House Sitting in Woodland

Find a loving house sitter to watch over your pets and your home.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Woodland house sitters

1 / 1
Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Amber K.
Star Sitter
from
$50
per night
5 out of 5.0 stars
50 reviews
28 repeat clients
20 years of experience
Beaver Dam, WI, 53916

Amber proved herself to be a reliable dog sitter. She stayed over at our house and was respectful of our home and property. She cared for our dogs with love and affection, giving treats/Kongs, their daily feedings and allowing them some extended time outside. Amber is highly recommended. We will be contacting her again! Thank You very much Amber.

Profile image
Aunt R.
Sitter Profile Image: Kristin C.
Verified Background Check
Kristin C.
from
$50
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
10 years of experience
Watertown, WI, 53094

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

Profile image
jordan o.
Sitter Profile Image: Adrianne R.
Verified Enhanced Background Check
Adrianne R.
from
$45
per night
5 out of 5.0 stars
8 reviews
20 years of experience
Hartford, WI, 53027

Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

Profile image
Gail S.
Sitter Profile Image: Ann M.
Verified Enhanced Background Check
Ann M.
from
$35
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
25 years of experience
Hartford, WI, 53027

Ann took great care of Jaxon. I would recommend her if you want someone to stay with your loved pet. I will definitely have her come back.

Profile image
Karen W.
Sitter Profile Image: Joselyn B.
Verified Enhanced Background Check
Joselyn B.
from
$27
per night
5 out of 5.0 stars
5 reviews
1 repeat client
2 years of experience
Watertown, WI, 53094

Joselyn did a fantastic job with my dog. I have no complaints. I received pics of my dog.

Profile image
Jill L.
Sitter Profile Image: Brandi K.
Verified Enhanced Background Check
Brandi K.
from
$50
per night
5 out of 5.0 stars
7 reviews
1 repeat client
8 years of experience
Kewaskum, WI, 53040

Thanks, Brandi! Thanks for the updates and taking care of our dogs like they are your own!

Profile image
Wendy P.
Sitter Profile Image: Allison S.
Verified Enhanced Background Check
Allison S.
Star Sitter
from
$65
per night
5 out of 5.0 stars
36 reviews
14 repeat clients
3 years of experience
Sussex, WI, 53089

Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!

Profile image
Ryan C.
Sitter Profile Image: Rebekah B.
Verified Enhanced Background Check
Rebekah B.
from
$50
per night
5 out of 5.0 stars
3 reviews
4 years of experience
Watertown, WI, 53098

Rebekah stayed with our 2 dogs while we were out of town and was wonderful! She was very kind and responsive and even sent us cute pictures of our fur babies while we were away.

Profile image
Nicki A.
Sitter Profile Image: Maggie K.
Verified Enhanced Background Check
Maggie K.
from
$50
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
16 years of experience
Hartland, WI, 53029

Maggie did a great job with our Italian Greyhound, Moe. She sent updates while we were away and we felt totally comfortable leaving Moe in her care!

Profile image
Mary S.
Sitter Profile Image: Jenna S.
Verified Enhanced Background Check
Jenna S.
from
$40
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
6 years of experience
hartford, WI, 53027

Arrived on time and everything went smoothly. Thanks!

Profile image
Eric B.
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Cindy S.
from
$72
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

Profile image
Larry B.
Sitter Profile Image: Bella B.
Verified Background Check
Bella B.
from
$63
per night
5 out of 5.0 stars
30 reviews
14 repeat clients
15 years of experience
Watertown, WI, 53094

Bella was a great communicator, did a wonderful job watching our two dogs. She left the house in perfect condition after house sitting for 4 nights. She even did the laundry and cleaned up when one of our dogs had an accident on the couch. She was wonderful!

Profile image
Jared B.
Sitter Profile Image: Courtney Z.
Verified Enhanced Background Check
Courtney Z.
from
$50
per night
5 out of 5.0 stars
3 reviews
8 years of experience
Hartford, WI, 53027

Courtney did an amazing job taking care of our Germans Shepherd. She was easy to communicate with and sent us videos and pictures of Elsa while we were gone. I was able to enjoy my vacation knowing Elsa was in good hands. I would highly recommend Courtney to care for your fur babies.

Profile image
Aimee M.
Sitter Profile Image: Mary A.
Verified Enhanced Background Check
Mary A.
from
$50
per night
5 out of 5.0 stars
2 reviews
30 years of experience
Hartford, WI, 53027

About: Dog owner x 30years. Had 2 dogs x 10 years, otherwise only 1 dog. Dogs enjoyed family adventures. Currently enjoying being a Grandma to my Grand pastor and foster pups Working part-time as RN, Jazzercise and caregiver for seniors. Schedule flexible. Have a SUV that I can transport dog to the dog park if desired. I use a long leash for yard. Enjoy walking dogs on heel when in residential areas. Enjoy the variety of parks, hiking trails and water in my neighborhood.

Sitter Profile Image: Meghan A.
Verified Enhanced Background Check
Meghan A.
from
$60
per night
5 out of 5.0 stars
30 reviews
9 repeat clients
20 years of experience
Rubicon, WI, 53078

As first time Rover users, Meghan completely put our worries at ease and took the best care of our fur babies during the weekend of our wedding. I loved getting my picture updates of the pups knowing they were in the comforts of their familiar surroundings being cared for by somebody that knew what they were doing instead of being in a high stress environment. The dogs loved her too! We will 100% be using Meghan again in the future when we go on our honeymoon.

Profile image
Amanda B.
Sitter Profile Image: Candace H.
Verified Background Check
Candace H.
from
$43
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
19 years of experience
Hartford, WI, 53027

Great with both dogs When we got home they were themselves like we didn't even leave Pictures were sent each day and any concerns she had I am so glad I find her; she is a wonderful person

Profile image
Renee P.
Sitter Profile Image: Lydia P.
Verified Enhanced Background Check
Lydia P.
from
$40
per night
20 years of experience
Hartford, WI, 53027

About: I’ve been a dog owner since I was four years old. I’ve had pets of varying sizes and activity levels, from a 100 pound collie to an 8 pound toy poodle. My current apartment doesn't allow pets, so in the meantime I’m looking to vicariously live through your fur baby! I work a hybrid corporate job with typical business hours. I have limited daytime availability depending on the location, but full availability in the mornings, late afternoon/evenings, and on weekends. Safety is my top priority. I make sure all dogs stay leashed when outdoors in a non-fenced area. I make sure doors are locked when I leave and the pet is properly crated (if applicable) with fresh water.

Sitter Profile Image: Charisma H.
Verified Enhanced Background Check
Charisma H.
from
$45
per night
10 years of experience
hartford, WI, 53027

About: I cared for my former dogs who both had severe types of cancer so i am able to care for animals who may have medical issues I currently Work part time so i can dog/ house sit sunday-thursday and on twth i am not able to do a during the day walk I can only come to your home as I have two dogs who don’t like other dogs. But I am willing to play with you fur babies in your house!

Sitter Profile Image: Tori P.
Verified Enhanced Background Check
Tori P.
from
$40
per night
5 out of 5.0 stars
2 reviews
10 years of experience
Hartford, WI, 53027

About: I've been caring for animals for as long as I can remember, from a neighbors goldfish to horses, dogs and goats! Whatever your furry friend is, I'll make sure they're safe and happy! I'm currently working longer hours on the weekends, so I will be unavailable for walks then. I can easily stop in mornings and nights all days for any animal! Monday and Wednesday nights I am unavailable from 3 to 9. I believe safety comes first. I have two dogs of my own who get along well with other dogs, but due to my cats I'd prefer taking care of your pet in their own home setting. No matter what, we will figure out something that works for both of us!

Sitter Profile Image: Katy Z.
Verified Background Check
Katy Z.
from
$50
per night
1 repeat client
20 years of experience
Neosho, WI, 53059

About: I have one or two dogs since I was a little girl. I currently have 2 rescues who I love very much! I have helped watch neighbors dog a few times, and now Would like to make some money doing what I love. Dogs are absolutely man’s best friend. I could never live without a dog in my life. I currently work full time, I work until 4 M-F. I am available on the weekends to do drop in care, dog walking or overnights I would care for dogs in your home, and make sure their every need is taken care. I will treat them like my own. I am willing to walk, bath, snuggle ,and give them my full attention

1 / 1
View more sitters

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Amber K.
Verified Enhanced Background Check
Sitter Profile Image: Amber K.
Verified Enhanced Background Check

Amber K.
Star Sitter

I love all animals
Beaver Dam, WI, 53916
17.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
50 reviews
28 repeat clients
Profile image

Amber proved herself to be a reliable dog sitter. She stayed over at our house and was respectful of our home and property. She cared for our dogs with love and affection, giving treats/Kongs, their daily feedings and allowing them some extended time outside. Amber is highly recommended. We will be contacting her again! Thank You very much Amber.

Availability updated 44 days ago
Sitter Profile Image: Kristin C.
Verified Background Check
Sitter Profile Image: Kristin C.
Verified Background Check

Kristin C.

Professional Vet Tech Pet Sitter
Watertown, WI, 53094
16.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
27 reviews
9 repeat clients
Profile image

Kristin was great, came home to a very happy puppy and she had a great time with her. I was sent lots of pictures of a happy cuddled pup. I would recommend Kristin to anyone

Availability updated today
Sitter Profile Image: Adrianne R.
Verified Enhanced Background Check
Sitter Profile Image: Adrianne R.
Verified Enhanced Background Check

Adrianne R.

Your Dog’s New Best Friend: Trusted
Hartford, WI, 53027
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
8 reviews
Profile image

Adrianne was a great pet sitter. She confirmed quickly and set up a meet and greet. My Cavapoo gave her hugs and kisses as soon as she arrived. He likes longer walks and she was awesome to explore nearby trails and parks with him. Adrianne is personable and professional.

Availability updated 2 days ago
Sitter Profile Image: Ann M.
Verified Enhanced Background Check
Sitter Profile Image: Ann M.
Verified Enhanced Background Check

Ann M.

Dog Lover Wants to Help!
Hartford, WI, 53027
8.7 mi. away
House Sitting
from
$35
per night
5 out of 5.0 stars
9 reviews
2 repeat clients
Profile image

Ann took great care of Jaxon. I would recommend her if you want someone to stay with your loved pet. I will definitely have her come back.

Availability updated today
Sitter Profile Image: Joselyn B.
Verified Enhanced Background Check
Sitter Profile Image: Joselyn B.
Verified Enhanced Background Check

Joselyn B.

Gentle care for furry companions
Watertown, WI, 53094
17.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Joselyn did a fantastic job with my dog. I have no complaints. I received pics of my dog.

Availability updated 18 days ago
Sitter Profile Image: Brandi K.
Verified Enhanced Background Check
Sitter Profile Image: Brandi K.
Verified Enhanced Background Check

Brandi K.

Compassionate Animal Lover
Kewaskum, WI, 53040
19.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
1 repeat client
Profile image

Thanks, Brandi! Thanks for the updates and taking care of our dogs like they are your own!

Availability updated 16 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Allison S.
Verified Enhanced Background Check
Sitter Profile Image: Allison S.
Verified Enhanced Background Check

Allison S.
Star Sitter

Let me love your pets!! :)
Sussex, WI, 53089
22.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$65
per night
5 out of 5.0 stars
36 reviews
14 repeat clients
Profile image

Thank you so much for watching Bowey! We truly appreciate you taking such good care of him! Also it was super helpful when our trip got extended and you were able to watch him a few extra days! We will definitely be in touch for future stays!

Availability updated 3 days ago
Sitter Profile Image: Rebekah B.
Verified Enhanced Background Check
Sitter Profile Image: Rebekah B.
Verified Enhanced Background Check

Rebekah B.

I’m kind and love animals!
Watertown, WI, 53098
16.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Rebekah stayed with our 2 dogs while we were out of town and was wonderful! She was very kind and responsive and even sent us cute pictures of our fur babies while we were away.

Availability updated 4 days ago
Sitter Profile Image: Maggie K.
Verified Enhanced Background Check
Sitter Profile Image: Maggie K.
Verified Enhanced Background Check

Maggie K.

Trusted animal and home care
Hartland, WI, 53029
19.1 mi. away
House Sitting, Drop-In Visits
from
$50
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

Maggie did a great job with our Italian Greyhound, Moe. She sent updates while we were away and we felt totally comfortable leaving Moe in her care!

Availability updated 3 days ago
Sitter Profile Image: Jenna S.
Verified Enhanced Background Check
Sitter Profile Image: Jenna S.
Verified Enhanced Background Check

Jenna S.

Dogs are my favorite people!
hartford, WI, 53027
9.3 mi. away
House Sitting, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews
2 repeat clients
Profile image

Arrived on time and everything went smoothly. Thanks!

Availability updated 7 days ago
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check

Cindy S.

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
18.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$72
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
Profile image

Cindy Is the ideal cat sitter. I wanted to not have to worry about Baby Bear having a clean litter box and eating his wet and dry food. Cindy was there for him and he’s happy! That’s what a great pet sitter does.

Availability updated 17 days ago
Sitter Profile Image: Bella B.
Verified Background Check
Sitter Profile Image: Bella B.
Verified Background Check

Bella B.

College Student Animal Guru
Watertown, WI, 53094
15.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$63
per night
5 out of 5.0 stars
30 reviews
14 repeat clients
Profile image

Bella was a great communicator, did a wonderful job watching our two dogs. She left the house in perfect condition after house sitting for 4 nights. She even did the laundry and cleaned up when one of our dogs had an accident on the couch. She was wonderful!

Availability updated 24 days ago
Sitter Profile Image: Courtney Z.
Verified Enhanced Background Check
Sitter Profile Image: Courtney Z.
Verified Enhanced Background Check

Courtney Z.

Dental Assistant 🦷 and dog mom🐾
Hartford, WI, 53027
5.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 5.0 stars
3 reviews
Profile image

Courtney did an amazing job taking care of our Germans Shepherd. She was easy to communicate with and sent us videos and pictures of Elsa while we were gone. I was able to enjoy my vacation knowing Elsa was in good hands. I would highly recommend Courtney to care for your fur babies.

Availability updated 21 days ago
Sitter Profile Image: Mary A.
Verified Enhanced Background Check
Sitter Profile Image: Mary A.
Verified Enhanced Background Check

Mary A.

Love outside play
Hartford, WI, 53027
9.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
2 reviews

Mary is great with the dogs! She was able to watch my lab and pit-mix while I was traveling for Christmas. She took them on walks and on adventures, sending picture and video updates 🥰 Mary had reasonable prices and was easy to get in touch with.

Availability updated 19 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Meghan A.
Verified Enhanced Background Check
Sitter Profile Image: Meghan A.
Verified Enhanced Background Check

Meghan A.

WFH Pet Mom🐾 Seeking Furry Cuddles
Rubicon, WI, 53078
4.0 mi. away
House Sitting, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
30 reviews
9 repeat clients
Profile image

As first time Rover users, Meghan completely put our worries at ease and took the best care of our fur babies during the weekend of our wedding. I loved getting my picture updates of the pups knowing they were in the comforts of their familiar surroundings being cared for by somebody that knew what they were doing instead of being in a high stress environment. The dogs loved her too! We will 100% be using Meghan again in the future when we go on our honeymoon.

Availability updated 72 days ago
Sitter Profile Image: Candace H.
Verified Background Check
Sitter Profile Image: Candace H.
Verified Background Check

Candace H.

Reliable ,Honest, Loving, caregiver
Hartford, WI, 53027
6.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$43
per night
5 out of 5.0 stars
22 reviews
7 repeat clients
Profile image

Great with both dogs When we got home they were themselves like we didn't even leave Pictures were sent each day and any concerns she had I am so glad I find her; she is a wonderful person

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lydia P.
Verified Enhanced Background Check
Sitter Profile Image: Lydia P.
Verified Enhanced Background Check

Lydia P.

Dog lover seeking furry friends!
Hartford, WI, 53027
11.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
4 reviews

Lydia was ver helpful while dog sitting my puppy. Always being dry communicative about how the little guy was doing. She was the perfect sitter.

Availability updated today
Sitter Profile Image: Charisma H.
Verified Enhanced Background Check
Sitter Profile Image: Charisma H.
Verified Enhanced Background Check

Charisma H.

i’m 21, a pet and animal lover
hartford, WI, 53027
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
10 years of experience

About: I cared for my former dogs who both had severe types of cancer so i am able to care for animals who may have medical issues I currently Work part time so i can dog/ house sit sunday-thursday and on twth i am not able to do a during the day walk I can only come to your home as I have two dogs who don’t like other dogs. But I am willing to play with you fur babies in your house!

Availability updated 44 days ago
Sitter Profile Image: Tori P.
Verified Enhanced Background Check
Sitter Profile Image: Tori P.
Verified Enhanced Background Check

Tori P.

Animal care giver all year round!
Hartford, WI, 53027
8.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
2 reviews

About: I've been caring for animals for as long as I can remember, from a neighbors goldfish to horses, dogs and goats! Whatever your furry friend is, I'll make sure they're safe and happy! I'm currently working longer hours on the weekends, so I will be unavailable for walks then. I can easily stop in mornings and nights all days for any animal! Monday and Wednesday nights I am unavailable from 3 to 9. I believe safety comes first. I have two dogs of my own who get along well with other dogs, but due to my cats I'd prefer taking care of your pet in their own home setting. No matter what, we will figure out something that works for both of us!

Availability updated 28 days ago
Sitter Profile Image: Katy Z.
Verified Background Check
Sitter Profile Image: Katy Z.
Verified Background Check

Katy Z.

Dogs are my happy place!!!
Neosho, WI, 53059
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$50
per night
1 repeat client

About: I have one or two dogs since I was a little girl. I currently have 2 rescues who I love very much! I have helped watch neighbors dog a few times, and now Would like to make some money doing what I love. Dogs are absolutely man’s best friend. I could never live without a dog in my life. I currently work full time, I work until 4 M-F. I am available on the weekends to do drop in care, dog walking or overnights I would care for dogs in your home, and make sure their every need is taken care. I will treat them like my own. I am willing to walk, bath, snuggle ,and give them my full attention

Availability updated 7 months ago

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover