Hoopers Island Cottages

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hoopers Island cottages

A single-story house with a porch, a small front yard, and an American flag.

1. Plum Point Cottage #1

Calvert County

A single-story house with a front porch, a staircase leading to the entrance, and a small deck.

2. Deal Island Bay Cottage

Deal Island

"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"

Harold B.

includes taxes & fees

26 Oct - 27 Oct

A red house with a porch decorated with pumpkins and flowers.

3. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

includes taxes & fees

18 Oct - 19 Oct

A single-story house with a front porch, a small deck, and a wooden walkway leading to the door.

4. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Point Lookout

sandi c.

includes taxes & fees

26 Oct - 27 Oct

A covered patio with a table and chairs, large windows, and an American flag.

5. Plum Point Cottage #17

Huntingtown

includes taxes & fees

18 Oct - 19 Oct

An outdoor dining area with a wooden table and chairs, a bottle of wine, and a vase of flowers.

6. Plum Point Cottage #15

Maryland

includes taxes & fees

18 Oct - 19 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Hoopers Island Hotel Reviews

Hyatt Regency Chesapeake Bay

10/10 Excellent

"The resort was beautiful and very well maintained, the staff were accommodating and went out of their way to make sure we had what we needed or asked for. My only negative would be to make access to links/online information for room service, and restaurant menus. I spent too much time trying to navigate to find these things based on the flyers I was given at check in. For visitors who are not computer savvy, this is very challenging. But other than that, would love to come and stay again."

Holiday Inn Express Cambridge by IHG

8/10 Good

"When I arrived I found my room had a brand new TV, even the remote batteries needed installation. However, since it was new, it wasn't programmed to the hotel, so it was useless. The front desk called maintenance but no one arrived. The switched rooms for me. The new room had a sink drain that was clogged. That was taken care of successfully. The rest of my stay was good. Breakfast was very good."

'The Bayside Escape' Remote Chesapeake Bay Estate

10/10 Excellent

"The house was perfect for us. It was super clean, the beds were all comfortable, and there was plenty of comfortable furniture to gather on. We appreciated that toilet paper, soap, dish soap, coffee filters, etc. were provided. The location was idyllic and serene. It was like staying in an Andrew Wyeth painting. It was the perfect place to have the family gather to cheer on our Ironman!"

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

10/10 Excellent

"This was a return trip for me, as always the property was clean, comfortable, quiet, The communication with the host was excellent, and we’ll definitely be back in the future to enjoy the gem that Hoopers Island is. Thank you for sharing your property again."

Find out more about Hoopers Island