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Walk to Castle Farms | Pet Friendly | Near Skiing

The ultimate basecamp for wedding parties, multi-family vacations, and group retreats! Unbeatable Location: • 0.2 mi to Castle Farms (easy walk!) • 2 mi to downtown Charlevoix beaches, dining, & marinas The Space: • 6 Bedrooms (3 Queen, 4 Double beds, 2 Cribs) & 3 Full Baths • Accommodates 2–14 guests comfortably • Fully stocked kitchen, coffee bar & cozy living room fireplace • Game room setup in lower level (foosball, TV, arcade, video games) • Large backyard, Firepit & back porch for relaxing

The Nature Retreat - NEW hot tub & piano

A unique experience for people who appreciate the simple things of life - like nature, a good book and music. Located in a peaceful neighborhood near the Tunnel of Trees, Pond Hill Farm, downtown Harbor Springs, 8 minutes to Boyne Highlands and other top northern Michigan attractions. LUXARY HOT TUB INSTALLED JULY 2025. Upright piano and ukulele. House = approx. 2,800 sq. ft. You must let us know if you would like to bring 1 dog or an 8th person. Guests must be comfortable with stairs.

The Little House ~ Near Mackinac Island

This quaint country house is perfectly located between Mackinaw City and Harbor Springs, offering a peaceful Northern Michigan getaway just a short drive from Mackinac Island. The cozy home features two sleeping areas, a private bedroom and a charming loft. Guests can explore our unique vintage salvage gallery, enjoy friendly farm animals including chickens, goats, and rabbits, and wander scenic walking paths. With an abundance of birds and butterflies, it’s a relaxing up-north nature retreat.

Harbor Retreat |Private Hot Tub|Game Room|Ski+Golf

Relax and getaway with friends and family at our peaceful, charming 5BR home. Sitting upon a hill just 4 mins outside of Harbor Springs, you can enjoy the serene feelings of the countryside while being just minutes from the city. Ample space for comfortability while enjoying family memories together. Equipped with a full game room, hot tub, fire pit and more to accommodate family fun. Harbor Springs-4mins Boyne Highlands-7mins Nubs Nob-9mins Petoskey state park-12mins Tunnel of trees-11mins

Private 2 bedroom chalet -steps to Lake Michigan!

Located at Charlevoix's North Point, this brand new cottage is surrounded by water, hiking & bike trails and less than 2 miles to town. Gas fireplace for those cool Michigan nights, large master King bedroom, queen bed in loft and sleeper sofa can sleep up to 5. Full upper deck equipped with gas grill, outdoor seating in a quiet neighborhood 2 blocks from the best sand dunes around. Walk one block to Lake Michigan access and enjoy the sunsets before retreating to your custom-built cottage.

Cozy retreat near local resorts, skiing/golf

Located just two minutes away from The Highlands and Nubs Nob ski/golf resorts, and only ten minutes away from the beautiful downtown shopping districts of both Harbor Springs and Petoskey, this charming Northern Michigan getaway is fully stocked for your vacation! This home away from home is fully outfitted to make your stay as comfortable as possible. We have also taken great care to ensure that it is one of the cleanest and tidiest homes available to you. Thank you for your consideration!

Woody’s Place on the Bike Path

Newly renovated and centrally located between Petoskey and Harbor Springs. Situated on the famed M-119, and the Little Traverse Wheelway, a bike path connecting Harbor Springs to Charlevoix. Featuring 3 private (queen) bedrooms and a 4th open sleeping loft with two twin XL built-ins. Classic northern Michigan aesthetic with all the amenities you could want while you’re away. Walk to nearby Petoskey Brewery or grab supplies for Petoskey State Park beach at Toski Sands. Your trip starts here!

Adorable Getaway by the Bay! 3 Queens/2 Twins

This is a spacious, beautiful home with all the amenities that is located off of US 31 right in-between Petoskey and Charlevoix. We are one mile south of the bay with access across US 31. We are 8 miles from Petoskey State Park which has a huge, beautiful beach. This home has a large deck perfect for gathering/barbequing. This home is in the quiet community of Bay Shore Estates which is a manufactured home community. Dogs are welcome but see below for breed restrictions ($25 flat fee).

Petoskey’s “Peeks of the Bay”

Embrace Petoskey’s Sun-Splashed Skylines by Little Traverse Bay. Enjoy our beautiful house in a quiet neighborhood, minutes from the shops in Petoskey’s historic gaslight district, Bay Harbor, East Park, Little Traverse Wheelway and Odawa Casino. Enjoy a cup of coffee or your favorite beverage on the deck while catching peeks of the bay through the tree line. While you're relaxing let your pets run and play in the huge fenced-in yard (additional $75 fee for pets applies).

Game & Exercise Room | Dog Friendly! (Sleeps 14)

🌲 Private Up North Retreat on 11 Acres | Game Room + Trails + Close to Ski & Golf Escape to Northern Michigan and experience the perfect blend of privacy, space, and year-round adventure just 5 miles north of Harbor Springs. Set on 11 secluded acres, this beautifully appointed home offers everything you need for a relaxing getaway or an activity-filled stay — from on-site ORV/ATV trail access to being just minutes from skiing, golf, and beaches.

Blissful Bungalow

Kick back and relax in this calm, stylish space. The home is surrounded by trees in the the Charlevoix Country Club community. It is just 3 miles from downtown Charlevoix. There are 3 beaches within 3 miles of the home. Nubs Knob and the Boyne resorts are within 30 minutes. The home was recently remodeled and is fully equipped. The home does have well water. The small faucet at the kitchen sink provides pure RO water for drinking and cooking.

Hot tub+Firepit+Game Room+Sleeps 14

Welcome to Sun and Ski Retreat! Visit our spacious 3+bedroom 2.5-bathroom vacation home near Walloon Lake in Petoskey, Michigan. Nestled in a tranquil setting surrounded by tall trees. The home boasts a custom designed kitchen, plenty of room for groups, featuring a large patio and yard, a hot tub, fire-pit and game room for kids and adults alike! We look forward to welcoming our guests and strive to create an unforgettable Up North experience!