Upper Hooper Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Upper Hooper Island

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.
The price is ￥20,864
￥42,921 total
includes taxes & fees
Nov 17 - Nov 18
Peaceful Waterfront Apartment in the Heart of Solomons Island
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
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.
The price is ￥38,753
￥83,837 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops
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
The price is ￥21,637
￥54,225 total
includes taxes & fees
Nov 18 - Nov 19
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
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
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)
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, (80)
"Good stay overall"
United States
Bill C.
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
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
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.
Exterior
Shewell's A-Frame on Mill Creek

Shewell's A-Frame on Mill Creek

Lusby
10.0 out of 10, Exceptional, (6)
"It was really pretty in this area. We had great weather to go fossil hunting and played in the water. Very relaxing!"
United States
Lani
Shewell's A-Frame on Mill Creek
Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby
9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is ￥17,387
￥41,529 total
includes taxes & fees
Nov 30 - Dec 1
Soul Oasis - home on the Chesapeake Bay
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)
"This was our second time staying here. Love the location and size of the property. Plenty of space for the kids to play catch, ride bikes, and lots of crabbing and fishing. "
United States
Joe B.
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Fridge, microwave, oven, stovetop
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand

Point Lookout
10.0 out of 10, Exceptional, (125)
"We had a fantastic stay at the Hideaway in Hays Beach. We were coming up to see our 93yr old Grandmother who lives about 45 minutes away. Our families rented two homes in the area and were able to enjoy our time with three generations that aren’t able to see each other often. The home was exactly as shown, perfectly decorated and incredibly well stocked! We’d absolutely come back!"
United States
Seth H.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 1 Min Walk to Sand
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lusby
10.0 out of 10, Exceptional, (62)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
United States
Whitney H.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Marina
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Downtown Cambridge
8.8 out of 10, Excellent, (5)
"Should provide assigned parking space. The location is not near the water or close to the water compared to the photo you see when booking. "
United States
Felicia
The price is ￥16,228
￥43,086 total
includes taxes & fees
Nov 18 - Nov 19
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Terrace/patio
El Camino

El Camino

Ridge
10.0 out of 10, Exceptional, (49)
"The cabin was great, very cozy and clean. Host was very communicative and helpful. Overall an excellent stay!"
United States
Graham C.
El Camino
Fridge, microwave, oven, stovetop
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

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

Lusby
10.0 out of 10, Exceptional, (53)
"We had a wonderful stay. The home was cleean, well taken care of, in a great location. The host was very communicative and nice to deal with. We plan to visit here in the future. 10/10 HIGHLY RECOMMEND!"
United States
Kevin B.
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Hooper 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 4 days ago
Comfort Inn & Suites

Find out more about Upper Hooper Island

Search for holiday rentals in Upper Hooper Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Upper Hooper Island using one of the methods below:

  • View our selection of featured holiday rentals in Upper Hooper Island
  • Use the map to find apartments and other holiday homes in the Upper Hooper Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Upper Hooper Island while they last

Look no further and take a look at our great range of rental properties in Upper Hooper Island!