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Holiday rentals in Greenleaf

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Top-rated holiday rentals in Greenleaf

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Apartment in Fish Creek

4.89 out of 5 average rating, 19 reviews

Hilltop Retreat in Fish Creek, Door County

Your next visit to Fish Creek awaits at this 2-bedroom, 1.5-bath vacation rental! This cozy townhome offers a full kitchen for preparing meals, a private balcony, back deck and yard space, and a seasonal community pool and hot tub just steps away for your enjoyment. Experience a scenic hike through Peninsula State Park, peruse the shops of downtown Fish Creek, and delight in the local dining options. The Hilltop Retreat is the perfect home base for your next couples retreat, or family vacation.

Guest favourite

Home in Sheboygan

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

3 BR. 3 BA. Fully furnished. Granite counters and stainless steel appliances in large kitchen overlooking the lake. King and Queen suites with 2nd King and full Bath. Sleeps 6, but very large sofa. Washer/Dryer. Lake Michigan views throughout, Pool table room, work space, 2 levels of patios. Sits on landscaped sand dunes and beach. 10 min drive to Black Wolf Run Golf and resort. Front row for boat races from 2 decks. Den with large fireplace. Dining table overlooking lake + lighthouse.

Guest favourite

Home in Marinette

5 out of 5 average rating, 14 reviews

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

Guest favourite

Home in Egg Harbor

4.96 out of 5 average rating, 265 reviews

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor, Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

Guest favourite

Home in Oshkosh

5 out of 5 average rating, 32 reviews

WolfDen Getaway - Winnebago Channel

5/5 Rating on another travel site (55 Reviews) - "The Wolf Den is by far the best home our family has rented..." - 6/29/2023 You’re only a 1/4 mile from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. Smart TVs in all the right places. 4 bedrooms/3 bathrooms. Plenty of parking. Brand new queen size murphy bed.

Home in Egg Harbor

4.8 out of 5 average rating, 10 reviews

Ski Shore Retreat

Enjoy breathtaking sunsets nightly from this cute and cozy ranch style home nestled in the woods. The home is situated on a rocky but assessable shoreline on the bay of Green Bay. However, Murphy Park is just a mile away with a sand beach, playground and boat launch. Ski Shore Retreat is located a few miles south of Egg Harbor where you can enjoy shopping, dining, trolley tours, the town beach and 4 golf courses. This home is a great place for rest and relaxation. Private and serene.

Guest favourite

Home in Egg Harbor

5 out of 5 average rating, 55 reviews

RetreatAzure-Outdoor Wood Burning HotTub-EggHarbor

Retreat Azure is located in the picturesque town of Egg Harbor, Wisconsin. Nestled amidst the scenic beauty of Door County, our property offers a luxurious retreat for your vacation. As you step inside, you'll be greeted by a contemporary and tastefully designed interior. The open-concept living space is adorned with sleek furniture, infused with natural light and thoughtfully curated decor combines modern elements with a touch of rustic to creating an inviting atmosphere.

Guest favourite

Townhouse in Egg Harbor

4.93 out of 5 average rating, 139 reviews

Gorgeous Townhouse Condo-2 Pools

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.

Guest favourite

Apartment in Sheboygan

4.96 out of 5 average rating, 23 reviews

Perfect Paradise: Monthly Rates Available!

Starting 12/1/2024 Rent for an extended stay. Monthly rates until 4/1/2025 Explore your dream destination in this stunning 4-bedroom beachfront condo! With 7 beds and 3 full baths, it's perfect for relaxation. Luxurious master suite, 2-person jacuzzi tub, balcony boasting picturesque courtyard and lake views, a TV, and a gas fireplace. Convenience meets comfort with an in-unit washer/dryer and a fully stocked kitchen, providing everything you need for a seamless stay.

Guest favourite

Apartment in Sheboygan

4.97 out of 5 average rating, 134 reviews

Downtown Beachside Condo with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by Sheboygan Vacation Rentals. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

Guest favourite

Home in Sheboygan

4.97 out of 5 average rating, 131 reviews

Lakeview Beach Bungalow - With outdoor Hot Tub!

Beautifully updated beach house just one block off of Lake Michigan. Enjoy the newly landscaped backyard with pergola and 6 person Hot Tub! Watch the sunrise and sunset from the second floor master balcony. Walk to the lake across the street and enjoy the wind surfers and gorgeous scenery. Close to downtown and major parks. This three bedroom home will impress. Tastefully decorated. First floor laundry. Large bathroom with deep soaking tub.

Guest favourite

Cabin in Sturgeon Bay

5 out of 5 average rating, 68 reviews

Timber Lodge on Large Wooded Lot mid Door County

Enjoy the seclusion of this timber built lodge on a 10 acre wooded lot, complete with walking trails. Relax around the large fire pit. Spend some time on the multiple outdoor decks, or cook your favorite meal on a large outdoor grill. Conveniently located in between Egg Harbor and Sturgeon Bay in the heart of Door County. Great for multiple families, wine tourists, outdoor enthusiasts, and anyone looking for an escape.

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Other great holiday rentals in Greenleaf

Guest favourite

Home in Shawano

4.94 out of 5 average rating, 17 reviews

Mader Haven across from Shawano Lake, Near Landing

Guest favourite

Home in Marinette

4.95 out of 5 average rating, 22 reviews

Foghorn Bay Getaway

Guest house in De Pere

5 out of 5 average rating, 7 reviews

Guesthouse on the water 3.9 miles to Lambeau

Guest favourite

Home in Baileys Harbor

4.96 out of 5 average rating, 55 reviews

As seen on HGTV Lakefront Bargain Hunt Renovation!

Guest favourite

Guest suite in Oconto

4.96 out of 5 average rating, 57 reviews

Vacation fishing rental! Perfect for 4-6 people!

Home in Green Bay

4.9 out of 5 average rating, 20 reviews

Anapaula House

Guest favourite

Home in Wautoma

4.92 out of 5 average rating, 87 reviews

Lake Getaway with Escape Room, Speakeasy & Hot Tub

Guest favourite

Home in Wild Rose

5 out of 5 average rating, 7 reviews

Springwater Beach 2

Destinations to explore