Holiday rentals with a pool in Upper Peninsula

4.96 out of 5 average rating, 177 reviews

Chalet in Gaylord

Sunset Beach Chalet | Hot Tub•Golf•Trails•Nature

Escape to this spacious lakefront chalet, where you can leave your worries behind & experience Michigan in its purest form.This updated Alpine-style home is perfect for family fun year-round, offering full access to the lake with a deck & dock.Kayak, swim, barbecue, or simply relax while enjoying endless outdoor adventures, then cap the day with priceless sunset views from your private outdoor hot tub.Just 6 miles from downtown Gaylord, this chalet is the perfect blend of relaxation & adventure!

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, 557 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.

4.87 out of 5 average rating, 158 reviews

A spacious home exterior is showcased, featuring a combination of wood and stucco materials. A set of stairs leads to a welcoming entrance, flanked by lush greenery and decorative lighting. Large windows provide a glimpse of the interior, surrounded by well-maintained landscaping.

Condo in Boyne Falls

Luxury Rental on Boyne Mountain, 5 bedrooms/4 bath

THE PLACE TO BE on Boyne Mountain...walk to everything + enjoy 4 seasons of fun! We love Boyne Mountain and are excited to share our fabulous Boyne home with you. Our 5 bedroom/4 bathroom (sleeps 20!) condo/home is updated with new, luxury touches ... custom log beds, new mattresses, plush spa towels and bedding, new couches, new kitchen and in-house Starbucks with a Kuerig! Updates galore and custom! We are proud to be able to offer our sparkling home (smoke free/pet free) for your enjoyment!

4.98 out of 5 average rating, 167 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, 112 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

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, 409 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!

A living area captures a warm ambiance with a fireplace featuring a roaring fire. Large glass doors frame unobstructed views of the lake, offering natural light and access to a private outdoor space. Rustic decor and cozy furniture enhance the inviting atmosphere.

4.87 out of 5 average rating, 286 reviews

Bluewater: Breathtaking Lake Superior Views

Vintage yacht meets seaside cottage. This newly remodeled one bedroom lakeside condo provides stunning unobstructed lake views from new full-width patio doors. Cook in a gorgeous new kitchen and then dine with a view of both the lake and a fire from the handsome 1960s teak dining set. Pass through the antique French doors to the beautifully detailed king bed. Watch the sun rise and set from the south-facing private patio overlooking the shared lakefront and dramatic cliffs.

4.92 out of 5 average rating, 106 reviews

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

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, 453 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, 231 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.

4.79 out of 5 average rating, 288 reviews

Apartment in Tofte

Waterfront Views! - #301 Chateau LeVeaux

Located atop rocky cliffs in the Chateau LeVeaux condominium complex, this upper level hotel room with electric fireplace offers breathtaking views of Lake Superior & the perfect home base for exploring the best of The North Shore. Hiking, biking, kayaking, skiing, snowshoeing, great dining & shopping, a winery & more are minutes away. Wind down from a day of adventures at the property's pool, hot tub, outdoor fire pits, or large rooftop deck overlooking Lake Superior.