House Sitting Raymond

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Over 1
pet parents in Raymond have booked house sitting

Raymond, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Patricia N.
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Patricia N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
107 reviews
32 repeat clients
30 years of experience
Franklin, WI, 53132

Patricia was wonderful! She provided updates and pictures of our pup throughout her stay. She was very responsive and kept great care of our dog and home while we were away.

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Samantha & Malcolm K.
Sitter Profile Image: Jason B.
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Jason B.
from
$80
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

We booked Jason for house sitting with our dog who has separation anxiety and does not do well in a boarding environment. Jason is great with our dog! Jason came into our house and our dog immediately migrated to him. Jason provided ample walks and gave our dog personalized attention. His wife Emily is also a dog sitter on this site and she has watched our dog too! She is also amazing! We will only be using their services for our dog! We love the husband and wife team!

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Jennifer E.
Sitter Profile Image: Heidi B.
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Heidi B.
from
$50
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
32 years of experience
Caledonia, WI, 53402

Heidi was amazing. She was very accommodating in terms of finding a time for a meet and greet. When my son decided he wanted to entertain her and have her attention as I showed her around, she was a great sport. She was super non-judgmental about the state of our house, and put me at ease. She was great with our pets while we were gone, and sent adorable photos. When we got home, I found that she had washed all of the odd dishes we hadn’t had a chance to wash before we left. She also shoveled the walkway! I will absolutely be reaching out to her again, next time we go on vacation.

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Cassandra H.
Sitter Profile Image: Michelle Z.
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Michelle Z.
Star Sitter
from
$70
per night
5.0 out of 5 stars
46 reviews
14 repeat clients
3 years of experience
Sturtevant, WI, 53177

Michelle was prompt in her arrival and provided excellent care and companionship for Holly while we were gone for the day. We were very happy with this visit.

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Lori K.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$35
per night
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

Our dogs absolutely love Brandi. She is so sweet, kind, and especially patient with our shy dog. I’m always comfortable when away as I know our fur babies will be well cared for.

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Shenlee S.
Sitter Profile Image: Abigail B.
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Abigail B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
18 years of experience
Muskego, WI, 53150

I couldn’t be happier with the care our three small dogs received from Abigail! They were clearly loved and well looked after — happy and relaxed when we returned. Communication was excellent, with regular updates and photos that gave us total peace of mind. Our dogs can be a handful, but they were calm and content thanks to the patient, attentive care. Absolutely a **5-star experience** — we’ll definitely be booking again!

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Melissa H.
Sitter Profile Image: Kelly T.
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Kelly T.
from
$40
per night
5.0 out of 5 stars
24 reviews
10 repeat clients
42 years of experience
Racine, WI, 53403

Kelly,You are the best! Maci loved being with you. Reaching out with daily photos, certainly helped my separation anxiety. Maci and we will be happy to see you next time. Thank you!!! Sheree&Mark K

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Sheree K.
Sitter Profile Image: Rebecca M.
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Rebecca M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
5 years of experience
Kilbourn Town, Milwaukee, WI, 53203

Rebecca was phenomenal with my little critters! Excellent communication throughout the week and she was able to adjust last minute to needing to give my dog extra TLC and medication. I highly recommend her for your pet-sitting needs!

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Kristina P.
Sitter Profile Image: Genevieve S.
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Genevieve S.
from
$35
per night
4.8 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Caledonia, WI, 53126

She was exceptional with my baby, Molly. Molly is normally extremely slow to warm up to people but she immediately took to Genevieve. She kept me updated with pictures and texts, followed my instructions, and most of all kept my girl safe from a murderous wasp and loneliness while I rudely went on vacation without her. There’s nothing better than a cat sitter who loves your girl as much as you do.

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Hailey M.
Sitter Profile Image: Madelyn G.
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Madelyn G.
from
$27
per night
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Raymond, WI, 53126

Madelyn was great when she watched our dog Cooper when we were on our week long road trip. She was very communicative and we could tell she took great care of Cooper. We definitely will book her again.

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Tim and Molly H.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$55
per night
4.8 out of 5 stars
35 reviews
16 repeat clients
10 years of experience
Franklin, WI, 53132

What a lovely human! Absolutely loved our experience with Quazaye - she sent pics every day and was always very responsive while we were away :) My pups were happy and well cared for & my house was in the same condition I left it in! Would definitely use her services again! Don’t think twice <3

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Stephanie F.
Sitter Profile Image: Anna S.
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Anna S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
5 years of experience
Oak creek, WI, 53154

Anna was amazing!! She sent us photos and updates every day and cared for Cleo as if she were her own dog. She was incredibly attentive, super clean, and even left our apartment looking better than when she arrived. We couldn’t have asked for a better sitter.

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Dayne R.
Sitter Profile Image: Melissa M.
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Melissa M.
from
$35
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
12 years of experience
Mount Pleasant, WI, 53406

Mel has been the absolute best sitter I’ve ever had for my dog. He looks just as happy with Mel as he does with me and his dad. I felt so assured and happy that Leo had his own little vacation. My neighbors told me they played with him outside all day, which is his favorite. 10/10 will 100% book again!

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Megan L.
Sitter Profile Image: Makayla D.
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Makayla D.
from
$75
per night
5.0 out of 5 stars
30 reviews
13 repeat clients
20 years of experience
Muskego, WI, 53150

Makayla is great. She’s the best we’ve found on Rover yet.

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Amanda B.
Sitter Profile Image: Alissa A.
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Alissa A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Greenfield, WI, 53221

Alissa was great! She really came through for us at the last minute so we were able to enjoy our concert stress free! She kept us updated, and was prompt with her communication! The boys loved her!

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Cue T.
Sitter Profile Image: Terri T.
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Terri T.
from
$70
per night
4.9 out of 5 stars
85 reviews
23 repeat clients
20 years of experience
Burlington, WI, 53105

Terri watched my babies for 2 weeks recently while I was in Europe. I was a nervous nelly about leaving them behind. I certainly didn’t want to put them in a kennel / prison. Terri kept me constantly updated with texts and photos on how they were doing. Most importantly she kept them on the small routines they were used to so that they would be less stressed. I too was less stressed. She did a great job. I would recommend her highly.

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Michael W.
Sitter Profile Image: Alyson L.
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Alyson L.
from
$28
per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Brookfield, WI, 53045

I’ve used Alyson twice now and she’s great. Reliable, communicative, friendly. Highly recommend!

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Cindy G.
Sitter Profile Image: Elizabeth J.
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Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
7 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth was amazing. We need a last minute dog sitter and she came through and saved vacation! She provided plenty of updates, photos, and videos. Our dog sometimes is a little shy coming out of her crate but she loved Elizabeth. We will definitely use Elizabeth's services again!!

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Shaun M.
Sitter Profile Image: Alexy & Kayla G.
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Alexy & Kayla G.
from
$40
per night
4.9 out of 5 stars
89 reviews
25 repeat clients
4 years of experience
Milwaukee, WI, 53110

Alexy & Dylan were great. Loved getting all the pictures and updates while we were away. Will definitely be using them again! Thank you so much!

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Kassandra W.
Sitter Profile Image: Kya B.
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Kya B.
from
$65
per night
5.0 out of 5 stars
50 reviews
18 repeat clients
15 years of experience
salem, WI, 53168

We are very happy to have had Kya stay with our little senior pug Mattie for the weekend. Communication was excellent & we appreciated the photos and reassurances that everything was going well. Will definitely contact Kya again when needed.

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Dawn O.
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The median cost per night for house sitting in Raymond is $50

Pet parents share their Rover experiences - Raymond

1 / 1
5.0 out of 5 stars

Maddie was great to work with. She communicated clearly and followed our instructions to a T. Luke was happy and well taken care of when we got home. She watched him in our home and everything was just as we left it. Very good experience.

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Erica V.
House Sitting
4.0 out of 5 stars

Booked Madolyn for a 3 night stay. The house was in great condition, dogs seem fine when we got back. Overall I would have liked better communication. Received one picture the first night, one the next morning but no other updates for the stay. She let me know she would be later than booked start time, but was ultimately even later than that. She also planned to leave 5 hours earlier than the booked end time, and I'm not sure she would have said anything if I had not brought it up. This left me scrambling to book another rover the morning of to drop in to avoid 10+ hours my dogs would have gone without a potty break.

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Chelsea S.
House Sitting
5.0 out of 5 stars

Madelyn was great when she watched our dog Cooper when we were on our week long road trip. She was very communicative and we could tell she took great care of Cooper. We definitely will book her again.

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Tim and Molly H.
House Sitting
1 / 1
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Raymond

Select a filter and find qualifying sitters offering house sitting.

Sitters in Raymond average 4
repeat house sitting clients

FAQs for House Sitting - Raymond

Frequently asked questions about Rover

As of August 2026, there are 1,498 sitters on Rover offering House Sitting across Raymond. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Raymond walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Raymond maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Raymond choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Raymond. On Rover:

  • 90% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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