Dog walking in Chesterland

Book on demand and scheduled walks with local dog walkers

How it works

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Flexible scheduling

Select the date and time that best suit your needs. Want a walk ASAP? We’ve got you covered.

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Customized for your pup

Choose between a 20-minute, 30-minute, or 60-minute stroll for your dog.

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Follow along

Track your walk with our live GPS tracker, then view your detailed report card after the walk.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Book walkers near you

Lauren DChesterland, OH 44026

5.0

(471)

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I’ve been in love with dogs my whole life, and I’ve rescued quite a few. I’ve gotten to be very good at calming and distracting dogs who get a little bit nervous or unsteady with others or their surroundings. I do my best to know the moves a dog might make before they make them, along with sensing their mood in certain situations so that I’ll always be ready for anything. The most important thing is to know that both you & your best friend can always feel secure in knowing they are safe with me.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Senior dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience

Kathryn VChesterland, OH 44026

4.9

(1377)

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Hi my name is Kat!! I have lived in Cleveland, OH all my life and grew up with a Border Collie named Chelly. I have much pet sitting and dog walking experience and would love to give your pet the best walking experience with Wag! I have ran a marathon and I exercise regularly. Most importantly I love dogs and have worked with dogs of all breeds and sizes!

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High Demand

Top Pet Caregiver

Chaz EChesterland, OH 44026

4.9

(926)

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Hi! My name is Chaz. I am 23 years old. I grew up with a pit bull, and all of my friends have dogs as well. I have lived in Ohio for the majority of my life. I see Wag as a perfect opportunity to help fund school for myself, as well as interact with animals; something I love doing.

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High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Dennis KChesterland, OH 44026

4.9

(468)

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Hi, I’m Dennis and after 24 years in the environmental business I am taking some time off to care for an older dog. I love to walk her every day so this seems great for me.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Senior dog care, Fast walker, Dogs who pull, Puppy care

Heather HChesterland, OH 44026

4.9

(346)

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“I can't get enough of these dogs!”

Hello! My name is Heather! I love dogs and all animals, I've had them all my life. I love to walk an see their happy faces! I'm excited to get started with meeting all the lovely dogs in my neighborhood!

Background Checked

High Demand

Top Pet Caregiver

Specialties

Dog first aid and/or CPR, Oral medicine administration, High energy dogs, Fast walker, Dogs who pull, Puppy care

Christy CChesterland, OH 44026

4.9

(108)

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Hi! My name is Christy and I'm excited to have found Wag! I love all animals, but to me, dogs are in a class all their own! I am an ohioan- born & bred in the greater Cleveland area. My favorite breed of dog is the Golden Retriever. I enjoy interacting with dogs, and I've never met one I don't like!

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High Demand

Top Pet Caregiver

Tiffany NChesterland, OH 44026

4.9

(323)

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Hi there! My name is Tiffany and I am currently in my senior year at tri-c east studying nursing. In addition to owning a dog in the past, I have been walking and dog-sitting for friends and neighbors since I was in 9th grade. I have experience working with and walking multiple dogs at a time. I hope you will consider me to help you take care of and walk your furry friends.

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High Demand

Top Pet Caregiver

Marc SChesterland, OH 44026

4.9

(323)

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My name is Marc Stephens, I’m a long time per owner and lover. I’ve spent my entire childhood with dogs, so I think I’m starting to become sort of a dog whisperer lol.

Background Checked

High Demand

Top Pet Caregiver

Jessica CChesterland, OH 44026

4.9

(323)

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“Your fur baby is my # 1 priority.”

Hi, my name is Jessica! I've owned all kinds of animals ever since I was a child. I'm currently going to college to be a veterinary technician. I'm excited to be able to help you care for your pets and look forward to meeting you and your pets.

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Senior dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

Diana ZChesterland, OH 44026

4.8

(351)

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“I'M GR8FUL 4 UR PET”

Hi my name is Diana. And I am in a position where I can help you with the care and walking of your pet. I have a flexible schedule I love animals and I just recently acquired I knew love for walking. Prior to last year I was not able to walk and now I have a new titanium hip so I have been walking more than before. This is what I am planning on doing for the time being. I am loving my new "job'' and I have achieved 5 Star Rating with Wag! (And I think the dogs like me too :) Dogs Rule!

Background Checked

High Demand

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience, Socialization training, Potty training, Therapy training, Service training, Puppy training

Dog Walking in Chesterland

Chesterland is located in Geauga County, Ohio, and though it may be small, it has a lot to offer visiting pups! This town loves animals, and with two animal hospitals and a vet clinic in town, it also knows how to look after them!

If you are seeking a place to grab a meal with your pet in tow, there are two great pet-friendly resturaunts in Chesterland. The Oak and Embers Tavern, as well as the Buckstop Bar and Grille, will allow your dog to sit by you at one of the outside tables while you enjoy a classic meal and cold drink. There is also a Dairy Queen in Chesterland for a sweet treat or light lunch.

The Bessie Benner Metzenbaum Park is a lovely green oasis close to town where you can bring your pup for a walk and stop for a picnic and a play with the family. There are three short trails here; the easy asphalt 0.2 and 0.3 mile trails, and a more difficult 0.5 mile trail which takes you up to a lookout. A mature beech-maple forest covers much of the 65-acre park, but there is an old orchard to seek out, and the wetlands around Griswold Creek provided a perfect habitat for local birds. There is a playground at Bessie Benner Metzenbaum Park, as well as a reservable picnic shelter and bathrooms on site. Pets are welcome throughout the park, but must remain leashed.

There are many more things to see and do in this area. We know you and your pup will love Chesterland!

Best Dog Neighborhoods in Chesterland

Vallevista/ Sherman

48
Population Density
319 per sq. mi.

Vallevista/ Sherman

48

The 73-acre Sunnybrook Preserve in the northeast of Chesterland is a lovely place to take an on-lead walk with your pooch. There are three well-signed trails through here; the 0.3-mile asphalt Pine Ridge Trail, the 0.8-mile gravel Woodland Trail, and the 0.5-mile gravel Jumping Mouse Trail. The diverse landscape of wetlands, sedge grass meadow, conifer forest and a north-south cool spring offers incredible views and many fascinating animals to spot, including the black-throated warblers, jumping mouse, short-tailed shrew and mink. As this is a Preserve, dogs must be kept leashed while enjoying the area with you. Make sure you bring plenty of water for you both as well as your clean up bags.

Sperry

36
Population Density
264 per sq. mi.

Sperry

36

The Rookery, in the southeastern section of Chesterland, is a 562-acre heron preserve where dogs are permitted on-leash for a walk along one of the trails. There are two main trails here with shorter interconnecting trails throughout the park. The Woodcock Trail is 0.4 miles and paved for an easy walk through the picnic areas and open marsh and swamp forest. The straight out-and-back Interurban Trail is a gravel one-mile walk that takes you over the Chargrin River. There are tables and restrooms at the picnic area, and ample parking close by. Bring yourself a packed punch, water for you and your dog, and a stash of cleanup bags to help keep the Preserve clean for future visitors.

South Kirtland

24
Dog Parks
1 park

Population Density
312 per sq. mi.

South Kirtland

24

The Canine Meadow Dog Park in nearby Kirtland will allow your pooch some much-loved off-lead time. Located within the Lake Metroparks Farmpark, the dog park has two fenced areas to cater for big and little dogs, as well as an 1.84-acre swim area for your pup to splash around in that is accessible from the large dog area only. There is fresh water available, but bring a bowl for your thirsty pup drink from. After his play at the dog park, pop him on the lead and take a walk around the greater Lake Metroparks Farmpark. Here there are amenities including restrooms, picnic shelters and a visitor centre where you can get more information on the park and local area. Being a working farm, you may also be lucky enough to catch on of the animal displays or demonstrations while you are there.

Novelty

12
Population Density
312 per sq. mi.

Novelty

12

The West Woods is seven miles south of Chesterland in the small town of Noelty, and another beautiful spot of nature for a little exercise and fresh air with your pup. This park covers a massive 902 acres and is filled with wetlands and mature forest to explore. There are nine trails here, from the 2.7-mile gravel Pioneer Bridle Trail, to the shorter 1.5-mile Ansel’s Cave Trail, 0.3-mile Discovery Trail or 0.1-mile Trout Lily Trail. The diversity of wildlife is amazing here; keep your eyes peeled for the many songbirds and amphibians that call the area home. For this reason, you must keep your pup leashed and controlled at all times, and always clean up after him. It is a spectacular place to enjoy, you are both sure to love your visit here.

Willoughby Hills

0
Population Density
647 per sq. mi.

Willoughby Hills

0

In Willoughby Hills, just nine miles northwest of Chesterland, is the beautiful North Chargrin Reservation to enjoy a lovely walk with your dog. The Forest Picnic Area in the south of the Reservation has parking and restroom facilities and is where you will find the Forrest Trailhead. From here, you have access to a 2.75 mile section of the State-wide Buckeye Trail, plus the Bridle Loop Trail, Sylvan Loop Trail and the paved All Purpose Trail. There are many other trails throughout the Reservation as well as four other picnic areas further north to find as well, so it is worth seeking out a map before you head out. While dogs are permitted on the trails with you, keep your pup on a leash to protect him and the local wildlife, and always clean up any mess he leaves behind.