Cottage holiday rentals in Upper Peninsula

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Top-rated cottage rentals in Upper Peninsula

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Top guest favourite
Cottage in Gwinn
4.99 out of 5 average rating, 120 reviews

CedarCottage•Sauna•HOTTUB•Fireplace• Lakefront

Your cozy Cedar Cottage sits on a Peninsula on East Bass Lake, water views on each side. Great Fishing, Swimming, Boating, Skiing, Snowshoeing and Snowmobiling right out the front door. If a relaxing get away is what you need, sit by the fire and enjoy the AmAzInG views. Take a Sauna or Hot tub, then jump in the lake to cool off! Located 5 min from Gwinn and 25 min from Marquette. Trails within minutes. Our Cottage is YOUR ultimate year round getaway, come stay awhile, rejuvenate your soul!

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
4.98 out of 5 average rating, 203 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 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, 154 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
Adirondack chairs are arranged along a sandy beach, facing a tranquil Lake Michigan. A setting sun casts warm hues across the sky, creating a serene atmosphere as shadows stretch across the sand. Nearby, gentle waves lap at the shore, accenting the peaceful scene.
Cottage in Naubinway
4.95 out of 5 average rating, 100 reviews

Cedar Lodge on Lake Michigan

A beautiful, luxurious custom-built home on 3+ acres with a private, sandy Lake Michigan beach, neighboring 100's of acres of state forest. Luxurious amenities include: oversized lakeside windows & vaulted ceilings/skylights, AGA stove/oven, balcony, jacuzzi, grand piano, propane grill, 4 kayaks & beach toys, wrap around deck, beach fire pit & chairs, & more! All of the U.P.'s top attractions are only a short drive away! Whether you want adventure or relaxation, this property has it all!

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, 214 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, 135 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 cottage sits surrounded by greenery, featuring a two-story design with large windows and a welcoming porch. Comfortable outdoor seating is positioned on the deck, which offers views of the expansive lawn and distant trees. A white fence lines the property, adding to the serene atmosphere.
Cottage in Pelkie
4.96 out of 5 average rating, 120 reviews

Quiet retreat on 18.5 acres for viewing wildlife.

Located on a dead-end gravel road, 1.5 miles to hard surface road. There is a house behind the cottage where one person lives. Construction completed in 2020, has a deck, a 2-acre pond, 15 acres cleared, woods to wander in, walking distance to Otter River, 19 miles to Houghton, 13 miles to Baraga on Lake Superior. Pricing is per bedroom, base price $125.00 for first bedroom for 1-2 guests per night, and an additional $75.00 for second bedroom per night when there will be 3-4 guests.

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 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, 316 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.

Top guest favourite
The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.
Cottage in Sister Bay
5 out of 5 average rating, 224 reviews

Sister Bay A-Frame Cabin, Coffee Bar, Fireplace

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.

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