Pet Sitting & Drop Ins In Woodland Heights

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Woodland Heights pet sitters

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 15% and taxes will apply.

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Sitter Profile Image: Sidney D.
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Sidney D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
60 reviews
18 repeat clients
20 years of experience
The Fan, Richmond, VA, 23220

Sidney is great with our puppy and was very accommodating to do a drop-in on short notice. Would recommend her to anyone looking for drop-ins and dog walks!

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Kyle D.
Sitter Profile Image: Holland H.
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Holland H.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
67 reviews
17 repeat clients
8 years of experience
Richmond, VA, 23220

Holland is an excellent, professional, and communicative sitter. She went the extra mile, and on short notice, and I would rebook and recommend her services to anyone.

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Chris C.
Sitter Profile Image: Kade M.
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Kade M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
523 reviews
172 repeat clients
15 years of experience
Richmond, VA, 23224

Kade was very responsive and detail oriented. From the photos I can tell our dog had a great time. Thank you for taking good care of our boy!

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Meredith L.
Sitter Profile Image: Nicole D.
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Nicole D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
12 years of experience
Richmond, VA, 23220

About: I’ve taken care of dogs my whole life of all sizes. I grew up with a great pyranees/ border collie and have a dog of my own who is a dachshund. I dog sat for my neighbor, friends, and relatives frequently. I also have experience in sitting for cats as well. I can also help your dog learn new tricks! I taught my dog how to sit, stay, lay down, paw, roll over, follow, and wait all within 6 months. I am currently a part-time employee and have a dog of my own, so I have plenty of time and experience in pet care to give your furbaby the care they deserve! I’m flexible to what they need. Whatever needs you have for your furbaby I can meet! My dog is very particular, so I am patient, willing and understanding to what your pet needs.

Sitter Profile Image: Erica P.
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Erica P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
44 reviews
14 repeat clients
30 years of experience
Central Office, Richmond, VA, 23219

I don’t want to write this because she will become too popular ❤️❤️Erica is amazing with my Remy!! He loves her so much! She is always communicating with all things! She does tasks without me even asking!! Love her!! She even bought him a new toy!! 💕. Best check-in sitter ever!

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Scout M.
Sitter Profile Image: Kay C.
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Kay C.
from
$20
per visit
5.0 out of 5 stars
37 reviews
11 repeat clients
13 years of experience
Forest Hill Terrace, Richmond, VA, 23225

Kay was a fantastic help and super communicative. I really appreciated all of the notes and photos taken while we were away from our two cats and never stressed once about how they were doing. I would highly recommend Kay to anyone looking for a cat sitter!

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Grace D.
Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$20
per visit
5.0 out of 5 stars
46 reviews
21 repeat clients
20 years of experience
Byrd Park, Richmond, VA, 23220

I booked Lindsay super last minute and she took amazing care of our dog. She let me know everything that was going on with our dog and provided photography-style pictures of her. I will definitely be booking her again and again.

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Abigail H.
Sitter Profile Image: Mitchell I.
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Mitchell I.
from
$20
per visit
2 years of experience
Richmond, VA, 23225

About: Hi there! I'm Mitchell, an experienced and passionate dog lover excited to take care of your furry friend. Whether your dog enjoys playtime, cuddles, or quiet walks, I provide personalized care to make sure they feel safe, happy, and loved while you're away. I offer a flexible and stress-free experience for both you and your dog, with plenty of attention, exercise, and fun! Your pup’s comfort and happiness are my top priority. Looking forward to meeting your furry companion and making them feel at home!" I am excited an eager to help out taking care of your furry friends and with 18 years of having pets and three years of experience watching dogs for friends I am willing and able to do what it takes to give your dog a quality experience and help out with whatever is needed. I am a teacher in Chesterfield County so I can be available all day on weekends, Saturday and Sunday, and after 4 PM on week days. I have two dogs, one is a beagle/dachshund mix that is 3 years old and a 10 month smaller sized lab/hound mix that are both under 30 pounds and live in a two floor condo with no yard. I am able to walk dogs and do pop in visits to check on your dogs.

Sitter Profile Image: Jeffrey H.
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Jeffrey H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
96 reviews
22 repeat clients
34 years of experience
The Fan, Richmond, VA, 23220

This was our first time having Jeffrey do drop ins for our three wild kids and he was AMAZING! Great communication, super professional, loved on our doggos just like we would!

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Ryan C.
Sitter Profile Image: Natalie T.
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Natalie T.
from
$15
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
15 years of experience
Old Town Manchester, Richmond, VA, 23224

We love her! Timely and takes great pictures. Highly recommend

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Lynn S.
Sitter Profile Image: Teresa P.
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Teresa P.
from
$20
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
6 years of experience
Cedarhurst, Richmond, VA, 23225

Teresa was excellent with my large, often anxious, cat Sherlock. Upon my return I found a happy Sherlock with none of the usual stress symptoms. Teresa also communicated frequently and sent photos of all the snuggles and other antics Sherlock got up to each day. It was great to see my cat happy while I was away!

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Rachel M.
Sitter Profile Image: Alyssa M.
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Alyssa M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
34 reviews
11 repeat clients
15 years of experience
Chimborazo, Richmond, VA, 23223

We had such a wonderful experience with Alyssa. They took such thoughtful care of Mabel and Sweet Pea, making sure they were comfortable, happy, and well-loved while we were away. It was such a relief knowing our cats were in kind, reliable hands. We would happily book again and highly recommend them to anyone looking for truly attentive care.

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Sara I.
Sitter Profile Image: Nick I.
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Nick I.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
36 reviews
12 repeat clients
10 years of experience
Fulton, Richmond, VA, 23231

Nick was great! He took great care of our cats, fish, and Guinea pig. It was wonderful receiving pics of our furry family and he even brought the mail in. I would 100% use his services again.

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Suzanne J.
Sitter Profile Image: Miah P.
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Miah P.
from
$18
per visit
24 years of experience
Old Town Manchester, Richmond, VA, 23224

About: I grew up with dogs as small as Shitzus and as large as Great Danes! I have experience with dogs ranging from puppies to seniors. I have a solid foundation of dog training between taking multi-level dog obedience training courses with my current dog (a Pitbull Terrier/American Bully mix) and growing up with a show dog. In my spare time, I occasionally watch videos to learn more about dog behavior and social cues. I have experience using harnesses, martingale collars, gentle leaders, slip leads, and prong collars. I understand that not all dogs are the same, so I adapt my approach according to what works best for your dog (e.g., avoiding triggering areas, crossing the street to avoid contact with another dog, walking slower, etc.). Your dog’s safety and happiness are my priorities! I currently work from home Mondays and Wednesdays and am available for drop ins and walks during lunch hours (roughly between 11am-2pm) and again any time after 5pm. I am available for drop ins and walks typically any time during the weekends as. Walks and drop ins are minimum 30 minutes, maximum 1 hour on weekdays, and maximum 1.5 hours on weekends. Other arrangements or exceptions may be made depending on my schedule. I understand the worry of a stranger coming into your home and taking care of your fur baby. For this reason, I will gladly send you a picture each time I stop by! If you would like to meet me beforehand feel free to reach out and we can schedule a time to do so. Please note: I do *not* take dogs to public dog parks as I do not know the training or social skills of strangers’ dogs.

Sitter Profile Image: Deanna S.
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Deanna S.
from
$18
per visit
5.0 out of 5 stars
46 reviews
2 repeat clients
15 years of experience
Richmond, VA, 23224

Deanna was great! I was away longer than usual but felt confident all was well because of Deanna’s detailed updates. Everything was perfect when I came back. I would definitely use her again.

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Lucie B.
Sitter Profile Image: Maggie D.
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Maggie D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
20 years of experience
Monroe Ward, Richmond, VA, 23220

Amazing communication and so sweet with my pup. She sent the cutest photos and I plan on continuing to use Maggie for all services!! 10/10 would recommend

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Delaney B.
Sitter Profile Image: Cheyenne B.
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Cheyenne B.
from
$22
per visit
5.0 out of 5 stars
3 reviews
4 repeat clients
15 years of experience
Woodland Heights, Richmond, VA, 23225

About: Hi! I’m Cheyenne, a lifelong animal lover with hands-on professional experience caring for dogs of all sizes, breeds, and temperaments. I previously worked at a kennel-free dog boarding facility, where I helped care for multiple dogs at once in a safe, supervised environment. I’ve also worked as a full-time dog walker and pet sitter, providing daily walks, drop-in visits, feeding, medication administration, and lots of attention and playtime. Animals have always been part of my life—I’ve grown up with dogs and cats and currently care for my own pets as well. Because of my background in both professional animal care and customer service, I understand how important communication and trust are when someone else is caring for your pet. What you can expect when your pet is with me: • Reliable, on-time care • Regular photo and text updates • Safe handling for dogs with different temperaments • Experience with multi-dog households • Lots of attention, enrichment, and play Whether your dog needs a walk while you’re at work, drop-in visits while you’re away, or extra love and attention, I treat every pet like they’re my own. I’d love to meet you and your furry family member! I work a hybrid office jobs with very flexible hours. When I do go into the office, my office is dog friendly so I can bring a furry friend along if they enjoy the socialization! I care for pets in their own home so they can stay comfortable in a familiar environment and maintain their normal routine. For drop-in visits and house sitting, I follow the owner’s instructions closely, including feeding schedules, walks, medications if needed, playtime, and any specific routines your pet is used to. During visits, I make sure pets get the attention, exercise, and enrichment they need, whether that’s a long walk, playtime, or just companionship. I also make sure basics like fresh water, clean feeding areas, and litter boxes are taken care of. For dog walks, I focus on safe handling, appropriate exercise for your dog’s energy level, and making sure they return home happy and settled. I always send updates and photos so you know how your pet is doing while you’re away. My goal is to make sure your pet feels safe, cared for, and loved while keeping you informed and at ease.

Sitter Profile Image: janet r.
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janet r.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Richmond, VA, 23225

About: I have owned dogs, cats, birds and reptiles for most of my adult life, and always had them in my home. I am retired and want to spend my free time with animals. I currently have one dog, a 15-pound neutered male, Leo. I am not working, so have plenty of time to help take care of your pet. I don't mind getting up early, like dog walks, and have a very flexible schedule. I have a good-sized fenced back yard, and a very friendly and playful dog in my home. I live within two blocks of Forest Hill Park, and walk there several times per day.

Sitter Profile Image: Julia M.
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Julia M.
from
$20
per visit
4.7 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Richmond, VA, 23220

About: Hi there! I’m Julia, a lifelong animal lover with experience caring for cats, dogs, rabbits, horses, and pets of all personalities and needs. I have experience housebreaking and training puppies in basic commands like sit, stay, and roll-over, as well as caring for senior dogs up to age 14. I understand the patience and care pets of all ages need and always make sure they’re comfortable and well cared for. I am a full-time college student taking several classes online so I am often home and your pet is never alone for too long. : ) Whether caring for pets in my home or a client’s home, I always start by discussing expectations and routines. Every pet is unique, and I tailor my care to fit their lifestyle. I focus on keeping pets both comfortable and active through walks or playtime.

Sitter Profile Image: Emily H.
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Emily H.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
132 reviews
56 repeat clients
6 years of experience
Chimborazo, Richmond, VA, 23223

Emily helped us out of a bind with a last-minute weekend away. She took great care of our 7-month-old and provided plenty of updates to put us at ease. Will definitely book again!

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Katherine S.
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Over 19
pet parents in Woodland Heights have booked pet sitting

Woodland Heights pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Meghan is one of the best cat sitters I’ve ever had! So kind and caring with my kitties, amazingly communicative, and truly generous. She did an amazing job taking care of my cats!!

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Nicholas S.
Drop-In Visits
5.0 out of 5 stars

Niely did a great job with my cat. Gave me updates and took care of my dehumidifier which was not at all required, but GREATLY appreciated. Pics are always the highlight on the report card. 10/10 would recommend !

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Maxwell A.
Drop-In Visits
5.0 out of 5 stars

Kay is awesome! She did a great job looking after our dog, and she provided plenty of detail and photos in the Rover reports so we knew how Sushi was doing. She was very receptive to Sushi's body language and adapted to make sure Sushi was under the least stress possible. I couldn't have asked for a better experience!

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Holly B.
Drop-In Visits
5.0 out of 5 stars

Mitch was punctual with all of his drop ins, sent plenty of photos and kept me in the loop with his notes for each visit. I will book him every time!

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Marika B.
Drop-In Visits
5.0 out of 5 stars

Kade always does a wonderful job of taking care of our cats. They’re relaxed when we return and our house is in good order! Kade also takes the best pictures and it’s so fun to see them while we’re away. Kade is caring, responsive, kind and a general pleasure!!

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Lakisha H.
Drop-In Visits
5.0 out of 5 stars

Jacob really puts in the work to make sure our animals are taken care of and to keep us informed on how they're doing while we're away. This was our second time booking his service and we'll very likely reach out to him again when we have more travel plans in the future. We highly recommend his service to anyone who wants to be sure their animals are being looked after by someone who truly cares about their well being.

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alex f.
Drop-In Visits
5.0 out of 5 stars

Nina has looked after our two cats twice now and she will always be the first sitter that I look next time I need to book a sitter! Both cats were extremely well cared for and I have total peace of mind while on vacation knowing she is looking after them. She shares great updates and it is clear to me she “gets” our two quirky cats. Thank you as always, Nina!

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Maggie M.
Drop-In Visits
5.0 out of 5 stars

Amazing communication and so sweet with my pup. She sent the cutest photos and I plan on continuing to use Maggie for all services!! 10/10 would recommend

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Delaney B.
Drop-In Visits
5.0 out of 5 stars

This was my first time using Kylie and I could not have asked for a better sitter. She took many photos and a nice update with each visit. My husband and I loved her notes and we were very much entertained by them. Would definitely recommend.

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Gabrielle T.
Drop-In Visits
5.0 out of 5 stars

Teresa took great care of my fur baby. She was punctual, took lots of pictures, gave immediate report, and respected our home. Definitely recommend

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Mia B.
Drop-In Visits
5.0 out of 5 stars

Abby was so communicative and sent so many photos of my babies! Would highly recommend her and will definitely be using her again :)

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Alyssa D.
Drop-In Visits
5.0 out of 5 stars

Shawna is so kind! She was so good to our Jean Grey and gave her all the love and attention she needed while I was out of town. Would definitely book her again!

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Liam M.
Drop-In Visits
5.0 out of 5 stars

Fantastic! An absolute professional. Will definitely be using Jeff’s services anytime I need a sitter. Thanks Jeff!!🙏🏻🙏🏻

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Joseph H.
Drop-In Visits
5.0 out of 5 stars

Catherine was amazing with my dog. He’s a little older and requires some patience but he had a blast with Catherine. We will be rebooking for sure.

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Whitney B.
Drop-In Visits
5.0 out of 5 stars

We asked Grace to check in on our crazy orange cat a few times while we were out of town pretty last-minute, and she exceeded all expectations! She sent lots of pictures and gave great summaries each time she visited. Our cat hates to be alone for too long, and it was such a relief to know that Grace was giving her some much-needed love and attention! We'd definitely use Grace's services again in the future.

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Emily B.
Drop-In Visits
5.0 out of 5 stars

Sydney took such good care of our cat. The house looked great when we returned and our kitty was healthy and happy. She conveyed any concerns and kept us informed. Thank you Sydney!!!

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Rachel M.
Drop-In Visits
5.0 out of 5 stars

Erica was on time for visits and took great pictures! I felt very comfortable entrusting her with Clover after our meet and greet.

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Katie G.
Drop-In Visits
5.0 out of 5 stars

Amanda was fantastic taking care of my cat for a somewhat last minute request. She even made time for a meet and greet. I will definitely rebook with Amanda in the future

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Katy S.
Drop-In Visits
5.0 out of 5 stars

Danyelle was amazing with our indoor and outdoor cats, she sent a lot of pictures and details about each visit. I would recommend Danyelle to others and will be booking her for pet sitting again!

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Catherine M.
Drop-In Visits
5.0 out of 5 stars

I cannot say enough wonderful things about Theresa. A friend recommended her to me, and she watched my cat over a long weekend. Right from the initial meet-and-greet, I knew she was the perfect fit, she immediately got down on the floor to meet my cat on her level, which meant so much. While we were gone, her attention to cleanliness and detail was great. She cleaned the water bowls and soft food dishes daily and handled the litter box exactly as instructed. I absolutely loved the tons of photo updates she sent, you could see how safe and comfortable my cat felt around her. On top of everything, she was incredibly accommodating with a last-minute request. I am so grateful for her care and will definitely be booking her again!

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Gabrielle P.
Drop-In Visits
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The median cost per night for pet sitting in Woodland Heights is €20

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Sitters in Woodland Heights average 7
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Woodland Heights on Rover as of Jun 2026 was about €20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

As of Jun 2026, there are 2,399 pet sitters in Woodland Heights. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Woodland Heights pet sitters respond in under an hour.

Pet sitters in Woodland Heights have an average of 15 years of experience. Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Woodland Heights.

Rover makes it easy to find Woodland Heights pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 2,399 pet sitters in Woodland Heights on Rover, so you’re sure to find the perfect match for your pet! In Woodland Heights, 98% of pet sitters offer daily exercise, 98% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.