A rocky shoreline with a forested area in the background.

Stockton Island Vacation Rentals

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Our top choices for Stockton Island vacation rentals

1. The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
Bayfield
10.0 out of 10, Exceptional, (45 reviews)
"Enjoyed our few nights at this lovely home. So many special touches! Really enjoyed the screened in area and lighting fires and having smores around the fire pit."
United States
elizabeth
The price is CA $261
CA $362 total
includes taxes & fees
Nov 16 - Nov 17
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

2. Cozy 1-bedroom condo located on the lake close to downtown.

Cozy 1-bedroom condo located on the lake close to downtown.
La Pointe
The price is CA $247
CA $300 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 1-bedroom condo located on the lake close to downtown.

3. The Copper Squirrel is a secluded full log cabin on 10 acres.

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (47 reviews)
"Great place to relax and close enough to Bayfield, a fun and charming seaport."
United States
Tad S.
The price is CA $251
CA $350 total
includes taxes & fees
Nov 19 - Nov 20
The Copper Squirrel is a secluded full log cabin on 10 acres.

4. Lower Flat @ Steeple Hill Flats, Bayfield

Lower Flat @ Steeple Hill Flats, Bayfield
Bayfield
9.2 out of 10, Wonderful, (26 reviews)
"Nice and cozy with a great view. The outside spaces could use some tidying up and paint, but once inside the place was awesome."
United States
Lori
The price is CA $212
CA $320 total
includes taxes & fees
Nov 10 - Nov 11
Lower Flat @ Steeple Hill Flats, Bayfield

5. Woodland Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield
Bayfield
9.8 out of 10, Exceptional, (67 reviews)
"Very clean and cozy cabin near Bayfield and Meyers beach"
United States
Reed C.
The price is CA $336
CA $569 total
includes taxes & fees
Nov 10 - Nov 11
Woodland Chalet @ Brickyard Creek, Bayfield

6. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

PORT 1 bedroom studio with AC just 2.5 miles from Bayfield
Bayfield
10.0 out of 10, Exceptional, (1 review)
"Great location, nice view from bedroom. Easy in and out and good communication. Could use darker shades."
United States
scott d.
The price is CA $155
CA $312 total
includes taxes & fees
Nov 10 - Nov 11
PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

7. Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
Bayfield
10.0 out of 10, Exceptional, (24 reviews)
"Location and the host are incredible!"
United States
Michelle N.
The price is CA $247
CA $501 total
includes taxes & fees
Nov 10 - Nov 11
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

8. Northwoods Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield
Bayfield
10.0 out of 10, Exceptional, (84 reviews)
"Beautiful place!"
United States
Susan S.
The price is CA $362
CA $589 total
includes taxes & fees
Nov 15 - Nov 16
Northwoods Chalet @ Brickyard Creek, Bayfield

9. Downtown Bayfield Lodging in Historic Building

Downtown Bayfield Lodging in Historic Building
Bayfield
9.2 out of 10, Wonderful, (5 reviews)
"Loved the rooms! Enjoyed the views of the lake and the quaint downtown area. It was a very quiet and enjoyable stay. I gave it 4 stars only because the sofa was so hard and uncomfortable. We stayed in 2 nights to watch the Brewers play (YAY!) but it was very difficult to get comfortable on the sofa and no amount of throw pillows could change that. That being said, the bed was a dream and the kitchen well appointed. Would I stay there again? Maybe if the sofa was swapped out."
United States
Susan
The price is CA $362
CA $600 total
includes taxes & fees
Nov 10 - Nov 11
Downtown Bayfield Lodging in Historic Building

10. Main @ Hendrickson House

Main @ Hendrickson House
Bayfield
10.0 out of 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!!"
United States
Steven A.
The price is CA $397
CA $739 total
includes taxes & fees
Nov 10 - Nov 11
Main @ Hendrickson House

11. Brookside Hide-A-Way #2, Port Superior, Bayfield

Brookside Hide-A-Way #2, Port Superior, Bayfield
Bayfield
9.8 out of 10, Exceptional, (42 reviews)
"Great place and wonderful rear deck. Wish we had more time to spend there."
United States
Don L.
The price is CA $247
CA $372 total
includes taxes & fees
Nov 10 - Nov 11
Brookside Hide-A-Way #2, Port Superior, Bayfield

12. 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)
"Great property! wonderful rejuvenation time for myself and my family"
United States
Brian
The price is CA $424
CA $779 total
includes taxes & fees
Nov 21 - Nov 22
Lake Shore Home with private dock and large deck--1 mile from Bayfield

13. Apostle Pines #4 @ Apostle Highlands Golf Course

Apostle Pines #4 @ Apostle Highlands Golf Course
Bayfield
9.8 out of 10, Exceptional, (22 reviews)
"Awesome place! Views of the golf course was amazing!"
United States
Anonymous traveller
The price is CA $351
CA $659 total
includes taxes & fees
Nov 10 - Nov 11
Apostle Pines #4 @ Apostle Highlands Golf Course

14. Carriage House - Chequamegon Bay, Bayfield

Carriage House - Chequamegon Bay, Bayfield
Bayfield
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Nice and clean."
United States
Janet H.
The price is CA $351
CA $659 total
includes taxes & fees
Nov 10 - Nov 11
Carriage House - Chequamegon Bay, Bayfield

15. Upper Flat @ Steeple Hill Flats, Bayfield

Upper Flat @ Steeple Hill Flats, Bayfield
Bayfield
8.6 out of 10, Excellent, (18 reviews)
"Great views of Superior and comfortable stay"
United States
Josh F.
The price is CA $238
CA $386 total
includes taxes & fees
Nov 10 - Nov 11
Upper Flat @ Steeple Hill Flats, Bayfield

16. Carriage @ Hendrickson House

Carriage @ Hendrickson House
Bayfield
10.0 out of 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."
United States
Wendy D.
The price is CA $362
CA $611 total
includes taxes & fees
Nov 22 - Nov 23
Carriage @ Hendrickson House

17. Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint

Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint
Bayfield
10.0 out of 10, Exceptional, (2 reviews)
"The condo was very clean and everything you would need was there. Lisa was very responsive to any questions we had, and was very helpful. We would definitely recommend it to others."
United States
Carol
The price is CA $119
CA $228 total
includes taxes & fees
Nov 15 - Nov 16
Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint
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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Top Stockton Island Hotel Reviews

Find out more about Stockton Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Stockton Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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