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Cottage holiday rentals in Upper Peninsula

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Top-rated cottage rentals in Upper Peninsula

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Top guest favourite
The outdoor area features a private hot tub with illuminated water, surrounded by trees. A wooden deck leads to a fire pit area with seating and a propane grill nearby. The serene lake reflects the surrounding nature, creating a peaceful ambiance.
Cottage in Gaylord
4.97 out of 5 average rating, 153 reviews

Hot Tub, Wood Stove, Close to Skiing, Trails, Snow

Welcome to Greenhouse Cottage! Relax in this lakefront home on all-sports Buhl Lake! This home is newly updated, professionally decorated & ready to host your favorite travel memories. Just under 20 min from Treetops & Otsego and under 30 min from Boyne & Schuss ski resorts for all your downhill thrills! Trail 4 Access. Mod furniture, hot tub, wood stove, fire pit, kayaks, paddle board, outdoor heated pool (Summer only), and ATV Trails await. Your ideal home away from home is waiting for you!

Top guest favourite
The logo for Witt's End Weekend Retreat features a stylized silhouette of a cottage surrounded by tall pine trees and a rising sun. The design incorporates earthy orange and green hues, conveying a sense of tranquility amidst nature, with the text prominently displayed.
Cottage in Mountain
4.97 out of 5 average rating, 195 reviews

Witt's End, a relaxing Northwoods Lakeside Retreat

Our property on Little Gillett Lake is a special place. The cottage is new, but exudes the charm and character of classic Northwoods Americana. The clear, beautiful lake allows access to Big Gillett Lake and a tributary of the Oconto River by paddle. The Nicolet National Forest offers trails while nearby larger lakes provide beaches and access for motor boats. Swim, paddle, fish, snowshoe, ATV, snowmobile, hike, eat, chill... come enjoy some worry free relaxation or step away for an adventure!

Top guest favourite
A spacious sun-room features large glass panels that provide abundant natural light and views of the water. Furnishings include a navy blue sofa, a light-colored couch, and various decorative cushions. A light area rug covers the wooden floor, and a ceiling fan ensures comfort.
Cottage in Sault Ste. Marie
4.99 out of 5 average rating, 192 reviews

Fall Inn by the Lake

FALL INN by the lake is a four season, 2 bedroom, lovely beach front cottage on beautiful Lake Superior, Canadian side of the border. Sand beach for waterfront fun. Fire pit with wood. Decks front and back of cottage. Outdoor BBQ. Five minute drive from Sault, ON Airport, 20 minute drive to town, grocery stores & shopping. Very quiet neighborhood of full time residents and seasonal cottages. Enjoy freighters, walks, cycling Daily (3 day min) rental, summer, fall, winter & spring rates avail.

Top guest favourite
A modern, single-story structure is set within a lush green lawn, framed by tall trees. Outdoor seating is provided on a patio, accompanied by kayaks and a small storage shed nearby. Large glass doors allow natural light to fill the interior.
Cottage in L'Anse
4.96 out of 5 average rating, 136 reviews

Perfect Couple's Get-Away with Private Beachfront!

Rock Beach-182’ of Lake Superior shoreline is your beachfront get-away! Search for agates, pick beach glass, kayak, fish, cycle along the shore, explore waterfalls, back roads, and sandy beaches! Participate in many local events-summer concerts, fishing tournaments, waterfall tour, or visit Mount Arvon, MI highest point! This is the place to relax & explore. Bicycles are available as well as kayaks! Comfortably sleep 2 in the queen bed. Full size futon & cot also. Things to do are endless!

Top guest favourite
A rugged shoreline is depicted with smooth, multicolored stones along the water's edge. The cottage is visible in the background, surrounded by trees under clear blue skies. Sunlight bathes the scene, highlighting the natural beauty of the Keweenaw Peninsula.
Cottage in Eagle Harbor
4.96 out of 5 average rating, 124 reviews

Our Agate Harbor Lakeshore Family Cottage

In our family for the last five decades, this homey Lakeshore cottage is prepped and ready to host newcomers to give them a taste of our Keweenaw Peninsula paradise. Enjoy a private beach with bonfire ring, recently renovated deck with furnishings, fully equipped kitchen and three bedrooms (with newer King, Queen & Twin beds). Centrally located between Copper Harbor and Eagle Harbor, each just a short drive away. PAST GUEST? Make sure to inquire about a "past guest appreciation" discount!

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, 146 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 gray cottage is situated on a wooden deck, with a table and four chairs arranged for outdoor dining. Lush green trees surround the property, enhancing the sense of privacy. The large windows of the cottage allow for natural light to flow inside.
Cottage in Lake Linden
4.95 out of 5 average rating, 130 reviews

Serene Lake Superior Cottage

Newly updated in 2018, Graystone Cottage is directly on Lake Superior with 100 feet of gray stone beach frontage. Enjoy your morning coffee on the spacious patio with panoramic views of the Huron Mountains and Little Traverse Bay. Maybe spot a Bald Eagle fishing or flying to its nearby nest. For those relaxing summer nights, sit on the large deck and watch the moon rise or roast marshmallows on a bonfire while you listen to the waves crashing. 2 kayaks and life jackets available for use.

Top guest favourite
A serene landscape showcases a calm pond reflecting the evening sky, surrounded by lush greenery. The cozy cabin features large windows allowing natural light to fill the interior, with a spacious bed visible in a warmly decorated room. An inviting exterior is seen with a metal roof.
Cottage in Lake Linden
4.98 out of 5 average rating, 210 reviews

A Keweenaw Hidden Gem - 240 Acre Nature Retreat

If it’s nature and quiet you want to immerse yourself in, stay here to get away from the hustle, bustle and noise of life. Amongst the woods and pasture at the end of a road less traveled awaits your humble, cozy cabin. 3 miles of maintained private trails, 2 ponds, woods, a .75 mile walk to a lovely spot on Lake Superior or a 5 mile drive to public sandy swimming beach, boat launch, and lighthouse. Launch your Keweenaw adventures from this simple yet well-appointed tucked away hidden gem!

Guest favourite
A side view of the cottage is visible, showcasing its stone and wood exterior. Snow blankets the ground and adorns the roof. Outlines of shrubs and grasses emerge from the snow, with trees in the background under a clear sky.
Cottage in Calumet
4.92 out of 5 average rating, 126 reviews

on Lake Superior-Clubhouse Cottage-Cozy Hideaway

Clubhouse Cottage is your home away from home for the quintessential cottage experience on Lake Superior. Northern Lights and beach fires! High speed wifi and streaming services too. 1 queen bedroom, 1 queen sleeper sofa, and space for air mattress. Very comfortable and extremely well maintained. You are sure to fall in love with the cottage at this private and secluded (besides our other rentals) location on Lake Superior. Just a short 5 min drive to Calumet, and 10 from Houghton/Hancock.

Top guest favourite
A wooden dock extends into the clear water, flanked by greenery and trees. The sunlight casts dappled shadows on the path leading down to the dock. Flags gently flutter at the end of the dock, emphasizing the serene lakeside setting.
Cottage in McMillan
4.98 out of 5 average rating, 109 reviews

Lake Lovers Dream Cottage on beautiful Round Lake

Come stay at our lakefront Round Lake Cottage and enjoy the spectacular sunrise, clear sandy bottom, boating, fishing and swimming fun that lake life has to offer. Relax in the water, on the dock or kick back around the fire and tell your best stories. Located on the West side of North Manistique Lake aka “Round Lake” in the beautiful Upper Peninsula of Michigan. Spend the day at the lake or see sites like Tahquamenon Falls, Oswald’s Bear Ranch, Seney Wildlife Refuge and Pictured Rocks.

Top guest favourite
The open kitchen and dining area features modern appliances, including a refrigerator and stove. A wooden dining table is surrounded by chairs. Natural light spills through windows, illuminating the space and creating a welcoming atmosphere with decorative wall art.
Cottage in Drummond
4.97 out of 5 average rating, 175 reviews

Drummond Island - Whits End Boathouse

Welcome to Whit’s End on beautiful Drummond Island! We are excited to share our boathouse with you here in the historic Whitney Bay area. Enjoy your morning coffee on the deck listening to the Loons and watching nearby freighters navigate Lake Huron. The sunsets over Whitney Bay are truly spectacular. The living space is located on the second floor of our renovated boathouse. We run a small pottery shop on the main level, so you may notice occasional activity during the day.

Top guest favourite
The cabin is nestled among tall grasses and wildflowers, with a large tree providing shade. Its dark exterior contrasts with the vibrant colors of the surrounding nature. The roof is metallic, and multiple windows reflect the greenery of the wooded area in the background.
Cottage in Northport
5 out of 5 average rating, 312 reviews

The Granary Northport . Rustic Modern Seclusion

Voted one of the top 85 Airbnbs by Conde Nast Traveler. The Granary is a lovingly restored two bed + one bath cabin located on 12 wooded acres with a secluded Lake Michigan beach nearby. A short drive to town will give you access to restaurants, groceries, breweries and wineries. Dogs are welcome! Please message us to discuss bringing more than 1. Absolutely no cats or other pets are allowed. We do not have a TV, but we do have fiber optic high speed internet.

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