Villa holiday rentals in Upper Peninsula

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Top-rated villa rentals in Upper Peninsula

Guests agree: these villas are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a vaulted ceiling with ample natural light. A modern fireplace serves as a focal point, surrounded by comfortable seating arrangements. A dining area with wooden chairs is visible in the background, enhancing the atmosphere of warmth and togetherness.
Villa in Gaylord
5 out of 5 average rating, 45 reviews

Luxury Golf Villa: Hot Tub, Sauna & Resort Access

Ultimate Michaywe Golf Retreat ⛳️ Escape to this stunning 6BR/3BA villa overlooking the greens in Gaylord! Perfect for large groups, this retreat blends "Up North" charm with resort luxury. Why you’ll love it: ✨ Relax: Private hot tub, sauna, & stone fire pit. 🎮 Play: Full game room & access to resort pools. 🍳 Host: Massive kitchen, coffee bar, & dual living areas. Minutes from Otsego & Treetops resorts. Whether you're here to golf or grill on the deck, your Michigan getaway starts here!

Guest favourite
The three-story lake house is illuminated at night, showcasing multiple decks with railings. A stone pathway leads to the home, while outdoor seating is visible beneath the decks. Large sliding glass doors provide access to the interior, framed by well-lit landscaping.
Villa in Crandon
5 out of 5 average rating, 29 reviews

Spacious Three Story w/ Huge Decks on Clear Lake

Relax or recreate with the best that Northern Wisconsin has to offer! Take in every sunset from 3 different decks with this brand new Gulf Coast inspired lake home on private, full recreation Clear Lake in the Nicolet National Forest! Whether you come to swim, snowmobile, race or relax, this home has you covered. The home is 3 levels and houses over 3500 square feet with 4 large bedrooms (3 w/ access to the decks and lake views) and 4 full bathrooms. 12 beds that sleep a total of 19 occupants.

Guest favourite
Villa in Bellaire
4.89 out of 5 average rating, 27 reviews

FamilyFriendly Golf & Ski Getaway,Walkout Pool

Your Perfect Bellaire Basecamp—Four Seasons of Fun & Relaxation Welcome to your family-friendly, all-season golf-front retreat located directly on Hole #2 of the Chief Golf Course, just minutes from Bellaire. This easy-access lower-level condo features a private walkout patio with grill, resort pool access, two full bathrooms, and a spacious open living area—perfect for summer golf trips, fall color tours, winter ski adventures near Schuss Mountain, and relaxing family getaways year-round.

Superhost
A spacious living area is framed by large windows that offer sweeping views of the surrounding greenery and Lake Bellaire. Natural stone accents the fireplace, while comfortable seating invites relaxation. Artwork and decorative items are tastefully arranged on a coffee table.
Villa in Bellaire
4.63 out of 5 average rating, 8 reviews

Lakeview Villa sleeps 10

This 6-bedroom 4.5 bath home is on 13 acres and enjoys uninterrupted views of Lake Bellaire & plenty of privacy, while being in the resort with access to the Beach Club on Lake Bellaire Durning summer months. You can enjoy the sauna or steam shower & then entertain everyone at the bar or on the deck. Plenty of room to entertain, large balconies, wet bar, full kitchen & game area. Close to local attractions dining, shopping, skiing, golf, hiking, biking & more.

A serene lakeside view captures a stretch of sandy beach lined with white lounge chairs. Lush green trees create a natural backdrop for the cozy buildings, which feature a muted grey exterior. Gentle waves ripple along the shore under a partly cloudy sky.
Villa in Suttons Bay
4.68 out of 5 average rating, 85 reviews

The Vineyard Inn on Suttons Bay-Lakeview Studio

Water and wine combine to create the perfect backdrop for a romantic get-a-way , casino weekend , holiday week . Our cozy on site Bistro and Bar invite you to enjoy your favorite libations and great food. Enjoy the cozy suites complete with full baths, ac, Refidgerator, Coffee , beautiful lake views. You will love the comfortable lodging, great location 1-1/2 miles to Suttons Bay and 1 mile to Casino . Open weekends April - May 15 , Daily May 15- Nov .

Guest favourite
Villa in Bessemer Township
5 out of 5 average rating, 14 reviews

2BR Condo | Outdoor Firepit | Near UP Waterfalls

Black River Road is one of the best drives in the Upper Peninsula in any season — and in summer, it's something else. Five named waterfalls, towering hemlocks, and a dramatic finish at Black River Harbor on Lake Superior. Alpen Villa's-Après 2 is your starting point. Back at the condo, you've got 1,000 square feet of genuine comfort for eight: two bedrooms, two full baths, a fully equipped kitchen, and a wood-burning fireplace with firewood included.

Guest favourite
Villa in Negaunee
4.88 out of 5 average rating, 176 reviews

Peck Street Escape

Fast WiFi, garage /private parking, for cars snowmobiles & ATVS. Walking distance to downtown Negaunee, bars and restaurants, biking trails, and iron ore heritage trail. Guests have huge walk in shower and full bathroom amenities. Kitchen features Large island for entertainment purposes, full stove, oven and large fridge freezer option. This space has been remodeled in its entirety august 2021.

A modern kitchen area features a white countertop with a sink and a wooden serving tray holding a bottle of wine and two glasses. In the background, a gray sofa is positioned near a fireplace, and a television is mounted on the wall above a shelf with decorative items.
Villa in Charlevoix
4.64 out of 5 average rating, 61 reviews

Sunny Lux 1-Bedroom steps from Lake Michigan

Located just steps from Lake Michigan and a short walk to Downtown. Centrally located and walkable to 3 major Charlevoix beaches, all the downtown restaurants, nightlife, shopping & marina district. This luxury townhome is complete with all the amenities you would have at home. High speed giga-bit wifi, streaming, premium electronics, Keurig, teas, cooking supplies and comfy linens provided.

Guest favourite
A cozy living area features a stone fireplace and ample seating. Large windows allow natural light to fill the space. A spiral staircase leads to the loft above. A dining table with wooden chairs is positioned nearby, creating a welcoming gathering spot.
Villa in Boyne Falls
4.93 out of 5 average rating, 27 reviews

Boyne Mountain Condo ski in/out near lodge

Welcome to your perfect mountain retreat! This cozy, two-level condo is located on the second floor of the "Letter Condo" building M, offering convenient ski-in/ski-out access. With three main bedrooms and an additional loft, this property comfortably sleeps up to fourteen guests.

Superhost
A spacious living area is highlighted by a cozy stone fireplace and a rustic wood mantel. Comfortable seating includes a leather sofa and armchair, complemented by a wooden dining table surrounded by six chairs. Natural light flows through large windows, enhancing the inviting ambiance.
Villa in Boyne Falls

335E Mountain Villa

Family-style comfort tucked between the trees at the base of Boyne Mountain. This condo is steps away from the Helga house and from Boyneland chairlift. The Mountain Villas provides convenient access to all winter activities.

A wooden cabin is surrounded by vibrant autumn foliage, featuring a stone chimney and an American flag. A spacious deck frames the entrance, while rocks and greenery are visible in the foreground, highlighting the natural setting.
Villa in Florence
5 out of 5 average rating, 3 reviews

Sleeping Bear Lodge

Sleeping Bear Lodge is a family and pet friendly vacation home settled on 500 private acres in northeast Wisconsin, miles of trails and access to all the north woods has to offer.

A cozy living area features a stone fireplace, wooden paneling, and large windows allowing natural light to illuminate the space. Comfortable seating options, including a plaid sofa and patterned chair, are arranged around a central coffee table, creating an inviting atmosphere for relaxation.
Villa in Saint Germain

Two Immaculate Cabins on Little Saint Germain Lake

The Cove vacation rental, located on the South Bay of Little St. Germain Lake consists of two cabins, Cardinal Cabin and Heron House, The Cove can accommodate up to 18 guests.

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