Vacation rentals in Little Summer Island

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Top-rated vacation rentals in Little Summer Island

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Guest favorite
A cozy living area is showcased, featuring a large sectional sofa with decorative pillows and a rustic wooden coffee table. A stone fireplace stands as a focal point, while warm lighting highlights the natural wood accents and a patterned area rug on the hardwood floor.
Cabin in Sturgeon Bay
4.97 out of 5 average rating, 163 reviews

Serene, cozy cottage in the woods

Welcome to your safe Haven in the woods! Located conveniently in Sturgeon Bay one block from the lake, this cozy cottage will not disappoint! Sipping coffee on the inviting front porch, getting comfy around the grand fireplace or creating a delicious dinner in the modern kitchen will have you feeling right at home! Haven offers plenty of space for families to get together and create lasting memories. Even a bunk room above the garage gives the kids their own hang out space. Close to all the fun!

Guest favorite
Cabin in Rapid River
4.9 out of 5 average rating, 136 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 favorite
A dining area features a wooden table with a natural finish and metallic accents, surrounded by sleek chairs. The room is illuminated by stylish pendant lighting, and a living area with a comfortable seating arrangement is visible in the background against rustic wood paneling.
Home in Gladstone
4.96 out of 5 average rating, 637 reviews

The HighBanks- Full Breakfast incl. Lakeview!

The Highbanks is a 3 Bedroom 1.5 bath home that can sleep and feed up to 6 people. Full breakfast is included! Serve yourself: Items included, but not limited to; Coffee (decaf/reg),hot cocoa (kureig+ traditional pot), several kinds of cereal, waffles, pancakes, milk, juice, eggs, sausage, bread + more! The Home has HEPA filter, and UV light air filtration, and laundry facilities on site with soap and detergent. There's large driveway with plenty of parking for trucks+boats/trailers/RV's etc.

Top guest favorite
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, 141 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 favorite
A quaint cottage with a yellow exterior features a front porch with wooden decking. Green benches, adorned with blooming flowers, line either side of the entrance, providing a welcoming touch. A large window framed by white trim is situated above the door, which is accented by a decorative sign.
Cottage in Ellison Bay
4.88 out of 5 average rating, 170 reviews

Tiny Yellow Cottage in Gills Rock

Live tiny, unplug, and unwind at our cozy, clean, and charming cottage in peaceful Gills Rock. Away from crowds, this tiny retreat includes a living area w/a kitchenette, 2 Full-size beds with cool, crisp cotton linens, plus a private patio, grill, and fire pit. Stunning sunsets just across the street. The perfect home to recharge after a day exploring Door County. Just 15 minutes from the bustle of the bigger towns, close enough for adventure, far enough for peace. Located on scenic HWY 42.

Guest favorite
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, 73 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 favorite
A kitchen space is featured with wooden cabinetry and a granite countertop. A wooden dining table with four chairs is positioned nearby. The open layout allows for easy movement towards the living area, where a television and decorative elements are visible.
Home in Nahma
4.9 out of 5 average rating, 144 reviews

3 Bedroom House w/Public Boat Launch Across Street

Clean, cozy, 3 bedroom house with public boat launch and lake access across from house. ATV & groomed snowmobile trail a short walk away. Centrally located in the southern U.P., within a short distance to many State Parks. House is spacious enough to host a family of 5. Has a fully stocked kitchen & a washer & dryer, wi-fi and internet tv. Sits on a quiet lot, with bonfire pit. Dining & drinks a short walk away with live entertainment on some nights. Great place to stay for a nice get-away!

Guest favorite
A spacious home is nestled among tall pine trees, viewed from a sandy beach. The exterior features large windows, allowing natural light to highlight the structure. A wooden deck with outdoor seating is visible, offering a relaxing space to enjoy the surrounding nature.
Cabin in Manistique
4.97 out of 5 average rating, 120 reviews

North Shore Retreat: Your Perfect Summer Escape!

North Shore Retreat on Lake Michigan. Spend a few peaceful days at North Shore Retreat and you’ll understand why we say, “Inspiration Lives Here.” Whether you’re writing, painting, birdwatching, spending time with family, or just getting away from it all, we’re confident you’ll find yourself refreshed and inspired by the natural beauty of the northern shore of Lake Michigan and the comfortable surroundings of this home located on the waterfront in the south-central Upper Peninsula region.

Top guest favorite
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, 40 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 favorite
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, 113 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 favorite
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, 132 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 favorite
Cottage in Sister Bay
5 out of 5 average rating, 236 reviews

Sister Bay A-Frame, Fire Pit, Coffee Bar, Sleeps 4

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.

Popular amenities for Little Summer Island vacation rentals