Oconomowoc · Wisconsin Lake Country

Adventure outside. Comfort at home.

Dog walking, trail adventures, and home boarding in Oconomowoc and Lake Country, from one familiar, trusted provider.

Melanie on a mountain trail with her dogs Denali and Goose
Meet & greet first
One household at a time
Melanie replies within 1 business day

Four ways we care

Not just dog walking.

How it works

Four steps to a steady routine.

1

Connect with Mel

Send a quick note or call/text. Melanie replies personally within 1 business day.

2

Meet & greet

A complimentary visit so Melanie meets you and your dog in person before any care begins.

3

Create account & intake

Set up your portal: dog profile, vaccination records, agreement, emergency and vet info, and a card on file.

4

First visit

Book your first visit and your dog's routine begins, with photo updates every time.

Melanie Jeske with her Girls Gone Hiking group and their dogs on a mountain ridge

Meet Melanie

I've spent my career making sure people are safe. Now I'm doing it for dogs too.

Every request, every meet & greet, and every visit is handled by me — not a rotating roster of sitters.

On Melanie's hike planning

“You can tell that safety is never an afterthought for her. I always feel confident joining a Girls Gone Hiking event because I know Melanie has done the planning, considered the conditions, and genuinely cares about every person in the group.”

— Girls Gone Hiking member

Melanie and family with their dog at a waterfall in the mountains

The Founding 15

Founding families lock their rate for life.

The first fifteen families keep today's pricing for as long as they stay with Pinehaven — plus priority scheduling, first access to Adventure Club, a welcome gift, and referral rewards. No subscription required: pay per visit or choose a plan.

9 of 15 spots remaining · 6 families have joined

Out on the trail

A look at our days.

Dog and its owner hiking a mountain trail on a clear dayDenali, a black Bernedoodle, wearing a walking harnessDog resting in a field of summer wildflowersPuppy sitting on an outdoor sand volleyball court in OconomowocGoose waiting at the top of a set of wooden stairsDog on a backcountry adventure hike with its familyWooded Wisconsin walking trail used for Adventure Club outingsDog on a leash walking a shaded trail with its handlerMelanie's family and their two dogs together outdoors

Our partners

Friends we adventure with.

The Downtown Dog Spot logo

The Downtown Dog Spot

Waukesha, WI

Our inclement-weather home for Adventure Club. When Tuesday and Thursday trail conditions aren't favorable — and through the winter months — we take the adventure indoors to their private, climate-controlled play space, so the fun never skips a week.

Visit The Downtown Dog Spot →

Service area

Serving Oconomowoc and the Lake Country communities.

OconomowocDelafieldHartlandNashotahOkaucheePewaukeeIxonia