Villa holiday rentals in Upper Peninsula

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.

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.

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

Escape to Greenside Villa for the ultimate Gaylord winter getaway! This 6BR, 4,000 sq ft home is perfect for ski trips, snowshoe adventures, and multi-family retreats. After hitting the fresh powder, thaw out in your private sauna, relax in the steaming hot tub under the stars, or enjoy the packed game room. Features sweeping golf course winter views, a fully equipped kitchen, fast Wi-Fi, and easy keyless self-check-in. Minutes from local slopes and dining. Book your stay!

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.

3 Bedroom 2 Bath Condo W/Loft @ Hemlock Boyne Mtn.

Come and see the World’s largest suspension bridge!!! Golf opens May 12th. Newly remodeled 3 Bedroom 2 Bath Condo with Loft above 2nd Bedroom sleeps up to 8. Spacious living and dining area with gas fireplace. Situated on Boyne Mountain Premise…fitness room, hot tub, bbq grills, …Boyne Mtn offers 5 restaurants on premise, chairlift rides, zip line rides, hay rides, s’mores by the fire pit, movies on the lawn, 2 world class golf courses, and many activities.

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.

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.

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.

Lakefront resort on the Chain! Fire pit and dock!

Welcome to Woodhill Resort on the infamous Minocqua Chain of Lakes! Relax and unwind as you enjoy the calm and serenity of lake life in the Northwoods. Woodhill Resort provides two, private cabins on Lake Tomahawk, the perfect destination for swimming, boating, fishing, and exploring the scenic Northwoods lake systems.

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.

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.