House Sitting in Cumberland

Find a loving dog sitter to watch your dog overnight in your home.

Search

More resources

A focus on safety

Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect

Top rated Cumberland house sitters

1 / 1
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Amanda D.
from
$52
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
10 years of experience
Barron, WI, 54812

About: Animals have been a huge part of my entire 24+ years of life and will always continue to be. I grew up in a household with multiple pets in the family at any given time. Along with that, I now have two cats of my own and a very handsome Great Pyrenees/Lab Mix. They are my world and everyday I have to stop myself from adding to my little family. I love animals and believe they should all be spoiled during their short time on Earth. I've had general experience with multiple types of pets and I'd love to help spoil your pets while you're away! I start and end my day taking care of my animals. I work full time during the week at an animal hospital so most week days I am not able to visit during the day but can always check in before and after work hours (lunch break is sometimes an option as well). In your home I strive to follow your animals specific usual routine as much as I'm able. If they are being watched in my home, they are separated from my animals but are allowed to roam the majority of the house. Back yard is unfenced so they will be kept on a leash while outside at all times.

Sitter Profile Image: Jenny M.
Verified Background Check
Jenny M.
from
$60
per night
5 out of 5.0 stars
1 review
1 repeat client
15 years of experience
New Richmond, WI, 54017

Jenny put up with our ridiculous Frenchies and even collected eggs from the chickens each day. The house was in the shape we left it and she communicated each day with updates. Would recommend!

Profile image
Natalie B.
Sitter Profile Image: Alyssa J.
Verified Background Check
Alyssa J.
from
$40
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
4 years of experience
Luck, WI, 54853

Alyssa did a wonderful job coming to our home and watching our older chocolate lab, Coco and our 2 year old miniature dachshund, Max. She treated are furbabies as they were her own. A+! ?❤

Profile image
Kathy R.
Sitter Profile Image: Alec H.
Verified Enhanced Background Check
Alec H.
from
$34
per night
5 out of 5.0 stars
10 reviews
1 repeat client
33 years of experience
Rice Lake, WI, 54868

Alec and Buddha were awesome! The communication, videos, and pictures while we were gone provided a great level of comfort. Alec also did some work with training our puppy during his stay AND we know she had a fun time while we were away - they definitely worked hard and played harder! And as an added bonus, the house was perfectly clean when we returned! Looking forward to booking Alec again in the near future.

Profile image
Kristina M.
Sitter Profile Image: Kristina J.
Verified Enhanced Background Check
Kristina J.
from
$38
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
10 years of experience
Barron, WI, 54812

Dependable and trusting

Profile image
Anita S.
Sitter Profile Image: Kimberly P.
Verified Enhanced Background Check
Kimberly P.
from
$60
per night
5 out of 5.0 stars
1 review
1 repeat client
18 years of experience
New Auburn, WI, 54765

About: I have over 18 years of experience house and animal sitting from overnights to up to 6 weeks in duration; caring for not only dogs but also horses (full boarding barn to a couple of pasture horses), cats, fish, rabbits, goats, chickens, etc. I know what it's like to worry about my pets when I'm away, so I strive to give top notch care, follow all instructions, and have fun with your dog! All while keeping you updated with pictures/texts on how they're doing. I am happy to provide most any dog/house sitting arrangement, walking/visit or boarding. At our country home we have a peaceful and fun environment and private large field that is kept mowed. Your dog will be supervised very closely. Non smoking home. Thank you for considering me; I hope you have a great day! I am a stay at home mom to one and I am home most or all of the day. We are very flexible but also stay on schedule and can accommodate your dog's routine. We live in the country and have ample space for private walks as well as a large mowed field. I supervise very closely and am diligent about keeping your dog as safe as possible on leash while still having fun and exercising. I will feed and take dog out following all instructions.

Sitter Profile Image: Hannah M.
Verified Enhanced Background Check
Hannah M.
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
4 years of experience
New Richmond, WI, 54017

Hannah is a repeat sitter for us and is great! Gives us lots of updates and has great, quick communication! Both our dogs seem to love her attention and she is great at getting their energy out!

Profile image
Carmen F.
Sitter Profile Image: Mary S.
Verified Enhanced Background Check
Mary S.
from
$75
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
20 years of experience
Rice Lake, WI, 54868

My dogs loved Mary and she provided me updates so I knew they were doing well.

Profile image
Melissa O.
Sitter Profile Image: Charlotte S.
Verified Enhanced Background Check
Charlotte S.
from
$30
per night
15 years of experience
New Richmond, WI, 54017

About: Hi there! My is Charlotte (“Charlie”). I’m a Certified Veterinary Technician. I have years of personal and professional experience with pets. I am fortunate to be able to offer individualized and consistent care in your home. Living in Wisconsin and commuting to the Twin Cities allows me to serve pets and their families in many areas. You dog is always welcome to come along for the ride! I am currently home full time and widely available for care. My day can most often be dedicated to or scheduled around caring for your pet! I diligently follow directions for care. Depending on the pet and their needs, I adapt my care style to make them as comfortable as possible.

Sitter Profile Image: Alexandra F.
Verified Enhanced Background Check
Alexandra F.
from
$27
per night
13 years of experience
Bloomer, WI, 54724

About: I have lived with animals of all kinds for as long as I remember, ever since I was about 5 I would help my parents feed and take care of the animals, and I still help with many thing weither it's bathing, taking on walks, giving hair cuts, giving vaccinations, cutting nails, or giving medication of all sorts. I am currently a senior in high school so on weekdays I have to wait till 4:00 to love your fur-babys as much as you do. I will give your fur-babys the same care and love as I give my pets at home, while also meeting your specific care expectations to keep your fur-babys safe and happy.

Sitter Profile Image: Lillian G.
Verified Enhanced Background Check
Lillian G.
from
$50
per night
10 years of experience
North Branch, MN, 55056

About: I can care for any type of animal you can think of. Let me know the animal and I will help you out! I have taken care of exotic pets to farm pets. I work a part time job so I have a lot of free time to hang out and take care of the animals I am sitting. Your animal will not be left alone for more then 2 hours at a time. I will care for your animal as close as I can as you do yourself. Your animal will feel at home and loved and cared for.

Sitter Profile Image: Lillianna W.
Verified Enhanced Background Check
Lillianna W.
from
$75
per night
10 years of experience
Clayton, WI, 54004

About: I’m a dog groomer/trainer currently enrolled in the Academy for Dog Trainers. I’m a Certified Fear-Free Professional, Groom Tech, and Dog Groomer. I currently work at a dog training center and am continuing my education in order to help families resolve bigger behavioral issues with their dogs. I LOVE dogs. Force and fear free basically means that I only use positive reward methods to achieve my goals with dogs. I work part-time while attending school, so I’d like to use my available time to gain as much more dog care experience as I can. I will play with and positively interact with your dog for our entire time together. I LOVE dogs and greatly value the time I spend with them.

Sitter Profile Image: Jillian W.
Verified Enhanced Background Check
Jillian W.
from
$40
per night
4 years of experience
Menomonie, WI, 54751

About: Hello I'm Jillian! I have taken care of many different pets and have a couple of my own. Im very experienced! I own a dog and a horse but have other experience from many other farm animals and pets! I have taken care of dogs that needed medications such for diabetes and pain management. I’ve also taken care of newborn puppies. I’m also pretty flexible for payment and scheduling. Message me for any other questions! I work night shifts at a hospital so taking care of your pet during the day will be easily fit into my schedule and if needing any watching for night time we can work that around! I take care of my clients pets just like my own. Kept well fed and exercised. Multiple walk during the day for the younger ones and a calm relaxing day for the elders.

Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Jessica G.
from
$80
per night
15 years of experience
Balsam Lake, WI, 54001

About: I currently have four of my own dogs ranging from 15 weeks-13 years old! I have watched family friends dogs in the past to feed, take them outside, and one dog was a diabetic dog that I needed to give him medicine for. I am off work during the summer! There are a few weekends I am out of town, but if I am around I would be more than happy to help! I currently have four dogs at my house! My little puppy loves to play and will play with anyone! I do have a few older dogs that will keep to themselves.

Sitter Profile Image: Brooke J.
Verified Enhanced Background Check
Brooke J.
from
$60
per night
15 years of experience
Hillsdale, WI, 54733

About: I have had animals my whole like and have had years of experience working with animals I have very many animals so you know your animals will be in good hands with someone who understands they are family to you and they will be given the utmost treatment! I am working part time and have a flexible schedule so I am happy to make sure I can work with your schedule and you and your pets needs! I have a dog that is extremely outgoing and friendly that would love to play with other dogs but if you would like they can be easily separated! I communicate with my clients on what they expect from me as there sitter and my needs as to safety and ßèèþ

Sitter Profile Image: Shoshanna M.
Verified Enhanced Background Check
Shoshanna M.
from
$120
per night
15 years of experience
Turtle lake, WI, 54889

About: Since childhood, I have always had a special connection with animals, always drawn to them. I have cared for cats, dogs, and other small critters since I can remember. I am now the proud owner of 4 large dogs, 5 cats, a lionhead rabbit, and fish. I also have experience working as a vet assistant for the last five years and have a keen eye for paying attention to the needs of our beloved fur babies. Along with experience, I am obtaining a certification as a veterinary technician, just completing my first year of a two-year program. I am currently a full-time college student, free for the summer, and have plenty of flexibility. Don't be afraid to reach out! I love animals! I stick to schedule feedings, potty breaks, and routines set by owners. Bonus: I will provide lots of belly rubs, attention, and treats if allowed.

Sitter Profile Image: Katelyn E.
Verified Enhanced Background Check
Katelyn E.
from
$29
per night
4 years of experience
Amery, WI, 54001

About: I have had dogs for 5 years and recently added a cat to the bunch! I love spending time with them by walking them on our large property! I work 7:30-3:30 as a school teacher, but my husband leaves around 9am on the weekdays. I spend every minute after that with my pets! I will care for the pets in whichever way is preferred by their owner. We have a large yard that is far away from a busy street.

1 / 1
View more sitters

Loving house sitters in your neighborhood

Search Results

Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check

Amanda D.

All you need is love and a dog
Barron, WI, 54812
12.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$52
per night
5 out of 5.0 stars
4 reviews
2 repeat clients

About: Animals have been a huge part of my entire 24+ years of life and will always continue to be. I grew up in a household with multiple pets in the family at any given time. Along with that, I now have two cats of my own and a very handsome Great Pyrenees/Lab Mix. They are my world and everyday I have to stop myself from adding to my little family. I love animals and believe they should all be spoiled during their short time on Earth. I've had general experience with multiple types of pets and I'd love to help spoil your pets while you're away! I start and end my day taking care of my animals. I work full time during the week at an animal hospital so most week days I am not able to visit during the day but can always check in before and after work hours (lunch break is sometimes an option as well). In your home I strive to follow your animals specific usual routine as much as I'm able. If they are being watched in my home, they are separated from my animals but are allowed to roam the majority of the house. Back yard is unfenced so they will be kept on a leash while outside at all times.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jenny M.
Verified Background Check
Sitter Profile Image: Jenny M.
Verified Background Check

Jenny M.

I love animals and they love me!
New Richmond, WI, 54017
36.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
1 review
1 repeat client
Profile image

Jenny put up with our ridiculous Frenchies and even collected eggs from the chickens each day. The house was in the shape we left it and she communicated each day with updates. Would recommend!

Availability updated 14 days ago
Sitter Profile Image: Alyssa J.
Verified Background Check
Sitter Profile Image: Alyssa J.
Verified Background Check

Alyssa J.

Caring, compassionate, dog lover
Luck, WI, 54853
22.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
19 reviews
6 repeat clients
Profile image

Alyssa did a wonderful job coming to our home and watching our older chocolate lab, Coco and our 2 year old miniature dachshund, Max. She treated are furbabies as they were her own. A+! ?❤

Availability updated 5 days ago
Sitter Profile Image: Alec H.
Verified Enhanced Background Check
Sitter Profile Image: Alec H.
Verified Enhanced Background Check

Alec H.

Fun responsible easy going pet guy.
Rice Lake, WI, 54868
13.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$34
per night
5 out of 5.0 stars
10 reviews
1 repeat client
Profile image

Alec and Buddha were awesome! The communication, videos, and pictures while we were gone provided a great level of comfort. Alec also did some work with training our puppy during his stay AND we know she had a fun time while we were away - they definitely worked hard and played harder! And as an added bonus, the house was perfectly clean when we returned! Looking forward to booking Alec again in the near future.

Availability updated yesterday
Sitter Profile Image: Kristina J.
Verified Enhanced Background Check
Sitter Profile Image: Kristina J.
Verified Enhanced Background Check

Kristina J.

Animal lover, flexible schedule
Barron, WI, 54812
13.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
4 reviews
3 repeat clients
Profile image

Dependable and trusting

Availability updated 33 days ago
Sitter Profile Image: Kimberly P.
Verified Enhanced Background Check
Sitter Profile Image: Kimberly P.
Verified Enhanced Background Check

Kimberly P.

Flexible, caring, meticulous caregi
New Auburn, WI, 54765
30.4 mi. away
Boarding, House Sitting, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
1 review
1 repeat client

About: I have over 18 years of experience house and animal sitting from overnights to up to 6 weeks in duration; caring for not only dogs but also horses (full boarding barn to a couple of pasture horses), cats, fish, rabbits, goats, chickens, etc. I know what it's like to worry about my pets when I'm away, so I strive to give top notch care, follow all instructions, and have fun with your dog! All while keeping you updated with pictures/texts on how they're doing. I am happy to provide most any dog/house sitting arrangement, walking/visit or boarding. At our country home we have a peaceful and fun environment and private large field that is kept mowed. Your dog will be supervised very closely. Non smoking home. Thank you for considering me; I hope you have a great day! I am a stay at home mom to one and I am home most or all of the day. We are very flexible but also stay on schedule and can accommodate your dog's routine. We live in the country and have ample space for private walks as well as a large mowed field. I supervise very closely and am diligent about keeping your dog as safe as possible on leash while still having fun and exercising. I will feed and take dog out following all instructions.

Availability updated 38 days ago
Sitter Profile Image: Hannah M.
Verified Enhanced Background Check
Sitter Profile Image: Hannah M.
Verified Enhanced Background Check

Hannah M.

Paws Off I’ve Got This
New Richmond, WI, 54017
34.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
4 reviews
1 repeat client
Profile image

Hannah is a repeat sitter for us and is great! Gives us lots of updates and has great, quick communication! Both our dogs seem to love her attention and she is great at getting their energy out!

Availability updated 20 days ago
Sitter Profile Image: Mary S.
Verified Enhanced Background Check
Sitter Profile Image: Mary S.
Verified Enhanced Background Check

Mary S.

Loving, Responsible, pet care!
Rice Lake, WI, 54868
13.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
3 reviews
2 repeat clients
Profile image

My dogs loved Mary and she provided me updates so I knew they were doing well.

Availability updated over 1 year ago
Sitter Profile Image: Charlotte S.
Verified Enhanced Background Check
Sitter Profile Image: Charlotte S.
Verified Enhanced Background Check

Charlotte S.

Certified Vet Tech Available!
New Richmond, WI, 54017
38.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per night
1 review

Charlie is a compassionate and caring pet lover. We worked at a children's horse camp together for many years and have stayed friends for 20+ years. She is extremely knowledgeable when it comes to all kinds of animals. She spent many years studying and practicing animal care professionally, she is beyond qualified to be the best Rover provider. She has a big pet family of her own, her dogs and my dog are best friends, Charlie teaches me something new about my dog every time we have a chance to get together. I've never met anyone who cares more for animals than her, if her calendar is open you would be SO lucky to have her watching your babies! She will treat them like they are her own. She will go above and beyond to make sure your pet is as comfortable as they can be. Highly recommend!

Availability updated 2 days ago
Sitter Profile Image: Alexandra F.
Verified Enhanced Background Check
Sitter Profile Image: Alexandra F.
Verified Enhanced Background Check

Alexandra F.

Paw-fect care with experience
Bloomer, WI, 54724
37.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$27
per night
2 reviews

I like to call Alex the animal whisperer, they just all seem to flock to her! She has experience taking care of several types of animals in my house including; cats, dogs, birds, fish, hamsters, guinea pigs, rabbits, chickens, bearded dragon, leopard gecko, and mice. She is very responsible, reliable and caring.

Availability updated 6 months ago
Sitter Profile Image: Lillian G.
Verified Enhanced Background Check
Sitter Profile Image: Lillian G.
Verified Enhanced Background Check

Lillian G.

Animal watch
North Branch, MN, 55056
46.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
10 years of experience

About: I can care for any type of animal you can think of. Let me know the animal and I will help you out! I have taken care of exotic pets to farm pets. I work a part time job so I have a lot of free time to hang out and take care of the animals I am sitting. Your animal will not be left alone for more then 2 hours at a time. I will care for your animal as close as I can as you do yourself. Your animal will feel at home and loved and cared for.

Availability updated 18 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lillianna W.
Verified Enhanced Background Check
Sitter Profile Image: Lillianna W.
Verified Enhanced Background Check

Lillianna W.

Professional, thoughtful care.
Clayton, WI, 54004
13.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
3 reviews

Lily is the most thoughtful, responsible, and dedicated dogsitter I have ever worked with. She has had professional training in dog behavior, dog CPR, and grooming, but clearly cares as much for the human side of the equation as she does for the dogs. I cannot recommend her more highly.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jillian W.
Verified Enhanced Background Check
Sitter Profile Image: Jillian W.
Verified Enhanced Background Check

Jillian W.

Hello I'm Jillian!
Menomonie, WI, 54751
45.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
1 review

I had Jillian watch my to dogs and she took very good care of the she take them for lots of walks cleaned up after them and sent me lots of pictures and videos of them the entire time I was away to ease my anxiety about leaving them home.

Availability updated 56 days ago
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check
Sitter Profile Image: Jessica G.
Verified Enhanced Background Check

Jessica G.

Dogs just make me really happy :)
Balsam Lake, WI, 54001
20.3 mi. away
House Sitting, Dog Walking
from
$80
per night
3 reviews

Jessica and I had lived together for about 3 months, when I just got my first dog. She was a great support and resource in my ability to best care for my new puppy. To this day my dog, Maggie, gets very happy and excited to see her! Jessica is an elementary school teacher, and I am honored to have seen her treat my dog with as much respect and compassion as she does her students. I highly recommend her care to anyone of my friends.

Availability updated 5 months ago
Sitter Profile Image: Brooke J.
Verified Enhanced Background Check
Sitter Profile Image: Brooke J.
Verified Enhanced Background Check

Brooke J.

Personalized Care for Every Pup!
Hillsdale, WI, 54733
18.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
15 years of experience

About: I have had animals my whole like and have had years of experience working with animals I have very many animals so you know your animals will be in good hands with someone who understands they are family to you and they will be given the utmost treatment! I am working part time and have a flexible schedule so I am happy to make sure I can work with your schedule and you and your pets needs! I have a dog that is extremely outgoing and friendly that would love to play with other dogs but if you would like they can be easily separated! I communicate with my clients on what they expect from me as there sitter and my needs as to safety and ßèèþ

Availability updated 89 days ago
Sitter Profile Image: Shoshanna M.
Verified Enhanced Background Check
Sitter Profile Image: Shoshanna M.
Verified Enhanced Background Check

Shoshanna M.

Devoted to Animal Welfare
Turtle lake, WI, 54889
7.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$120
per night
2 reviews

Wonderful with dogs of all sizes. I have wittnessed the worst scenerios a pet owner can have and Shoshanna can lovingly, compassionatly and effectively bring out the best in the dog. Her patience and endurance using empathetic care with knowledge is outstanding. I call on her abilities when I have a behavioral or emotional problem with my 3 dogs and have never been disappointed. Trustworthy with care and health of anilmals all around. Helps eliviate stress of being a pet owner and accountable for impecable standatds. Five star rating is well earned.

Availability updated 3 months ago
Sitter Profile Image: Katelyn E.
Verified Enhanced Background Check
Sitter Profile Image: Katelyn E.
Verified Enhanced Background Check

Katelyn E.

Pet loving lady!
Amery, WI, 54001
25.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$29
per night
4 years of experience

About: I have had dogs for 5 years and recently added a cat to the bunch! I love spending time with them by walking them on our large property! I work 7:30-3:30 as a school teacher, but my husband leaves around 9am on the weekdays. I spend every minute after that with my pets! I will care for the pets in whichever way is preferred by their owner. We have a large yard that is far away from a busy street.

Availability updated 4 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


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Cumberland house sitting needs. On Rover, it's easy to find a loving dog sitter in Cumberland who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Cumberland house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Cumberland for your dog — people who'll treat him like family.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge