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

5.0 out of 5 average rating, 52 reviews

Luxury Up North Villa | Hot Tub, Sauna & Game Room

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!

LocationFamilyCleanliness

Top 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

5.0 out of 5 average rating, 31 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.

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Guest favourite

Villa in Bessemer Township

5.0 out of 5 average rating, 5 reviews

2BR Condo | Near Waterfalls + Iron Belle Trail

There are more waterfalls per square mile in the Western Upper Peninsula than almost anywhere in the Midwest. 5 named cascades along Black River Road. Agate Falls. Bond Falls. Alpen Villa's-Après 5 puts you in the center of it — and the Iron Belle Trail runs right through the region for cyclists and hikers looking for real distance in real wilderness. The condo is 1,000 sq ft for 8: 2 bedrooms, 2 full bathrooms, a well-equipped kitchen, and a wood-burning fireplace with firewood provided.

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Guest favourite

The exterior of a spacious wooden lodge is surrounded by lush greenery. A large deck wraps around the building, providing ample outdoor space. A single red chair is positioned on the gravel path in the foreground, inviting relaxation in this tranquil setting.

Villa in Gillett

4.85 out of 5 average rating, 106 reviews

Cedar Springs Reserve, a 4 Season Lakefront Escape

Welcome to Cedar Springs Reserve. This property totals 137 acres, and borders 398 acres of shallow lake and wetlands. Winter is a time of quiet solitude. Spring a time of renewal. Summer a riot of growth with eagle, beaver, otter and loons to observe. If you enjoy fishing there are perch bass and bluegill to be teased out of the lilies, but you will have to work hard to find them. Kayaks are provided for your exploration. Boat rentals and sand beaches at Shawano lake not far away.

ValueFamilyBarbecue

Guest favourite

Villa in Bellaire

4.91 out of 5 average rating, 34 reviews

Chief Golf Condo 2 bedroom

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, 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.

FamilyValueOutdoor spaces

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

4.65 out of 5 average rating, 96 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 .

ValueFamilyBeach

Superhost

Villa in Negaunee

4.87 out of 5 average rating, 189 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.

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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.

LocationFamilyHospitality

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

4.6 out of 5 average rating, 10 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. 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.

LocationFamilyCleanliness

Superhost

Villa in Bessemer Township

4.88 out of 5 average rating, 8 reviews

2BR Condo | Outdoor Firepit | Powderhorn Mtn + ATV

This 1,000-square-foot condo sits at Big Powderhorn Mountain Resort in the Western Upper Peninsula, a short walk from the trails that go quiet in summer and loud in winter. Inside, you've got two bedrooms, two full bathrooms, a fully equipped kitchen, and a wood-burning fireplace with firewood included — because a fire after a long day outside is non-negotiable.

LocationComfortSleep quality

Top Guest favourite

Villa in Harbor Springs

4.96 out of 5 average rating, 26 reviews

Lakefront Crooked Lake Condo | 2BR/2BA | Petoskey

Escape to your peaceful waterfront oasis on beautiful Crooked Lake in Petoskey, Michigan! This bright and welcoming 2BD/2BA condo offers the perfect Northern Michigan getaway. Sleeps up to 5-6 guests comfortably with stunning lake views.

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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.

LocationSkiing