Villa holiday rentals in Upper Peninsula of Michigan

Lake Front Condo on Crooked Lake

Welcome to your peaceful retreat! This centrally-located condo is just 10 minutes from Petoskey and 15 minutes from Harbor Springs. Breathtaking views and a family-friendly atmosphere. A scenic walking trail just a block away leads you to Petoskey and Mackinaw City. Winter sports enthusiasts will love being only 10 minutes from skiing at Nubs Knob and Boyne Mountain. Petoskey Brewery is 3 miles away, accessible via the trail. Explore the hiking trails and embrace the beauty of the area. No Pets

The Happy Herring

Kick back and relax at The Happy Herring! Warm and welcoming with all of the amenities you'll desire at Chateau LeVeaux. Newly renovated indoor pool, hot tub, sauna, game room, and an endless supply of VHS and DVDs for a nostalgic night in. Our upper level unit has enough space for 6 adults and still quaint enough for a get-a-way for 2. Unobstructed views of Lake Superior from your own private balcony with some of the best sunrises over the big water you'll ever see. Hope to see you!

Family-Friendly Golf & Ski Getaway | Walkout + Poo

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.

Multi-Family Retreat Near Skiing | Hot Tub | Sauna

Gather friends and family and head Up North to this spacious golf course retreat in Michaywe. Minutes from downtown Gaylord, this green-side home is close to all the action! Otsego Resort & Treetops Resort are nearby, as well. Enjoy everything this 6-bedroom, 3-bath villa offers: Hot Tub w/Gazebo Sauna Large Deck Overlooking the Green Stone Fire Pit Gas & Charcoal Grill Spacious Kitchen Coffee Bar Two Living Areas 3 x Smart TV's Game Room Access to Resort Clubhouse w/Heated Pool & Sauna

Comfy Lutsen Mountain Villa w/ Balcony & Grill

Escape to northern Minnesota at this beautiful villa less than a mile from Lutsen Mountains skiing. Curl up in front of the fireplace, watch a movie on the Smart TV, or go to the resort clubhouse for a dip in the pool, while days outside await along the hiking trails of Superior National Forest and along the shores of Lake Superior. Whatever you do while you're here, this 5-bedroom, 4-bath vacation rental will serve as the perfect home base as you venture through the Land of 10,000 Lakes!

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.

Pine Family Villa 5

Nestled in the peaceful woods, Rib Mountain Inn offers the perfect retreat. With ski-in/ski-out access to Granite Peak Ski Area Resort in winter, and hiking/biking trails in warmer months, adventure is at your doorstep. Relax in your private villa w/ full kitchen, private balcony, fireplace, deep tub, and on-site sauna. Whether you’re skiing in winter or exploring trails in summer, Rib Mtn Inn blends seclusion with easy access to outdoor fun, an ideal spot for adventure and relaxation.

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.

Slope Side Getaway I Alpen Villas at Powderhorn Mo

Alpen Villa #1 offers a ski-in/ski-out retreat at Powderhorn Mountain, right off Flintlock Trail. Enjoy direct access to the slopes, a shared hot tub with mountain views, and a cozy fireplace to unwind after your adventures. The villa features high-speed WiFi, smart TVs, and stunning views throughout. For larger groups, combine with Alpen Villa #2 for a spacious, luxurious stay. Perfect for skiers, families, or anyone seeking a mountain escape.

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. 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.

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.