
Villa holiday rentals in Upper Peninsula
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Top-rated villa rentals in Upper Peninsula
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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

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.

Large Group Retreat- Skiing/Golf | 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

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.

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.

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 .

Alpen Villa Winter Escape at Powderhorn Mountain
Alpen Villa #2 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 #1 for a spacious, luxurious stay. Perfect for skiers, families, or anyone seeking a mountain escape.

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.

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.
Popular amenities for villa rentals in Upper Peninsula
Private villa rentals

Boyne Mountain Condo ski in/out near lodge

Spacious Three Story w/ Huge Decks on Clear Lake

Large Group Retreat- Skiing/Golf | Hot Tub | Sauna

Lakeview Villa sleeps 10

Alpen Villa Winter Escape at Powderhorn Mountain

Peck Street Escape

Ultimate Winter Get Away I Alpen Villas at Powderh

Slope Side Winter Villa I Alpen Villas at Powderho
Luxury villa rentals

Boyne Mountain Condo ski in/out near lodge

Spacious Three Story w/ Huge Decks on Clear Lake

Lakefront resort on the Chain! Fire pit and dock!

Two Immaculate Cabins on Little Saint Germain Lake

Large Group Retreat- Skiing/Golf | Hot Tub | Sauna

Gorgeous Winter Retreat I Alpen Villas at Powderho

Lakeview Villa sleeps 10
Villa rentals with a hot tub

Ultimate Winter Get Away I Alpen Villas at Powderh

Winter Ski Hangout I Alpen Villas at Powderhorn Mo

Trail Side Access Retreat I Alpen Villas at Powder

Slope Side Winter Villa I Alpen Villas at Powderho

Winter Vacation Wonderland I Alpen Villas at Powde

Slope Side Getaway I Alpen Villas at Powderhorn Mo
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