Holiday Homes in Upper Hooper Island
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Holiday Homes in Upper Hooper Island

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for Upper Hooper Island holiday homes

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

A single-story house with a front porch, a small window above the door, and a front yard with a bush.

A wooden staircase with a white console table beside it, a window with blinds, and decorative wall hangings.

A room with three large windows, wicker furniture, a small table with a plant, and a patterned rug.

1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

10.0 out of 10, Exceptional, (8 reviews)

10/10

Exceptional

(8 reviews)

"Loved the location and the hosts' kindness and care."

Nancy P.

The price is AU$417

AU$417

includes taxes & fees

16 Nov - 17 Nov

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

A marina with multiple boats docked, calm water, and a clear sky.

A brick building with a white porch and a well-maintained lawn.

A living room with a sofa, a dining table with placemats, a basket of oranges, and a staircase.

2. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

9.4 out of 10, Exceptional, (26 reviews)

9.4/10

Exceptional

(26 reviews)

"Pet friendly!"

Mary Beth S.

The price is AU$545

AU$545

includes taxes & fees

30 Nov - 1 Dec

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

A house with a large lawn and a dock extending into a calm lake.

A bedroom with a bed, a chair, and a window with curtains.

An aerial view of a coastal landscape with a river meandering through a marshy area, surrounded by sparse vegetation and a distant shoreline.

A circular sign with the words "WELCOME ABOARD" and an eagle illustration.

3. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "

Robin E.

The price is AU$397

AU$397

includes taxes & fees

9 Nov - 10 Nov

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

A snow-covered pier extending into a frozen body of water with a clear sky in the background.

A large, single-story house with a central chimney, surrounded by a calm lake, reflecting the structure.

4. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."

Thomas S.

The price is AU$441

AU$441

includes taxes & fees

9 Nov - 10 Nov

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

A compact kitchen with a dining area, a fireplace, and a ceiling fan.

A covered grill, a brick pathway, and a patio area with a chair and a table.

A covered outdoor area with large windows, a bench, and hanging items.

5. Waterfront Getaway with Dock

Waterfront Getaway with Dock

Woolford

10.0 out of 10, Exceptional, (69 reviews)

10/10

Exceptional

(69 reviews)

"Excellent stay! Just as described! Very quiet, private location."

Mills Family A.

The price is AU$367

AU$367

includes taxes & fees

9 Nov - 10 Nov

Waterfront Getaway with Dock

A covered patio with a view of a lake, furnished with chairs and a table.

A covered outdoor seating area with a view of a sunset over water.

A kitchen with a view of the sea, a dining table with chairs, and a modern chandelier.

A kitchen with a double sink, a window with a view of a grassy field, and a small potted plant on the windowsill.

6. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Lexington Park

10.0 out of 10, Exceptional, (20 reviews)

10/10

Exceptional

(20 reviews)

"Beautiful sunset and very comfortable rooms. "

Andrea B.

The price is AU$512

AU$512

includes taxes & fees

9 Nov - 10 Nov

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

A spacious living room with a large sofa, a television, and a view of the ocean.

A spacious kitchen with white cabinetry, a central island, and a dining area with a chair.

A spacious living room with a dark blue sectional sofa, a round coffee table, and a white armchair. Large windows offer a view of the sea.

A spacious room with a wooden floor, a white sofa, a small round table with two chairs, and a staircase with a railing.

7. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home

Solomons

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Beautiful house. Beautiful scenery. Everything was perfect. "

Thomas S.

The price is AU$1,031

AU$1,031

includes taxes & fees

10 Nov - 11 Nov

4-BR Waterfront Turret Home

A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

A waterfront scene with a sailboat docked near a pier, surrounded by colorful autumn foliage and residential buildings.

A house with a brick chimney, a paved walkway, and a large tree.

A spacious dining area with a wooden table, chairs, and a vase of flowers.

8. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Lusby

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."

Dani B.

The price is AU$1,347

AU$1,347

includes taxes & fees

10 Nov - 11 Nov

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

A pathway lined with trees and lights leading to a wooden building with a visible window.

A spacious living room with large windows, a high ceiling, and a view of a deck and trees.

A wooden staircase leading to a deck with string lights, surrounded by trees.

A modern kitchen with a built-in stove, a dining area with a long table, and large windows offering a view of the outdoors.

9. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lusby

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"Nice house in a great location. Great for groups."

Anonymous traveller

The price is AU$1,175

AU$1,175

includes taxes & fees

9 Nov - 10 Nov

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

A wooden deck with rocking chairs, a table with a plant, and a dining area with chairs and a table.

A rocky beach with clear blue water and a distant boat.

A spacious lodge interior with a dining area, fireplace, and a sign reading 'OUR HAPPY PLACE'.

10. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"

Tanya S.

The price is AU$1,571

AU$1,571

includes taxes & fees

9 Nov - 10 Nov

Lakefront Cabin Near Solomons Island w/ Hot Tub

A dining area with a round table, chairs, and a decorative table runner.

A living room with a brown leather sofa, a wooden coffee table, and a large flat-screen TV on a wooden stand.

A bedroom with a bed, a bedside table, a window with curtains, and a view of the sea.

A spacious living room with a brown leather sofa, a round coffee table, and a dining area with a white table and chairs.

11. More, than just a place to sleep - welcome home!

More, than just a place to sleep - welcome home!

Cambridge

The price is AU$560

AU$560

includes taxes & fees

11 Nov - 12 Nov

More, than just a place to sleep - welcome home!

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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Holiday Homes in Upper Hooper Island

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Upper Hooper Island holiday homes

1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

2. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

3. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

4. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

5. Waterfront Getaway with Dock

6. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

7. 4-BR Waterfront Turret Home

8. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

9. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

10. Lakefront Cabin Near Solomons Island w/ Hot Tub

11. More, than just a place to sleep - welcome home!

Explore a world of travel with Expedia