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.

Family · Value · Barbecue

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.

Location · Family · Skiing

2BR Condo | Outdoor Firepit | Near Lake Superior

Lake Superior is the largest freshwater lake in the world by surface area. From Alpen Villa's-Après 8, it's 20 minutes. Drive west on Black River Road — stop at the waterfalls, all 5 of them — and finish at Black River Harbor, where the forest opens onto an emerald inlet and the size of the lake doesn't fully register until you're standing at the edge of it. Back at the condo: 2 bedrooms and 2 bathroom for 8, a fully equipped kitchen, and a wood-burning fireplace with firewood included.

Location · Family · Heating

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.

Location · Value · Amenities

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.

Family · Location · Nearby

2BR Condo | Near Copper Peak + Iron Belle Trail

Copper Peak is one of the strangest and most spectacular things in the Midwest — a 241-foot ski flying structure on a ridge above the Gogebic Range, open year-round for tours and views that stretch to Lake Superior on a clear day. From Alpen Villa's-Après 3, it's 10 minutes. The Iron Belle Trail runs through this corner of the UP, putting serious cycling and hiking mileage within reach. Big outdoors, small crowds, a comfortable place to land at the end of it.

Location · Checkout · Access

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 .

Family · Location · Walkability

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.

Location · Value · Parking

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.

Value · Location · Layout

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.

Location · Skiing · Hospitality

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.

Family · Location · Sleep quality

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.

Location · Skiing