Vacation rentals in Little Summer Island

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Top-rated vacation rentals in Little Summer Island

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Top guest favorite

A dining area is equipped with a large wooden table surrounded by six white chairs. Natural light enters through multiple windows adorned with blinds. A stainless steel refrigerator and light cabinetry are visible in the adjoining kitchen area.

Home in Marinette

4.96 out of 5 average rating, 25 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 favorite

A spacious backyard features a well-maintained lawn, bordered by trees for added privacy. A fire pit surrounded by seating invites outdoor gatherings, while an umbrella-shaded dining area accommodates al fresco meals. The home's side reveals large windows, enhancing the connection to nature.

Home in Egg Harbor

4.96 out of 5 average rating, 268 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.

Superhost

A circular arrangement of colorful Adirondack chairs is set on green grass, facing a serene lake and the rising sun. Nearby, kayaks and a canoe are visible, and a picnic table is positioned in the background, providing ample space for gatherings.

Cabin in Bark River

4.91 out of 5 average rating, 128 reviews

St Michaels in Cedar Dells Lakeside Resort #4

A beautiful cottage nestled in a white cedar grove along the shores of Lake Michigan. You will wake to the sunrise coming up over Lake Michigan. Come, enjoy a comfortable, relaxing, and peaceful time for you, family, and friends. A complete kitchen, even the wine glasses are in the cupboard. All bed linens and towels are provided. Smoke free, Pets welcome with additional fee, and must be on leash when outside, air conditioning, WiFi available (please, no streaming), and Direct TV .

Superhost

An aerial view captures the ranch-style home surrounded by lush greenery, showcasing a manicured lawn leading to a rocky shoreline. The deck is visible, providing outdoor seating, while trees offer shade, enhancing the serene environment near the bay.

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.

Superhost

An aerial view captures a lighthouse overlooking a serene water body, with lush greenery surrounding the white structure. Nearby, a winding path and several trees add natural beauty, while the calm blue water reflects sunlight, enhancing the landscape's tranquility.

Condo in Escanaba

4.83 out of 5 average rating, 6 reviews

Sea Breeze Inn, Luxury Condo.

Completely remodeled, nautical, cozy 2 bedroom with a view of Little Bay de Noc from most of the rooms. Some of the best sunrises and sunsets on Lake Michigan. Come experience our downtown... Sandpoint Lighthouse, our Municipal Marina, beautiful Ludington Park, shopping, dining, a brew pub, winery, bars and restaurants all within walking distance of our central location. Escanaba is centrally located when exploring the UP via day trips and world class fishing is only minutes away.

Top guest favorite

Home in Egg Harbor

5 out of 5 average rating, 62 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.

Superhost

Aerial view of the Jolli-Lodge resort shows vibrant fall foliage surrounding the property. The shoreline of Lake Michigan features a gravel beach and a line of green chairs for lounging. Colorful kayaks and paddle boards are visible near the water's edge, inviting exploration.

Cottage in Leland

4.81 out of 5 average rating, 16 reviews

JOLLI-LODGE~Beach Resort Leland

HILLTOP is one of over 20 rental units at the Jolli-Lodge, a family-run resort since 1956. Nestled in the forest near Leland, on the largest private Lake Michigan access in the area, guests enjoy the private beach, tranquil property, free kayaks, paddle boards, and bicycles. Jolli-Lodge is the original Leelanau resort with laid-back, up-north style. HILLTOP is now available for reservations all year! PETS WELCOME in all units except: Game Room, Master Studio, Lodge Rooms.

Superhost

An inviting outdoor pool area is seen under a twilight sky, with soft lighting enhancing the clear water. A hot tub is positioned beside the pool, filled with bubbling water, and surrounded by a clean, paved deck. Lounge chairs line the area, framed by lush greenery.

Condo in Fish Creek

4.9 out of 5 average rating, 21 reviews

Hilltop Retreat in Fish Creek, Door County

Nestled in the heart of Fish Creek, the Hilltop Retreat offers the perfect blend of tranquility and convenience for your next Door County adventure. This charming two-bedroom, 1.5 bathroom townhome is just a short walk or bike ride from local shops, restaurants, and the breathtaking Peninsula State Park. Whether you're here for a relaxing escape or an action-packed getaway, this well-appointed condo delivers exceptional hospitality with top-tier cleanliness and comfort.

Guest favorite

An indoor pool area is featured, with a large swimming pool and a separate hot tub. Colorful banners hang from the ceiling, and soft, ambient lighting enhances the space. Several tables and chairs are arranged around the pool, providing seating options for guests.

Townhouse in Egg Harbor

4.93 out of 5 average rating, 143 reviews

Gorgeous Townhouse Condo-Indoor Pool and Hot Tub

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 favorite

A spacious deck is furnished with a glass-top table surrounded by four red and white striped chairs, offering a view of Lake Michigan. Lush green grass and towering trees frame the scene, while distant chairs are positioned near the water's edge.

Cabin in Stephenson

4.93 out of 5 average rating, 56 reviews

Magnificent log cabin with 600 feet on Lake MI.

4 BR, 2 bath log cabin on 600 feet of Lake Michigan shoreline . Enjoy nature at its very best. Set up as a 5 star vacation rental, great for fishing, hunting, trail riding. One room guest cabin(4th BR)with queen bed included on the property. Pet friendly for well behaved and house trained dogs( No puppies please, & no dogs in loft or on the furniture). $100 fee req. for each dog up to 3 max. Minimum booking age 25. Please notify if you are bringing a dog(s).

Guest favorite

Adirondack chairs are arranged around a fire pit near the water's edge. A wooden dock extends into the calm lake, surrounded by tall trees and lush greenery. Kayaks and a lily pad are visible in the background, enhancing the natural lakeside setting.

Home in Nahma Township

4.9 out of 5 average rating, 31 reviews

Tall Pines Rustic Lakeside Cottage

Updated yet rustic cabin on 2 private acres, steps from sandy lakeshore on quiet lake. Main floor includes bedroom, bathroom, laundry, fully stocked kitchen, living & dining area and wood burning fireplace. The airy loft has two queen beds and great views of the tall pines. Watch the sun set over the bay on the lakeside deck. Canoe, kayaks and lily pad are included. Tall Pines is private and peaceful close to attractions, waterfalls, and trails.

Top guest favorite

A two-story home is framed by a large green tree, providing shade to the front yard. The entrance features a welcoming porch with a stone facade and a well-maintained lawn that leads to a sidewalk.

Home in Escanaba

4.93 out of 5 average rating, 41 reviews

Escanaba Escape

Your family will be close to everything when you stay at this centrally located place blocks from Ludington Park. Located along Lake Shore Dr., this mile-long coastal park along Lake Michigan is a top pick for families. Lighted tennis courts, sand volleyball courts, a picnic pavilion, and beautiful beaches are just a few things the park offers. We also have 3 kayaks available to use during your stay! Extended stay discounts available, please ask!