Holiday houses in Little Summer Island

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Top-rated holiday rentals in Little Summer Island

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Guest favourite
Cabin in Rapid River
4.9 out of 5 average rating, 141 reviews

Wood Haven's Lakefront cabin with stunning views

Enjoy this cabin overlooking Lake MI's shoreline. Connect with nature surrounded by Hiawatha Forest & amazing wildlife. The open floor plan & artistic design creates a cozy atmosphere. Sleeps 4 on loft bedroom & 1 on couch downstairs. Fully equipped kitchen & in-floor heat. Includes washer & dryer. The welcoming home-away-from-home atmosphere of this peaceful place will inspire you to return year after year. This cabin is part of Wood Haven Estate. ***Limited lake access due to low water levels.

Top Guest favourite
A fire pit area is set on a grassy lawn, surrounded by four blue Adirondack chairs. The pit is composed of stones and is positioned near the shoreline, with calm water and a picturesque view of the distant islands and clouds.
Cottage in Washington
4.91 out of 5 average rating, 305 reviews

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

Top Guest favourite
A cozy bedroom is framed by rustic log walls, featuring a spacious bed with a white comforter and a plaid throw. Two wooden bedside lamps provide soft lighting beside the bed, which is complemented by colorful pillows. Window treatments in plaid add a warm touch.
Cabin in Ellison Bay
4.99 out of 5 average rating, 144 reviews

Take Me Back Log Cabin

Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

Guest favourite
An outdoor wedding ceremony is taking place under a wooden gazebo. Guests are seated on white chairs arranged in rows on a grassy area. A blue sky and distant waterfront views provide a scenic backdrop.
Cottage in Garden
4.95 out of 5 average rating, 76 reviews

The Old Ore House

Beautiful cottage located on the end of the Garden Peninsula in the small town of Fairport; this property features spectacular waterfront views with access to a small marina and sand beach. Various wildlife commonly seen, to include bald eagles, deer, turkeys, ext. In addition, this property hosts spectacular fishing opportunities. Fishing from shore, large and small mouth bass, perch, and northern pike are abundant. Anglers can also catch salmon, lake trout, ext. from a fishing vessel.

Guest favourite
Home in Sister Bay
4.89 out of 5 average rating, 9 reviews

Kinsey Bay Getaway

Kinsey Bay Getaway — a charming 1970s cottage perched on a stone peninsula along the shores of Lake Michigan in Sister Bay, WI. This 3-bed, 4-bath rustic retreat features warm Scandinavian-inspired décor that feels right at home among Door County’s rich Nordic heritage. Bring your own kayak to launch from the private shoreline, bike scenic trails, or unwind beneath some of the Midwest’s most spectacular night skies. Perfect for families or friends looking to recharge and reconnect.

Top Guest favourite
A charming red chalet is viewed from the side, featuring a large deck with expansive windows that overlook the surrounding grassy yard. The landscape includes trees showcasing autumn colors and a gravel driveway leading to the property.
Cabin in Garden
5 out of 5 average rating, 42 reviews

Cozy A-Frame with spectacular views!

A beautiful chalet with an open concept and gorgeous views of the water across the street. A large yard with hookups for campers and a fire pit for enjoying quiet evenings in the scenic fishing village of Fairport. Within walking distance of a private marina where you can dock your boat for excellent salmon and bass fishing or just cruising the bay and enjoying the islands surrounding the area. A kayaker's paradise! The two closest islands are Big Summer and Little Summer islands.

Guest favourite
Home in Fish Creek
5 out of 5 average rating, 7 reviews

Cedar & Glass | Luxury 5-Acre Forest Escape

Cedar & Glass is a custom-designed architectural retreat where modern design and nature exist in perfect harmony. This 3-bedroom, 2.5-bath luxury escape features soaring floor-to-ceiling glass, heated concrete floors, a sculptural fireplace, and curated interiors that blur the line between indoors and out. Set on five private wooded acres just minutes from Fish Creek, guests enjoy rare seclusion, refined comfort, outdoor dining, and evenings around the fire under the trees.

Guest favourite
Cabin in Ellison Bay
5 out of 5 average rating, 27 reviews

Lakeside Cottage on the Bluff

Surrounded by woods and crystal clear water, Nordcliff Cottage is a minimalist retreat perched above Lake Michigan, with sweeping views of Washington, Plum, and Pilot Islands. Built in the 1960s, and equipped with modern furnishings and decor, this Scandinavian-inspired cottage offers a serene, calming space where natural light floods the open loft, inviting relaxation and connection with the tranquil lakeside setting. A sand beach with public access is just steps away.

Guest favourite
A bright living space features modern furnishings arranged for comfort. Large glass doors provide a view of the lake and outdoor deck. Natural light fills the room, highlighting the soft area rug and contemporary chairs.
Home in Ellison Bay
4.99 out of 5 average rating, 118 reviews

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Top Guest favourite
The master bedroom features a queen size bed dressed in a vibrant yellow quilt, complemented by decorative pillows. A window with wooden frames allows natural light to illuminate the space, revealing a view of surrounding trees. A comfortable chair with a patterned fabric and a nightstand with a lamp complete the room.
Loft in Washington
5 out of 5 average rating, 145 reviews

Golden Elvis Apt., short stroll from Schoolhouse ☀️

Unwind and enjoy your time on Washington Island while staying at our lovely apartment, just a stones throw away from Schoolhouse Beach and only two miles from town. Our newly built apartment has two bedrooms, a living area, a dining area, and a kitchenette. Walk out to a balcony that overlooks a private yard surrounded by woods, grill a steak on the Weber grill, walk to the beach for an evening swim, and come back and cook marshmallows around a cozy campfire.

Top Guest favourite
Cottage in Sister Bay
5 out of 5 average rating, 241 reviews

2 Bed A-Frame, Fire Pit, Coffee Bar - Sister Bay

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Guest favourite
A spacious camper is positioned on a gravel pad surrounded by lush greenery. Tall trees provide shade, while the manicured grass adds a vibrant touch. A welcome mat is placed at the entrance, emphasizing the inviting outdoor space for relaxation.
Campervan/RV in Garden
5 out of 5 average rating, 10 reviews

Hidden Gem Lake Mi Camping

Adventure awaits you in this rustic getaway. Minutes from Historic Fayette State Park, Boat Launch, and Lake Michigan. Enjoy a piece of paradise in your relaxing space, at the campfire, gorgeous sunset at the lake, kids playground, with all the amenities of home! Camper has full hook ups, AC, sleeps 6, WiFi, fridge, microwave, stove/oven, bathroom with shower, outdoor gas grill, fire pit with firewood. Great area for salmon fishing!

Popular amenities for Little Summer Island holiday rentals