
Sister Bay Holiday Rentals
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Our top choices for Sister Bay holiday rentals

1. Scandinavian Lodge
Scandinavian Lodge
2. CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
3. Updated Vintage 1938 Log Cabin – Walk to Sister Bay
Updated Vintage 1938 Log Cabin – Walk to Sister Bay
4. Private 3BR Gem on 2.5 Wooded Acres- Close to All
Private 3BR Gem on 2.5 Wooded Acres- Close to All
5. Walk to Downtown! Wooded 4BR Sister Bay Home
Walk to Downtown! Wooded 4BR Sister Bay Home
6. CONDO 5-Sister Bay Gem-Steps to the Beach
CONDO 5-Sister Bay Gem-Steps to the Beach
7. CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
8. Evergreen Hill Condominiums
Evergreen Hill Condominiums
9. Waterbury Inn
Waterbury Inn
10. THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
THE CHARM of DOOR COUNTY - Cuteness and elegance combined!
11. Landmark Resort
Landmark Resort
12. Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
Charming 2-bedroom cottage in Fish Creek with AC, heat, WiFi
13. Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
Humbug Abode - located on beautiful 5 acres, minutes drive to Sister Bay
14. Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
Private Wooded Retreat w/ Hot Tub & Fireplace - Near Sister Bay
15. Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
Hot Tub, Family Friendly + 2 King Beds, Game Room, Secluded -Close to SB & Beach
16. Insta-worthy Waterfront Cottage with Hot Tub
Insta-worthy Waterfront Cottage with Hot Tub
17. Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
Red Cherry Woods Cottage 🍒 ~ Stylish Baileys Harbor Escape
18. Jacksonport Woodland Hearth Retreat - Near Lake Michigan
Jacksonport Woodland Hearth Retreat - Near Lake Michigan
19. Sandy Toes Retreat,stunning view & just 25 steps to a sandy beach Lake Michigan.
Sandy Toes Retreat,stunning view & just 25 steps to a sandy beach Lake Michigan.
20. Harbor View Penthouse Downtown Egg Harbor
Harbor View Penthouse Downtown Egg HarborFind holiday rentals that suit your style
Top Sister Bay Hotel Reviews

Settlement Inn & Lavender Spa
Find out more about Sister Bay
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sister Bay holiday 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. 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 holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Sister Bay. 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 Sister Bay. Seeing all the best attractions is bound to make you fall in love with Sister Bay. Who knows, you may even be tempted to extend your 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 holiday 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 Sister Bay short-term rentals, that won’t be hard to do.




































































