Holiday rentals 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, 142 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 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, 146 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.

Top guest favourite
A hot tub is situated in the foreground, with clear waters reflecting the sky. In the background, a grassy yard is visible, framed by trees. A patio area with a table and chairs is seen nearby, along with a fence and a sunny day ambiance.
Cottage in Escanaba
4.97 out of 5 average rating, 166 reviews

Cozy 1-bedroom cottage with hot tub

Cozy cottage with room for 4-5 on Lake Michigan. Conveniently located five minutes from Escanaba, you can relax in the hot tub, enjoy the fire pit, soak in the views of lake from the fenced in yard, or walk down to the lake with chairs and a fire pit waterside. The cottage is located with shared parking next door to a restaurant that we also own; the best wood fired pizza around! Kitchen closes at 9:00pm EST and restaurant closes at 10:00pm EST. 1 queen bedroom, 1 queen futon. SmartTv, Wifi.

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, 77 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.

Top guest favourite
Home in Sister Bay
4.9 out of 5 average rating, 10 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
5.0 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
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, 119 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.

Guest favourite
Cabin in Ellison Bay
5.0 out of 5 average rating, 29 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.

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
4.99 out of 5 average rating, 147 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.

Guest favourite
A serene shoreline of Lake Michigan showcases gentle waves lapping at the sandy beach. In the foreground, a carefully balanced stack of smooth stones stands, emphasizing the natural beauty of the scene. A clear blue sky stretches above, enhancing the tranquil atmosphere.
Home in Manistique
5.0 out of 5 average rating, 27 reviews

Lake Michigan W/Hot Tub -Waterfront Retreat

Lake Michigan W/Hot Tub -Waterfront Retreat Rock Haven is a Two Acre Cabin Retreat on the Shores of Lake Michigan! Cabin: Multi-level with 3 bedrooms and 1 bath. Featuring: Panoramic Views throughout. Located: On a Private Road 15 miles South of Manistique on the Garden Peninsula. Highlights: Private Beach Access, Upper Sundeck W/Grill, Lower Shade-deck W/HotTub, Two Fire-Pit areas and Outdoor Shower W/Hot water *Starlink-WiFi & Cell Phone Booster*

Top guest favourite
Cottage in Sister Bay
5.0 out of 5 average rating, 243 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 single-story house is nestled among green grass and trees, featuring a stone chimney and white siding. A spacious driveway leads to the entrance, and a wooden picnic area is visible to the left side, inviting outdoor gatherings.
Home in Garden
4.88 out of 5 average rating, 17 reviews

Sac Bay Sunset Beach House

Bring the whole family to this great place with gorgeous sunrise and sunsets! Located on the beautiful Garden Peninsula, this beautiful spot has everything you need to enjoy your visit. Relax at the bonfire while gazing at stars, kayak the beautiful shores or bask in the breathtaking sunshine while fishing at the dock. Close to two local marinas and a public swimming beach.

Popular amenities for Little Summer Island holiday rentals