Sister Bay Rentals
From $323 per night (USD)VRBO
Newly constructed Condo in town only a block from Sister Bay Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly constructed Mill Road Place is in heart of downtown Sister Bay located a half a block up mill from Bayshore Drive. ...
From $323 per night (USD)VRBO
From $430 per night (USD)VRBO
3 bed 2 bath log cabin w/ firepit in Sister Bay, WI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the c ...
From $430 per night (USD)VRBO
From $310 per night (USD)VRBO
Newly constructed Condominium in the heart of Sister Bay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unit #3 is located on the second floor of the newly constructed Mill Road Place is in heart of downtown Sister Bay locat ...
From $310 per night (USD)VRBO
From $323 per night (USD)VRBO
Beautiful Adults Only Water View Condo, Downtown Sister Bay, Walk To Everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This condo is for adults only. Condo has high end furnishings, stainless steel appliances, quartz counter tops, gas fire ...
From $323 per night (USD)VRBO
From $609 per night (USD)VRBO
Top-Rated 6-Bedroom Vacation Home in Sister Bay – Walkable & Family-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
🌊 Welcome to Your Ideal Sister Bay Getaway Gather your family and friends in this spacious 6-bedroom home located in th ...
From $609 per night (USD)VRBO
From $316 per night (USD)Expedia
Peaceful cul-de-sac and Walking Distance to Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Wooded Bliss is perfect for Door County vacationers looking to stay near the always happening Sister Bay (0.5 mile w ...
From $316 per night (USD)Expedia
From $1937 per night (USD)VRBO
Do you need a big place ? Door County Church Restored to a Beautiful Home
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 20
Door County has been named the Best Family Vacation Destination in Wisconsin as well as one of the Top Ten Vacation Dest ...
From $1937 per night (USD)VRBO
From $440 per night (USD)Expedia
Peaceful,Nature Retreat! Country Stroll to Pebble Beach! Close to Town. Charming
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Condo! Escape to our private wooded setting~conveniently located close to town. Short walk to Pristine Pebble B ...
From $440 per night (USD)Expedia
From $618 per night (USD)VRBO
Downtown Sister Bay Cottage (walk to everything), Open Year Round.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The Cotter Cottage is a perfect vacation rental for those who want to be walking distance to all of the action of downto ...
From $618 per night (USD)VRBO
From $359 per night (USD)VRBO
Door County Farm House Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Bring your family and friends and stay in this traditional Door County Farm House completely remodeled recently! Walking ...
From $359 per night (USD)VRBO
From $424 per night (USD)VRBO
Sister Bay Parkview Beach Cottage #1
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Parkview Beach Cottage is located directly across the street from the beautiful beach and marina park in Sister Bay, Wis ...
From $424 per night (USD)VRBO
From $424 per night (USD)VRBO
Sister Bay Parkview Beach Cottage #2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Parkview Beach Cottage is located directly across the street from the beautiful beach and marina park in Sister Bay, Wis ...
From $424 per night (USD)VRBO
From $776 per night (USD)VRBO
Hot Tub | Sauna | Bar | Arcade | Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Northwoods Farmstead captures the feeling of the best kind of getaway, where mornings are quiet, conversations last long ...
From $776 per night (USD)VRBO
From $391 per night (USD)VRBO
Sister Bay Cozy Cottage, Door County
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sister Bay Cottage Cozy and comfortable cottage located on 1.5 acres just 1.8 miles from downtown Sister Bay. Truly, t ...
From $391 per night (USD)VRBO
From $684 per night (USD)VRBO
101 | Luxury | Downtown Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please follow on “Instagram” “@101sisterbay” for virtual tour. 101 is a seventeen-hundred square foot, three-bedroom, ...
From $684 per night (USD)VRBO
From $915 per night (USD)Expedia
Modern Dörr, Retreat Downtown Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Downtown Sister Bay, 5 minute walk to beach. Tucked away in an unbeatable location, this gorgeous cottage is just steps ...
From $915 per night (USD)Expedia
From $542 per night (USD)VRBO
Downtown Sister Bay Waterfront Condo – Walk to Everything
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect Door County escape! Discover this beautifully appointed luxury downtown condo overlooking the m ...
From $542 per night (USD)VRBO
From $629 per night (USD)Expedia
Secluded Home | Walk to Marina + GameRoom & HotTub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Scandia by Getaway and Stay Enjoy a family-friendly getaway in Sister Bay, just 5 minutes from the marina. The spacious ...
From $629 per night (USD)Expedia
From $822 per night (USD)VRBO
Magnificent Marina View Condo in the heart of downtown Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Marina View Sister Bay Located in the heart of downtown Sister Bay across from the public marina, this 2nd floor luxuri ...
From $822 per night (USD)VRBO
From $734 per night (USD)Expedia
Cardinal Crest of Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This home is in the heart of the Village of Sister Bay, and just a short walk to the marina, beach, shops and dining in ...
From $734 per night (USD)Expedia
From $781 per night (USD)VRBO
PRIME LOCATION! Professionally designed amenities boasting a picturesque view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Bleu on 2 our custom luxury getaway in the increasingly popular Sister Bay. 201 is a spacious seventeen hund ...
From $781 per night (USD)VRBO
From $823 per night (USD)Expedia
Luna's Retreat: Downtown Sister Bay
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located in a beautiful wooded neighborhood a 5 minute walk to downtown Sister Bay! Completed in May of 2021. A bright ...
From $823 per night (USD)Expedia
From $334 per night (USD)VRBO
2 bedroom home walking distance to beach, park, marina, restaurants and shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy 2 story Door County Cottage nestled in a peaceful wooded setting available year round. A relaxing getaway just a 10 ...
From $334 per night (USD)VRBO
From $905 per night (USD)VRBO
Hot tub, fireplace, walking path to town, patio & deck, STUNNING WATER VIEWS!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
***FALL ‘26- SPOTS LEFT: SEP 15-18, SEP 21-25, OCT 18-21, OCT 28-NOV 1 ***SUMMER ‘27- SPOTS LEFT: JUN 1-3, JUN 11-18, A ...
From $905 per night (USD)VRBO
From $420 per night (USD)VRBO
4 bedroom, remodeled kitchen, new flooring throughout, and updated bathrooms!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Remodeled kitchen, new flooring throughout, and updated bathrooms!! The Abode on Spring Road is located in Sister Bay o ...
From $420 per night (USD)VRBO
From $325 per night (USD)VRBO
Take a look at the Nook!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and enjoy this cozy cottage on Bay Shore Drive, only minutes away from the charming and thriving Village of Sister ...
From $325 per night (USD)VRBO
From $542 per night (USD)VRBO
Water View & Perfect Location at Shore View — Walk to Town, Beach & Marina!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the best of Door County from this thoughtfully designed downtown condo with stunning views of the marina and ...
From $542 per night (USD)VRBO
From $254 per night (USD)Expedia
The Sister Bay Getaway: Water View & Downtown! Come enjoy Door County!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect Sister Bay location! A waterfront view of Sister Bay beach and Waterfront Park. Also, enjoy a short walk to ...
From $254 per night (USD)Expedia
From $433 per night (USD)VRBO
Perfect location! Steps from marina and downtown area!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Adorable 1 bedroom condo in the heart of Sister Bay with an obstructed view of the water from the deck!! It has been ...
From $433 per night (USD)VRBO
From $738 per night (USD)Expedia
Welcome to your home away from home in the heart of Sister Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Leave your cares and car behind because you are just steps away from the heart of Sister Bay and the Sister Bay Marina. ...
From $738 per night (USD)Expedia
From $456 per night (USD)VRBO
Welcome to your own private getaway!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Set back in a quiet wooded area but within walking distance of Pebble Beach and some of the most beautiful views in the ...
From $456 per night (USD)VRBO
From $622 per night (USD)Expedia
302 with a View! Luxury 2 bed 2 bath condo with amazing views of Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 302 with a View, the only thing we overlook is the bay! Make yourself at home at our luxury condo that sits ...
From $622 per night (USD)Expedia
From $366 per night (USD)VRBO
IN THE HEART OF SISTER BAY!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LOCATION, LOCATION, LOCATION! Besides the awesome water views from the front porch, this house is walkable to everything ...
From $366 per night (USD)VRBO
From $319 per night (USD)Expedia
Retreat on a wooded lot within walking distance of downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Property features granite counters, slate appliances, air conditioning, and all updated furniture in scenic Door County! ...
From $319 per night (USD)Expedia
From $338 per night (USD)VRBO
Newly built Excecutive Condo located in heart of Sister Bay!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Newly constructed Mill Road Place is in heart of downtown Sister Bay located a half a block up mill from Bayshore Drive. ...
From $338 per night (USD)VRBO
From $2073 per night (USD)Expedia
Premier Waterfront Home Downtown Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
**Newly Renovated** 2023 New Deck & Patio Furniture Our family recently purchased our dream home in Sister Bay. We hav ...
From $2073 per night (USD)Expedia
From $542 per night (USD)VRBO
Spacious Modern Condo in Door County w/ Spectacular Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Your Perfect Sister Bay Getaway! Experience the best of Door County from this beautifully modern and spaciou ...
From $542 per night (USD)VRBO
From $574 per night (USD)Expedia
Walk to Shops & Dining – Renovated Gem
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Completely renovated 4BR/2BA home just a 4-minute walk to Sister Bay Beach! Enjoy a spacious yard, fire pit, o ...
From $574 per night (USD)Expedia
From $371 per night (USD)VRBO
Updated Vintage 1938 Log Cabin – Walk to Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Step Back in Time: A Lovingly Restored 1938 Log Cottage in Sister Bay Welcome to your perfect Door County getaway! Orig ...
From $371 per night (USD)VRBO
From $913 per night (USD)Expedia
Luxury Condo with Awesome View of Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Professional decorated and furnished 3 bedroom luxury condo with unbelievable views of Sister Bay, from the Primary Bedr ...
From $913 per night (USD)Expedia
From $332 per night (USD)VRBO
Amazing High End Condo in the heart of Sister Bay with a Stunning Waterview!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This condo is located in the heart of Sister Bay right across from the beach. Easily walk to some of the best restaurant ...
From $332 per night (USD)VRBO
From $584 per night (USD)Expedia
Wooded Sister Bay Retreat, Walk to town, Firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Hillside Hideaway is the perfect spot to enjoy all of Door County. The house is tucked into a wooded setting and off ...
From $584 per night (USD)Expedia
From $329 per night (USD)VRBO
Upscale Water View Condo in Downtown Sister Bay! Walk to everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This condo is located in the heart of Sister Bay right across from the beach and has excellent finishes. Enjoy the beaut ...
From $329 per night (USD)VRBO
From $320 per night (USD)VRBO
Stunning Adults Only, Downtown Sister Bay, Water View Condo, Walk To Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo is for adults only. Condo has high end furnishings, stainless steel appliances, quartz counter tops, gas fire ...
From $320 per night (USD)VRBO
From $658 per night (USD)VRBO
CONDO 7-Coastal Chic Condo in the Heart of Sister Bay!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
New, luxurious, fully furnished Condo located in the heart of downtown Sister Bay with water views and directly across f ...
From $658 per night (USD)VRBO
From $759 per night (USD)Expedia
Luxury Remodeled 4BR | Downtown Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Scandia Retreat — Completely remodeled with high-end finishes: luxury 4BR home (sleeps 10) in downtown Sister Bay. 5-min ...
From $759 per night (USD)Expedia
From $370 per night (USD)VRBO
CONDO 4-Luxury Loft Retreat in Downtown Sister Bay.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Highlights of this condo: * 2 bedrooms with queen sized beds, master bedroom has 32" TV and private bathrooms with tile ...
From $370 per night (USD)VRBO
From $824 per night (USD)Expedia
CONDO 6-Chic Downtown Condo in Sister Bay.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
New, luxurious, fully furnished Condo located in the heart of downtown Sister Bay with water views and directly across f ...
From $824 per night (USD)Expedia
From $658 per night (USD)VRBO
CONDO 3-Sister Bay Serenity-Luxurious downtown condo!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Highlights of this condo: * 2 bedrooms with queen sized beds, both have 32" TV's and private bathrooms with tiled showe ...
From $658 per night (USD)VRBO
From $658 per night (USD)Expedia
CONDO 5-Sister Bay Gem-Steps to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
New, luxurious, fully furnished Condo located in the heart of downtown Sister Bay with water views and directly across f ...
From $658 per night (USD)Expedia
From $847 per night (USD)VRBO
Stunning home in Downtown Sister Bay-Sleeps 12
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to King's Landing, hosted by Simple Life Rentals! We invite you, your family, friends, and dogs to sta ...
From $847 per night (USD)VRBO
From $653 per night (USD)Expedia
Retro home in downtown sister bay-Sleeps 6!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to High Garden, hosted by Simple Life Rentals! A Door County family home for generations, this one-sto ...
From $653 per night (USD)Expedia
From $851 per night (USD)VRBO
Downtown Sister Bay - 2022 New Construction home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to Highland Haven, hosted by Simple Life Rentals! This home was constructed in 2022 in a quiet neighbo ...
From $851 per night (USD)VRBO
From $628 per night (USD)VRBO
Close to Everything! Spacious 3BR, Big Yard & 15 Min Walk to DT Sister Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Petit Retreat may be close to everything in Sister Bay, but the quiet neighborhood and wildlife sightings from the f ...
From $628 per night (USD)VRBO
From $1586 per night (USD)VRBO
Beautiful brand new home just steps away from downtown Sister Bay.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Right on the water with gorgeous views of the bay and our stunning local sunsets, complete with fire pit to cozy up to ...
From $1586 per night (USD)VRBO
From $1644 per night (USD)Expedia
Waterfront & Dock, Walking Distance To Downtown!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 17
This house will complete your vacation in Door County! Being directly on the water with a concrete dock makes this house ...
From $1644 per night (USD)Expedia
From $955 per night (USD)VRBO
Wooded Retreat With Space for Everyone
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Starkhaus is the kind of place that feels quietly tucked into the woods, where mornings start slow and evenings stretch ...
From $955 per night (USD)VRBO
From $502 per night (USD)Expedia
Sister Bay Eclectic Cottage
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay ...
From $502 per night (USD)Expedia
From $823 per night (USD)VRBO
Charming Home Walking Distance to Downtown Sister Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Indigo House is an exquisitely decorated, meticulously maintained, and warm feeling three bedroom home that is a quick t ...
From $823 per night (USD)VRBO
From $833 per night (USD)Expedia
Cozy Home - 3 min to Sister Bay Downtown, Beach, & Pirates Cove Adventure Golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Cozy Home! Located just minutes from downtown Sister Bay & Adventure Golf, our tranquil haven offers the perf ...
From $833 per night (USD)Expedia
From $1052 per night (USD)VRBO
Professionally designed penthouse with Lake Michigan as a backdrop.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This one-of-a-kind property boasts a million-dollar view from the crow's nest on the 4th floor overlooking the shores of ...
From $1052 per night (USD)VRBO
From $1074 per night (USD)Expedia
Great location! Steps from downtown! New luxury 3 Bedroom 2 1/2 Bath Condo.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Shoreview Place! A beautiful new luxurious Condo, with a water view located on top of the bluff overlooki ...
From $1074 per night (USD)Expedia
From $774 per night (USD)VRBO
New construction coastal farmhouse-walk to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Brand new farmhouse style custom built home in Sister Bay. Enjoy morning coffee in rocking chairs on wide front porch, w ...
From $774 per night (USD)VRBO
From $1049 per night (USD)Expedia
Modern Downtown Home- 6 Bdrms w/ Foosball & Arcade
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
One minute. That’s it. One minute drive to downtown Sister Bay—and yes, you can walk to all your favorite spots too. Co ...
From $1049 per night (USD)Expedia
From $919 per night (USD)VRBO
The Sister Bay Haus | 4BR Luxury + Sauna | Walk to Downtown & Northern Haus
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Luxury 4-bedroom retreat (sleeps 12) featuring a private year-round 6–8 person barrel sauna, spacious gathering areas, f ...
From $919 per night (USD)VRBO
From $1054 per night (USD)Expedia
Luxury Family Retreat - Game Room, Chef’s Kitchen, Walk to Shops & Shoreline 🏖️
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your ideal Door County escape — a beautifully designed chalet in the heart of downtown Sister Bay, just step ...
From $1054 per night (USD)Expedia
From $775 per night (USD)VRBO
Downtown Sister Bay | Arcade, Deck, Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Cardinal Retreat – Luxury remodeled 4BR (sleeps 12) in downtown Sister Bay. New private arcade, basketball hoop, expansi ...
From $775 per night (USD)VRBO
From $943 per night (USD)Expedia
Modern Home | Walk to Downtown, Hot Tub & GameRoom
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Wooded Wonder managed by Getaway and Stay Cozy up at Wooded Wonder, just two blocks from the harbor and steps from Al J ...
From $943 per night (USD)Expedia
From $578 per night (USD)VRBO
The Best Kept Secret ! SisterBay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
<p>Location! Location! Location! This Best Kept Secret is located in the heart of Sister Bay within walking distance t ...
From $578 per night (USD)VRBO
From $773 per night (USD)Expedia
Marina Luxe Overlooking Sister Bay Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning Marina Views & Walkable Sister Bay Retreat Discover one of the most sought-after Door County vacation rentals ...
From $773 per night (USD)Expedia
From $770 per night (USD)VRBO
Cozy Cabin in Sister Bay • HotTub • FirePit • Dogs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Sleepy Moose by Getaway and Stay Stay in this charming log cabin in Sister Bay, steps from Pebble Beach, shops, and c ...
From $770 per night (USD)VRBO
From $659 per night (USD)Expedia
#1Downtown Spot | Walk to Beach, Hot Tub & Pets OK
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Sister Sunset by Getaway and Stay Experience a magical Sister Bay getaway at this newly renovated retreat! Just steps f ...
From $659 per night (USD)Expedia
From $424 per night (USD)VRBO
Alpaca Grand Vacation Rental
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
The Alpaca Grand Vacation in Sister Bay, WI, offers a unique stay above Alpaca to Apparel in a charming early 1900s buil ...
From $424 per night (USD)VRBO
From $601 per night (USD)Expedia
SisterBayHus - a Scandi inspired family getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
SisterBayHus has everything you need for an enjoyable vacation in the heart of Door County. Take advantage of the short ...
From $601 per night (USD)Expedia
From $456 per night (USD)VRBO
The Bluffside Stays home is a classic Door County home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Decorated with a light and open coastal design style. Located in beautiful downtown Sister Bay just steps from the publi ...
From $456 per night (USD)VRBO
From $1049 per night (USD)Expedia
Modern Retreat | 6 Bedrooms- Prime Location & Game Room
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
One minute drive to downtown Sister Bay! You can walk to all your favorite spots! Then come home to this Retro-Chic Grou ...
From $1049 per night (USD)Expedia
From $608 per night (USD)VRBO
Experience the perfect family getaway in Sister Bay.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Nestled in the woods on a quiet, dead-end street in Sister Bay, this spacious home offers a peaceful escape while still ...
From $608 per night (USD)VRBO
From $443 per night (USD)VRBO
Overlook Downtown in this New 1st Floor Condo with a Beautiful Water View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
From the moment you enter you will be wowed! The stunning water views from the hill are breathtaking! This brand new 3 b ...
From $443 per night (USD)VRBO
From $404 per night (USD)VRBO
Cozy 2-bedroom condo in charming Sister Bay, walking distance to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Nautical Nook Condo in Sister Bay, Door County, Wisconsin! This charming 2-bedroom, 1.5-bath getaway is perfe ...
From $404 per night (USD)VRBO
From $355 per night (USD)VRBO
Come visit the recently updated Shell Rae!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located across from the public beach and walking distance to all of your favorite shops and restaurants Sister Bay has ...
From $355 per night (USD)VRBO
From $589 per night (USD)VRBO
Luna View | Top-Floor Water Views & Covered Patio in Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Luna View – Unit 303, a top-floor condo with sweeping water views of Sister Bay. This 1-bedroom, 1-bathroom c ...
From $589 per night (USD)VRBO
From $589 per night (USD)Expedia
Luna View | Top-Floor Water Views & Covered Patio in Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Luna View – Unit 302, a top-floor condo with sweeping water views of Sister Bay. This 1-bedroom, 1-bathroom c ...
From $589 per night (USD)Expedia
Click For PricingVRBO
Luna View | Bay Views, Walk to Beach & Downtown Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Luna View – Unit 203, a beautifully appointed condo offering scenic water views of Sister Bay and an unbeatab ...
Click For PricingVRBO
From $589 per night (USD)Expedia
Bay Views, Covered Patio & Walkable Downtown Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Luna View – Unit 202, a beautifully designed second-floor condo featuring stunning water views of Sister Bay ...
From $589 per night (USD)Expedia
From $589 per night (USD)VRBO
First Floor Condo with Covered Patio & Water Views in Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Luna View – Unit 102, a beautifully designed first-floor condo offering stunning water views of Sister Bay al ...
From $589 per night (USD)VRBO
From $589 per night (USD)Expedia
Luna View | Steps to Sister Bay Beach + Walk to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Luna View – Unit 101, a newly built condo offering the perfect blend of walkable convenience and laid-back Do ...
From $589 per night (USD)Expedia
From $589 per night (USD)VRBO
Top-Floor Water Views & Spacious Covered Patio in Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Luna View – Unit 301, a stunning top-floor condo with panoramic water views of Sister Bay. This 1-bedroom, 1- ...
From $589 per night (USD)VRBO
From $475 per night (USD)Expedia
Modern Woodsy Cabin, Walk to Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Starkhutte is a cozy two bedroom modern woodsy cabin tucked among the trees, offering the best of both privacy and locat ...
From $475 per night (USD)Expedia
From $1020 per night (USD)VRBO
Walk to Sister Bay | Fireplace, Ping Pong & Spacious Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Four Sisters by Getaway and Stay Escape to the perfect Door County getaway where comfort, connection, and convenience c ...
From $1020 per night (USD)VRBO
From $879 per night (USD)Expedia
Marina Views & Walkable Sister Bay Condo- Paddle Boards & Bikes Included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning Marina Views & Walkable Sister Bay Retreat Discover one of the most sought-after Door County vacation rentals ...
From $879 per night (USD)Expedia
From $528 per night (USD)VRBO
walking distance to Downtown Sister Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to Maevebrook, hosted by Simple Life Rentals! This one-of-a-kind property was newly renovated in 2026 ...
From $528 per night (USD)VRBO
From $495 per night (USD)VRBO
Our Charming, Swedish-style chalet is located, on the north side of Sister Bay.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You and your group will love walking into town for a trip to the beach and park or a meal at any of Sister Bay’s fine r ...
From $495 per night (USD)VRBO
From $988 per night (USD)VRBO
Contemporary Northwoods Retreat- In the Heart of Sister Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Trillium Timbers, a thoughtfully designed Contemporary Northwoods–style home tucked into the trees just momen ...
From $988 per night (USD)VRBO
From $370 per night (USD)Expedia
Pearl Of Sister Bay Luxury Downtown Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to the Pearl of Sister Bay,a chic downtown condo ideal for a relaxing escape! This 1-bedroom, 1-bathroom condo o ...
From $370 per night (USD)Expedia
From $322 per night (USD)VRBO
New condo in downtown Sister Bay, walkable to all your favorite places!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One king bedroom with a master bathroom with large walk in shower. Cozy gas fireplace and gorgeous patio to relax and e ...
From $322 per night (USD)VRBO