What are the top rated Cottage Rentals in Upper Hooper Island?

There are a lot of options in Upper Hooper Island. If you plan on staying in the Upper Hooper Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Upper Hooper Island: <a href="/property/beautiful-peaceful-scenic-enjoy-crabs-n-fish-memorable-free-tour-of-area/HA-321292717" class="class="static-page-link"">BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA!</a> <a href="/property/charming-waterfront-farmhouse-10-minutes-from-blackwater-nwr-pet-friendly/HA-3212880429" class="class="static-page-link"">Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly</a> <a href="/property/single-family-home-with-screened-porch/HA-3212503261" class="class="static-page-link"">Single family home with screened porch.</a> <a href="/property/new-island-home-on-the-chesapeake-bay-sunsets/HA-3213762698" class="class="static-page-link"">New Island Home on the Chesapeake Bay Sunsets</a> <a href="/property/beautiful-bayside-villa-on-chesapeake/HA-3213583043" class="class="static-page-link"">Beautiful Bayside Villa on Chesapeake</a> <a href="/property/riverside-lodge-bed-breakfast-on-the-honga-river-unit-e/HA-3212569019" class="class="static-page-link"">Riverside Lodge Bed &amp; Breakfast on the Honga River UNIT E</a> <a href="/property/250-acre-retreat-chesapeake-bay-vacation-reunion-wedding-12-bedrooms-sleeps-40/HA-32115537" class="class="static-page-link"">250 ACRE RETREAT CHESAPEAKE BAY VACATION/REUNION/WEDDING 12 BEDROOMS, SLEEPS 40</a> <a href="/property/360deg-water-views-hoopers-island-vacation-studio-fishing-creek/HA-1213733039" class="class="static-page-link"">360° Water Views, Hoopers Island Vacation Studio, Fishing Creek</a> <a href="/property/cottage-on-the-bay/HA-3212278899" class="class="static-page-link"">Cottage on the Bay</a> <a href="/property/riverside-lodge-bed-breakfast-on-the-honga-river-unit-a/HA-3212392076" class="class="static-page-link"">Riverside Lodge Bed &amp; Breakfast on the Honga River UNIT A</a>

How much does it cost to rent a cottage in Upper Hooper Island?

The average cost for a cottage rental in Upper Hooper Island is $268 per night. Vailaccommodations has a wide list of great cottages near Upper Hooper Island that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Upper Hooper Island that allow pets?

Yes, here are the top cottage rentals in Upper Hooper Island that allow you to bring your pet: Waterfront Cottage in Beautiful Hoopers Island Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD. 360° Water Views, Hoopers Island Vacation Studio, Fishing Creek Historic Hoopersville Getaway on Chesapeake Bay! BEAUTIFUL PEACEFUL, SCENIC, ENJOY CRABS N FISH MEMORABLE, FREE TOUR OF AREA! The Bayside Escape Remote Chesapeake Bay Estate <a href="/all/usa/maryland/upper-hooper-island" class="class="static-page-link"">See all pet-friendly vacation rentals in Upper Hooper Island on Vailaccommodations</a>

Do you have any rental cottages in Upper Hooper Island that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Upper Hooper Island to find one that works for you.

Are there quality cottages in Upper Hooper Island that have indoor swimming pools?

As of 2026, the data from Vailaccommodations shows that there are Over 2 private swimming pools or cottages with indoor pools in the Upper Hooper Island area along with other great amenities.

Upper Hooper Island Cottage Rentals By Owner

Waterfront Cottage in Beautiful Hoopers Island

From US $253

10.0 (82 Reviews)

Cottage

Waterfront Cottage in Beautiful Hoopers Island

Air Conditioner
Parking
Pet Friendly

Upper Hooper Island Cottage Rentals & Holiday Homes

Find the best cottages in Upper Hooper Island - We found 2 exact matches

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