Vacation Homes in Stockton Island
Wisconsin
United States of America
Vacation Homes
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A rocky shoreline with a forested area in the background.

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Our top choices for Stockton Island vacation homes

A hotel room with a large bed, a sitting area with a view, and a bathtub.

A two-story house with a balcony and a wooden deck.

A covered porch with a wooden ceiling, a wooden door with glass panels, and a table with chairs.

A kitchen with a central island, wooden cabinets, and a large window.

1. Main @ Hendrickson House

Main @ Hendrickson House

Bayfield

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"The house was perfect for us. Very clean and had everything we needed to enjoy a relaxing 2 day getaway. I would definitely stay here again!!"

Steven A.

The price is AED 1,033

AED 1,033

AED 1,960 total

includes taxes & fees

15 Nov - 16 Nov

Main @ Hendrickson House

A round table with a dark tablecloth and a decorative piece on it, surrounded by wooden chairs. A large window offers a view of a body of water and trees.

A wooden dock leading to a cabin surrounded by dense forest and a river.

A wooden dock leading to a house surrounded by trees and a lake.

A spacious living room with a high wooden ceiling, leather sofas, a dining table, and a patterned rug.

2. Lake Shore Home with private dock and large deck--1 mile from Bayfield

Lake Shore Home with private dock and large deck--1 mile from Bayfield

Bayfield

10.0 out of 10, Exceptional, (124 reviews)

10/10

Exceptional

(124 reviews)

"Great property! wonderful rejuvenation time for myself and my family"

Brian

The price is AED 1,102

AED 1,102

AED 2,024 total

includes taxes & fees

21 Nov - 22 Nov

Lake Shore Home with private dock and large deck--1 mile from Bayfield

A spacious living room with a stone fireplace, a large brown sofa, a television, and a ceiling fan.

A cabin-style building with a balcony, surrounded by tall trees and dense greenery.

A cozy living room with a sectional sofa, a coffee table, and a giraffe-patterned chair.

A bedroom with a bed, a ceiling fan, and a balcony.

3. Apostle Pines #4 @ Apostle Highlands Golf Course

Apostle Pines #4 @ Apostle Highlands Golf Course

Bayfield

9.8 out of 10, Exceptional, (22 reviews)

9.8/10

Exceptional

(22 reviews)

"Awesome place! Views of the golf course was amazing!"

Anonymous traveler

The price is AED 914

AED 914

AED 1,778 total

includes taxes & fees

15 Nov - 16 Nov

Apostle Pines #4 @ Apostle Highlands Golf Course

A spacious living room with a wooden ceiling, large windows, a dining area, and a television.

A spacious kitchen with wooden cabinets, a dining area with a table and chairs, and large windows allowing natural light.

A spacious living room with a large window, a television, a sofa, and a coffee table.

A large bed with a headboard, two bedside lamps, and a window on each side.

4. Carriage House - Chequamegon Bay, Bayfield

Carriage House - Chequamegon Bay, Bayfield

Bayfield

9.0 out of 10, Wonderful, (16 reviews)

9.0/10

Wonderful

(16 reviews)

"Great location! Nice and clean."

Janet H.

The price is AED 914

AED 914

AED 1,778 total

includes taxes & fees

15 Nov - 16 Nov

Carriage House - Chequamegon Bay, Bayfield

A two-story house with a porch, a garage, and a small attached structure.

A bedroom with a large bed, a wardrobe, a dressing table, and a red door.

A building with a sign reading 'Carriage House PARKING ONLY' and a red door.

A cozy room with a bed, a sofa, a chair, and a small table.

5. Carriage @ Hendrickson House

Carriage @ Hendrickson House

Bayfield

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Wonderful vacation. This little house was perfect for two people. It had all the amenities that were needed. The best part was it was walking distance to absolutely everything. Prime location. Will definitely be back and staying here again."

Wendy D.

The price is AED 941

AED 941

AED 1,618 total

includes taxes & fees

15 Nov - 16 Nov

Carriage @ Hendrickson House

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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Learn more about Stockton Island

Head to sights like Apostle Islands National Lakeshore as you discover the local area in Stockton Island.

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Top reviews in Stockton Island

A dining area with two chairs and a small table with a glass of red wine and a plate of food.

A spacious living room with a wooden staircase, a green sofa, and a lamp on a side table.

A bathroom with a stone-tiled floor, a bathtub, and a fireplace with visible logs.

A two-story house with a prominent gabled roof, a front porch, and a well-lit entrance.

Pinehurst Inn - Luxury Bayfield Hotel

Bayfield

10/10 Excellent

Pinehurst is an 1895 lumber baron's home which has been a hotel for some time. It is beautifully maintained while adding modern amenities. There are full baths in each spacious room...some with jetted tubs. Bed was very comfortable: firm but nicely padded. The parlor is a comfortable welcoming common space. The location is convenient to Bayfield while feeling peaceful and quiet. The 3 course breakfast was generous, gourmet and beautifully presented, lots of fresh fruit. Coffee and tea...

marilyn

Reviewed November 13, 2026Reviewed November 13, 2026

Pinehurst Inn - Luxury Bayfield Hotel

A rooftop terrace with wicker furniture, a view of the sea, and a brick building in the background.

A bar area with a leather couch, wicker chairs, and a bar counter.

A dining area with a wooden ceiling, wicker furniture, and a central floral arrangement.

A modern bedroom with a large bed, a wooden chair, a small table, and a hanging light fixture.

St. James Social

Bayfield

10/10 Excellent

This place is magical! The rooms are very nice and super clean. The location is right in the middle of everything so you can walk to shops, restaurants or the boat cruises. There is a great little coffee/tea bar for guests and the daily continental breakfast was lovely. The restaurant is soooo good. We loved everything about our stay there.

Stephanie

Reviewed October 27, 2026Reviewed October 27, 2026

St. James Social

A modern bedroom with a wooden bed, a TV mounted on the wall, and a seating area with a sofa and chairs.

A wooden deck with a hanging chair, two white chairs, and a potted plant.

A wooden staircase with white railings leading to a lofted area. A bench with cushions is placed against the wall below the staircase.

A modern living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall.

Seagull Bay Motel

Bayfield

10/10 Excellent

Could not figure out how to turn on ceiling fan.

Craig

Reviewed September 12, 2023Reviewed September 12, 2023

Seagull Bay Motel

A bar with a view of a lake and boats, large windows, and hanging light fixtures.

A view from a room with a door leading to a deck overlooking a body of water and a forested area.

A waterfront hotel with multiple buildings, a dock, and a speedboat on the water.

A spacious lobby with a stone fireplace, comfortable seating, and a patterned floor.

Legendary Waters Resort & Casino

Bayfield

10/10 Excellent

The rooms were very nice and clean. The beds were soft with nice pillows. The bathrooms were great - shower only (at least in our room) but, we think, that is better than having a shower in a tub with a shower curtain. This is a casino so keep that in mind if you have children. The casino was nice with a sandwich bar but we didn't see a restaurant.

Anonymous traveler

Reviewed May 30, 2021Reviewed May 30, 2021

Legendary Waters Resort & Casino

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Search Vacation Homes in Stockton Island

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Stockton Island vacation homes

1. Main @ Hendrickson House

2. Lake Shore Home with private dock and large deck--1 mile from Bayfield

3. Apostle Pines #4 @ Apostle Highlands Golf Course

4. Carriage House - Chequamegon Bay, Bayfield

5. Carriage @ Hendrickson House

Learn more about Stockton Island

Top reviews in Stockton Island

Pinehurst Inn - Luxury Bayfield Hotel

10/10 Excellent

Explore a world of travel with Expedia