Pet-friendly holiday rentals in Harbor Springs

Harbor Springs Vacation Rental-outdoor Hot Tub

Beautiful Cedar ski chalet with large deck, located in woodsy area. Back deck with 7 person jacuzzi, get ready to relax after some skiing. Fire Pit located just off the back deck, completely covered fire pit also under deck,large gas grill on the front elevated deck. Chalet has a full kitchen. Billiards, pingpong, foosball and 6' air hockey table in the basement. Walking distance to Nubs Nob. Well trained pets are welcome for $35 nt or $150 wk. potty trained, non chewing, no going on furniture.

Outdoor spaces · Pets · Nearby

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.

Pets · Outdoor spaces · Sleep quality

Lake Street Retreat - In town Harbor Springs

This Lake Street apartment is a one of a kind. The apartment is partially above commercial businesses, including your host, The Harbor Barber (no chemical services offered - so no funky odors from below). This space was 100% improved in 2021. The property is a short walk/bike-ride from the bike path, and iconic downtown Harbor Springs, the Lyric theatre, a dog beach, a bathing beach and so much more. Your host freely shares his knowledge of the history and current events happening around town.

Outdoor spaces · Pets · Skiing

Hidden Acres Vestur Cabin - Fall Getaway - Hot Tub

Enjoy the modern, 2-bed, 2-bath Vestur cabin! Ideal for family and friends, this stylish retreat offers luxe comforts with rustic charm and can be rented with an identical cabin next door. Serene bedrooms and small sleeping lofts with soft linens and plush pillows, a fully equipped kitchen, cozy living area, large covered porch, a fire pit by the woods, and an EV charger. Minutes from downtown Petoskey and all it has to offer, but in a peaceful and quiet setting! No annoying checkout list!

Pets · Outdoor spaces · Beach

Private 2BR Loft in Harbor Springs

Comfortable pet friendly upper loft (2nd floor) located minutes from downtown Harbor Springs (6.6 mi). Notable attractions include: • Nubs Nob (6.4 mi) • Tunnel of Trees (6.7 mi) • The Highlands (7 mi) • Snowmobile trails (0.5 mi) • Easy access to many area mountain bike trails • Petoskey State Park (11.3 mi) • Pellston Airport (14 mi) • Inland Waterway Burt Lake (14.8 mi) • Mackinac Bridge (30 mi) Owner is on site in the main house, but you will enjoy your own private entrance and space.

Walkability · Pets · Family

The A-Frame at Finch Creek - Secluded w/ Hot Tub

Welcome to the A-frame at Finch Creek. A one-of-a-kind Northern Michigan getaway overlooking Finch Creek and completely surrounded by the Grass River Natural Area. We renovated this 1970s cabin from the ground up and designed it to feel open and connected to the landscape. With 20-foot vaulted ceilings, massive picture windows, a fireplace to curl up next to, and just minutes from some of the most stunning lakes in the state, it’s the perfect home base for exploring or doing nothing at all.

Outdoor spaces · Walkability · Kitchen

Trendy Home 1 Mile From Downtown Petoskey

Enjoy this trendy and newly remodeled home only one mile from downtown Petoskey! With a large fenced in backyard overlooking a field and wooded area, you can feel like you are out in the countryside of Northern Michigan but conveniently located near downtown shops, restaurants and bars. Also very close to many of the local wineries in the Petoskey area. This home is only a few minute drive to Lake Michigan and other surrounding inland lakes. This is a perfect place to experience Up North!

Pets · Outdoor spaces · Layout

The House Next Door: In-Town Harbor Springs

The House Next Door is a vintage-chic modern cottage in the heart of Harbor Springs. Nicely designed throughout, perfect for staying in or to be your home base for endless local activities, many without getting in your car. 8 minute walk to waterfront, restaurants and shopping. Minutes from hiking, biking, beaches. 10 minute drive to ski/golf resorts. A block back from the bluff, close to the hustle of our busy resort town but separated enough for peace and quiet and sounds of nature.

Walkability · Pets · Access

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).

Pets · Outdoor spaces · Decor

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).

Pets · Walkability · Parks

Stunning design! HotTub-Fire Pit-EV Charger-Pets

Welcome to this updated 3-bed, 2-bath home designed by Melissa with a cozy vintage-modern feel. Perfect for a weekend getaway, ski trip, or family stay. With a fully stocked kitchen, exquisite design and comfort and a private outdoor hot tub after a day of adventure, the only thing missing is you. Located 15 minutes from Boyne Mountain, Petoskey, and Boyne City, 5 minutes from Walloon Lake, and 30 minutes from Charlevoix. Dog-friendly with a fee (2 dogs max). No cats.

Pets · Outdoor spaces · Kitchen

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.

Walkability · Pets · Bathroom