Entire home

Newly-Renovated Dog-Friendly Getaway!

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
  • Barbecue grill

Explore the area

Map
Harbor Springs, MI
  • Harbor Springs Beach
    ‪3 min drive‬
  • Nub's Nob Ski Area
    ‪13 min drive‬
  • The Highlands
    ‪14 min drive‬
  • Pellston, MI (PLN-Pellston Regional)
    ‪31 min drive‬

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.

Property manager

Matt & Melissa Dippold
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

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

Events

No events allowed
default

Pets

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

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 the area's natural beauty can be seen at Lake Michigan and Thorne Swift Nature Preserve. 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 - 3 min drive - 1.9 km
  • Petoskey State Park - 9 min drive - 8.7 km
  • Nub's Nob Ski Area - 13 min drive - 10.8 km
  • The Highlands - 14 min drive - 8.6 km
  • McLaren Northern Michigan Hospital - 17 min drive - 16.5 km

Getting around

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

Restaurants

  • ‪Kilwins Chocolate Kitchen - ‬14 min drive
  • ‪City Park Grill - ‬17 min drive
  • ‪Subway - ‬18 min drive
  • ‪Pier Restaurant - ‬13 min walk
  • ‪Johan's Pastry Shop - ‬17 min drive

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.
Learn moreOpens in a new window
Rating 10 - Excellent. 41 out of 42 reviews
Rating 8 - Good. 1 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

Erik B.

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

Amazing stay, we’ll be back!

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!
Stayed 2 nights in Feb 2025

10/10 Excellent

Maggie B.

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

Perfect Harbor House

We had a wonderful stay at this clean, convenient, and spacious house. Highly recommend!
Stayed 3 nights in Feb 2025

10/10 Excellent

Verified traveller

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

Harbor Springs Haven

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!
Stayed 3 nights in Feb 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

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

Kristen D.

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

Thanksgiving weekend

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!
Stayed 5 nights in Nov 2024

10/10 Excellent

Verified traveller

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

Harbor Springs Festival of the Book!

My son, mother, and I came for the weekend for the book festival. The house was perfect. Great location, fully stocked, and very comfortable.
Stayed 3 nights in Sep 2024

10/10 Excellent

steffi m.

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

Perfect getaway!

our experience at this VRBO was amazing! The location was perfect. The house was exactly as it appeared in the listing and we had a wonderful time!
Stayed 3 nights in Sep 2024

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

10/10 Excellent

Julia W.

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

Lovely home in Harbor Springs

Beautiful, well appointed home in a great area behind Bluff Street! So fun to be able to walk into town using the boardwalk. Will definitely come back to visit this gem!
Stayed 3 nights in Sep 2024

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

Dan B.

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

Quiet cottage walkable to town

A nice combination of original charm and new spaces, a large yard on a quiet street, and a short walk into town make Shady Pines a great vacation spot.
Stayed 14 nights in Jul 2024

10/10 Excellent

Lauren M.

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

Beautiful home, Perfect Location

We absolutely loved our stay in this charming house. It was so fun to walk to town everyday. Everyone had their space and places to relax. We especially loved the outdoor area. The kitchen was great to cook in!
Stayed 7 nights in Jul 2024

10/10 Excellent

ashley m.

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

Harbor Springs for the whole family

Our home family enjoyed our stay at Shady Pines, including our small dog. Melissa is easy to work with and quick to reply. We had no issues during our stay and appreciated all the little touches, like a fully stocked kitchen, s’more kit, firewood, plenty of towels, etc. The house was clean and comfortable and you can’t beat the view of HS as you descend the boardwalk. HS is one our favorite towns ever and we can’t wait to come back and this house will definitely on our list.
Stayed 4 nights in Jun 2024

10/10 Excellent

Dana L.

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

Family vacation

We enjoyed our stay at Shady Pines! The house was very clean and decorated beautifully. The kitchen was well stocked, so I was able to cook breakfasts for the family before we left on our adventures. The location was convenient to access several places we wanted to go. We hope to return to Shady Pines when we’re in the area!
Stayed 4 nights in Jun 2024

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

Anne F.

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

Harbor Springs Get Away

We stayed the weekend in this home. It was very cozy and enjoyable. Close to downtown Harbor Springs and not far from Boyne Highlands. The beds were very comfortable and the kitchen and bathrooms were very clean. They look like they had been recently updated.
Stayed 2 nights in Jan 2024
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!

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

Linnea W.

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

Cute and comfy house close to town

Our family really enjoyed our stay at Shady Pines. It was updated, clean, and very comfortable. They had everything we needed and then some extras like coffee, shampoo etc. and even a basket of extras in case we forgot anything. We appreciated having the infant/child items available so we didn't have to lug everything and it was a doable walk to downtown.
Stayed 2 nights in Dec 2023

10/10 Excellent

Verified traveller

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

PERFECT!

We had a wonderful stay at Shady Pines! The home was clean and had everything we needed. Perfect location! We’ll be back!
Stayed 3 nights in Nov 2023

10/10 Excellent

Chris V., Saugatuck

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

Great spot!

Super clean and well appointed! Would absolutely come back. Great communication with host.
Stayed 4 nights in Oct 2023
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.

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