J R Vacation Rentals

05/29/2026

🍂 NOW BOOKING MONTHLY FALL STAYS STARTING SEPTEMBER 1ST 🍂

Escape to Door County this fall and settle into life at Adoorable A — a cozy and quirky rustic A-frame cottage near beautiful Clark Lake!

Perfect for extended getaways, remote work stays, seasonal living, or anyone looking to experience Door County beyond just a weekend trip. This charming cottage offers a peaceful setting while still being conveniently located near all the restaurants, shops, parks, and attractions the county has to offer.

✨ Property Features:
🏡 Rustic A-frame cottage with fun and funky décor
🛏 3 sleeping areas | Sleeps up to 6 guests
🐾 Pet friendly — up to 2 dogs welcome
🔥 Fire pit for relaxing fall evenings
☕ Front deck for quiet mornings and coffee
🎣 Located across from Clark Lake, known for boating & fishing
🚤 Boat launch just one block away
🚗 Peaceful location with easy access to Door County destinations

Imagine spending the fall surrounded by changing leaves, scenic drives, waterfront sunsets, local festivals, and cozy nights by the fire. 🍁

📅 Monthly stay available beginning September 1st!

Call or email us today for availability and rental details!

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

05/27/2026

🌊 Last Minute Summer Opening in Door County! 🌊

Escape to the sandy shores of Lake Michigan at Alice’s Wonderland — a cozy, budget-friendly beachfront cottage just outside Sturgeon Bay on beautiful Glidden Drive.

📅 NOW AVAILABLE:
May 31 – June 6
PLUS select September & October openings for fall colors and peaceful waterfront getaways 🍂

🏖️ Private sand beach access
🛏️ Sleeps up to 6 guests
🛌 3 bedrooms | 1.75 baths
📶 Wi-Fi + Cable TV
🧺 Laundry & dishwasher
🚤 Minutes from Lily Bay boat launch

Alice’s Wonderland has become a favorite for many repeat guests who love the relaxing shoreline, comfortable cottage feel, and unbeatable location.

Perfect for family vacations, fishing trips, beach days, and quiet fall weekends by the lake!

Call or email us for rates and availability before these dates are gone!

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

05/25/2026

Today, we pause to remember and honor the brave men and women who made the ultimate sacrifice for our country.

We are also incredibly thankful for our wonderful property owners, guests, and local community who help make Door County such a special place year after year.

Whether you're spending the day on the water, gathered around the grill, relaxing with family, or simply enjoying the beauty of the season, we hope your Memorial Day is filled with gratitude, reflection, and time well spent with those who matter most!

Wishing everyone a safe, relaxing, and meaningful Memorial Day!!!

JR Vacation Rental Team

05/21/2026

🌲 Escape to Door County at Whispering Woods Retreat! 🌲

Looking for the perfect Northwoods getaway? Tucked deep in the peaceful forests of Ellison Bay, Whispering Woods Retreat is a cozy-modern cabin designed for relaxation, comfort, and unforgettable memories.

✨ 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet Friendly 🐾

Wake up to sunlight streaming through towering trees, sip coffee on the oversized deck, and spend evenings around the firepit under a sky full of stars. Inside, you’ll find beautifully updated living spaces, a brand-new kitchen, and personalized comfort with room-by-room climate controls.

📍 Perfect Door County Location:
• 6 min to Ellison Bay Beach
• 6 min to Island Orchard Cider
• 7 min to Sister Bay
• Steps from Ellison Bluff State Natural Area

Whether you’re hiking scenic trails, exploring local shops and restaurants, or simply unwinding with a glass of wine by the fire, Whispering Woods Retreat offers the peaceful escape you’ve been craving.

Private. Peaceful. Perfect. 🌿

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

Book your Door County retreat today and experience the beauty of the woods in every season!

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

05/19/2026

Memorial Day Weekend is almost here — and we still have some incredible Door County getaways available! Whether you’re planning a relaxing waterfront retreat, a family gathering, or a pet-friendly adventure, we have the perfect spot waiting for you!

☀️ Book your holiday weekend before these dates are gone!

🏡 Bailey’s House – Baileys Harbor
*3-Night Minimum
*Step into charm and comfort at this beautifully updated 1890s farmhouse located in the heart of Baileys Harbor. Walk to restaurants, shops, waterfront parks, and the marina while enjoying peaceful evenings around the firepit in the large private yard. Pet friendly and perfect for families!
*Sleeps 6 | 3 Bedrooms | Pet Friendly

https://www.jrvacationrentals.com/listings/baileys-house/

🌅 Top Of The Morning – Fish Creek
*2-Night Minimum
*Relax above the bustle of town while still being close to everything Fish Creek has to offer. Enjoy your morning coffee on the balcony, unwind at the pool, and retreat to this peaceful condo after a day of shopping, dining, and exploring.
*Sleeps 6 | 2 Bedrooms | whirlpool bath Tub

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

🔥 Ironwood Rentals – Sturgeon Bay Area
*2-Night Minimum
*Freshly renovated upper and lower units located in a quiet neighborhood near a public park and beach. Bring your kayaks, bikes, and pets — this property is ideal for couples, friends, or larger groups renting both units together.
*Sleeps 4 Per Unit | Pet Friendly | EV Charging Station

https://www.jrvacationrentals.com/listings/ironwood-upper-condo/

👨‍👩‍👧‍👦 Family Time – Fish Creek
*4-Night Minimum
*Perfect for larger groups looking to enjoy Door County together! This spacious townhouse offers access to indoor and outdoor pools, a rec center, play areas, and more — all just minutes from downtown Fish Creek.
*Sleeps 8 | 3 Bedrooms | Great Family Amenities

https://www.jrvacationrentals.com/listings/northhaven-condominiums-family-time-townhouse-2/

💙 Our Blue Heaven – Waterfront Escape
*2-Night Minimum
*Looking for waterfront relaxation? Enjoy stunning water views from the private dock and custom jetty, fish right outside your door, or launch your kayak for a peaceful day on the water. A favorite year-round getaway!
*Sleeps 9 | Waterfront | Pet Friendly

https://www.jrvacationrentals.com/listings/our-blue-heaven/

🌲 Pine Tree Retreat – Secluded Door County Getaway
*2-Night Minimum
*Escape to your own private paradise nestled on 19 wooded acres near Cave Point and Whitefish Dunes. This spacious retreat features a luxurious master suite, media room, and room for the whole family — including your dogs!
*Sleeps 8 | 4 Bedrooms | Pet Friendly

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

Make this Memorial Day Weekend one to remember with a relaxing Door County getaway!

Availability is limited, so reserve your stay today!

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

05/14/2026

✨ Stay in a piece of Door County history at Schook Shack ✨

Booking stays starting September 29th and beyond!

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

Step into one of the famous “Fairytale Cabins of Chapel Lane” — featured in Door County Living — and experience the timeless charm of this historic Arts & Crafts log home, lovingly designed and built in the 1920s by renowned Chicago Art Institute professor and painter Frederick deForrest Schook.

🏡 Schook Shack Highlights:
🛏 Sleeps up to 6 guests
🛌 2 bedrooms + charming bunk house
🛁 2 full bathrooms
🌊 Beautiful Lake Michigan views
📍 Prime Baileys Harbor location

This whimsical two-story retreat offers:
✨ A king master bedroom upstairs
✨ Cozy loft sleeping space
✨ Attached handcrafted bunk house
✨ Rustic kitchen with breakfast nook
✨ Outdoor screened dining room
✨ Gorgeous stone porch & expansive lawn overlooking Lake Michigan

Perfectly located for your Door County adventure:
🚶 Walk to Björklunden for Door Shakespeare
🚶 Stroll to downtown Baileys Harbor shops, restaurants & waterfront
🚲 Quick ride to Anclam Park Beach
🌲 Minutes from The Ridges Sanctuary, Cana Island Lighthouse, Cave Point & Whitefish Dunes!

Rich in artistic heritage and nestled in one of Door County’s most magical settings, Schook Shack is the perfect peaceful retreat for making unforgettable memories.

📅 Open dates begin September 29th — reserve your fairytale getaway today before they’re gone!

Call or email us for availability and booking details!

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

05/14/2026

05/12/2026

🌲 Escape to the perfect Door County getaway at Pine Tree Retreat! 🐾✨

Now booking stays starting August 24th and beyond!

Tucked away on 19 private wooded acres, this stunning dog-friendly retreat offers the best of both worlds — peaceful seclusion with easy access to some of Door County’s favorite destinations, including Cave Point County Park, Whitefish Dunes State Park, and nearby boat launches.

🏡 Property Highlights:
🛏 4 Bedrooms | 🛁 3 Bathrooms | 👨‍👩‍👧‍👦 Sleeps 8
📍 3,300 sq ft of comfort and relaxation

✔ Luxurious master suite with king bed & whirlpool tub
✔ Spacious media room for movie nights
✔ Open-concept living, kitchen & dining area
✔ Pet-friendly for your furry family members 🐶
✔ Surrounded by beautiful pine forest scenery

Whether you’re planning a family vacation, couples getaway, or relaxing retreat with friends, Pine Tree Retreat is the perfect place to unwind and make unforgettable memories.

📅 Openings available starting August 24th — book your stay before dates fill up!

Call or email for availability and booking details!

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

05/06/2026

🌊 Sandy Beach House Getaway🐾

Looking for the perfect Lake Michigan escape? Just 15 minutes from Sturgeon Bay, this peaceful waterfront retreat offers the ideal mix of relaxation, space, and adventure!

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

🏡 Property Highlights
• 3 Bedrooms | 2 Bathrooms | Sleeps up to 6 (per local ordinance)
• Pet-friendly 🐶🐱 (up to 2 pets — portable dog crates included!)
• 180 ft. of sandy shoreline on Lake Michigan 🌅
• Kayaks & paddle boards ready for your lake days 🚣‍♀️
• Campfires by the shore 🔥

✨ Comfort & Convenience
• Central AC, washer/dryer, dishwasher
• Spacious kitchen, dining, and living area
• Master suite with queen bed + private bath
• Additional queen bedroom + kids suite with bunk beds (4 twins total)

Whether you're soaking up the sun, paddling along the shore, or unwinding by the fire, this home is made for unforgettable memories!

📅 Book your stay and experience the quiet side of Door County—where the views are worth the drive.

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

05/05/2026

🌿New Dates Just Opened: May 21–25 in Baileys Harbor!🌿

Looking for the perfect Door County getaway? These newly available dates line up beautifully with the Door County Festival of Nature and events happening at The Ridges Sanctuary—making it an ideal time to visit!

🏡 Welcome to Baileys House
Bring the whole family—including your furry friends—and settle into our charming, updated 1893 farmhouse tucked on a peaceful side street in Baileys Harbor. Sleeps 6 comfortably and just steps from everything: waterfront parks, shops, restaurants, the marina, and more.

✨ What You’ll Love:
• Recently updated with new appliances, carpeting & restored maple floors
• Cozy living room with SMART TV + electric fireplace
• Fully equipped kitchen with breakfast island
• 3 bedrooms (Queen, Double, Trundle) with A/C
• 2 full bathrooms (walk-in shower + relaxing soaker tub)
• Washer & dryer for convenience

🌳 Outdoor Living at Its Best:
Enjoy a spacious private yard with a deck, BBQ grill, picnic table, firepit, and comfy seating—perfect for relaxing evenings or family fun. Plus, plenty of parking for kayaks, ATVs, and more!

🐾 Pet-Friendly Stay
Because vacations are better when everyone comes along!

📅 Don’t miss this limited opening during one of the most beautiful times of the year in Door County!

📞📩 Call or email now to book your stay and make unforgettable memories at Baileys House!

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