Compare Upper Hooper Island Cottage Rentals

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Featured Upper Hooper Island Cottages

Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage in Beautiful Hoopers Island

Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

This cottage offers an arcade/game room, laundry facilities, and local meal delivery service. Transportation is made easy with limo/town car service. Other amenities at this family-friendly cottage include a picnic area, a garden, and barbecue grills.
Kitchen
Washer
Waterfront property with private boat ramp and new dock!

Waterfront property with private boat ramp and new dock!

At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Cozy Cottage with access to and partially obstructed views of the bay.

Cozy Cottage with access to and partially obstructed views of the bay.

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

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

Guests of this cottage enjoy features like an outdoor pool, a gym, and laundry facilities. Other amenities at this family-friendly cottage include a garden and barbecue grills.
Pool
Kitchen
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Hot Tub
Kitchen
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
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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.

Hotel Options in Upper Hooper Island

    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd, Cambridge, MD
    $233 nightly
    The price is $265 total per night from Oct 12 to Oct 13
    $265 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,003 reviews)
    Solomons Inn Resort & Marina

    Solomons Inn Resort & Marina

    155 Holiday Dr. P.O. Box 1099, Solomons, MD
    $129 nightly
    The price is $143 total per night from Oct 19 to Oct 20
    $143 total
    Oct 19 - Oct 20
    Total with taxes and fees
    7.8/10 Good! (930 reviews)
    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    22769 Three Notch Rd, California, MD
    $95 nightly
    The price is $106 total per night from Oct 19 to Oct 20
    $106 total
    Oct 19 - Oct 20
    Total with taxes and fees
    7.6/10 Good! (1,003 reviews)

Cottages

Book a cottage in Upper Hooper Island
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Upper Hooper Island. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Upper Hooper Island better.

Cottage apartments in Upper Hooper Island range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Upper Hooper Island
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Upper Hooper Island and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Upper Hooper Island cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Upper Hooper Island. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Upper Hooper Island Cottages essential information

Accommodation
57 Cottages
Lowest Price
$106
Highest Price
$265
Popular accommodation
Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Waterfront Cottage in Beautiful Hoopers Island, A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach, Waterfront property with private boat ramp and new dock! , Cozy Cottage with access to and partially obstructed views of the bay., Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC, Private Beach Front Getaway at The Sunshine Beach Cottage.

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