Holiday rentals with a pool in Upper Peninsula

4.85 out of 5 average rating, 131 reviews

A stone patio features several wooden Adirondack chairs arranged around a fire pit, surrounded by tall trees. A calm lake can be seen in the background, dotted with boats, and sunlight filters through the branches, creating a serene atmosphere.

Home in Gaylord

Lakefront Cottage for SidexSide & Golf Enthusiasts

Come unwind at Channel Lodge! A cozy, newly updated 3 bedroom, 2 bath lakefront cabin, private hot tub tucked in the heart of Lake Arrowhead — a peaceful, private 640 acre community perfect for year round getaways. This beautiful all sports lake includes fishing, swimming, kayaking, etc. LA is always known for its adventurous trails for SxS & snowmobiles. We are conveniently located within 20-60 minute drive from various skiing resorts, including Boyne Mountain, Treetops, & Otsego Club Resort.

An inviting living area features modern wood furnishings and a textured area rug. A spacious sofa is complemented by natural light from a nearby window. The open layout reveals the bedroom in the background, providing a glimpse of the cozy atmosphere enhanced by warm tones.

4.96 out of 5 average rating, 549 reviews

Vintage Chic Overlooking the Shore and a Creek

Sunny first-floor condo situated high atop rocky cliffs overlooking Lake Superior—just steps to the water's edge. Private end unit offers windows on 2 sides w/ stunning views & a stereo-like symphony of sounds of the lake & adjacent creek. A carefully curated collection of antique, vintage & modern furnishings & collectibles meld w/ modern conveniences. Relax on the private patio or along the shore. Easy access to hiking, biking & ski trails, great restaurants, Lutsen Mountains, a winery & more.

4.98 out of 5 average rating, 164 reviews

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

Lakefront Cottage: Hot Tub, Pool, Fire Pit, Kayaks

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!

4.97 out of 5 average rating, 109 reviews

An above-ground pool is visible surrounded by wooden decking, with steps leading into the clear blue water. Natural greenery frames the area, and a view of the lake is seen in the background, offering a sense of tranquility.

Home in Christmas

Beautiful view*Heated Pool*Private*Near Pic Rocks

Pictured Rocks Family Rentals welcomes you to Furnace Lake Overlook. Beautiful home with 2 bedrooms, 2 baths. Bedroom 1 has king bed and bunk beds with a sliding barn door separating them, while bedroom 2 has a queen bed. This home has a beautiful view overlooking Furnace Lake, but does not have lake access. The home has a large deck on back with a heated 4'+ above ground pool that is open from Memorial Day to Labor Day. Less than 5 miles from Munising, the western beginning of Pictured Rocks

4.9 out of 5 average rating, 100 reviews

Cabin in Gaylord

Fallen Timbers Cottage in Lake Arrowhead

Experience the tranquility of a charming 4-bedroom cottage nestled in the picturesque Lake Arrowhead, featuring a refreshing atmosphere and abundant natural light. Enjoy a heated outdoor pool and access to all-sports Buhl Lake! Gaylord, Michigan offers something for everyone, with activities like swimming, boating, golfing in summer, and skiing and snowmobiling in winter. Boyne Mountain is just 30 minutes away, while Traverse City, Mackinaw Island, and Petoskey are all within an hour's drive!

An inviting living area features large sliding glass doors that offer lake views and natural light. A comfortable sofa sits across from a wooden coffee table, while a dining table is visible in the background. The decor includes soft furnishings and framed artwork.

4.89 out of 5 average rating, 403 reviews

Cozy Chic Hygge Home on Lake Superior Shores

Your peaceful Lake Superior getaway! Modern Scandinavian meets rustic chic in this updated private end-unit large 2-floor condo. Listen to the waves crash on the shore from the private porch. Explore the property's private cliffs and shores. Relax in the onsite pool, sauna, hot tub, deck and firepits. After a day of adventure, cozy up by the fireplace. Enjoy nature year-round here. Just minutes to skiing and hiking at nearby Lutsen Mountains, Superior Hiking Trail, Grand Marais and more!

Townhouse in Leelanau, MI, USA

A coastal view captures the shoreline that stretches along a vibrant blue lake. Lush greenery lines the sandy path, leading towards a distant forest-covered hill under a partly cloudy sky. Waves gently crash, creating a serene atmosphere in this natural landscape.

4.88 out of 5 average rating, 185 reviews

Comfy Townhouse in Lovely Leelanau~

Great location in central Leelanau county, about 20-30 minute drive from major sites of interest: Sleeping Bear Dunes, Traverse City (Cherry Festival and Film Festival), Leland Fishtown, Sutton's Bay, Interlochen, wineries/cideries/breweries/distilleries, beaches, etc. Renovated and redecorated first floor makes the condo a wonderful place to relax and kick back. Come and explore all the area has to offer: summer vacations, fall color and wine tours, winter sports, spring blossoms!

4.97 out of 5 average rating, 239 reviews

A spacious living area features a rustic stone fireplace, with a warm glow emanating from a crackling fire. Soft brown sofas are arranged around a wooden coffee table, and large windows invite natural light from the surrounding forest, enhancing the comfortable ambiance.

Cabin in Bellaire

Secluded Cabin w/ Loft & Fireplace at Schuss Mtn.

This 2 bedroom updated cabin with bonus loft (3 bed total) for additional sleeping space is located on a quiet cul-de-sac at Schuss Mountain in Shanty Creek Resort. The resort includes year round excitement including 5 golf courses, restaurants, skiing, hiking trails, and multiple indoor/outdoor pools. The town itself has unique shops as well as great local food and beverage options. Bellaire is also near popular destinations including Traverse City, Petoskey, and Charlevoix.

4.92 out of 5 average rating, 102 reviews

A sandy fire pit area is surrounded by wooden benches, offering a cozy gathering space. The sun sets over the lake, casting warm hues across the sky. Two canoes rest on the shoreline, with tall grasses swaying nearby, creating a peaceful outdoor atmosphere.

Home in Rapid River

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.*

A comfortable living area is highlighted by a wood-burning fireplace, which adds warmth with a visible flame. A spacious sofa, adorned with cushions, faces a rustic coffee table. The open kitchen area features wooden cabinets and modern appliances, visible in the background.

4.9 out of 5 average rating, 440 reviews

Stoney Brook Nook on the shore of Lake Superior

Wake up to the sunrise over Lake Superior. Listen to crashing waves or enjoy a winter ski retreat. This bright space offers incredible views and sits on a stunning, rocky shoreline. Spend the day reading by the fire or venture to nearby trails for a day of skiing, snowshoeing, and hiking. Just miles from Lutsen Ski Resort, sweet restaurants, a winery, and more. End the day in the private jet tub or enjoy the building's hot tub, sauna, outdoor fire pits, and panoramic deck.

An expansive view of Lake Superior at dusk is captured, showcasing soft pastel colors reflecting off the calm water. A grassy area is framed by trees and a wooden fence, with a fire pit and seating arranged nearby, inviting moments of relaxation outdoors.

4.88 out of 5 average rating, 223 reviews

Cozy Lake Superior Getaway | King Bed | Jacuzzi

Enjoy the spectacular sunrises, sights and sounds of Lake Superior at Chateau LeVeaux nestled atop the lakeshore cliffs. There are so many ways to spend the day - whether hiking beautiful Minnesota State Parks, skiing at nearby Lutsen Mountain, shopping, dining, catching some live entertainment, searching for waterfalls, or simply staying in. The Cozy Lake Superior Getaway on Minnesota’s North Shore provides endless opportunities for creative inspiration and relaxation.