Vacation Rentals By Owner In Baileys Harbor, WI

$565.02

Lakeview Cottage in Downtown Baileys Harbor

Baileys Harbor, Wisconsin, United States

This century-old home has undergone a full renovation and has turned into a Door County gem! Finished with nautical-themed decor, new beds and bedding, fully updated plumbing and lighting, all new windows and a new flagstone patio for you to relax and enjoy a cup of coffee or glass of wine. Not to mention the beautiful view of the lake and prime location. Just 4 houses down from the brewery, coffee shop and various restaurants. brbrThe house has been beautifully renovated in a way that preserves the authenticity of the original house while adding modern conveniences and style. With the 4th bedroom, the house is set up perfectly for a multi-family vacation, several couples or just a bigger family!

4

Bed

2

Bath

8

Sleeps

$777.14

/ Nightly

Private Vacation Home

Secluded Dog-Friendly Retreat in Baileys Harbor

Baileys Harbor, Wisconsin, United States

Welcome to Chalet Cerise, hosted by Simple Life Rentals! Escape to your peaceful Door County getaway! Tucked away on a private wooded lot in Baileys Harbor, this cozy retreat offers the perfect balance of relaxation, adventure, and modern comfort. Bring the whole family - dogs are welcome! - and unwind among the trees while still being just a short drive to Lake Michigan, beaches, restaurants, wineries, and charming coastal towns. Your furry friend will love the woods, fresh air, and peaceful setting just as much as you do.brThe home features warm, inviting living spaces and 2 Smart TVs (living room + loft). When it’s time to unplug, gather for board games, puzzles - perfect for rainy days and cozy evenings in. Stay connected with Starlink, ideal for remote work, streaming, or sharing vacation photos. brThis property allows up to 2 well-behaved dogs, with an additional fee collected at booking.br brProperty Features:br+ Secluded wooded lot in Baileys Harborbr+ 2 dogs welcome br+ 2 Smart TVs- guests sign into their own accountsbr+ Board games br+ Fully equipped kitchen (see amenities)br+ Wi-Fi -Starlink!br+ Central air and heatbr brSleeping Configuration:brBedroom 1 (upper level): King size bed, Smart TV, ceiling fan brBedroom 2 (upper level): Queen size bed, ceiling fan brBedroom 3 (upper level): Queen size bed, ceiling fanbrAdditional sleeping space: Pull-out sofa couch (queen) in loft spacebrbrBathrooms:brBathroom 1 (main level): Half bathroom brBathroom 2 (upper level): Full bathroom with walk-in shower, hair dryer brBathroom 3 (upper level): Full bathroom with tub shower combo, hair dryer br brOutdoor Area: brPropane grill (propane provided) brFire pit with 4 chairs (please bring local firewood)br4 Parking spots available in driveway (maximum 4 cars)  brbrAmenity + damage protection waiver includes: Include in all properties brBed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) brA starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. brPEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage). br brHome Truths: brNo garage on sitebrSecurity camera at the front doorbr brThis home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors and municipal restrictions, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, weddings, or other gatherings.br brThe property is equipped with a decibel and smoking monitoring sensor located inside and outside of the home. brbrDoor County Tourism Zone Commission Permit #02-56-3417-07 brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

Bed

Bath

Sleeps

$642.9

/ Nightly

Private Vacation Home

Stone Cottage , Nestled In The Woods in Door County

Baileys Harbor, Wisconsin, United States

The Stone Cottage is located on almost an acre, down a secluded lane across from Lake Michigan. It's the perfect escape from your hectic life where you can spend time with family over the holidays, or enjoy a peaceful romantic getaway. Just down the road is a hidden treasure of Baileys Harbor, the beautiful and historic Bjorklunden Estate.brbrYou can walk many trails, either wooded or along Lake Michigan, or stroll into Baileys Harbor where you have many shops and restaurants available.brThis beautifully designed home built in 2007, has vaulted ceilings, skylights and a stunning stone fireplace in the great room which creates a warm and welcoming atmosphere. The wall of windows and skylights bring Door County's natural beauty to the home.brThrough a pair French doors, just off the entry way, you go into the library, with a magnificent bookcase and comfortable furniture that offers a quiet retreat. There is a media room that is perfect for games, conversation or just relaxing with family and friends. brAcross the hall from the library is the powder room and laundry with a full size washer and dryer.brThe split floor plan is designed with the master suite on the first floor. It has a 6' patio door going to the deck and gazebo and a full bath with a double vanity and soaking tub. The first floor also has a queen bedroom and a bedroom with 2 twin beds.brThe fifth bedroom with queen bed, and queen bedroom and full bath are on the second floor. Downstairs has 3 bathrooms, one is half bathbrIn the back, the sun filled wooded setting, with a large deck and attached gazebo, are perfect for entertaining family and friends. There is a firepit in the backyard where you can gather in the evenings for conversations with friends or cooking s'mores with the kids. There is gas grill as well as tables for outdoor dining. Also a full size generator for electricity outages. The walking trails will lead you into wooded paths perfect for viewing the wildlife, or down to the lake for stunning views of the sunrise. There is a fire pit, no wood provided. As of 2023 the downstairs has all new flooring through out the downstairs. All new quartz counter tops in kitchen of this year 2024brJust installed the Starlink High Speed Internet for the Cottage

5

Bed

2

Bath

10

Sleeps

$492.59

/ Nightly

Private Vacation Home

Perfect for families!!, Baileys Harbor 3 Bedroom House! Sleeps 6 plus 2 under 12

Baileys Harbor, Wisconsin, United States

Kendall ParkbrA comfortable 3-bedroom, 2-bath home on the quiet side of Door County. Located in downtown Bailey's Harbor and one block in from the main street. This house is within walking distance to the Marina, The Ridges Environmental Center, Door County Brewery, Harbor Fish Market & Grille, Chives Restaurant, Bailey's 57, Anclam Beach, shops, and all that Bailey's has to offer. Yet the home offers privacy in a quiet, safe neighborhood. Located across from Kendall Park which is fun for the kids and convenient for the Sunday Farmers Market.brbrThe house was built in 1950 as a 3-bedroom, 1-bath home. In 1973 it received a major remodel which included a great room with a stone fireplace, and a master bedroom with a bath. Except for a few makeovers here and there, it remained that way for 46 years.brbrIt recently underwent a significant transformation. The house has been renovated using repurposed materials from industrial buildings and barns from around Wisconsin as well as Amish-made cabinets and furniture.brbrThe family room and the kitchen is generally one large area which is perfect for families. It has a stone, floor-to-ceiling fireplace surrounded by a comfortable seating area. There is a huge bar height table in front of a backlit timber and cream city brick wall with a coffee bar and sink. Patio doors lead to a private, spacious deck with ample seating and a gas fire table and grill. The kitchen overlooking the family room is set up with everything you need to enjoy family meals at home if you choose. On the other side of the house, down the hall, is where you will find the three bedrooms. The master bedroom has a queen bed and a full bath with a walk-in shower and walk-in closet. The remaining 2 bedrooms each have a queen bed and a twin-XL bed along with a closet. Both bedrooms share the main bath at the end of the hall. It is a full bath with a shower over the tub. Additionally, the master bedroom walk in closet has been converted into a laundry area with washer and dryer for guests to use.brbrBailey's Harbor is the perfect location in Door County! This house is the perfect location in Bailey's Harbor! brEnjoy your stay!br

Bed

Bath

Sleeps

$640.59

/ Nightly

Private Vacation Home

Moonlight Cabin located in Baileys Harbor

Baileys Harbor, Wisconsin, United States

pMoonlight Cabin, Just bring your suitcase and enjoy all the comforts of home. This home is 4 bedrooms, 2 baths, open concept kitchen/ dining/ living room and 4 season sunroom is the perfect spot for a getaway! You can also relax in the private backyard sitting around the campfire or grilling out on the front deck. Located walking or biking distance to downtown you can enjoy everything Baileys Harbor has to offer from restaurants, brewery, waterfront, and much more./pbrbrpbr/pbrbrpbr/p

4

Bed

2

Bath

8

Sleeps

$353.55

/ Nightly

Cottage

Charming Cottage

Baileys Harbor, Wisconsin, United States

Charming, Clean, Quiet and Secluded . Nestled amongst the Cedars and within a very short distance to Moonlight Bay and Cana Island Lighthouse! This newly Remodeled , freshly Painted , Cozy, Charming Cottage is sure to be your Perfect Couples Getaway!br1 bedroom 1 bath with additional pullout twin sofa, kitchen, Queen Bed, Full laundry , Walk in shower . Perfect for a peace and Quiet Door County Experience . Within walking distance of Moonlight Bay to launch your kayak, Canoe, Go Fishing or just to sit and relax . brMud Lake Wildlife area is Across the Street with Hundreds of Acres of Wildlife Sanctuary. Minutes from Baileys Harbor restaurants , beaches , shopping, The ridges Sanctuary and Cana Island Lighthouse . A true Door County Experience !

Bed

Bath

Sleeps

$942.66

/ Nightly

Private Vacation Home

Best Sand Beach on Lake Mich for 14! - A Few Fall Dates Still Available!

Baileys Harbor, Wisconsin, United States

WELCOME TO SANDY SHORES BEACH HOUSE!brbrSPECIAL NOTE: brbrJune, July and August Prime Time Requires a 7 nite minimum, SATURDAY TO SATURDAY brbrSpring and Fall seasons require a 4-nite minimum stay. Thank You. brbrPROPERTY HIGHLIGHTSbrbr*This is a fantastic 3000+ sf, 6 bedroom and 5 bathroom Lake Michigan beach house located 1.5 miles north of Jacksonport on a large lot with direct access to one of the most desirable sand beach shorelines in Door County. brbr*In addition to a spacious dining room and living room with a wood burning fireplace, the house has a bonus second story sitting room for relaxing and reading with beautiful water views. The lower level also has a family room with an additional TV - perfect for kids. brbr*This home has a glorious sand and swimming beach with miles to walk-both north and south - all private homes.brbr*VIews are spectacular views and the waters edge playground with sunrises and stargazing second to none. brbr*Enjoy lazy days on the beach or sunning on the large deck followed by cookouts on the grill and s'mores at the bonfire. brbrBEDROOMSbr*Sandy Shores accommodates a total of 14 in 6 bedrooms. Bed linens and bath towels are provided. brbrSECOND FLOORbrBedroom #1 -Queen bed w/private bathbrBedroom #2 -Three (3) twin beds and an additional full bath brbrMAIN FLOORbrBedroom #3-Queen bed w/private bathbrBedroom #4- Two twin bedsbrBedroom #5-Queen bed and a shared full bath. brbrLOWER LEVEL brBedroom #6 Two twin beds and one queen size futon in adjacent family room, one full bath.brbrKITCHENbr*The kitchen is well appointed with everything you need for preparing and serving meals including a dishwasher and an additional refrigerator in the garage. brbrTECHNOLOGYbr*There's no shortage of technology as this home offers secure wireless internet, cable television, DVD player, Central Heat/Air Conditioning brbrIN JACKSONPORTbrJust a mile+ south in downtown Jacksonport you will enjoy Bleys Grocery Store, 'Lil Bit of Coffee, Island Fever, Mikes Port Pub, and Jacksonport Bakery. Peninsula Kayak offers paddle boards and kayaks to rent and will deliver to the house! brbrYou won't be disappointed with this gorgeous Lake Michigan beach front location! brbr*Sandy Shores Beach House is a member of Door County Premium Rentals offering beautiful homes on Door County's Lake Michigan Shoreline. brbr*Designated nightly and weekly rates do not include 13.5% state and county tax, housekeeping/linens fee and VRBO booking fees should you make your reservation on the VRBO platform. brbr*Door County Premium Rentals does not receive any of VRBOs fees. brbr*Prices may change at owners discretion.

Bed

Bath

Sleeps

$519.88

/ Nightly

Private Vacation Home

Charming, Centrally Located Restored Farmhouse On A Half Acre Of Secluded Lawn

Baileys Harbor, Wisconsin, United States

The Orchard House is centrally located in the lakeside village of Baileys Harbor in Door County, Wisconsin. This two-story, quaint farmhouse with fully updated amenities has a total of four bedrooms and three bathrooms capable of accommodating up to eight guests. Standing on a half acre of secluded lawn and shaded by ancient apple trees, this is the perfect place to relax, unwind, and get away from it all.brbrWith a playground, marina, sand beach, farmer's market, nature preserve, multiple breweries, restaurants, and food trucks all less than 5 minutes walk away, the Orchard House is an ideal central location for your Door County getaway. Outdoor amenities include private parking, gas grill, picnic table, hammock, porch swing & chairs, lawn chairs, badminton net, bag toss, croquet, and bocce ball. Indoor amenities include central air, WiFi, satellite TV, washer/dryer, dishwasher, filter pot coffeemaker, and fully modernized kitchen appliances.brbrThe first floor offers a king size bedroom with en suite bath including a double whirlpool, shower, and gas fireplace. A fully equipped kitchen and a living room with a TV and gas fireplace make up the rest of the first floor. The second floor features a bedroom with one queen bed and en suite bathroom with a bath/shower, a bedroom with a midsize bed, a bedroom with two twin beds, and a hallway bathroom with a bath/shower, plus a laundry room with a washer/dryer.brbrCall 1-920-839-9222 to place a reservation. Smoke free & pet free.

Bed

Bath

Sleeps

$1399.58

/ Nightly

Private Vacation Home

Waterfront home in Downtown Baileys Harbor- Across from the Brewery!

Baileys Harbor, Wisconsin, United States

Welcome to Limestone Edge, hosted by Simple Life Rentals! Guests will love the 5-bedrooms and 4.5 bathrooms spread between the main house and the guest house, nestled in the heart of downtown Baileys Harbor. It's perfectly located across from Door County Brewery and Chives Restaurant and right next door to Lake Fire Winery. With unbeatable sunrise views over Lake Michigan and a cozy fire pit, it’s the ultimate setting for memorable vacation in Door County!brbrThe main house features a well-equipped kitchen, two spacious living rooms, and a large dining table that seats up to 12 with extra leaves and a bench for added seating. It also boasts 4 bedrooms and 4.5 bathrooms, including two ensuite bathrooms for added privacy. Additionally, a separate studio apartment offers a Murphy bed and full bathroom for flexible accommodations.brbrProperty features: br+ 90 feet of private Lake Michigan waterfront br+ Seasonal dock (not for watercraft)br+ Internet/ Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary)br+ 3 Smart TV's (front living room, back living room, and studio), guests may log in using their own accountsbr+ Direct TVbr+ Dining tables with seating for 12 (main property) and seating for 6 (studio)br+ Central air and heatbr+ Ceiling fans and portable fans in all bedroomsbr+ Gas fireplace (living space in main property)br+ Washer, dryer, iron, ironing board, drying rackbr+ Three patios with seating: in front of the house, behind main house, and behind studio guest housebrbrKitchen Amenities: brThe kitchen is fully equipped and then some! brExtras include: beverage fridge, ice maker, dishwasher, blender, waffle/ panini maker, crockpot, and Soda Stream, plus a traditional drip coffee maker and coffee grinderbrbrGuest studio includes a mini-fridge and traditional drip coffee maker.brbrSleeping Accommodations: brBedroom 1 (main level): King size bed, Portable fan, hangers, extra pillows and blankets, attached full bathroombrBedroom 2 (upper level): King size bed, ceiling fan, hangers, extra pillows and blankets, attached full bathroombrBedroom 3 (upper level): King size bed, Portable fan, hangers, extra pillows and blankets brBedroom 4 (upper level): Queen size bed, Portable fan, hangers, extra pillows and blankets brBedroom 5 (studio, separate from main house): Queen Murphy bed, ceiling fan, hangers, Smart TV, extra pillows and blankets br brBathrooms: brBathroom 1 (main level): Full bathroom with tub shower combo, hair dryer, ensuite to bedroom 1brBathroom 2 (Main level): Half bathroombrBathroom 3 (upper level): Full bathroom with walk-in shower, hair dryer brBathroom 4 (upper level): Full bathroom with walk-in shower, hair dryer, ensuite to bedroom 2brBathroom 5 (studio, separate from main house): Full bathroom with walk-in shower br brOutdoor Area: brLounge seating for 18 providedbrPropane grill (extra propane provided) brFire pit with 6 chairs (guest must provide own firewood) br1 Parking spot available and location in front of garage, extra parking next door in public parking lotbr brWater Access:br36 foot dock installed seasonally, dates fluctuate typically between Memorial Day and Labor Day brWatercraft docking is not allowed brWater is approximately 2.5 feet deep at end of dock and bottom is rockybrRocky shoreline with steep limestone edgebrAccess to dock via grassy and steep pathbrWater is not accessible by shore, must use dock to accessbr  brAmenity + damage protection waiver includes:br-Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br-A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br-PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage).brbrImportant Property Notes:brGarage is not available to guestsbrNo on-site parking is available however street parking and public parking lot is next to home.brbrThis home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors and municipal restrictions, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, weddings, or other gatherings.br brThis property is equipped with a decibel monitoring sensor located inside and outside of the home. brbrDoor County Tourism Zone Commission Permit #02-56-3021-07brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

Bed

Bath

Sleeps

$479.07

/ Nightly

Private Vacation Home

Door County Dreaming Cabin, Pet Friendly

Baileys Harbor, Wisconsin, United States

pTastefully updated, pet friendly cottage with in walking distance to downtown Bailey's Harbor. Explore beaches, state parks, snowmobile trail, Ridge's Sanctuary, restaurants, bars, and local brewery! Our Door County Cottage is perfect for your next getaway and Its so cute and cozy! Great back yard to gill out, have a fire in the fire pit and relax with your furry friend! We want to be your guide while you enjoy our amazing town and cozy cottage! Sleeps up to 6, and 1 pet with a paid $99 pet cleaning fee./pbrbrpThis lovely house is 3 bedrooms with 1 king room, 1 queen room and a room with 2 single beds, 1 bath, washer/ dryer combo and a full kitchen. The back yard is private and adjoins to Door County Land trust land, perfect for relaxing outside, enjoying nature and stars in the night sky night. We are located about 1/2 a mile from down town. You can walk to all our fun local events, live music, farmers market and much more.brbr/p

Bed

Bath

Sleeps

$419.95

/ Nightly

Private Vacation Home

Baileys Harbor Condo, Door County

Baileys Harbor, Wisconsin, United States

Bright sunny windows with views of the lovely Maxwelton Braes golf course and easy access right off Highway 57 in Baileys Harbor. Two furnished covered decks with gas grill, a vaulted ceiling in the great room. The dining area also enjoys a wall of windows and there is a convenient large galley kitchen filled with cabinetry, quartz counter space and great appliances. There is a separate half bathroom and separate laundry room with washer and dryer on the upper floor. Bedrooms are located on the lower floor -- and all three have wonderful windows with full daylight. The main bedroom with king sized bed includes large windows with golf course view and access to one of the covered decks, and has a large private full bathroom and walk in closet. The second bedroom is light and airy with a queen sized bedroom and closet. The third bedroom overlooks the golf course and is furnished with a comfortable queen sized sofa bed and has a den feel, with door to covered deck. Beaches, parks, theater, music, Farmer's markets, hiking trails, water sports are all within 5 minutes of the condo.

3

Bed

2

Bath

6

Sleeps

Select Dates for Price

Private Vacation Home

NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES

Baileys Harbor, Wisconsin, United States

NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRESbrWe rent two other properties on VRBO #467927 and #699521 with a 5-Star rating. This is our personal home being made available for 2 weeks only.brbrThe property is located on a 3.5 acre lot with 250' of gorgeous shoreline. The home is located on a point with views to the south of famous Cave Point.brbrThis new home has a large master bedroom and master bath on the main floor with walk in tile shower. There is a great room centered in the home with 18' tall masonry fireplace. A 60 flatscreen LED TV with Dish TV is all set to watch your favorite shows. All floors on the main floor are wood or tile.brbrThe kitchen is very roomy with Wolf range, 2 refrigerators, dishwasher, cherry cabinetry. All countertops in the home are granite.brbrWe have just installed Premier One UV Air purifier system to the HVAC system. It is a germicidal air purifier that uses ultra violet light. Our cleaning company is using CDC cleaning guidelines on every cleaning. We are washing all bedding between stays and are NOT suppling towels at this time. Guests need to bring their own towels. We want you to be able to relax on your visit.brbrYou will find yourself very relaxed and comfortable.brbrThere is a change in VRBO tax collection procedure. VRBO includes tax for state and county taxes on your quote, but the local room tax is billed after the booking. Door County's local room tax is 5 1/2%.brbrThe location is perfect. You are 10 to 15 minutes to just about anything you want to do, but you are in a quite peaceful setting. I grew up in Door County and chose this location to build our dream home. I like to be relaxed without hearing a busy highway, traffic and lots of people when I get home. You will love the location.brbrIf you like to hike there is a nature preserve that boarders our driveway. It has a great path that goes through the woods and along a creek that runs from Kangaroo Lake to Lake Michigan. You can also take long walks down the beach, but with the water level rising the beach is getting smaller and you may need to get your feet wet in places.brbrUpstairs are 3 more bedrooms and a large rec-room with ping pong table.brbrPatios are bluestone and there is a large fire pit overlooking the water. Sit around the fire at night and share stories under the starry skies.brbrI have family that live 2 minutes away should you need help with anything.brbrIt is hard to find a home of this caliber with such privacy and breath taking views. We know you will cherish your stay here.

Bed

Bath

Sleeps

$454.05

/ Nightly

Cottage

Baileys Harbor home on North Bay, Dog Friendly- Near Gordon Lodge Resort

Baileys Harbor, Wisconsin, United States

Welcome to North Bay Tranquility, where comfort meets nature in a serene and pet-friendly setting. This secluded and comfortable cottage backs up to a pristine nature conservancy, providing guests with a 3 bedroom, 1 bath retreat that comfortably sleeps up to 6 guests. brbrEnjoy a spacious outdoor patio where you can soak in the tranquility of your surroundings. Guests are welcome to use the boat ramp suitable for small watercraft at the end of the lane. North Bay’s water level varies according to season and the preceding month’s weather patterns. When levels are low we suggest walking kayaks or canoes to the water’s edge, then exploring along the North Bay - Mud Lake preserve and some of the last remaining undeveloped Lake Michigan shore line in Door County. North Bay is known to typically have calm water.brbrThis property allows up to 2 well-behaved dogs. There is an additional fee collected at booking.brbrProperty Features:br+ Back patio with Patio table with 6 chairsbr+ Propane grillbr+ Fire pit with 6 chairs (please bring local firewood) br+ Basketball - mobile, weighted base hoop and ballbr+ Bocce ballbr+ 2 adult bicycles br+ 2 sets of right-handed set of golf clubs with club cartsbr+ Hammockbr+ Dog friendly - 2 maximum dogsbr+ Upgraded Starlink Internet Wi-Fibr+ 1 Smart TV (in living area, includes Netflix, Disney Plus, Hulu, Apple TV, Prime Video, Peacock, Paramount) Guests may log in using their own accounts. br+ DVD player (guests bring DVDs)br+ Dining table with seating for 4br+ Breakfast bar with seating for 2br+ Central heat and 3 window air conditioner units (1 in each bedroom)br+ 3 portable fansbr+ Washer, dryer, drying rackbr+ Board games and booksbr+ Fully equipped kitchen (see amenities) with coffee bean grinder, pizza oven, and crockpotbrbrSleeping Accommodations:brBedroom 1: Queen size bed, hangers, extra pillows and blankets brBedroom 2: 2 twin size beds, extra blanketsbrBedroom 3: 2 twin size beds, extra blanketsbrbrBathrooms:brBathroom 1: Full bathroom with walk-in shower, hair dryerbrbrParking: 3 spots in driveway includes space for boat and trailer. No garage, street or overnight street parking availablebrbrNorth Bay, Lake Michigan Access:brProperty is not waterfrontbrHome is close to public boat ramp, which is located at the end of the lanebrRamp is suitable for jet skis and small watercraft, depending on the water levelbrNorth Bay is typically calmbrShoreline is marshy in the north and rocky south and eastbrBay is swimmable and is suitable for childrenbrWater shoes are recommendedbr  brAmenity + damage protection waiver includes:br-Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br-A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br-PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage). brbrSurrounding Area:brLocated just minutes away from Newport State Park, renowned for its Dark Sky certification, and a short drive from Peninsula State Park, Kurtz Coral, Wilson's Ice-Cream, and the iconic Al Johnson's Swedish Restaurant, you'll have easy access to some of Door County's most beloved attractions.brbrHome Truths:brCottage equipped with bedroom window AC units only (no central air conditioning), and has no dishwasher.brbrThis home is geared towards quiet family vacations. We cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, or other rowdy gatherings.br brDoor County Tourism Zone Commission Permit #02-56-3029-07 and Liberty Grove License Number: 24STR-148brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

3

Bed

1

Bath

6

Sleeps

$1002.58

/ Nightly

Private Vacation Home

Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor

Baileys Harbor, Wisconsin, United States

Welcome to your perfect getaway on Lake Michigan in downtown Baileys Harbor! Our beautifully updated house, conveniently located next to Baileys 57, offers a spacious retreat with four bedrooms and 2.5 bathrooms, ideal for families and friends. You'll be within walking distance to a variety of attractions, including popular restaurants like Chives, Harbor Fish Market and Grille, Cornerstone Pub, and Roost+Banter. Explore the natural beauty of the Ridges Sanctuary, enjoy a day at the Marina, or savor a craft brew from Door County Brewing Company or Sway. brOur family-friendly home offers private beach access for a fun-filled day on the shore or an adventurous kayak tour along the coastline. Start your mornings with a hot cup of coffee on our large newly renovated deck, soaking in the stunning sunrise over Lake Michigan, or unwind in the evenings with s'mores by the fire pit under the stars.brWe prioritize cleanliness and comfort to ensure your stay is enjoyable. Our spacious living, dining, and kitchen areas overlooking Lake Michigan are designed for relaxation and togetherness, complemented by a fully loaded kitchen and modern bathrooms. Whether you're here for a weekend or an extended stay, our home is your perfect retreat in Baileys Harbor. We can't wait to welcome you!br

Bed

Bath

Sleeps

$1653.85

/ Nightly

Cottage

Beautiful 4-bedroom cottage with AC, WiFi in enchanting Baileys Harbor

Baileys Harbor, Wisconsin, United States

Blue On Roo is an executive home on lovely Kangaroo Lake. Our home is not your typical rental! It is meticulously maintained and immaculate. We have been blessed over the past several years to rent our home to considerate guests who appreciate the opportunity to make wonderful family memories on this unique property. brbrThis beautiful home was perfectly positioned on more than 2 ½ acres of woods and wetlands and provides 280 feet of private lake frontage. This property is also conveniently located next to a boat launch for easy lake access if you are bringing your own boat or renting. Guests will most definitely enjoy lounging in an adirondack chair next to the lake, dining al fresco on the lakeside porch, or playing yard games in the backyard. A canoe, life jackets, paddle boards, and kayaks are available at no charge for guests to use. brbrThis home is so beautifully decorated that you may want to stay inside! The great room, dining area, and chef’s kitchen were designed to entertain. The great room has large windows with breathtaking views to the lake, a 75 inch flat screen TV, Sonos music system, valuted ceiling, a wood burning fireplace, and beams and fireplace mantle custom made from reclaimed wood. The great room is wide open to the dining area and kitchen. The dining table was custom made and will easily seat 10+ people. The dining room buffet, kitchen island and range hood showcase more reclaimed wood and the expertise of the carpenters and cabinet makers who built this home. This dream kitchen is sure to please. There are Cambria countertops, Thermador appliances (stove, refrigerator/ freezer, and dishwasher), including a stove with 6 gas burners and two ovens below, oversized microwave oven, and a coffee bar tucked behind the kitchen and leading to the grilling porch. The kitchen is also stocked with everything you will need to cook for your guests! The first floor also has a powder bath easily accessed from the lake side of the home, giant foyer with ample room for shoe, towel and coat storage, and a laundry room with two full sized washer and dryers.brbrThe master bedroom is located on the first floor. It is a lovely room with a gas fireplace, king sized bed, custom furniture, TV, and a tray vault with a chandelier. The master bathroom has a large guest closet, 2 sinks, and a large walk in shower. There are three more bedrooms located upstairs. Guest bedroom #1 has two queen sized beds, a walk in closet, private bath with two sinks, separate toilet room, and walk in shower. Guest bedroom #2 has one queen bed, a walk in closet, private bath with two sinks, and a separate room with the toilet and shower/ tub combination. Guest bedroom #3 is a bunk-room with six full sized beds. This room is perfect for all ages. The custom beds are comfortable and easily accessed. Outlets are also conveniently located adjacent to shelves where phones can be plugged in to charge. There is a game room in between the bedroom and bathroom. The game room has a couch, large flat screen TV, Xbox, and a pub table for games. This is a very family friendly space! The adjacent bathroom has two huge farm sinks with a total of four faucets, numerous hooks to hang towels, and a separate room with the toilet and walk in shower.

Bed

Bath

Sleeps

$383.06

/ Nightly

Private Vacation Home

Avery Acres - Centrally Located w/ Pool Table

Baileys Harbor, Wisconsin, United States

Step into a bright, spacious 3-bedroom, 2-bath country home with a fully outfitted kitchen and large private outdoor space. Home is centrally located on the peninsula, just a quick drive to anywhere you want to visit and only a few minutes from the heart of Baileys Harbor and Lake Michigan shores with breweries, several restaurants, playground, and shopping. End your day relaxing around the outdoor fire pit with beautiful sunset views! Embrace the tranquility steps away from town!

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Bath

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$841

/ Nightly

Cottage

Newly Renovated, Downtown Baileys Harbor-walking distance to marina!

Baileys Harbor, Wisconsin, United States

Welcome to Marina Cottage, a beautifully renovated home in downtown Baileys Harbor, hosted by Simple Life Rentals! This spacious, one-story ranch is situated on a beautiful, semi-private lot surrounded by trees. It includes three bedrooms, two full bathrooms, a fully equipped kitchen, stylish living spaces and ample parking. Marina Cottage has a large attached garage with 48A Tesla wall charger and additional parking for two vehicles inside. The 1/2 acre outdoor space includes a patio for entertaining, a propane grill, an 8-foot picnic bench, large lawn for games or relaxing, and a fire pit area with seating for six. Across the street is a brand new playground area, perfect for families to enjoy but far enough that it's not noisy.brbrMarina Cottage is air conditioned in the main living space and two bedrooms, includes central heating throughout and a cozy gas fireplace in the living room. This home was fully renovated in 2022 with new kitchen, bathrooms, woodwork, furniture, appliances and technology. All living spaces include Samsung SmartTVs plus a soundbar in the main living space for cinema or music.brbrProperty Features:br+ Walk to downtown Baileys Harbor, home located across the street from the library and marina, and is a very short walk to restaurants, shops, the beach and much more.br+ Wi-Fi (due to the rural nature of the property, internet and cell service can vary)br+ 4 Smart TVs (living room and each bedroom). Guests may log in using their own accounts. All TV's have USB and HDMI cable extensions if guests would like to plug in own Roku/FireStick or similar.br+ Heat and air conditioning units in living room and 2 bedroomsbr+ Gas fireplacebr+ Sound bar systembr+ BluRay player and video librarybr+ Washer, dryer, iron, ironing boardbr+ Child’s high chairbr+ Pack ‘n play (no sheets provided)br+ Children’s books and toysbr+ Books and games provided for guest’s enjoymentbr+ New playground across the streetbr+ Outdoor games for guest’s enjoyment including: Cornhole, Bocce, Slammo, Dartboard and dartsbr+ Supports electric vehicle (EV) chargingbr+ Fully equipped kitchen (see amenities) including ice maker and KeurigbrbrSleeping Accommodations:brBedroom 1: King bed, TV, ceiling fan, hangers, room darkening shades, extra pillows and blanketsbrBedroom 2: King bed, TV, ceiling fan, hangers, room darkening shades, extra pillows and blanketsbrBedroom 3: 2 Twin beds, 1 trundle Twin bed, TV, ceiling fan, hangers, room darkening shades, extra pillows and blanketsbrbrBathrooms:brBathroom 1: includes walk-in shower, hair dryerbrBathroom 2: includes walk-in shower, hair dryerbrbrOutdoor Space:brPatio with patio tablebrFire pit with 6 chairs, firewood providedbrPicnic tablebrGas grill with propane providedbrbrDriveway includes space for 4 vehicles, including space for a trailerbrbrGarage includes space for 2 vehicles and supports electric vehicle (EV) charging and includes Tesla Level 2 charger (48A) inside the garage. It will work with other EVs, if guests have a Tesla to J1772 adapter.brbrSurrounding Area:brLocated in the heart of Baileys Harbor, Marina Cottage is 500 ft from Baileys Harbor Marina and Downtown Baileys Harbor so everything is walkable. Situated opposite Kendall Park and the public library, Marina Cottage is centrally located on a residential street. It is the perfect private holiday spot in the center of town! Property is across the street from a brand new Baileys Harbor playground area, perfect for families.brbrDining recommendations:brClover and Zot - European style fine dining and sharing plates with lakefront patiobrChives - American style fine diningbrCornerstone Pub - Casual bar atmosphere with reasonably priced farebrHarbor Fish Market and Grill - Seafood and meat dishes with lake viewsbrDoor County Brewing - Locally brewed beers and barbecuebrThe Blue Ox - Burgers, homemade chili and beerbrHeirloom Café - home made breakfast optionsbrFlorian II Supper Club - Traditional Wisconsin supper club with lake viewsbrbrAmenity + damage protection waiver includes:br-Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br-A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br-PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage).brbrHome Truths: brThis home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, or other rowdy gatherings.brbrProperty is equipped with a decibel monitoring sensor located inside and outside of the home. There are also two cameras on the outside of this home: one on the front doorbell and another on the garden, security light. These are used for security purposes when the property is empty and are not monitored when the home is occupied.brbrDoor County Tourism Zone Commission Permit #02-56-2866-07brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

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Sleeps

$1531.48

/ Nightly

Lodge

Private Kangaroo Lake Waterfront home in Baileys Harbor

Baileys Harbor, Wisconsin, United States

Welcome to Kangaroo East Shore, hosted by Simple Life Rentals! Relax and play at this private, waterfront home on the east shore of Kangaroo Lake in Baileys Harbor. This stunning 4400 sq ft lodge boasts a combination of rustic and modern with an expansive estate like feel. Sleeping 14 people, the home includes 6 separate sleeping spaces, 5 bathrooms and plenty of space for guests to enjoy!brbrThe sandy waterfront includes a long dock and is a perfect place for all guests, including children to enjoy swimming, fishing, or kayaking. Enjoy gorgeous sunsets, as the property faces west and then soak in the beauty sitting around the firepit near the water in the evening. Enjoy the cozy evenings together with a wood burning fireplace or the fun summer days on Kangaroo Lake.brbrProperty Features:br+ 300' of sandy, private waterfront on Kangaroo Lakebr+ Dock installed seasonallybr+ Watercraft docking is allowedbr+ Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary)br+ Smart TV br+ Dining table with seating for 10br+ Heat and window A/C units in main and upper level bedroomsbr+ Wood burning fireplace with guards (please bring local wood)br+ Washer, dryer, iron, ironing boardbr+ Children's books and toysbr+ Fully equipped kitchen (see amenities) including crockpot, coffee bean grinder, and tea kettlebrbrSleeping Accommodations:brBedroom 1 (main level): King bed, A/C unit, ceiling fan, room darkening shades, hangers, extra blankets and pillowsbrBedroom 2 (main level): Full size bed, room darkening shades, hangers, extra blankets and pillowsbrBedroom 3 (upper level): Queen bed, A/C unit, hangers, extra blankets and pillowsbrBedroom 4 (upper level): 2 bunk beds (full beds on bottom and twins on top), A/C unit, hangers, extra blankets and pillowsbrLoft area (upper level): Queen bedbrDen: Twin size bed and sleeper sofabrbrBathrooms:brBathroom 1: (main level) Full bathroom with a walk in shower, 2 separate vanities, hair dryerbrBathroom 2: (main level) Full bathroom ensuite with a jacuzzi jetted tub, separate shower, toilet, and bidetbrBathroom 3: (main level) Half bathroombrBathroom 4: (main level) Half bathroombrBathroom 5: (second level) Full bathroom with a shower tub combo, hair dryerbrbrOutdoor Space:brMultiple outdoor decksbrFirepit with 8 chairsbrPicnic tablebrTwo beach lounge chairsbrRoom for up to 6 vehicles, or combination of boat/trailer to park in driveway.brbrWater Access:br300 feet of private Kangaroo Lake waterfrontbrSand shoreline ranges from 0-3 feet deepbrDeepest locations of the lake are over 14 feet deepbrbrAmenity + damage protection waiver includes:br-Bed linens, pillows, blankets, and bathroom towels. (Please bring your own beach towels) br-A starter pack of essentials which includes toilet paper, paper towel, dish soap, dishwasher soap, hand soap, and garbage bags. Due to septic systems, we do not provide facial tissue. One each of travel size shampoo, conditioner, and body wash per full bathroom. br-PEACE OF MIND Damage protection covers up to $1000 per stay for accidental damage that is reported prior to departure (excludes any pet damage).brbrHome Truths:brNo garage access provided.brbrThis home is located in a quiet community with neighbors and is geared towards quiet family vacations. Due to the proximity of neighbors, we cannot accommodate parties at the property including bachelor or bachelorette parties, reunions, or other rowdy gatherings.brbrDoor County Tourism Zone Commission Permit #02-56-2259-07brbrPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

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Bath

Sleeps

$378.0

/ Nightly

Cabin

Door County-Cozy Cabin nestled in The Woods, and Close to all DC has to offer!

Baileys Harbor, Wisconsin, United States

Welcome to Porcupine Cabin! This clean and cozy log cabin is nestled among mature hardwoods and evergreens on 1.5 acres in Baileys Harbor, a short distance into downtown. The first floor has an open concept living room with a gas fireplace, kitchen, dining room, and full bath. Upstairs are 2 large bedrooms and a full bath. Sit and relax on the large screened-in porch, covered front porch, or by the outdoor fire pit and enjoy privacy and nature all around you. Located within minutes of Sister Bay, Fish Creek, Ephraim, and Egg Harbor, this is your ideal vacation home to explore all that Door County has to offer! br** Porcupine Cabin is professionally cleaned and provides commercially laundered linens.br*** Outdoor cameras in place for property safety and security

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Sleeps

$1264.04

/ Nightly

Private Vacation Home

Island View Lake House K Lake

Baileys Harbor, Wisconsin, United States

Escape to Island View Lake House – A Secluded Waterfront RetreatbrbrEnjoy peaceful lakefront living just minutes from Fish Creek, Ephraim, Egg Harbor, Baileys Harbor, and Peninsula State Park. This handcrafted lake house offers stunning views from every room, with 5 bedrooms, 4 baths, and space for up to 14 guests. A private dock just 50 feet away lets you enjoy swimming, fishing, and boating right from your doorstep. Sorry we do not allow bachelor or bachelorette parties or large gatherings. Note, for the security of our guests and the safety of our home, we have external security camera in the parking lot of the home.brbrbrbrSeasonal Availability: May 1 – November 1 (Closed for winter)

4

Bed

4

Bath

16

Sleeps

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