Vacation Home Rentals By Owner In Baileys Harbor, WI

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!

Lakeview Cottage in Downtown Baileys Harbor

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$1399.58

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.

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

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$519.88

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.

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

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$1264.04

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)

Island View Lake House K Lake

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$419.95

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.

Baileys Harbor Condo, Door County

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$777.14

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.

Secluded Dog-Friendly Retreat in Baileys Harbor

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$642.9

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

Stone Cottage , Nestled In The Woods in Door County

Baileys Harbor, Wisconsin, United States

5

Bed

Bath

10

Sleeps

$1002.58

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

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

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$640.59

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

Moonlight Cabin located in Baileys Harbor

Baileys Harbor, Wisconsin, United States

4

Bed

Bath

8

Sleeps

$492.59

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

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

Baileys Harbor, Wisconsin, United States

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Bath

Sleeps

$942.66

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.

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

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$383.06

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!

Avery Acres - Centrally Located w/ Pool Table

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

Select Dates for Price

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.

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

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$785.42

This beautiful home sits on almost 2 acres of wooded lot. Perfect for family getaway! Short walk to 1156-acre Kangaroo Lake, with calm waters and a sandy bottom. Great for swimming and kayaking in the summer, skating and ice fishing in the winter. Kangaroo Lake Public Boat Launch nearby, Lake Michigan public launch in Baileys. The location is excellent, it allows you to access all the peninsula towns within minutes. Baileys Harbor is just 10 min drive with all the wonderful restaurants and shops. Door County Brewery, The Ridges Center, Baileys Harbor County Park (beach, dogs allowed), Anclam Park (beach), Cana Island and much more. Snowmobiles trails and Cross-Country skiing just minutes away. brbrThe home sleeps 10 people. brAbout sleeping arrangements: brMaster bedroom with a king bed and walk in closet.brSecond and Third bedroom with queen size beds.brFourth bedroom with 1 twin size bunk beds and a queen size bed. There is also a full size sleeper couch in the lower level.brbrThere is a nice size living room with a large smart TV on the main level. brFamily room/ game room with a bar, smart tv, foosball table and more in a walk out lower level. Puzzles, books and board games.brbrOutdoor Space:brWooded back yard, plenty of room for outdoor games. Firepit, chairs and picnic table.brThere is a deck with a grill and outdoor furniture just outside the kitchen. brWe provide one single and 2 double kayaks that you are welcome to use with a signed waiver. Yard games: Bocce ball set, Cornhole Boards, Badminton rackets, Basketball hoop, Ring swing game and 18 feet Aqua Lily Pad water carpet.brbrAbout the house: 4 bedrooms and 3 bathrooms, pets allowed, washer and dryer, AC, internet, smart TV's. 2 car garage plus plenty of parking on the driveway. Driveway is asphalt now/waiting for pictures.brbrKitchen:brFully stocked with all the appliances and pots, pans, plates, utensils for cooking and dinning. Moccamaster drip coffee maker. Weber Gas Grill.

Door County Retreat. Walk to Kangaroo Lake.

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$424.12

Cozy Private Cottage Situated on a Rock BluffbrBaileys on the Rocks Rockledge Cottage is a private cottage located on a small rock bluff in Baileys Harbor, Wisconsin in beautiful Door County. Situated on a wooded lot and directly across the street from Lake Michigan, you'll find it hard to believe you are in the village of Baileys Harbor and within walking distance of its popular beaches, harbor, restaurants and quaint shops.brThe cottage was built in 1939 and is 1 story (684 sq ft), with the bathroom and both bedrooms are on the main level. 1 bedroom features a queen sized bed while the other bedroom has a set of twin beds. There is also a sleeper sofa in the living room. The bathroom features a tub/shower combo. This charming cottage sits atop the limestone bluff with partial water views and a quaint screened porch.brGuests have full access to the cottage. The cottage is on a shared lot with another cottage, and while both cottages have their own separate outdoor space, we ask that you be respectful of the guests occupying the other cottage.

Rockledge Cottage, Cozy Private Cottage situated on a Rock Bluff overlooking Lake Michigan

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$448.88

Charming Wooded Cottage Minutes from DowntownbrBaileys on the Rocks Arbor Cottage is situated on a wooded lot just across the street from Lake Michigan and within walking distance to all that downtown Baileys Harbor has to offer. The cottage was completely renovated in 2012, and features so much character with it'svaulted ceilings, open floor plan, Door County field stone fire place and a bright, beautiful kitchen. brThe cottage is 1 story (1,074 sq ft), so once you enter the house there are no stairs. 1 bedroom features a queen-sized bed while the other bedroom has a set of twin beds. There is also a sleeper sofa in the living room. The bathroom features a tub/shower combo. brGuests have full access to the cottage. The cottage is on a shared lot with another cottage, and while both cottages have their own separate outdoor space, we ask that you be respectful of the guests occupying the other cottage.

Arbor Cottage , Charming Wooded Cottage Minutes from Downtown

Baileys Harbor, Wisconsin, United States

Bed

1

Bath

Sleeps

$505.69

Harborlight Hideaway by Getaway and StaybrbrRelax with the whole family at this peaceful 3BR/2BA retreat in the heart of Baileys Harbor. Surrounded by a serene wooded yard, enjoy morning coffee on the deck, cozy nights inside, and a fun game room for the kids. This pet-friendly home is centrally located on the peninsula, making it easy to explore all of Door County’s charming towns, beaches, parks, restaurants, and local attractions while still enjoying a quiet and relaxing getaway.brbr● 3 min drive to Lakeshore Adventures Ziplinebr● 7 min drive to Kangaroo Lake State Natural Areabr● 10 min drive to Moonlight Bay Bedrock Beach State Natural Areabr● 10 min drive to Downtown Sister Baybr● 10 min drive to Downtown Fish Creekbr● 17 min drive to Cana Island LighthousebrbrPROPERTY HIGHLIGHTSbr● Sleeps 8, 2,248 sq ft homebr● Pet-friendly homebr● 3 Spacious Bedrooms: 2 King, 1 Full over Full Bunk Bedbr● 2 Full Bathroomsbr● Open-concept living space for relaxing and gatheringbr● Fully equipped kitchen with stainless steel appliancesbr● Free high-speed internet and smart TVs in the living room and game roombr● Outdoor patio with seating and propane grillbr● Outdoor Fire pit - BYO firewoodbrbrExpect a five-star stay with us. We offer a full digital concierge to assist with bookings, local recommendations, and more.brbr★ MAIN HOUSE ★brbrBEDROOMSbrAll bedrooms are conveniently located on the first floor, offering an easy, comfortable layout perfect for families and groups. The primary suite features a luxurious king bed with a private ensuite bathroom, creating a peaceful retreat at the end of the day. The second bedroom also includes a king bed and shares a well-appointed bathroom with the third bedroom. The third room features a full-over-full bunk bed, ideal for kids or additional guests, making this home both practical and inviting for larger groups.brbrWith a smart, functional layout and shared spaces designed for connection, this setup offers the perfect balance of privacy and togetherness for your stay.brbrLIVING ROOM AND KITCHENbrStep inside and discover an inviting open-concept living area designed for connection and relaxation. The spacious layout seamlessly blends comfortable lounging with a dedicated entertainment zone featuring a Vizio 65” TV—perfect for family movie nights or catching up on your favorite shows.brbrLarge glass windows fill the space with natural light and bring the outdoors in, creating a bright, airy atmosphere throughout the living area.brbrAdjacent to this welcoming space is a chef-friendly kitchen that truly serves as the heart of the home. It features a large island with comfortable seating, making it an ideal spot for casual meals, conversation, or morning coffee. Just steps away, a cozy dining area provides the perfect setting for shared meals and memorable moments together.brbrEquipped with high-quality stainless steel appliances, the kitchen is fully stocked with plates, cookware, and utensils to make dining in easy and enjoyable. Whether you're brewing coffee with the Keurig or preparing a full family dinner, this thoughtfully designed space makes cooking and gathering a pleasure.brbrGAME ROOMbrWelcome to a dedicated game room built for entertainment, relaxation, and friendly competition. Guests can enjoy a wide selection of activities, including Big Buck Hunter Arcade, NBA Jam Arcade, shuffleboard, a 10-in-1 game table, Nintendo gaming, and classic favorites like Boggle, Yahtzee, Uno, cards, and cribbage.brbrA Jambox speaker is also available and can be easily connected via Bluetooth to your phone or computer, so you can set the perfect soundtrack while you play.brbrThis space is perfect for families and groups looking to unwind, have fun, and create lasting memories together.brbrOUTDOORSbrHead outdoors and discover your expansive private sanctuary set on 3 acres, offering plenty of space to relax, explore, and enjoy the peace of nature. The backyard features a peaceful walking trail, a spacious deck, and a dedicated fire pit area—perfect for unwinding under the stars.brbrThe outdoor space also features a variety of yard games including large Connect 4, Can Jam, and pickleball. Whether you're unwinding under the trees or enjoying friendly competition, this backyard retreat is perfect for making lasting memories outdoors.brbrGather around the fire for cozy evenings or enjoy time outdoors with family and friends surrounded by nature. The space is designed for both relaxation and connection, making it an ideal setting for memorable outdoor moments.brbr★ HOUSE RULES & OTHER POLICIES ★brbrPETSbrWe warmly welcome up to 2 dogs to join your stay! There is a $100 fee per dog. To ensure a comfortable experience for all guests, we kindly ask that pets are kept off the furniture and that you bring waste bags to clean up after them. Your care helps us maintain the property in excellent condition for everyone to enjoy.brbrPARKINGbrParking is available for up to 3 vehicles, with space in the uncovered circular driveway as well as the covered garage. This setup makes arrival and unloading easy while providing convenient, flexible parking during your stay.brbrSECURITY FEATURES brEnsuring your peace of mind, the home is equipped with essential safety measures including smoke alarms in each bedroom, carbon monoxide alarms in the hall and by the garage, and clearly marked emergency exits from the front, rear, and garage. A convenient first aid kit is also available on site.brbrNEIGHBORHOODbrThe property is nestled in a peaceful, natural setting on 3 private acres, offering a sense of quiet seclusion. Despite its serene country charm, you're just minutes away from downtown providing easy access to its charming shops, restaurants, marina, and popular Door County attractions.brbrRV, CAMPER, & TRAILER POLICYbrTo ensure the best experience for all guests, please note that RVs, campers, trailers, and motorhomes are not permitted on the property. Our home and amenities are designed exclusively for guest stays within the house, and the property is not equipped to accommodate these types of vehicles. We kindly ask that guests make proper lodging arrangements prior to arrival. Thank you for your understanding and cooperation.brbrSECURE PAYMENT & GUEST VERIFICATIONbrWe’re committed to providing a smooth, secure, and trusted experience for all of our guests. To help ensure that, we require a quick verification process after booking. This includes signing a rental agreement and uploading a valid photo ID through our secure guest portal.brbrIf the person booking is not the cardholder, we may also request a brief credit card authorization form and a selfie for confirmation. These simple steps help protect your reservation, prevent fraud, and ensure your funds are safe.brbrWe do this to create a safe, respectful environment - for you and for all future guests. It’s a straightforward process, and it helps us continue hosting the kind of great people this home was designed for.brbrCANCELLATION POLICYbrWe understand that plans can change unexpectedly, which is why we have a flexible cancellation policy in place. If you cancel your booking more than 14 days before your scheduled arrival date, you will receive a full refund of the total booking amount. If you cancel more than 7 days before arrival, you will receive a 50% refund. Unfortunately, cancellations made within 7 days of arrival are non-refundable. However, we will do our best to accommodate any change requests, subject to availability and applicable fees.brbrYour perfect Getaway & Stay awaits—can't wait to host you!

Charming Family Retreat in Central Baileys Harbor

Baileys Harbor, Wisconsin, United States

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$795.77

Welcome to Chicory Lake House - a waterfront family escape in the heart of Door County!brbrOur fully remodeled Kangaroo Lakefront vacation home is adjacent to the historic Kangaroo Lake causeway. Nestled among the reeds and mature trees on Kangaroo Lake's shoreline and surrounded by gorgeous, direct lakefront views, Chicory Lake House is the perfect Door County retreat. Relax on our lakeside deck and patio while watching Mergansers swim near our shore. Toss in a line to fish from the pier, or explore the lake using the provided kayaks and paddleboards. Walk across the road to enjoy a local favorite - Coyote Roadhouse, or take the short drive to all the towns that make Door County a world-class vacation destination. With all three bedrooms on one level, a gas fireplace, a large yard for outdoor games, a lakeside fire pit, and a game room complete with bumper pool and shuffleboard, Chicory Lake House is the perfect place to make memories for all ages and seasons.brbr★OUR CLEANING PROTOCOLS SET US APART★brChicory Lake House is proudly family-managed and personally cared for. Because we oversee every stay ourselves, we maintain the highest standard of cleanliness. We understand how much cleanliness impacts your vacation experience. At Chicory Lake House, we go beyond standard turnover practices by laundering all duvet covers, living room throw blankets, and throw pillow covers between every guest, along with all bed linens and pillowcases. Our goal is to provide a welcoming, meticulously maintained home where you can truly relax and enjoy your stay with confidence and peace of mind.brbrOUR HOME:br•Located directly on Kangaroo Lake br•Six guests maximum br•Three bedrooms (Queen, Queen, Two Twins) br•Large dining table with seating for six guests with additional breakfast bar seating.br•Two full baths (Our primary ensuite bath has a luxury shower and double vanity. The full bath in the hallway has a shower over tub combination.) br•Lakeside game room with glass overhead door for easy indoor/outdoor recreation.br•Indoor gas fireplace br•Central heating and air conditioning (electric baseboard heat only in the game room) br•Washer and dryer (free) br•Five Roku smart TVs (One in each bedroom, one in the living room, and one in the game room). We offer a complimentary streaming app for live, local television cable channels, and sports. br•Wi-Fi, Strong enough to support Zoom meetings (due to the rural nature of Door County, Wi-Fi and cell phone coverage and service can vary) br•Record player and vinyl music library br•Children's books, toys, and gamesbr•Semi-circle, pull-through driveway with room for three vehicles (no garage access for vehicles)br•No Pets, firearms, smoking, tobacco, or vaping allowed on the property. brbrSLEEPING ACCOMMODATIONS:br•Primary Lakeside Bedroom: You'll love the lakeside primary bedroom with a queen-sized bed, Roku TV, and an ensuite bathroom. This bedroom has a patio slider allowing you to access the lakeside deck to drink your morning coffee or have an evening glass of wine. Our fully remodeled ensuite bath has dual vanities and a luxurious walk-in, tiled shower.brbr•Second Lakeside Bedroom: Enjoy the second lakeside bedroom with a queen bed, room-darkening shades, a closet, and a Roku TV.brbr•Twin Bedroom: The small, but adorable, twin room has two twin beds, room-darkening shades, a closet, and a Roku TV.brbrbrBATHROOMS:br•Our primary ensuite full bathroom has a dual vanity and luxurious, tiled walk-in shower with a classic, handheld and rain showerheads. Bath towels and a hair dryer are provided.br•The remodeled hall bathroom has a modern tub/shower combination and a single vanity. Full-sized laundry machines are also found in the hall bathroom. brbrKITCHEN AMENITIES:brOur modern kitchen is fully equipped and open to the main living space. Provided amenities include:br•Refrigerator/Freezer with ice maker.br•Dishwasherbr•Microwave, flat-top electric stove, oven, toaster, crock pot, and blender.br•Traditional coffee maker/Keurig combination, coffee bean grinder, and tea kettle.br•Cookware, dishes, utensils, glassware, wine glasses, and additional barware.br•Kitchen towels, hot pads, baking sheets, and BBQ utensils.brbrGAME ROOM AMENITIES (in detached, lakeside garage):br•Smart Roku TV br•Children’s Table, Toys, and Gamesbr•Game Table and Chairsbr•Bumper Poolbr•9 Foot Shuffleboard Tablebr•Pop-A-Shot Arcade Basketball Gamebr•Games, Cards, and CribbagebrbrTHE GREAT OUTDOORS:br•Chicory Lake House is a waterfront property on Kangaroo Lake located directly adjacent to the Kangaroo Lake causeway.br•Private (non-shared) lake access.br•Pier (4-5 feet deep at the end of the dock). Our pier is typically installed from late May through mid-October (weather dependent).br•Large bonfire pit with six Adirondack chairs and complimentary firewood (two bundles).br•Lakeside Trex deck and flagstone patiobr•Patio table with six chairsbr•Gas grill with complimentary propane providedbr•Two outdoor lounge chairs & pads (seasonal)br•Kayaks provided (9): six adult-sized and three youth-sizedbr•Paddle boards provided (3): Two adult-sized and one youth-sized.br•Access to outdoor shed, which contains: Life jackets, outdoor games & activities - Corn hole, Ladder golf, Football, Frisbee, 2 fishing poles with a small tackle box, and marshmallow forks.brbr★WE GENUINELY LOOK FORWARD TO HOSTING YOU★brChicoryDoorCounty is run by our family, and we truly care about your experience while staying with us. Please let us know if there's anything we can do to help you have a terrific Door County getaway. Many of the requirements in our house rules are dictated by our local village’s short-term rental ordinance and are beyond our control. Our standard check-in time is 4:00 p.m., and our standard check-out time is 10:00 a.m. Furniture and decor may differ from the photos, as we constantly strive to maintain the comfort, quality, and cleanliness of our home's furnishings. brbrWe require a signed rental agreement and a $300 credit card security deposit hold for all bookings. To finalize your reservation, we ask that you read and sign the agreement before your free cancellation period expires. brbrOur home is located directly adjacent to the historic Kangaroo Lake Causeway and across from a local favorite restaurant, Coyote Roadhouse. Like most locations on our narrow peninsula, guests should expect some road noise. The sounds of outdoor dining may also be heard when staying at our home. Many of our guests enjoy our proximity to both the causeway and this local restaurant for dining and recreating on the lake. Guests planning to bring a boat must obtain permission before booking. No jet skis allowed.

Door County Kangaroo Lake Cottage: Family Fun, Kayaks, Game Room & Firepit

Baileys Harbor, Wisconsin, United States

Bed

Bath

Sleeps

$664.68

Welcome to Baileys Harbor Quiet Hideaway, hosted by Simple Life Rentals—your peaceful retreat in the heart of Door County. This inviting 3-bedroom, 2-bathroom home is thoughtfully designed for comfort and relaxation, featuring a private ensuite primary bedroom that offers a quiet place to unwind after a day of exploring.brTucked away on a private road, the home provides a serene, wooded setting while still being conveniently located just 0.5 miles (about an 11-minute walk) from Door County Brewing Co. / Hacienda Beer Co.. You’re also just minutes from downtown Baileys Harbor, where you can enjoy local dining, shops, waterfront views, and outdoor activities—all while returning to the calm of your private getaway.brInside, you’ll find a warm and welcoming living space perfect for gathering with family and friends, along with a fully equipped kitchen for easy meals at home. Each bedroom is comfortably furnished to ensure a restful stay, whether you're here for a quick weekend escape or a longer visit.brbrWhether you're exploring nearby parks, enjoying the shoreline, or simply relaxing in a quiet setting, Baileys Harbor Quiet Hideaway offers the perfect home base for your Door County experience.br brProperty Features:br+ Private roadbr+ Piano!br+ 1 Smart TV in living roombr+ Board games, puzzles, etc. for guest enjoyment br+ Fully equipped kitchen (see amenities)br + Wi-Fi (due to the rural nature of the property, Wi-Fi and cell phone coverage and service can vary) br brSleeping Configuration: brBedroom 1 (main level): Queen size bed, Ceiling fanbrBedroom 2 (main level): Queen size bed, Ceiling fanbrBedroom 3 (main level): Queen size bed, Twin size bed, Ceiling fanbr  brBathrooms: brBathroom 1 (main level): Full Bathroom -tub/shower combobrBathroom 2 (main level): Full bathroom -tub/shower combobr brOutdoor Area: brBack and Front decks! brPatio table with 4 chairs on front deckbrPatio table with 2 chairs on back deck brParking spots in driveway-5 available in gravel drivewaybrbrAmenity + 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). br brHome Truths: brNo Garage AccessbrWindow A/C Units onlybr 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 brDoor County Tourism Zone Commission Permit #02-56-3467-07br brPlease be aware that you must sign a terms and conditions agreement, which will be sent to you separately, to finalize your reservation.

Quiet Baileys Harbor Rental Home Near Door County Brewing

Baileys Harbor, Wisconsin, United States

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Bath