
Madeline Island Holiday Rentals
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Our top choices for Madeline Island holiday rentals

1. Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaint
Bayfield studio, NEW listing/freshly remodeled, Apostle Islands, charming/quaintBayfield
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$733
HK$1,419 total
includes taxes & fees
3 Nov - 4 Nov

2. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield
PORT 1 bedroom studio with AC just 2.5 miles from BayfieldBayfield
10.0 out of 10, Exceptional, (1 review)
The price is HK$863
HK$1,819 total
includes taxes & fees
3 Nov - 4 Nov

3. Woodland Chalet @ Brickyard Creek, Bayfield
Woodland Chalet @ Brickyard Creek, BayfieldBayfield
9.8 out of 10, Exceptional, (67 reviews)
The price is HK$1,863
HK$3,247 total
includes taxes & fees
3 Nov - 4 Nov

4. Northwoods Chalet @ Brickyard Creek, Bayfield
Northwoods Chalet @ Brickyard Creek, BayfieldBayfield
10.0 out of 10, Exceptional, (83 reviews)
The price is HK$2,010
HK$3,430 total
includes taxes & fees
3 Nov - 4 Nov

5. 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, (44 reviews)
The price is HK$1,451
HK$2,011 total
includes taxes & fees
16 Nov - 17 Nov

6. Lower Flat @ Steeple Hill Flats, Bayfield
Lower Flat @ Steeple Hill Flats, BayfieldBayfield
9.2 out of 10, Wonderful, (26 reviews)
The price is HK$1,177
HK$1,848 total
includes taxes & fees
3 Nov - 4 Nov

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 BayfieldBayfield
10.0 out of 10, Exceptional, (23 reviews)
The price is HK$1,373
HK$2,915 total
includes taxes & fees
3 Nov - 4 Nov

8. Downtown Bayfield Lodging in Historic Building
Downtown Bayfield Lodging in Historic BuildingBayfield
9.2 out of 10, Wonderful, (5 reviews)
The price is HK$2,010
HK$3,491 total
includes taxes & fees
3 Nov - 4 Nov

9. 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 BayfieldBayfield
10.0 out of 10, Exceptional, (124 reviews)
The price is HK$2,353
HK$4,534 total
includes taxes & fees
4 Nov - 5 Nov

10. Brookside Hide-A-Way #2, Port Superior, Bayfield
Brookside Hide-A-Way #2, Port Superior, BayfieldBayfield
9.8 out of 10, Exceptional, (42 reviews)
The price is HK$1,373
HK$2,162 total
includes taxes & fees
3 Nov - 4 Nov

11. Main @ Hendrickson House
Main @ Hendrickson HouseBayfield
10.0 out of 10, Exceptional, (3 reviews)
The price is HK$2,206
HK$4,222 total
includes taxes & fees
3 Nov - 4 Nov

12. Carriage House - Chequamegon Bay, Bayfield
Carriage House - Chequamegon Bay, BayfieldBayfield
9.0 out of 10, Wonderful, (16 reviews)
The price is HK$1,951
HK$3,834 total
includes taxes & fees
3 Nov - 4 Nov

13. Apostle Pines #4 @ Apostle Highlands Golf Course
Apostle Pines #4 @ Apostle Highlands Golf CourseBayfield
9.8 out of 10, Exceptional, (22 reviews)
The price is HK$1,951
HK$3,834 total
includes taxes & fees
3 Nov - 4 Nov

14. South Apartment on Main Street
South Apartment on Main StreetAshland
9.8 out of 10, Exceptional, (25 reviews)
The price is HK$777
HK$1,390 total
includes taxes & fees
9 Nov - 10 Nov

15. Mission Springs Resort
Mission Springs ResortAshland
9.4 out of 10, Exceptional, (82 reviews)
The price is HK$1,601
HK$1,689 total
includes taxes & fees
16 Nov - 17 Nov

16. Upper Flat @ Steeple Hill Flats, Bayfield
Upper Flat @ Steeple Hill Flats, BayfieldBayfield
8.6 out of 10, Excellent, (18 reviews)
The price is HK$1,324
HK$2,144 total
includes taxes & fees
15 Nov - 16 Nov

17. North Apartment with Lake Superior Views
North Apartment with Lake Superior ViewsAshland
10.0 out of 10, Exceptional, (46 reviews)
The price is HK$981
HK$1,718 total
includes taxes & fees
8 Nov - 9 Nov

18. Carriage @ Hendrickson House
Carriage @ Hendrickson HouseBayfield
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$2,010
HK$3,491 total
includes taxes & fees
15 Nov - 16 Nov

19. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & FirepitWashburn
8.8 out of 10, Excellent, (44 reviews)
The price is HK$1,640
HK$3,427 total
includes taxes & fees
3 Nov - 4 Nov

20. Up North Oasis - Families & Dogs in the Bayfield Area
Up North Oasis - Families & Dogs in the Bayfield AreaWashburn
9.8 out of 10, Exceptional, (14 reviews)
The price is HK$1,138
HK$2,574 total
includes taxes & fees
29 Nov - 30 Nov
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 Madeline Island Hotel Reviews

Blue Wave Inn
10/10 Excellent
Find out more about Madeline Island
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