiful and well stocked with the necessities and even extras we didn’t expect. The service from the owner was great and always quick to respond to our questions. We are definitely looking forward to staying at this or another property next year! "
United States
Shewana S.
The price is NZ$960
includes taxes & fees
17 Nov - 18 Nov
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

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

Drayden
9.8 out of 10, Exceptional, (77)
"Host was gracious. house is well prepared and clean. "
United States
Mark A.
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

Cambridge
9.8 out of 10, Exceptional, (133)
"Beautiful property with gorgeous view. The owner was helpful and accommodating. Everything was clean and the amenities were superb. An evening of kayaking on the water was amazing. Great location for the half Ironman as well! "
United States
Lynn R.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Midcentury Modern Lake House, gorgeous views, deck, 4-bedrooms in Lusby/Solomons

Lusby
9.6 out of 10, Exceptional, (4)
"So communicative and thoughtful- helpful throughout and it’s a wonderful house stocked with everything we’d want. Thank you!!"
United States
Elizabeth S.
Midcentury Modern Lake House, gorgeous views, deck, 4-bedrooms in Lusby/Solomons

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

Point Lookout
10.0 out of 10, Exceptional, (125)
"We had a fantastic stay at the Hideaway in Hays Beach. We were coming up to see our 93yr old Grandmother who lives about 45 minutes away. Our families rented two homes in the area and were able to enjoy our time with three generations that aren’t able to see each other often. The home was exactly as shown, perfectly decorated and incredibly well stocked! We’d absolutely come back!"
United States
Seth H.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek
10.0 out of 10, Exceptional, (51)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

El Camino

Ridge
10.0 out of 10, Exceptional, (49)
"The cabin was great, very cozy and clean. Host was very communicative and helpful. Overall an excellent stay!"
United States
Graham C.
El Camino

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Downtown Cambridge
8.8 out of 10, Excellent, (5)
"Should provide assigned parking space. The location is not near the water or close to the water compared to the photo you see when booking. "
United States
Felicia
The price is NZ$505
includes taxes & fees
16 Nov - 17 Nov
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Lusby
10.0 out of 10, Exceptional, (53)
"Just what we needed for an extended weekend getaway with family. The view of the water was do nice. House was very clean on arrival "
United States
Kim P.
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Discover tranquility near Calvert Cliffs

Saint Leonard
9.8 out of 10, Exceptional, (18)
"Our family had such a great time in this beautiful home! Having access to the water with kayaks, crab traps, and fishing was amazing. this home was very clean and had a stocked kitchen and plenty of linen. Highly recommend to stay here and look forward to visits in the future!"
United States
Jackie E.
Discover tranquility near Calvert Cliffs

Stunning Water Front Home with Private Dock and Beach and Sunsets

Lusby
10.0 out of 10, Exceptional, (26)
"Great place. Would definitely stay here again. "
United States
Joshua M.
Stunning Water Front Home with Private Dock and Beach and Sunsets

Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek
10.0 out of 10, Exceptional, (81)
"Great little spot for a long weekend getaway. Very quiet, little traffic. It is remote, so stopping in Cambridge for groceries is recommended."
United States
Robert F K.
Waterfront Cottage in Beautiful Hoopers Island
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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 NZ$487 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.