Jacksonport vacation rentals

We found 630 vacation rentals — enter your dates for availability

Discover a selection of 11 homes and other vacation rentals in Jacksonport that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, such as air conditioning and WiFi. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Jacksonport

Showing deals for:Mar 20 - Mar 27

Image gallery for Red Cherry Woods Cottage 🍒 New Construction!

Red Cherry Woods Upscale Retreat in Baileys Harbor Quiet Wooded Neighborhood
10 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)

Red Cherry Woods Cottage 🍒 New Construction!

Baileys Harbor, WI

8% off
Price is $265
$1,853 for 7 nights
All fees included
Red Cherry Woods Cottage 🍒 New Construction!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Jacksonport

Why visit Jacksonport

  • Stunning outdoor scenery: Jacksonport features beautiful beaches, serene lakes, and picturesque landscapes perfect for nature lovers.
  • Charming downtown: Experience the welcoming atmosphere of quaint shops and friendly locals in downtown Jacksonport.
  • Adventure opportunities: Engage in a variety of activities, from hiking in state parks to water sports on the lakes.
  • Nearby attractions: Explore Washington Island and Door County for additional sightseeing and family-friendly fun.
  • Cozy accommodations: Enjoy a range of vacation rentals, including private homes, cottages, and lakeside condos.

Popular types of accommodation in Jacksonport

If you're planning a getaway to Jacksonport, you're in for a treat. Our most popular types of vacation rentals include houses, cozy cottages, and convenient condos. Whether you're looking for a charming Door County WI condo or a waterfront unit at Sunrise Shores, you'll find the perfect spot to relax and enjoy your stay. Explore our diverse options and discover the ideal accommodation for your memorable vacation.

  • Houses: The top choice for visitors to Jacksonport, these homes offer spacious accommodations ideal for families or groups seeking privacy and comfort.
  • Condos: A popular option for those wanting modern amenities and convenient locations, perfect for couples or small families.
  • Cottages: These charming, cozy retreats provide a delightful experience for couples or solo travelers looking for a peaceful getaway.
  • Cabins: Embrace the outdoors in rustic cabins, a favorite for nature enthusiasts seeking adventure and tranquility.
  • Apartments: A practical choice for longer stays, offering the comforts of home in a compact space.**

Top attractions near Jacksonport

Jacksonport, Wisconsin, is a perfect destination for outdoor enthusiasts, couples, and families seeking picturesque scenery. Explore beautiful beaches, serene lakes, and the stunning landscapes of nearby state parks. Whether you're looking for adventure or a relaxing getaway, Jacksonport offers a variety of attractions that cater to all interests, ensuring a memorable vacation experience.

  • Whitefish Dunes State Park: A stunning natural area featuring expansive sand dunes, lush forests, and scenic trails. Ideal for hiking, birdwatching, and enjoying the serene beauty of Lake Michigan's shoreline, this park offers a perfect blend of adventure and tranquility.
  • Kangaroo Lake: A picturesque lake surrounded by nature, perfect for swimming, kayaking, and picnicking. With its romantic ambiance and breathtaking views, it's an ideal spot for couples and families looking to connect with the outdoors.
  • Egg Harbor Beach: A beautiful sandy beach known for its relaxing vibe, offering swimming, sunbathing, and stunning sunsets. It's a perfect destination for those looking to unwind and enjoy the charm of Door County's coastline.

Things to do recommended for couples

Experience romance in Jacksonport with a visit to Stone's Throw Winery for delightful wines, or enjoy an enchanting evening at Birch Creek Music Performance Center with live music. Don’t miss the charming ambiance at Harbor Ridge Winery, perfect for couples seeking a memorable getaway.

Things to do recommended for families

Families visiting Jacksonport can explore the serene Cave Point County Park, just 3 miles away, perfect for relaxation and wellness. For adventure seekers, the Egg Harbor Fun Park, located 6 miles away, offers thrilling karting experiences that are sure to delight kids and adults alike.

Things to do recommended for groups

Experience the vibrant local scene at Door County Brewing Company for craft brews and entertainment, explore the outdoor adventures at Cave Point County Park Trailhead, or enjoy a captivating performance at Peninsula Players Theatre, perfect for family and romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Jacksonport

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Jacksonport with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Jacksonport with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, looking at how close you are to family-friendly attractions can make a big difference in your experience.
  • Taking your pets with you to Jacksonport: For many families, a vacation wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jacksonport: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Jacksonport

Jacksonport, Wisconsin, is a charming village perfect for outdoor enthusiasts and romantic getaways. Explore nearby Washington Island for stunning views, or venture into Door County for family-friendly excursions. Don't miss the quaint downtown Jacksonport, where friendly locals create a welcoming atmosphere. Sturgeon Bay offers beautiful real estate options, while Sunrise Shores provides breathtaking lakeside scenery. Whether you seek relaxation or adventure, Jacksonport and its surroundings promise an unforgettable vacation experience.

  • Sturgeon Bay: Sturgeon Bay is a charming city that serves as the gateway to Door County’s natural wonders. Nestled along the shores of the bay, it offers breathtaking waterfront views and a variety of outdoor activities. Visitors can explore scenic parks, play a round of golf, or take leisurely strolls along the beach. The nearby national state park is perfect for hiking and spotting wildlife, making it an ideal spot for nature lovers and romantics alike. With its picturesque landscapes and vibrant local scene, Sturgeon Bay promises an unforgettable travel experience.
  • Egg Harbor: Located 7 miles from Jacksonport, Egg Harbor is a delightful destination known for its stunning scenery and outdoor adventures. This quaint city offers a mix of recreational activities, including hiking and theater performances. Visitors can enjoy the beautiful lakeside views, explore the nearby national state park, or relax on the sandy beaches. The charming downtown area features unique shops and dining options, perfect for a romantic outing. Egg Harbor is an excellent choice for travelers seeking tranquility and natural beauty in a captivating setting.
  • Baileys Harbor: Also situated 7 miles from Jacksonport, Baileys Harbor is a picturesque city that invites exploration and relaxation. Known for its outdoor offerings, this charming locale boasts beautiful parks and access to stunning lakes. Visitors can enjoy recreational activities such as hiking and theater, while the nearby national state park provides endless opportunities for adventure. The scenic beaches and captivating landscapes make Baileys Harbor a popular choice for couples and nature enthusiasts alike, ensuring a memorable vacation experience amidst the beauty of Door County.

Best time to go to Jacksonport

If you're planning a trip to Jacksonport, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
February21.4°F (-5.9°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March30.0°F (-1.1°C)Light RainMostly CloudyAverageSlightly Low
April38.1°F (3.4°C)Light RainMostly CloudyAverageAverage
May47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
June57.6°F (14.2°C)Light RainMostly SunnyHighSlightly High
July66.7°F (19.3°C)Light RainMostly SunnyHighSlightly High
August67.6°F (19.8°C)Light RainMostly SunnyHighSlightly High
September61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
October50.4°F (10.2°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly CloudyLowAverage
December29.7°F (-1.3°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the organizer truly benefits you. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts for members and start earning OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and review your bookings. You’ll find that your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the tranquil city of Jacksonport

The lake and beaches provide a pleasant backdrop to your vacation home in Jacksonport. This relaxing and welcoming city is known for its coffeehouses, bars and shopping. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Jacksonport

Do you want to find attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that makes Jacksonport a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Cave Point County Park (3.3 mi / 5.4 km)
  • Whitefish Dunes State Park (4 mi / 6.4 km)
  • Potawatomi State Park (13.6 mi / 21.9 km)
  • Stone's Throw Winery (5.3 mi / 8.5 km)
  • Egg Harbor Fun Park (6.1 mi / 9.8 km)
  • Harbor Ridge Winery (6.2 mi / 10 km)

Exploring the natural landscape of Jacksonport

Travelers enjoy Jacksonport for its lakeside setting and beaches. Whether you're an adventurous traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Jacksonport. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Cave Point County Park (3.3 mi / 5.4 km)
  • Kangaroo Lake (4 mi / 6.4 km)
  • Egg Harbor Beach (6.7 mi / 10.8 km)
  • Fish Creek Public Beach (10.7 mi / 17.2 km)
  • Ephraim Public Beach (11.8 mi / 19.1 km)
  • Eagle Harbor (12.6 mi / 20.3 km)

Seasonal weather averages in Jacksonport

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 63°F.

Frequently asked questions

What is the best area to stay in Jacksonport when booking a vacation rental?
When planning a vacation rental in Jacksonport, Wisconsin, the best area to consider is along the scenic shores of Lake Michigan. This picturesque location offers a serene atmosphere, making it ideal for relaxation and outdoor activities. You'll find a range of vacation rentals here that cater to different preferences, from cozy cabins to spacious homes, providing a great selection for visitors.

One of the top attractions in this area is the stunning Whitefish Dunes State Park, which boasts miles of sandy beaches, hiking trails, and unique natural features like the towering dunes and diverse wildlife. It's a great spot for hiking, swimming, and enjoying a picnic with family or friends. Additionally, the nearby Cave Point County Park offers breathtaking views of the lake and dramatic limestone cliffs, making it a popular destination for photography and nature lovers.

Staying in this lakeside area not only allows easy access to these beautiful parks but also places you in close proximity to local shops, restaurants, and other points of interest, enhancing your overall vacation experience.
How much does it cost to rent a vacation home in Jacksonport?
Prices for vacation rentals in Jacksonport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jacksonport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Jacksonport vacation house rentals?
You can find great discounts on house rentals in Jacksonport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Jacksonport?
A long-stay vacation rental in Jacksonport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Jacksonport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Jacksonport with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Jacksonport for a vacation rental?
The peak season for visiting Jacksonport is during the summer months of June through August, with July being the most popular time for vacation rentals. This vibrant period attracts families and outdoor enthusiasts alike, drawn by the warm weather and the stunning natural beauty of Door County. With temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, it's an ideal time for beach outings, hiking, and exploring the picturesque coastline.

In addition to enjoying the beautiful sandy beaches and the clear waters of Lake Michigan, visitors can partake in a variety of local festivals and events that showcase the region's rich culture. The lively atmosphere during these months is great for those looking to engage with fellow travelers and soak up the summer sun.

For those seeking a more budget-friendly option, consider planning your trip in November. While this month falls outside of the main tourist season, it offers a unique opportunity to experience the tranquility of Jacksonport.
How early should I book a Jacksonport vacation rental?
Book your Jacksonport vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jacksonport?
In Jacksonport, visitors can enjoy a charming blend of natural beauty and local attractions. The area is known for its stunning waterfront along Lake Michigan, where vacation rentals often provide easy access to the beach and scenic views. Nearby, the Door County Coastal Byway offers picturesque drives with breathtaking vistas and opportunities for outdoor activities such as hiking and biking. The Jacksonport Park is a lovely spot for picnics and relaxing by the water, while the nearby Whitefish Dunes State Park features beautiful sandy beaches and trails through lush forests.
Can I change or cancel my Jacksonport home rental booking on Vrbo?
To find Jacksonport vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Jacksonport vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas