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 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, 307 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.

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
4.94 out of 5 average rating, 79 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 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, 123 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
Home in Sister Bay
4.91 out of 5 average rating, 11 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 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, 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.

Top guest favorite
A spacious dining area features a long wooden table surrounded by wooden chairs, illuminated by pendant lights. Large windows showcase views of the outdoors, allowing natural light to flood the space. The floor is finished with a polished concrete texture.
Home in Rapid River
4.92 out of 5 average rating, 118 reviews

Indoor pool, on lake, sauna, barn-style house

Connect with nature at this artistic, grand-design hideaway on Lake MI's shoreline. Enveloped by forest, peace and tranquility are guaranteed. The house sleeps 11 adults comfortably (2 more in the loft and 4 kids on foldout chairs, with extra fee). Enjoy the large indoor salt water pool and sauna year round. Includes washer & dryer & in-floor heat. A treehouse, fire pit, canoes & kayaks are all yours to enjoy during your stay. *Lake access is limited due to low water levels.*

Top guest favorite
A spacious wooden deck overlooks the tranquil waters of Lake Michigan, featuring a round table surrounded by black metal chairs. Long benches line the edges, offering additional seating. Lush greenery can be seen along the shoreline, enhancing the serene atmosphere.
Home in Baileys Harbor
4.92 out of 5 average rating, 383 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

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, 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.

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
4.99 out of 5 average rating, 149 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 favorite
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 out of 5 average rating, 30 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 favorite
Cottage in Sister Bay
5 out of 5 average rating, 244 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 favorite
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 vacation rentals