House Sitting in Sherwood Forest

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

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Top rated Sherwood Forest house sitters

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

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Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$31
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

Highly recommend Leigh Ann! She took great care of my 2 pups, provided pictures every day kept me updated. If there were any issues not only that tidied up my house before we returned, which I don’t think should always be expected, but 100% appreciated. Highly recommend if you want peace of mind with your precious fur babies.

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Julie G.
Sitter Profile Image: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!

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Clay K.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
124 reviews
48 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie is great. She took such good care of our dog and the house for a week. We have already booked her for a weekend in May. The pictures she took of our pup and the welcome home banner were a sweet surprise!

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Lorene B.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
from
$55
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

Jacqueline was a wonderful sitter! She was responsive, understanding, and communicative. She listened to our care instructions and left our house very neat and tidy. We will definitely work with her again in the future.

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Jack S.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexis took care of my fur babies and helped me out with a last minute trip to take care of a sick family member.

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Emily S.
Sitter Profile Image: Karen R.
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Karen R.
from
$50
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!

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Marie C.
Sitter Profile Image: Aidan M.
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Aidan M.
from
$30
per night
5.0 out of 5 stars
6 reviews
15 years of experience
Charles Village, Severna Park, MD, 21146

Great attention to detail, communication, and was great with dogs!!

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Rafael O.
Sitter Profile Image: Emma W.
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Emma W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
92 reviews
37 repeat clients
13 years of experience
Pasadena, MD, 21122

This was our first time having Emma house sit with our two pups. She was fantastic! Everything went smoothly and we loved that she spent time with them, not just dropping in and out. We already have her booked for another job.

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Dawn R.
Sitter Profile Image: Kathryn U.
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Kathryn U.
from
$42
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21401

Kathryn was absolutely wonderful with our 2 fur babies! She was diligent with checking in/providing updates and she sent us plenty of pictures 🥰 Our boys seemed happy and settled in Kathryn’s care (like we weren’t even gone). I would recommend Kathryn over and over (and hope she comes back in the future to sit for us again)!

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Elysia R.
Sitter Profile Image: Emily B.
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Emily B.
from
$45
per night
4.9 out of 5 stars
23 reviews
9 repeat clients
4 years of experience
Arnold, MD, 21012

I can’t recommend Emily enough!! She’s a 100/10! I’m in the military and travel frequently, and Emily stayed in my home with my two pitbull/labs while I was away for a week. Booking and communication was great- she met my boys beforehand and sent me pictures, videos, and updates throughout the week. If you’re worried about someone being in your home, worry no more- you can trust Emily! She’s respectful of the space and even washed all the bedding in the guest bedroom before she left! Also, she’s a vet tech so your pets will be in safe hands. The boys absolutely LOVED her and I’m happy I found someone in the Annapolis area to rebook with in the future! Thanks again!!

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Heather T.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
11 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley is so sweet and reliable with my dog. Highly recommend!

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Courtney R.
Sitter Profile Image: Owen K.
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Owen K.
from
$31
per night
4.9 out of 5 stars
50 reviews
4 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again

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John V.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
116 reviews
33 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava is always great with our pup Haze! He's a handful and she is a pro. She also handled a household emergency for us while we were away and we couldn't be more grateful!

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Liza M.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$60
per night
5.0 out of 5 stars
35 reviews
10 repeat clients
13 years of experience
Annapolis, MD, 21401

Olivia was a fantastic pet sitter - she took excellent care of our babies (and our house!), and sent us regular updates. I’d absolutely recommend her!

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Kim W.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
31 years of experience
Pasadena, MD, 21122

We couldn’t be more grateful for the care Justine provided. From the beginning, communication was clear, prompt, and professional and we received regular updates and photos, which made being away so much easier. When we returned home, our dog was happy, relaxed, and clearly well cared for. That says everything. We would absolutely book again and highly recommend them to anyone looking for a trustworthy, responsible, and compassionate dog sitter.

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Aaron C.
Sitter Profile Image: Megan H.
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Megan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
53 reviews
13 repeat clients
10 years of experience
Crownsville, MD, 21032

Megan was wonderful. She took great care of our pup and was excellent with her communication with us. We highly recommend her.

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Abbie E.
Sitter Profile Image: Jacob B.
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Jacob B.
from
$100
per night
5.0 out of 5 stars
91 reviews
18 repeat clients
15 years of experience
Crownsville, MD, 21032

Dogs loved their time with Jacob. He good them on long walks every day - despite the cold weather. Lots of pics each day. Will definitely use him again!

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Catherine A.
Sitter Profile Image: Elizabeth B.
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Elizabeth B.
from
$85
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
11 years of experience
Annapolis, MD, 21401

Elizabeth was awesome with our two gigantic love bugs!! Communication was consistent and loved getting plenty of pictures! She is a rockstar for the care shown to our dogs and our house while we were away! :)

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Katie R.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia was great with our young puppy!

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Alyssa D.
Sitter Profile Image: Jaime A.
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Jaime A.
from
$110
per night
4.9 out of 5 stars
113 reviews
46 repeat clients
12 years of experience
Millersville, MD, 21108

Jaime was amazing! He took great care of our senior dog while we were away, and left the house spotless. He communicated well and sent photos frequently. Would highly recommend Jaime to anyone looking for a dog sitter.

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Will M.
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Sherwood Forest pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

We cannot say enough wonderful things about Jacki. Leaving your pet with someone else can be stressful, but from day one, Jacki gave us complete peace of mind. Her communication is fantastic - prompt, thoughtful, and reassuring with updates that made us feel connected and confident our dog was being loved and cared for. If you love your pet as much as we do, we would absolutely recommend Jacki without hesitation. Finding someone you fully trust with your furry family member is priceless, and Jacki exceeded every expectation. We are so grateful to have found her.

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Tom M.
House Sitting
5.0 out of 5 stars

We loved having Karen watch our pets while we were away for a wedding! We have 3 big dogs and 1 cat who needs medication morning/night, so it’s no easy task but Karen did amazing with them all. She was very responsive and communicative the entire weekend, and she left our house better than she found it. We would definitely book Karen again in the future.

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Brianna D.
House Sitting
5.0 out of 5 stars

Very calm and relaxed, she’s very patient and easy to work with. My little pups look forward to seeing Marley for their walks.

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Roxane M.
House Sitting
5.0 out of 5 stars

Delaney stayed at our house with our 2 dogs and did a great job! She sent us pictures and communicated throughout her stay. House was clean as we left it and dogs were happy!! I highly recommend her!!

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Susan O.
House Sitting
5.0 out of 5 stars

Einstein loves Jacob! They had a great run through Broad Creek Park. I love how active Jacob is with Einstein- we def recommend him!

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Maureen G.
House Sitting
5.0 out of 5 stars

Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.

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Joanne B.
House Sitting
5.0 out of 5 stars

Abigail was great for her stay with our pups. Super kind and attentive. Would recommend for house sitting and pet sitting needs.

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Rebecca L.
House Sitting
5.0 out of 5 stars

Tessa was great! She was our first dogsitter for our four year old bernedoodle and we were nervous leaving her for a spring break vacation, but she and Tessa really bonded and had a fun time together. Tessa stayed in our house for 5 nights, was very responsive to texts, and took great care of our dog Bebe, taking her for walks, playing with her, feeding her, and cuddling with her. She also sent some adorable pictures so we knew Bebe was in good hands. We hope to have her dogsit for us again soon! Would definitely recommend her to others looking for a responsible and caring dogsitter.

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Georgia G.
House Sitting
5.0 out of 5 stars

Olivia stayed at our house and took care of our cat while we were away. She was very attentive and sent us photos and updates throughout her stay. We will definitely book her again in the future.

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Alison H.
House Sitting
5.0 out of 5 stars

Jazmin is great! Our furbaby, Einstein, is very comfortable with her! Jazmin is great with our big (pushing 60 lbs) rescue pup. She keeps him calm and happy while we are gone- she is clearly comfortable with large breed dogs. We definitely recommend her - we actually have her booked for future dates. 5 stars!

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Maureen G.
House Sitting
5.0 out of 5 stars

Julia is a great dog sitter and has sat for our 2 dogs multiple times. The dogs love her and she has done a great job communicating and providing photos throughout the time she was watching the dogs.

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christina h.
House Sitting
5.0 out of 5 stars

Imani took great care of our dog and cat, and our home, while we were away! We were very comfy knowing she was with them and will absolutely reach out to her for future pet care needs.

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Kira S.
House Sitting
5.0 out of 5 stars

We love having Cailin stay and care for our dog and cats when we are away. She is reliable and loves them like her own - we are so grateful to have found her! We always use her when she is available.

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Page H.
House Sitting
5.0 out of 5 stars

We could not be happier with Vienne! We had to get a sitter at the last minute and used Rover for the first time and Vienne exceeded our expectations and eased our stress about leaving Huckleberry. She came over before we left for a meet and greet and we instantly clicked with her and so did Huck! While we were gone, she took Huck on so many adventures around Annapolis and we got tons of adorable photos. We traveled down to Wilmington, NC which she knew of and she even gave us restaurant recommendations! This was a special trip for us, we got engaged! And knowing that Huckleberry was safe and having so much fun back home made our moment even sweeter. We came home to a sleepy and very content Huckleberry and our house was immaculate. She even left us a sweet note congratulating us. Vienne will be our go-to sitter if she is available. She is an absolute gem.

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Maggie C.
House Sitting
5.0 out of 5 stars

Carlie was phenomenal! I couldn’t have asked for anything more, she sent updates and pictures and was very communicative, and our doggie loved her. Would 100% recommend!

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Kristin B.
House Sitting
5.0 out of 5 stars

Repeat customer! James does a great job housing sitting and taking care of our border collie. Great communication.

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Annee I.
House Sitting
5.0 out of 5 stars

Baylie did a wonderful job taking care of Sadie! She kept me updated with how she was doing, and I knew that Sadie was being well cared for. I will definitely be asking Baylie to look after Sadie again for me in the future!

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Matthew G.
House Sitting
5.0 out of 5 stars

Anna-grace did an excellent job taking care of my puppies. She kept in touch and sent me photos. She’s someone I will be happy to use again

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June B.
House Sitting
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Find pet care near you

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!

The median cost per night for house sitting in Sherwood Forest is $50

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.

Sitters in Sherwood Forest average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Sherwood Forest on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Sherwood Forest house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 3,170 house sitters in Sherwood Forest. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Sherwood Forest house sitters respond in under an hour.

House sitters in Sherwood Forest have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Sherwood Forest.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Sherwood Forest house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.