Holiday rentals in Little Summer Island

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Top-rated holiday rentals in Little Summer Island

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Top guest favourite
The living area features warm wooden beams and a stone fireplace, creating a cozy atmosphere. Large windows provide natural light and a view of the outdoors. Comfortable seating is arranged with a sectional couch, two chairs, and a coffee table, inviting relaxation.
Cottage in Ellison Bay
4.93 out of 5 average rating, 108 reviews

Pet-Friendly, Cozy Cottage in Northern Door County

- Pet-friendly, 2 bedroom home in Northern Door County - Indoor fireplace and outdoor bonfire pit (wood provided) - Beautiful screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Includes all amenities to make you feel at home - Need more space? Check out our neighboring cottages next door.

Guest favourite
The cabin's exterior features a black log structure with a peaked roof, accented by large windows that reflect the surrounding greenery. A set of wooden steps leads to a spacious porch, where red and natural wood chairs offer seating for relaxation.
Cabin in Rapid River
4.9 out of 5 average rating, 126 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 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, 597 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 favourite
A rustic log cabin is set against a backdrop of lush greenery, with a clear blue sky overhead. Kayaks rest on the sandy shore in the foreground, while two lounge chairs are positioned on the lawn in front of the cabin, inviting relaxation.
Cabin in Rapid River
4.98 out of 5 average rating, 195 reviews

Cabin on lake w sauna. Pets ok. Boat and kayaks.

Cabin on lake w no public access. Owners out of sight and sound. Great pike fishing on supplied jonboat and 4 kayaks. Wood-burning sauna next to cabin. Lake Michigan beach and boat access 5 minutes away. 45 minutes to Pictured Rocks, 20 minutes to Kitch iti kipi, 25 minutes to La Fayette State Park. 12v batteries supply a bit of power and a few lights. Pets are welcome except on beds and futon :) Silverware, utensils, propane and firewood provided. You'll need ice, food, and drinking water.

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, 147 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.

Top guest favourite
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, 112 reviews

North Shore Retreat: Peaceful Winter 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 favourite
A quaint cottage stands surrounded by snow-covered trees, with a light grey door and window accents visible. The structure features a simple white exterior, complemented by a winter landscape of freshly fallen snow, creating a serene and peaceful atmosphere.
Guest house in Fish Creek
4.97 out of 5 average rating, 268 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Superhost
The cabin features a rustic wooden exterior with a steeply pitched roof and a covered porch. A central doorway is flanked by large windows, surrounded by vibrant autumn foliage that adds warmth to the serene forest setting.
Home in Rapid River
4.87 out of 5 average rating, 155 reviews

Sylvatica Ecolodge Nature Retreat

If you love tranquil cozy cabins in the woods, you will love Sylvatica Ecolodge! Sylvatica is a latin word meaning "of the forest" and this lodge is exactly that. It's a 4-acre property adjacent to the Hiawatha National Forest with a very diverse mature hardwood forest, a 0.5 acre planted prairie, a pond, woodland plant gardens, and butterfly/hummingbird gardens. The property includes a 0.3 mile long interpretive nature trail explaining the natural environment and history.

Guest favourite
A serene view of Lake Michigan’s Little Bay de Noc at sunset, showcasing calm water reflecting shades of orange and purple. Silhouettes of trees frame the scene, creating a tranquil atmosphere for relaxation.
Guest house in Rapid River
4.89 out of 5 average rating, 219 reviews

Guest house/cottage on the bay with a view.

A small, comfortable cabin centrally located in the Upper Peninsula of Michigan. Surrounded by Lake Michigan's Little Bay de Noc on one side and the Hiawatha National Forest on the other, this guest home sits in a quintessential Upper Peninsula location, with attractions like Pictured Rocks National Lakeshore and Fayette Historic State Park, vibrant lakefront towns like Marquette and Escanaba, and countless trails, waterfalls, beaches, and hikes all within an hour's drive.

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, 107 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
The cabin's exterior is characterized by rustic wood siding complemented by vibrant red accents. A welcoming porch is visible at the front, with two rocking chairs inviting relaxation. Surrounding greenery enhances the outdoor space, creating a peaceful atmosphere.
Cabin in Ellison Bay
4.85 out of 5 average rating, 185 reviews

Historic Log Cabin by the Bay (Lake View)

"Doc's Hideaway" sits at the tip of the Door County peninsula in beautiful Gills Rock, surrounded by lush woods on one side and the picturesque Bay and bluffs on the other. This historic mid-1800’s cabin has been lovingly renovated (admire the character of the original hand scraped wood walls and ceiling beams) with all the amenities and comforts of home. New in 2022: extra fast Wifi via Starlink (up to 105 mbps) and a high efficiency ductless AC and heating system.

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, 127 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.

Popular amenities for Little Summer Island holiday rentals