Hoopers Island Vacation Rentals

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Vacation Rentals in Hoopers Island

Property grounds
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

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.
Property grounds
Waterfront Cottage in Beautiful Hoopers Island

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
Fridge, microwave, oven, stovetop
Single family home with screened porch.

Single family home with screened porch.

Fishing Creek
10.0 out of 10, Exceptional, (16)
"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. "
United States
melissa w.
Single family home with screened porch.
Exterior
250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

Church Creek
250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!
Outdoor dining
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!

Fishing Creek
10.0 out of 10, Exceptional, (66)
"An amazing family getaway. Laura was beyond wonderful and gracious. Laura took my family fishing and they cannot wait to do it again. People are friendly and wave as you pass them by. Food was great. Thank you to the owners of Old Salty’s who were kind to us. The view the food the drinks…top notch. The house had everything we needed. Would go again!!! "
United States
Dorothy F.
BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!
Interior
Peaceful Waterfront Apartment in the Heart of Solomons 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.
$260 nightly
The price is $276
Nov 16 - Nov 17
Total with taxes and fees
Peaceful Waterfront Apartment in the Heart of Solomons Island
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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
$325 nightly
The price is $345
Nov 18 - Nov 19
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Dining
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Port Republic
10.0 out of 10, Exceptional, (180)
"Wonderful cabin right on the Chesapeake Bay. Quiet and private. Lots of parks and good restaurants in the general area. We thoroughly enjoyed our stay."
United States
Suzanne M.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Exterior detail
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

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)
Outdoor pool
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge
9.8 out of 10, Exceptional, (7)
"The property was perfect for our family get together. We had a baby, toddler, preschooler, elementary and teens, moms, dads and grandparents. There was a place for everyone. Having a pack n’ play available would have been nice, but we procured one elsewhere. The property was large and felt very private, but Cambridge was just a quick drive."
United States
Jacqueline M.
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
Exterior
Family and Pet-Friendly, Waterfront with Pier

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
Beach
Belle of the Chesapeake Bay

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
Smart TV, books, printers
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

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

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
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Prince Frederick
10.0 out of 10, Exceptional, (8)
"This house was extremely clean and a comfortable choice for 4 older adults attending a family wedding in St Leonard. "
United States
Susan W.
$322 nightly
The price is $341
Nov 24 - Nov 25
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Outdoor pool, a heated pool
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

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
Microwave, oven, stovetop, dishwasher
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

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.
$512 nightly
The price is $542
Nov 17 - Nov 18
Total with taxes and fees
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
Property grounds
Midcentury Modern Lake House, gorgeous views, deck, 4-bedrooms in Lusby/Solomons

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

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

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
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 Hoopers Island Hotel Reviews

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"It was very nice and clean. Staff was very efficient. Check-in was easy and fast. I would definitely recommend it!!"
Wilkamary 3-night trip
Posted 2 days ago
Comfort Inn & Suites

Find out more about Hoopers Island

Everything you need to know about Hoopers Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hoopers Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Hoopers Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hoopers Island vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $276 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hoopers Island rentals

At Expedia, we put the best Hoopers Island vacation 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 Hoopers 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 Hoopers Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hoopers 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.

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