Holiday rentals in Jacksonport

Farm stay in Baileys Harbor

4.84 out of 5 average rating, 170 reviews

Heart of the Door Homestead (Pet walking trails)

Located in Door County’s Peninsula Center with walking trails on 13 acres, great for pets, a screen shed for BBQs on the charcoal grill and a fire pit. Please add your pet guest in the guest count (a $40 one-time fee plus taxes will be applied). Please contact us for possible reduced pricing for long-term stays. 1st Floor: One bedroom (one double bed) and full bath. 2nd Floor: Three bedrooms (two double beds and two single beds) and half bath. We also have stays in Appleton & Green Bay.

4.98 out of 5 average rating, 120 reviews

Home in Sturgeon Bay

Modern Door County Waterfront House + Hot Tub

Take a refreshing dip in the lake, cool off in the outdoor shower, listen to the waves, soak in the sunrise from the chairs at the rocky beach, enjoy the hot tub, roast marshmallows around the fire pit, grill up your favorite picnic foods; all while taking in the 100 feet of private lakeshore. The Triangle on Lake Michigan boasts a hot tub, a fire pit and thoughtfully appointed spaces to slow down. We have very fast fiber WiFi. Door County Tourism Zone Permitted Department of Ag Licensed

Guest suite in Sturgeon Bay

4.84 out of 5 average rating, 408 reviews

Woodsy Retreat at Lake Michigan

Come enjoy a spacious, sunny lovely, 400 square foot studio surrounded by gardens and a deep, green forest with Lake Michigan just across the road. On Door County's eastern shore, the studio has cathedral ceilings and two walls of windows that open. Arty, comfy, quiet and secluded with views of the surrounding forest. Full kitchen. Restaurants and market nearby. Excellent hiking and biking. Easy access to all of Door County. For longer or shorter stay, please contact us for availability.

4.96 out of 5 average rating, 305 reviews

Logan Creek Cottage

We hope you love our newly renovated home on Logan Creek as much as we do! We took a lot of time to renovate the small cabin, wall to wall. The living room has abundant natural light with a picturesque window and large sliding glass doors over looking our porch and Logan Creek. All of these renovations were to increase the view of the natural beauty of the Logan Creek State Natural Area. We have two bedrooms + loft so it is perfect for your small family or just a cozy spot for two!

4.92 out of 5 average rating, 184 reviews

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

4.86 out of 5 average rating, 207 reviews

Jacksonport Lake Park Cottage

Quiet home snuggled in the heart of Jacksonport, situated along Lakeside Park on beautiful Lake Michigan. Our spacious home has been renovated with new flooring, countertops, windows in the sun porch (beautiful lake views), and gas fireplace. With 3 bedrooms, and loft with day bed you can sleep 7 comfortably. The home has a large yard for lawn games, sand volleyball court, and is only 100' from lakeside beach which has a sugar sand swimming beach, and a large playground for kids.

Guest suite in Egg Harbor

4.95 out of 5 average rating, 273 reviews

Cozy Farmhouse Studio

The 16 X 19 foot private studio, is located on the second story of our 120 year old farmhouse and has a private entrance and drive. It is equipped with its own kitchen, bathroom, balcony, queen bed, couch and closet. Our farmhouse is located on five scenic acres adjacent to our pottery studio and gallery. Please be aware that we have no air conditioning. It usually cools off at night, so it’s not typically necessary. We have a ceiling and cooling fan for the hot days.

4.97 out of 5 average rating, 358 reviews

Flat in Egg Harbor

Award Winning Modern Flat in Egg Harbor - #104

The Flats on Church Street are Door County's newest, most modern vacation rentals. The days of kitsch and lace are over! We built these rentals to give visitors to Door County something different. Each 1-bedroom/1-bathroom apartment features floor-to-ceiling windows, heated floors, a small kitchen, a king sized bed and a queen-sized sleeper sofa. They're centrally located within walking distance of all that Egg Harbor has to offer.

4.85 out of 5 average rating, 227 reviews

Home in Egg Harbor

Treehouse at Plum Bottom *Voted Best of Door Count

Located on 20 acres among the prairies and woods of Plum Bottom. The Cabin is also located in the heart of Door County Wine Country. 4 wineries and their tasting rooms are within a short 10 minute drive. Enjoy some of the County's best beaches also within a short 5 minute drive. Come to The Cabin at Plum bottom and experience Door County the way it was meant to be!

4.97 out of 5 average rating, 150 reviews

Cabin in Egg Harbor

The Cabin at Shady Grove

Set among five acres of mature and private woods, this newly renovated vintage log home has 2 bedrooms, 2.5 baths, and sleeps five guests. The property is completely secluded and private, yet only a five minute drive to town and the beach. Relax and unplug. Reconnect with your family, friends, and nature. Welcome to the cabin at Shady Grove.

4.99 out of 5 average rating, 285 reviews

Cottage in Two Rivers

~Driftwood Haven Cottage ~

This newly constructed contemporary cottage is both steps from Lake Michigan & Point Beach State Park! Featuring a beautiful open concept living space with wood burning fireplace! This modern minimalistic style cottage is tastefully decorated with local artists work throughout along with many amenities. ***pet fee applies***

4.89 out of 5 average rating, 9 reviews

Home in Sturgeon Bay

Cliff Cottage - Tranquil views

Plan your unforgettable Door County getaway today! Tucked away in the pines of Northern Door County, Cliff Cottage offers serene views and welcomes you with a sense of tranquility. The breathtaking shades of blue of Lake Michigan greet you at the door, setting the tone for a truly peaceful retreat.

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Other great holiday rentals in Jacksonport

4.67 out of 5 average rating, 3 reviews

Little White Cottage on Lake Michigan Sandy Beach!

MylesRating, 5 stars9 months ago

Cozy little cottage that’s been nicely updated. Beach was about as good as it gets in Door County with nice little sand bar for young kids. We enjoyed walking to farmers market and the local park as well as biking to Whitefish and Cave Point. The cottage is nestled amongst several other cabins but the neighbors are extremely friendly and helpful. We would stay here again.

4.98 out of 5 average rating, 41 reviews

Home in Fish Creek

Purple Door Cottage (Fish Creek)

MaddieRating, 5 stars1 week ago

This was our first family vacation since having our little one and this place made it easy for us to keep their routine pretty much the same with the second bedroom. It was close to everything and we were easily able to pop back to the cabin if we forgot something or needed something! We will for sure be trying to book this place again when we come back to Door County!

5 out of 5 average rating, 9 reviews

Home in Sturgeon Bay

"Cottage on The Lake" 3BD/3Bath (Jacksonport)

SaraRating, 5 stars8 months ago

We were looking for a nice house for our group for the weekend for a birthday celebration that was close to wineries and gift shops. We found that with this listing! Plus we were right next to the beach! The house was roomy and had lots of outdoor space. The amenities were awesome and the kitchen was fully stocked with seasonings and cooking supplies! The sunrises were amazing!

5 out of 5 average rating, 6 reviews

Eagles Nest- Jacksonport Cabin

BenjaminRating, 5 stars3 weeks ago

At Carly's place, we heard a Whip-poor-will, and we saw a kettle of migrating Hawks. What gifts! Truly a modern, wooded retreat. We easily found lovely places for dinner and lunch, especially Thyme and Grasse's Grill. This location on the quiet side of Door is fantastic. The home was spotless, and we slept deeply on the comfortable bed. Carly was communicative and helpful throughout our stay. We highly recommend this lovely home!

4.71 out of 5 average rating, 255 reviews

Cabin in Baileys Harbor

Baileys Harbor Cabin Near Kangaroo Lake-South Unit

KarenRating, 5 stars1 week ago

What a wonderful stay! We were able to relax and recharge. Such a cozy and comfortable place to stay. We’ve stayed at both North and South side now and they pretty much mirror each other. The South yard is a little more private away from the driveway. The Coyote Roadhouse across the street has wonderful food! Alyssa was wonderful to work with. This is the second time we have stayed here and we plan on it again next spring!

Guest house in Sturgeon Bay

4.96 out of 5 average rating, 69 reviews

Cozy 1 bedroom guesthouse with fireplace

IsabellaRating, 5 stars4 days ago

Great place in an awesome location. Easy to get to downtown and lots of hiking spots. Place was spotless and had everything we might need. We brought our pups and there was a nice backyard for them to use and the house was super accommodating. Perfect for our weekend getaway!!

5 out of 5 average rating, 61 reviews

Home in Egg Harbor

Egg Harbor Escape|Sauna|Hot Tub|Privacy|

AbbyRating, 5 stars1 week ago

We had a wonderful stay at this adorable home! The house was spotless and felt very welcoming from the moment we walked in. One of our favorite parts was the backyard—it was private, peaceful, and such a great spot to relax. Everything was exactly as described, and you can tell the hosts really care about the guest experience. They were quick to respond and very helpful anytime we had a question. We’d definitely stay here again and highly recommend it to anyone looking for a cozy, clean, and comfortable place to stay!