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Newly-Renovated Dog-Friendly Getaway!

Family-friendly holiday home in Harbor Springs with a fitness centre

Photo gallery for Newly-Renovated Dog-Friendly Getaway!

Gather the family around the fire pit to some s'mores and star gazing!
Newly renovated with all new furnishings, and professionally designed with comfort in mind
Fully equipped kitchen with stainless appliances
After a long day exploring Northern Michigan, relax in the comfort on your own family room
Room

Reviews

10 out of 10
Exceptional
3 bedrooms1+ bathroomSleeps 6157.9 sq m

Popular amenities

  • Dryer
  • Kitchen
  • Washer
  • Pool
  • Parking available

Explore the area

View map
  • Place, Harbor Springs Beach
  • Place, Nub's Nob Ski Area
  • Place, The Highlands
  • Airport, Pellston, MI (PLN-Pellston Regional)

Rooms & beds

3 bedrooms (sleeps 6)

Master Bedroom

1 King Bed

Queen Bedroom

1 Queen Bed

Twin Bedroom

2 Single Beds

1 bathroom, 1 half bathroom

Half Bath

Toilet

Master Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Separate dining area
Outdoor play area
Garden

About this property

Newly-Renovated Dog-Friendly Getaway!

ATTENTION SNOW GOERS: Walkways and driveway are cleared for you when 2" or more of snowfall have accumulated. Thanks you!

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!

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.

Start your day with freshly brewed coffee from our fully stocked 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."

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 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.

Relax with your family on the secluded back yard Patio. Build a small fire in the firepit with the available wood pile and starter sticks. Heat up those marshmallows for some s'mores, and enjoy an evening of stargazing.

Amenities include 2 small 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 SmartTVs, 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).

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). Want to take in a play? The Performing Arts Center is also located across the street - check their schedule at https://harborps.org/performing-arts-center/.

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.

Absolutely no smoking or vaping of tobacco or marijuana inside or outside the home. Thank you for protecting our home and our neighborhood.

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.

Other Things to Note:

Security Devices: We have installed security cameras (3) 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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
We provide dinnerware, highchair, and toys
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Max 2 dogs, must be <75 lbs each
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Smoking

Smoking is not permitted
Security Deposit required of $300 •NO Parties •NO Smoking or Vaping of tobacco or marijuana on premises •NO illegal substances •No open flames inside
Quiet Hours are 10pm – 9am •Keep noise to a minimum •No parking on street •Please crate dog(s) when left alone, and not left outside unattended
Have Fun! This is your vacation time and we hope you get the opportunity to relax and visit the surrounding area.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system, a first aid kit and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Harbor Springs

Harbor Springs is home to this holiday home. Andrew J. Blackbird Museum and Oden State Fish Hatchery Visitor Center are local landmarks, and some of the area's activities can be experienced at Donald Ross Memorial Course and Tunnel of Trees. Consider Lavender Hill Farm for a night out or Cheboiganing Preserve if you're travelling with kids. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Harbor springs, MI

What's nearby

  • Harbor Springs Beach - 20 min walk - 1.7 km
  • Nub's Nob Ski Area - 10 min drive - 10.9 km
  • Petoskey State Park - 10 min drive - 10.6 km
  • The Highlands - 12 min drive - 10.5 km
  • McLaren Northern Michigan Hospital - 21 min drive - 19.3 km

Getting around

  • Pellston, MI (PLN-Pellston Regional) - 31 min drive

Restaurants

  • ‪Petoskey Pretzel Co. - ‬16 min drive
  • ‪Arby's - ‬17 min drive
  • ‪Palette Bistro - ‬16 min drive
  • ‪Teddy Griffin's Roadhouse - ‬12 min drive
  • ‪Stafford's Pier Restaurant - ‬13 min walk

Frequently asked questions

Does Newly-Renovated Dog-Friendly Getaway! have a pool?

Yes, this property has a pool.

Is Newly-Renovated Dog-Friendly Getaway! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Newly-Renovated Dog-Friendly Getaway!?

Check-in begins at 4:00 PM.

What time is check-out at Newly-Renovated Dog-Friendly Getaway!?

Checkout is at 10:00 AM.

Where is Newly-Renovated Dog-Friendly Getaway! located?

This family-friendly Harbor Springs holiday home is within a 10-minute walk of Andrew J. Blackbird Museum and Lake Michigan. Harbor Springs Beach and Donald Ross Memorial Course are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 50 out of 51 reviews
Rating 8 - Good. 1 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jeff E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Oct 2025

10/10 Excellent

Elizabeth C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great dog-friendly location to walk to downtown Harbor Springs. Excellent communication and hospitality with the hosts -- they are wonderful to work with!
Stayed 2 nights in Aug 2025

10/10 Excellent

Erik B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our 2nd time staying at Matt & Melissa’s home and everything was perfect. Thank you!
Stayed 3 nights in Sep 2025

10/10 Excellent

Linda O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 6 nights in Aug 2025

10/10 Excellent

Zach F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Sep 2025

10/10 Excellent

Aimee S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location to town

This home has everything you need to enjoy your stay. We would definitely stay again!
Stayed 4 nights in Dec 2024

10/10 Excellent

Dori D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Getaway

We enjoyed our stay and would stay here again. Perfect for our family.
Stayed 3 nights in Dec 2024

10/10 Excellent

Lisa H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient and comfortable

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 :)
Stayed 2 nights in Mar 2025

10/10 Excellent

Merry A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quick Getaway!

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.
Stayed 3 nights in Jan 2025

10/10 Excellent

Susan P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Stay

We had an incredible stay at this property. Location was in a nice neighborhood and within walking distance to town. The interior was very well-done and comfortable and we had everything we needed during our stay. It was also a perfect fit for our family and grandchild. Could not have been more pleased with our stay here!
Stayed 8 nights in Aug 2024

10/10 Excellent

Jill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Getaway

This was for perfect place for our weekend getaway! So many little details that made our stay even more enjoyable. We loved our mornings on the patio!
Stayed 2 nights in Jun 2023

10/10 Excellent

Linda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

Lovely home with all the amenities! Hosts were very responsive and even provided an area for us to store our bikes! Great location for all activities! Highly recommend!
Stayed 4 nights in Jun 2024

10/10 Excellent

Kathryn R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place to stay

Everything about our stay was fantastic. Excellent short walk to downtown Harbor Springs. The house was clean and quaint. In and out process easy. We will be back.
Stayed 7 nights in Aug 2023

10/10 Excellent

Keith L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location - beautiful home

Shady Pines was recently remodeled and was very comfortable to stay. It is located within walking distance of Main St of Harbor Springs which we really enjoyed. It was also a short drive to Nubs Nob. It was very hospitable for our dog, who also enjoyed the nice neighborhood walks. We would definitely stay there again.
Stayed 5 nights in Jan 2024

10/10 Excellent

Sandy and Howard N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay in HS

We’ll taken care of property. Very clean and welcoming. All the amenities you could possibly need. We’ll definitely be back.
Stayed 6 nights in Jun 2023

10/10 Excellent

Stuart A., -

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Very clean. Hosts thought of everything A comfortable place to hang out.
Stayed 3 nights in May 2023

10/10 Excellent

PATRICIA P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location / Cozy Vibe

We recently stayed at Shady Pines from December 26th - 29th. The house was located in an amazing location for skiing (we skied at Nub's Nob) and the house was beautifully renovated and wonderfully decorated. There was even a Christmas tree and tasteful Christmas decorations that made us feel right at home! We would definitely stay here again.
Stayed 3 nights in Dec 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Keith T.

I had a great stay

The place was very well prepared and laid out. Conveniently located within an 5 minute walk to downtown or a wonderful grocery. Clean, well supplied and detailed. Everything I needed for my stay. Highly recommend.

10/10 Excellent

Kristen D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent home on the bluff

This rental is exactly as listed. The hosts were very attentive to any communication and made sure we were checked in. The yard was great and the fact we could bring the dogs was such a plus for us. It was an easy walk to town which we did each morning. The home has everything you need with added little touches that made it a perfect rental and one that we look forward to returning to! We highly recommmend!!
Stayed 7 nights in Jun 2023

10/10 Excellent

Kimberly O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great ski weekend experience!

Our family loved Shady Pines! Matt & Melissa were excellent and attentive hosts and didn't miss a detail in the house with making sure we had everything we needed. The home was recently remodeled and was super cozy and cute. I loved that it was clean and that it was dog-friendly (even though our pup didn't come up for the trip we know it's an option for next time! :-)) Would definitely recommend for families and/or groups with friends. We skied two days at the Highlands and had an all around great weekend away!
Stayed 3 nights in Feb 2023

10/10 Excellent

Mike & Tonja D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Vacation Spot

Our family had a wonderful experience staying at Matt & Melissa's place. We met our kids who have an 8-month-old and they only had to bring her stroller. We were going to bring our dog crate but decided it was too much so we brought the doggy gate instead. When we arrived they had everything for our dog, bowls, gate and crate, and everything for the baby!! So much easier when you don't have to bring everything! The location was great, it was so close to town, that we walked there several times a day. The amenities that were included made it so nice for us! Would recommend this house!
Stayed 5 nights in Sep 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Rupal B.

Great place for unwinding

Our stay at Shady Pines was very relaxing and just what we were looking for. The house is decorated so nicely and all the amenities were a great touch. Even our dog loved the fact that the owners thought of him and left some treats:) We lacked for nothing during our stay and the owners were super responsive to all our inquiries. We loved spending our mornings on the front porch with our coffee and people watching. We also built a small fire, roasted some marshmallows and enjoyed an evening on the back patio. The town is so picturesque and we loved exploring and trying out the different places to eat. We hope to return again sometime soon.

10/10 Excellent

Mike P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay in Harbor Springs!

This is a great property! It’s an older home in a quiet neighborhood that has been recently renovated with modern conveniences and style. It is stocked with EVERYTHING that you can think of to make your stay an enjoyable one. Seriously - the list of amenities is too long for this review. From a full kitchen, to kids toys, to a dog crate, and life jackets for the beach in summer, the list goes on… We were there for a ski trip and the property is only a 15 minute drive to Nubs Nob. In the summer it’s probably a short walk to downtown, although with the snow, it was just a few minute drive for us. The communication with the owners was excellent. We highly recommend this property and hope to stay another time.
Stayed 5 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Meggan T.

Excellent choice for a getaway!

The home was very nicely decorated, cozy and well stocked. The king bed was quite comfortable (didn’t use the upstairs beds). We loved that we could cast our streaming services to the TV after a long day of hiking and exploring. Our dog was quite comfy. There were even dog toys and bowls! Matt and Melissa thought of everything to make the whole family feel welcome. The location is excellent- just a short walk to downtown (less than 10 mins). So many wonderful places to visit just minutes away (don’t miss Tom’s Mom’s Cookies!). The kitchen had everything we needed including a blender for our morning smoothies. The rooms had extra throw blankets and beds had comfy pillows. This is a top notch rental. We’ll definitely be back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Laura W.

Absolutely the sweetest place!

The quaint town of Harbor Springs made a beautiful backdrop for the absolutely sweetest place around. Upon entry you are greeted with a kitchen that is welcoming and complete with all the necessities for an easy stay in this house. As we continued past the bathroom and laundry room we entered the very well decorated dining room where we had many fun meals and talks. There are a few rooms with tv’s and comfy seating along with a sweet front porch on the cooler evenings. The main bedroom has a great closet and bathroom attached. There were 2 bedrooms upstairs that were sufficient to meet our needs! The whole house had a lovely and welcoming aesthetic that we really appreciated. There was a fire pit with chairs and a large yard for kids to run and play on. Overall an excellent visit and we would return.

About the host

Hosted by Matt & Melissa Dippold

Host profile image
Our family was introduced to Harbor Springs area several years ago during a ski trip, and we fell in love with this charming little town. We found this home in January 2022, and spent 6 months personally restoring it to its current beauty. We now enjoy this area all year long, and would love to welcome you into our home so you can enjoy all that Pure Michigan has to offer.

What makes this property unique

This home is nestled in the quiet suburban neighborhood of Harbor Springs, just off the Bluff overlooking the town. After a long day of outdoor activities, the family can continue playing in the indoor community pool; just across the street (check hours and fees). Want to take in a play? The Performing Arts Center is also located across the street - check their schedule at https://harborps.org/performing-arts-center/.

Languages:

English

Premier Host

They consistently provide great experiences for their guests