http://www.jrvacationrentals.com/

J R Vacation Rentals, 53 W Spruce Street, Sturgeon Bay, WI (2026)

09/10/2026

⚓ Your Waterfront Getaway Awaits at Anchor’s Rest! 🌊

Anchor’s Rest has availability now through the end of November! Whether you’re planning a family vacation, a fishing trip, or a peaceful fall weekend away, this waterfront retreat is the perfect place to relax and recharge.

https://www.jrvacationrentals.com/listings/anchors-rest/

Begin your morning with coffee in the spacious three-season room while taking in panoramic water views. Spend your afternoon fishing from the private dock, launching a kayak, bringing your boat, playing games on the expansive lawn, or simply watching the water sparkle in the sunshine.

Inside, this warm and welcoming home offers plenty of space for everyone to gather. Prepare your favorite meals in the fully equipped kitchen, enjoy dinner overlooking the water, and settle into the comfortable living area after a full day of adventure.

🏡 Property highlights:

• 3 comfortable bedrooms
• 2 queen beds and 1 full bed
• 1 full bathroom and 1 half bathroom
• Approximately 1,500 square feet
• Fully equipped kitchen
• Spacious three-season room with beautiful water views
• Private dock and direct water access
• Expansive lawn
• Pet-friendly 🐾

From crisp fall mornings with coffee by the water to afternoons spent fishing and peaceful evenings indoors, Anchor’s Rest is a wonderful place to slow down and make lasting memories!!!

📅 Available now through the end of November—contact us today for rates and booking information!

Phone: (920) 743-7291
Email: [email protected]

09/09/2026

🍂 Looking for a Door County getaway this fall—or any time of year? Top of the Morning has rental availability beginning September 20th and is available year-round!

https://www.jrvacationrentals.com/listings/top-of-the-morning/

Located in beautiful Fish Creek, this cozy rental offers the perfect balance of convenience and relaxation. You’ll be close enough to walk or take a short drive to local coffee shops, restaurants, shopping, and popular attractions—but tucked away enough to enjoy some peace and quiet when you’re ready to unwind.

Start your morning with coffee on the balcony, spend the afternoon exploring everything Fish Creek has to offer, cool off by the pool, and end your evening relaxing beneath the stars. ✨

🏡 Property highlights:

• Accommodates up to 6 guests
• 2 bedrooms with queen beds
• Queen-size sofa sleeper
• Master bathroom with a whirlpool bath tub
• Half bathroom on the main floor
• Open-concept kitchen, dining, and living area
• Approximately 900 square feet
• Balcony and pool access
• Conveniently located off Highway 42 on County Road F
• Available to rent year-round
• No pets
• No water access

Whether you’re planning a fall color trip, a peaceful weekend away, or your next Door County vacation, Top of the Morning is a wonderful place to slow down, relax, and enjoy the moment. 🍁

📅 Availability begins September 20—contact us today for rates, additional availability, and booking information!

Phone: (920) 743-7291
Email: [email protected]

09/07/2026

Happy Labor Day!

Today, we celebrate the hard work, dedication, and determination of the people who keep our families, businesses, and communities moving forward.

To our wonderful clients, friends, and neighbors — thank you for your continued trust and support. We’re grateful to be part of this community!

Wishing everyone a safe, relaxing, and happy Labor Day! ❤️🤍💙

J R Vacation Rentals

09/02/2026

🌊✨ OFF-SEASON RATES JUST REDUCED! ✨🌊

Looking for a quiet Lake Michigan escape this fall? 🍂🤎

MYSA RETREAT is new to our rental lineup, and we’ve just REDUCED the off-season rates to help someone snag this charming little lakeside getaway!

https://www.jrvacationrentals.com/listings/mysa/

Designed by an artist and named after the Swedish word MYSA — meaning to cozy up, slow down, and savor the moment — this 1925 artist cottage is all about simple living, peaceful surroundings, and unforgettable lake views.

🏡 MYSA RETREAT:
• 3 cozy bedrooms
• 1 full bathroom
• Sleeps up to 4
• Open-concept kitchen, living & dining area
• Lakeside deck with expansive Lake Michigan views
• Water access - at your own discretion
• Warm, handcrafted artistic details
• Wi-Fi
• Reduced off-season rates!

Imagine your morning coffee with the sound of the waves… 🍵🌊
An afternoon on the lakeside deck…
And a quiet evening tucked away in a cozy cottage while the lake does its thing outside. 🤍

This is a small, intimate cottage, perfect for those looking to disconnect, slow down, and enjoy the beauty of the lake.

⚠️ A few important notes: There are stairs leading down to the water, followed by a rocky shoreline. Water access is at your own risk and is not intended for children. The bathroom is accessed by walking through one of the bedrooms. The indoor fireplace is decorative only and is not operable. No pets.

🍂 OFF-SEASON RATES HAVE BEEN REDUCED — now is a great time to book!

📩 Call or email us for available dates and the new reduced rates!

Phone: (920) 743-7291
Email: [email protected]

09/01/2026

🌲✨ Escape to Whispering Woods Retreat! ✨🌲

Looking for a peaceful Door County getaway this fall? Whispering Woods Retreat in Ellison Bay is calling! 🍂

https://www.jrvacationrentals.com/listings/whispering-woods-retreat/

📅 Availability September 14th–October 8th, PLUS other dates!

Tucked away in the serene woods, this modern and cozy retreat is the perfect place to slow down, reconnect, and enjoy everything Door County has to offer.

🏡 Whispering Woods Retreat features:
🛏️ 3 bedrooms | 🛁 2 bathrooms
👨‍👩‍👧‍👦 Sleeps up to 6
🐾 Pet friendly!
🍳 Brand-new kitchen
❄️ High-efficiency AC with individual room controls
🌲 Oversized deck surrounded by trees
🔥 Outdoor firepit
📶 Modern comforts throughout

And the location? Fantastic! 🙌

📍 Just 6 minutes to Ellison Bay Beach
📍 Only 7 minutes to Sister Bay
📍 Right next to Ellison Bluff State Natural Area

Spend your days exploring beaches, hiking scenic trails, visiting galleries, and enjoying Door County’s shops and restaurants — then come home to your own peaceful slice of the woods. 🌿

☕ Morning coffee on the deck.
🔥 Evenings around the firepit.
🌌 Nights under the stars.

🍂 September 14th–October 8th is currently available, along with other dates. Fall in Door County is beautiful — don't miss your chance to experience it from Whispering Woods Retreat!

Call or email today to reserve your next stay!

Phone: (920) 743-7291
Email: [email protected]

08/27/2026

🍂✨ A Fairytale Getaway in Door County — Schook Shack ✨🍂

Looking for a truly unique Door County escape this fall? Schook Shack has just a few dates available — October 4–24!🍁

One of the beloved “Fairytale Cabins of Chapel Lane,” Schook Shack is a charming 1920s Arts & Crafts-style log home designed and lovingly crafted by Chicago Art Institute professor and painter Fredrick deForrest Schook.

With its whimsical architecture, colorful trim, original painted shutters, stone porch, and gorgeous Lake Michigan setting, this historic home is unlike any other vacation rental. ❤️

🏡 2 bedrooms + attached bunk house
🛏️ Sleeps up to 6
🌊 Lake Michigan water access & views
🛁 2 full bathrooms
🔥 Cozy, rustic charm throughout
🍳 Kitchen with breakfast nook seating for 6
🌳 Expansive lawn & screened outdoor dining room
🚶‍♀️ Walk to downtown Baileys Harbor, shops, restaurants & the waterfront
🎭 Walk to Door Shakespeare
🌲 Close to The Ridges Sanctuary, Cana Island, Cave Point & Whitefish Dunes
⛳ Easy access to nearby golf courses

Imagine crisp fall mornings on the porch, colorful leaves surrounding the property, and peaceful evenings in one of Door County's most special historic cabins. 🍁🌊

📅 OPEN AVAILABILITY: October 4–24!

If you've been waiting for the perfect fall Door County getaway, this is your chance to stay somewhere with a story!

👉 Learn more and check availability:

https://www.jrvacationrentals.com/listings/schook-shack/

🍂 October dates won't last — book your fall escape today!

Phone: (920) 743-7291
Email: [email protected]

08/26/2026

🌊 Sandy Beach House — Your Lake Michigan Getaway Awaits! 🏡

Looking for a peaceful escape this fall and winter? Sandy Beach House is just 15 minutes outside Sturgeon Bay, where the solitude is worth the short drive!

✨ Availability starting November 1st and beyond!

https://www.jrvacationrentals.com/listings/sandy-beach-house/

This spacious 3-bedroom, 2-bathroom home comfortably accommodates up to 6 guests and is perfect for families, friends, and pet lovers. 🐾

🏖️ 180 feet of sandy Lake Michigan shoreline
🔥 Shore-side campfires
🛶 Kayaks & paddle boards provided
🐶 Pet friendly — up to 2 cats or dogs welcome
🧺 Washer & dryer
❄️ Central AC
🍽️ Dishwasher & fully equipped kitchen
🛏️ Queen beds + kids’ bunk room with 4 twin beds
🚿 2 full bathrooms
📍 Only 15 minutes from Sturgeon Bay

Whether you're looking for a cozy autumn retreat, a winter getaway, or simply some time away from the hustle and bustle, Sandy Beach House offers the space, privacy, and lakefront setting to make it special. ❤️

📅 Availability begins November 1st — and dates are booking beyond!

Don't wait to plan your next Door County escape! 🌲🌊

👉 Call or email to availability and book your stay!

Phone: (920) 743-7291
Email: [email protected]

08/20/2026

🌊✨ SEPTEMBER GETAWAY ALERT — ALICE’S WONDERLAND! ✨🌊

Looking for a peaceful Door County escape with Lake Michigan right outside your door? 🏖️

Alice’s Wonderland is a charming, budget-friendly cottage on the sandy shores of Lake Michigan along popular Glidden Drive, just outside Sturgeon Bay. With a loyal following and plenty of repeat guests, this cozy getaway is a favorite for those looking to relax, unwind, and enjoy the lake!

🏡 3 Bedrooms | 1¾ Bathrooms | Sleeps 6
🌊 Sand Beach | Lake Michigan Access
📍 Glidden Drive, just outside Sturgeon Bay

And here’s the good news…

📅 OPENING: SEPTEMBER 21–28!
Plus, other dates are still available, so if you’ve been thinking about a fall getaway, now is the time to check the calendar!

At Alice’s Wonderland, you can:
🏖️ Walk out to the sandy Lake Michigan beach
🌅 Enjoy beautiful days along the water
🚤 Stay close to the Lily Bay boat launch
🍳 Cook and gather in the comfortable kitchen
📺 Relax with cable TV and Wi-Fi
🧺 Enjoy the convenience of an in-home washer & dryer
👨‍👩‍👧‍👦 Bring the family for a comfortable stay with room for up to 6 guests

Whether you’re looking for a quiet week by the water, a fall family getaway, or simply a chance to slow down and enjoy the beauty of Door County, Alice’s Wonderland is ready to welcome you.💙

🍂 September is a beautiful time to visit Door County — and this opening won’t last forever!

👉 Check availability and book your Lake Michigan getaway today!

https://www.jrvacationrentals.com/listings/alices-wonderland/

Phone: (920) 743-7291
Email: [email protected]

08/19/2026

🌲 SEPTEMBER & OCTOBER GETAWAY ALERT! 🍂🐾

Looking for the perfect Door County escape this fall? Pine Tree Retreat has plenty of openings in September and October, and it’s the perfect time to experience Door County surrounded by beautiful pine forests and crisp autumn air!
🏡 4 Bedrooms | 3 Bathrooms | Sleeps 8 | 3,300 sq. ft.
🐾 Dog Friendly | 🌲19 Private Acres

https://www.jrvacationrentals.com/listings/pine-tree-retreat/

Imagine waking up surrounded by towering pines, spending the day exploring Door County, and coming back to your own private retreat for a cozy evening with family and friends.

✨ What makes Pine Tree Retreat special?
• 19 acres of peaceful, private forest to explore
• Spacious accommodations for up to 8 guests
• Luxurious king-bed master suite with ensuite bath & whirlpool tub 🛁
• Spacious lower-level media room — perfect for movie nights 🎬
• Four comfortable bedrooms and three full bathrooms
• Dog-friendly, so your four-legged family members can join the adventure! 🐶
• Conveniently located near the boat launch, Cave Point County Park & Whitefish Dunes State Park

🍁 Fall is one of the BEST times to visit Door County! 🍁

Enjoy colorful leaves, peaceful hiking trails, crisp mornings, scenic drives, cozy evenings, and all the beauty Door County has to offer — without the summer crowds!

Whether you’re planning a family getaway, a friends’ weekend, or a trip with the whole pack, Pine Tree Retreat is ready for you!

📅 We have openings throughout September & October!

👉 Don’t wait for the leaves to fall — book your fall getaway at Pine Tree Retreat today!

Phone: (920) 743-7291
Email: [email protected]

08/12/2026

🌊 JUST OPENED UP DUE TO A CANCELLATION! 🌊

Looking for a last-minute Door County getaway? Kalamaja just had a cancellation, opening up August 23rd through September 3rd! 🏡💙

And if those dates don’t work, we also have these September openings:

🍂 September 7th–15th
🍂 September 21st–30th

https://www.jrvacationrentals.com/listings/kalamaja/

This one is truly special. ❤️

Kalamaja is a rustic, 125+ year-old log cabin sitting on 120 feet of Lake Michigan shoreline, just outside Jacksonport. With the lake right at your doorstep and some of Door County’s most beautiful natural attractions nearby, it’s the perfect place to slow down, reconnect, and enjoy a few days away.

🌊 120 feet of Lake Michigan shoreline
🔥 Spacious deck & fire pit
🥩 Grill out and enjoy dinner overlooking the water
🛏️ 3 bedrooms + loft
🛁 2.5 bathrooms
👨‍👩‍👧‍👦 Sleeps up to 8
🐾 Pet friendly!
🥾 Close to Cave Point County Park & Whitefish Dunes State Park
🚲 A short walk or bike ride to Cave Point County Park

And of course, there’s nothing quite like sitting around the fire in the evening, listening to the waves and watching the sun go down over Lake Michigan. 🌅

Cave Point County Park, one of the most photographed spots in Door County, is just a short distance away, and Whitefish Dunes State Park is nearby with beautiful hiking trails and a public beach.

✨ AVAILABLE DATES:
📅 August 23 – September 3 — JUST OPENED!
📅 September 7 – 15
📅 September 21 – 30

If you’ve been thinking about a Door County escape, this is your sign! These dates won’t last long, especially the newly available August dates.

👉 Book online through our website, or give us a call or send us an email. We’d love to help you plan your stay at Kalamaja!

Phone: (920) 743-7291
Email: [email protected]

📍 Jacksonport, Wisconsin
🌊 Lake Michigan waterfront
🏡 Sleeps up to 8
🐾 Pet friendly

J R Vacation Rentals

09/10/2026

09/09/2026

09/07/2026

09/02/2026

09/01/2026

08/27/2026

08/26/2026

08/20/2026

08/19/2026

08/12/2026

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