Newly-Renovated Dog-Friendly Getaway!

Harbor springs, Michigan
$423 avg/night
Minimum Stay 2 Nights
Bed 3

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

There's nothing like starting your day with a peaceful stroll along the bluff streets high above Harbor Springs, Michigan; one of the most scenic locations in the country. You take in the fresh morning air as you admire the picturesque views of Little Traverse Bay and the town’s famous harbor. As you walk, you feel the warm sun on your face. The walk is a great way to get some exercise and spend time with your family dog. Afterward, you head back home and enjoy a morning coffee on the enclosed three-season front porch. Enjoy the peace and quiet of the morning, followed by the fun and excitement of the afternoon. Whether you are looking for a quiet morning stroll or an afternoon of fun, you can find it all at this unique experience!

Walking to Downtown: One of our favorite things about staying here is walking into downtown Harbor Springs for shopping, restaurants, and the waterfront. Because the home sits on the historic Bluff, the return trip is uphill; either via the Bluff roads or the public stairway. Many guests love the views and walkability, but those with mobility concerns, strollers, or very young children should plan accordingly.

The Space:
Shady Pines Harbor Springs is newly-renovated and fully equipped to be your family's home-away-from-home. Perfect for your week-long family vacation or a weekend getaway. The home boasts modern conveniences, yet still maintains the original charm of a 110-year-old home. The main living space remains as it was built in 1910 (albeit a slight refresh), with the original hardwood floors, plaster walls, and classic molding. Even the two original stove chimney stacks can be seen in the dining room and what is now the master closet.

The Kitchen: Start your day with freshly brewed coffee from our Coffee Bar; featuring a traditional coffee maker, Keurig, and a French Press with coffee grinder. The rest of the Kitchen is fully furnished with stainless steel appliances, granite countertops, and of course, all the amenities to be your culinary home away from home. Enjoy your meals together around the beautiful, natural hardwood Dining Room table, or take it to the back patio for an epic barbecue with the outdoor gas grill.

After a long day at the lake, or enjoying any number of northern Michigan's many outdoor activities, relax in the spacious Living Room with comfortable seating, high ceilings, and large windows to enjoy the evening sunlight. Watch shows on the 65 SmartTV, or play one of the many provided board games with the family. If reading a book is more your speed, find a good story in our public library, or donate a book you just finished. Together with the Den/Office, featuring its own 50 SmartTV and large leather couch, the home has enough space for everyone to spread out and stay Shady.

Bedrooms & Bathrooms: The large first floor Master Bedroom is the perfect place to unwind. The room features a king-sized bed with a memory-foam mattress. The Main Bathroom is just off the Master Bedroom, and is stocked with essential toiletries, such as shampoo, conditioner, and body wash. We also provided cotton balls, Q-tips, floss picks, and a makeup towel; just in case you need them. Access is through the Master Bedroom or the Half Bath via a sliding pocket door. The Half Bath is adjacent to the main bathroom with a sliding pocket door separating the two. The Laundry facilities are also in the Half Bath space, with detergent pods, booster and softener sheets on the shelf. Venture upstairs by way of the original Staircase where two Bedrooms allow for the remaining guests to relax and dream. The second Bedroom offers a queen bed and dresser area, while the third Bedroom is outfitted with 2 twin beds and closet area; both with Nector memory-foam mattresses. Note to families - The stairs to the bedrooms are fairly steep, so please proceed with caution if you elect to bring the little ones. We do provide a baby gate; stored in the master closet.

Keeping You Comfortable: Like many historic Harbor Springs homes, Shady Pines is cooled with high-quality window air conditioning units rather than central air. They cool the home well during the summer months, though guests accustomed to central HVAC may notice they produce more operating noise - particularly in the bedrooms when running overnight.

Outdoor Space:
Relax with your family on the private backyard patio after a day on the lake. Fire up the gas grill, gather around the fire pit for s'mores, and enjoy a peaceful evening under the stars. Please note the backyard is not fenced. Many guests enjoy the outdoor space with their dogs, but pets should remain supervised or leashed while outside.

Amenities:
Amenities include 2 window AC units (in master bedroom and queen bedroom), floor unit AC in living room to cool first floor (there is no central air - circa 1910), 2 Smart TVs, books, games/puzzles, Amazon Alexa, washer/dryer, dishwasher, gas stove, beach chairs/umbrella, and Yoga equipment. Also included are child-friendly amenities, such as toys, baby gate, pack-n-play, high chair, outlet covers, outdoor yard games, and snow sleds. We happily allow up to 2 registered dogs per visit, and offer some supplies to make your furry family members comfortable, as well (please see pet rules for any limitations).

Community Indoor Pool: This home is nestled in the quiet suburban neighborhood of Harbor Springs, just off the Bluff overlooking the town. After a day of outdoor activities, the family can continue playing in the indoor community pool; just across the street (check hours and fees).

Pet Allergies: We have an adorable dog, too, and though the house will be super clean for your arrival, if you are allergic to dogs, this may not be a good fit for you.

A Few Things to Know Before Booking:
Historic Bluff Location:
• We're located on Harbor Springs' beautiful Bluff neighborhood, just above downtown.
• Walking to town is easy and scenic.
• Walking back home involves either climbing the Bluff stairs or walking up the steep Bluff roads.
Traveling with Dogs
• We welcome up to two registered dogs.
• The backyard is not fenced, so dogs should be supervised while outdoors.
Historic Home Cooling:
• The home is cooled with window A/C units instead of central air.
• They keep the home comfortable, but they are naturally a bit louder than central HVAC systems.
110-Year-Old Character:
• While beautifully renovated with modern amenities, this is still a historic home. Original hardwood floors, trim, plaster walls, and architectural details are part of what makes Shady Pines such a special place to stay.
Security Devices:
• We have installed security cameras (4) on the exterior of the house for the express purpose of securing our property and its contents and enforcing compliance with occupancy and pet rules. Please make sure you are comfortable with this, as making payment for the reservation acknowledges your awareness of their presence and operation on the property, and gives your consent to the possibility of your (and your party) images captured, on behalf of yourself and your entire party.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Cross-country Skiing And Snowboarding Nearby
  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Security System Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided Memory Foam Mattress
  • GENERAL

    Unit Size: 1700 Sq Ft (158 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Detergent Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking RV, Bus, And Truck Parking On Site
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Firepit Garden Gas Grill Patio Yard
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1.5 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Fitness Center Golf Nearby Kayak On Site Mountain Biking Nearby Parasailing Nearby Sailing Nearby Snow Sports Gear Snowmobiling Nearby Swimming Nearby Water Skiing Nearby Water Sports Equipment Winery Tours Nearby
  • ENTERTAINMENT

    Books Games Smart Speaker Stereo Smart TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Outlet Covers Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near The Bay
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Shane R.

    Submitted Jan 29, 2026

    Stayed Jan 22, 2026

    These hosts are such fabulous communicators! The ease of dealing with all aspects of booking, planning, and learning the landscape of the area was such a treat.The house is beautiful, welcoming, and peaceful. It is perfect for thoroughly enjoying the people with whom you are vacationing! The beds are crazy comfortable. This place houses everything that you need for a great stay and is in a phenomenal location for doing all the things the area has to offer.We had an atypical stay on an atypical weekend - coldest days in years, likely. My kid and I are all weather people and would have enjoyed the fire pit even in the coldest of winter! The couple of challenges that we faced were dealt with immediately by these hosts. (So grateful!)Looking forward to the chance to stay again! Highly recommend!

  • Sue S.

    Submitted Jan 23, 2026

    Stayed Jan 16, 2026

    Great house and owners. Communication with them is excellent. House is very welcoming and decorated very nicely. Property itself is excellent and location very near downtown Harbor Springs is the best! Located 9 minutes from Boyne Highlands and Nub's. Would definitely stay here again!

  • Jeff E.

    Submitted Oct 23, 2025

    Stayed Oct 16, 2025

    Was in area for a wedding and to also look at real estate. Home was thoughtfully updated, clean and within walking distance to downtown Harbor Springs. Very enjoyable stay.

  • Erik B.

    Submitted Oct 6, 2025

    Stayed Sep 18, 2025

    Our 2nd time staying at Matt & Melissa’s home and everything was perfect. Thank you!

  • Zach F.

    Submitted Oct 1, 2025

    Stayed Sep 25, 2025

    Very nicely located home in harbor springs. We had our 1 year old, 2 dogs, and another couple staying here on our trip and it accommodated everyone well. The house was clean, comfortable, and updated. It was super convenient to have things like a high chair and pack & play already at the house. The dogs were also well accommodated with water/food dishes available as well as dedicated dog towels which were great considering we were within walking distance of the dog beach. We typically visit this area annually and would definitely stay here again

  • Elizabeth C.

    Submitted Sep 17, 2025

    Stayed Aug 30, 2025

    Great dog-friendly location to walk to downtown Harbor Springs. Excellent communication and hospitality with the hosts -- they are wonderful to work with!

  • Linda O.

    Submitted Sep 4, 2025

    Stayed Aug 19, 2025

    We loved returning to Harbor Springs and this home was perfect. An easy walk to the best view of Little Traverse Bay! They thought of including everything you might need too. Very attentive if you had questions also!

  • Mara C.

    Submitted Aug 31, 2025

    Stayed Aug 25, 2025

    The house was very charming and it was close to town. We were able to walk to downtown Harbor Springs and we enjoyed our stay very much.

  • Libby D.

    Submitted Jul 27, 2025

    Stayed Jul 24, 2025

    Clean and thoughtful amenities

  • Paul D.

    Submitted Jun 27, 2025

    Stayed Jun 24, 2025

    We had a great stay at this property in Harbor Springs. It was very well stocked with everything we needed, and the owners were extremely communicative and helpful throughout our visit. The location was perfect—a great base for exploring Mackinaw City, Mackinac Island, Petoskey, and Charlevoix. Highly recommend!

  • David W.

    Submitted May 27, 2025

    Stayed May 23, 2025

    Property was clean and well appointed. Beds were comfortable. Linens and towels clean. Hosts were friendly.We would give this a 10stars if available.

  • Lisa H.

    Submitted Mar 23, 2025

    Stayed Mar 21, 2025

    We stayed here for a nearby family event at Boyne Highlands. The house was convenient and extremely comfortable for 5-6 adults! Furnished well with very cute decor. Loved the labeling of various switches and containers :)

  • Erik B.

    Submitted Feb 23, 2025

    Stayed Feb 21, 2025

    This property is sparkling clean with updated finishes, and the owners clearly put a lot of thought into making the house as user-friendly as possible. The location is perfect with easy access to groceries, restaurants, and skiing at Highlands and Nubs Nob. We were happy to be able to bring our small dog with us, thanks for making this a pet friendly property. We can’t wait to come back!

  • Maggie B.

    Submitted Feb 23, 2025

    Stayed Feb 17, 2025

    We had a wonderful stay at this clean, convenient, and spacious house. Highly recommend!

  • Submitted Feb 9, 2025

    Stayed Feb 6, 2025

    Very charming and cozy home located right in the heart of Harbor Springs! We stayed here for a long winter weekend with our 2 little dogs and it was exactly as listed! Spotless and beautifully maintained, with lots of special touches. Planning to return during one of the warmer seasons to enjoy the nice barckyard and walks into downtown!

  • Merry A.

    Submitted Feb 5, 2025

    Stayed Jan 31, 2025

    We enjoyed our short stay. It is a very clean and quiet property which is what we needed! Close to grocery and downtown shops. Thank you for sharing your home with us.

  • Aimee S.

    Submitted Jan 7, 2025

    Stayed Dec 30, 2024

    This home has everything you need to enjoy your stay. We would definitely stay again!

  • Dori D.

    Submitted Jan 2, 2025

    Stayed Dec 27, 2024

    We enjoyed our stay and would stay here again. Perfect for our family.

  • Kristen D.

    Submitted Dec 7, 2024

    Stayed Nov 26, 2024

    Our second time to stay at Shady Pines. Great location with an easy walk downtown. The house is cozy and has everything you need! We love that our dogs can be with us and appreciate the extra items left for them. Matt and Melissa are very prompt with communication and accommodating. We highly recommend Shady Pines in both summer and winter!

  • Submitted Oct 2, 2024

    Stayed Sep 26, 2024

    My son, mother, and I came for the weekend for the book festival. The house was perfect. Great location, fully stocked, and very comfortable.

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Total

Includes taxes and fees
$423+
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