Villa holiday rentals in Upper Peninsula

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!

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.

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.

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.

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 .

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.

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.

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.

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.

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.

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.

Sunny and bright 4 Bedroom Villa

Forget your worries in this spacious and serene space. Kick back and relax in this calm, stylish space. 10 Minutes to the beach, perfect for family or friends.