Hoopers Island holiday rentals

We found 81 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Hoopers Island

Showing deals for:11 Dec - 18 Dec

Terrace/patio
Dining
Living area
Games room
Exceptional
(5 reviews)

Beach House w/TheaterRm, GameRm, Outdoor Shwr

Lusby

8% off
AU$4,631
for 7 nights, 1 home
AU$662 per night
includes taxes & fees
Beach House w/TheaterRm, GameRm, Outdoor Shwr
Outdoor dining
Living area
Private kitchen
Interior
Exceptional
(35 reviews)

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford

8% off
AU$5,128
for 7 nights, 1 home
AU$733 per night
includes taxes & fees
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
view from balcony overlooking playhouse, pergola and Brooks Creek
Exterior
dining room
Outdoor banquet area
Exceptional
(276 reviews)

Family and Pet-Friendly, Waterfront with Pier

Cambridge

8% off
AU$3,169
for 7 nights, 1 cottage
AU$453 per night
includes taxes & fees
Family and Pet-Friendly, Waterfront with Pier
Interior
Outdoor dining
Living area
Interior
Exceptional
(5 reviews)

Driftwood Haven, Chesapeake Bay views throughout

Lusby

12% off
AU$4,399
for 7 nights, 1 home
AU$628 per night
includes taxes & fees
Driftwood Haven, Chesapeake Bay views throughout
Exterior
entryway
steps to the loft
dining area
Exceptional
(61 reviews)

Soul Oasis - home on the Chesapeake Bay

Lusby

8% off
AU$1,857
for 7 nights, 1 cottage
AU$265 per night
includes taxes & fees
Soul Oasis - home on the Chesapeake Bay
Star light, star bright, first star I see tonight.
Every sunrise brings new hope for a brighter future.
Life is good!
Welcome, friends.
Exceptional
(52 reviews)

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek

8% off
AU$2,771
for 7 nights, 1 cottage
AU$396 per night
includes taxes & fees
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Kitchen with peak into living room
Foyer into Living Room
Foyer with stairs to second floor peak into 1st  floor master bedroom
Kitchen/dining
Exceptional
(91 reviews)

Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball

Taylors Island

8% off
AU$5,996
for 7 nights, 1 home
AU$857 per night
includes taxes & fees
Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
Enjoy water views from the dining room and kitchen.
The front porch has ceiling fans to help keep you cool.
Front room and steps to upstairs
Exterior
Exceptional
(57 reviews)

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Fishing Creek

7% off
AU$1,890
for 7 nights, 1 home
AU$270 per night
includes taxes & fees
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Hoopers Island getaway

Learn about the unique charm of Hoopers Island with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Hoopers Island

Are you searching for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Hoopers Island a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Michael P. O'Brien Athletics and Recreation Center (15.2 mi / 24.4 km)
  • Chesapeake Hills Golf Course (11.3 mi / 18.2 km)
  • Perigeaux Vineyards and Winery (16.3 mi / 26.2 km)
  • Bay Country Shop (17.4 mi / 27.9 km)

Exploring the natural features in Hoopers Island

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Hoopers Island. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Blackwater National Wildlife Refuge (7.9 mi / 12.7 km)
  • Cove Point Beach (9.2 mi / 14.9 km)
  • Elms Beach Park (12.6 mi / 20.3 km)
  • Flag Ponds Nature Park (15 mi / 24.1 km)
  • Matoaka Beach (16.4 mi / 26.4 km)
  • Long Wharf Park (18.1 mi / 29.2 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Hoopers Island?
Based on our research, houses are the most sought-after type of holiday property in Hoopers Island. But as you might expect, everyone's idea of an epic stay can vary. Stayz has holiday homes in a variety of shapes and sizes, so you're bound to find your perfect match.
How much does it cost to rent a holiday home in Hoopers Island?
The average price for a holiday home in Hoopers Island depends on several factors, like property type, season and length of stay. Whether you're searching for a sprawling villa with space for the whole family or a cosy cabin just for the two of you, just add your dates of travel to see stays with great value.
How much does it cost to rent a beach house in Hoopers Island?
When you travel and the size and style of the property will determine the cost of your beachside stay. Put in your Hoopers Island travel dates to view your options on Stayz. Did someone just say "hot tub"? Use the filters to pick the amenities and features you want in your home.
What are popular home amenities in Hoopers Island?
Off-street parking options, a microwave oven and free WiFi are rated the most popular home amenities in Hoopers Island. Whether you're taking to the road alone, with your better half or as a family group, Stayz will help you find a holiday home that suits your style with all the options you need.
Are there large group holiday homes in Hoopers Island?
You'll find six holiday homes in Hoopers Island that can accommodate a group of 10 or more people. Whether you're planning a holiday with extended family or some kind of special event, there's enough space to get your group together under one roof.
Can I find two-bedroom holiday homes in Hoopers Island?
Take off with your besties and enjoy peace, privacy and comfort in one of the three two-bedroom holiday homes Hoopers Island has to offer.
Are there holiday homes with WiFi in Hoopers Island?
Choose from 12 holiday homes with WiFi in Hoopers Island. If you'd like to disconnect from the world during your escape, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Hoopers Island?
It's a good idea to check with the Hoopers Island holiday home you'd like on Stayz as the minimum age differs. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Hoopers Island for?
It's down to the Hoopers Island property. To browse a list of options offering extended stays, just enter your dates and number of people into Stayz's search page. Enjoy having the whole place to yourself, along with home comforts like a full kitchen, air conditioning and a yard where the kids can run and play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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