House Sitting Overlook

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Over 197
pet parents in Overlook have booked house sitting

Overlook, 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: Shannon S.
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Shannon S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
75 reviews
33 repeat clients
20 years of experience
Portland, OR, 97211

Thank you so much, Shannon, for taking such great care of our pups! We didn’t worry while we were gone, and we know the dogs had a great time and were well cared for!

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Syd H.
Sitter Profile Image: Carmen B.
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Carmen B.
from
$47
per night
5.0 out of 5 stars
49 reviews
19 repeat clients
5 years of experience
Portland, OR, 97209

Carmen was wonderful and very communicative. She took great care of Pugsley and left my apartment cleaner than when I left it. I’d 100% book with her again!

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Meagan K.
Sitter Profile Image: Rachel S.
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Rachel S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
154 reviews
50 repeat clients
20 years of experience
University Park, PORTLAND, OR, 97203

Rachel was awesome! Gus was cared for and we received many updates to assure us that he was in good hands. Gus was happy and loved for an entire week!

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Kelly F.
Sitter Profile Image: Madison G.
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Madison G.
from
$60
per night
5.0 out of 5 stars
25 reviews
3 repeat clients
11 years of experience
Northwest, Portland, OR, 97210

Madison is incredible! At a pre-trip check in, Madison took detailed notes of our pup’s schedule and preferences and got everything down perfectly. She got along so well with our dog, and her updates were great. We had an awesome trip knowing that our pup was in great hands and would 100% recommend Madison to everyone.

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Brandon W.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$65
per night
4.9 out of 5 stars
14 reviews
2 repeat clients
25 years of experience
Eliot, Portland, OR, 97227

I honestly can’t say enough amazing things about Marie!! We’ve used multiple sitters on Rover before, and she is in a league of her own. She went so far above and beyond—sending tons of photos and videos, keeping our home spotless, and even helping set up a water fountain and troubleshoot our cats’ picky eating habits. It’s clear she genuinely cares. Most importantly, she loved our cats like they were her own, and that meant everything to us. She was truly an angel and we feel incredibly fortunate to have had her. We will absolutely be using her again—she deserves every bit of recognition! Thank you so much Marie!!

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Miranda W.
Sitter Profile Image: Crystal K.
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Crystal K.
Star Sitter
from
$32
per night
5.0 out of 5 stars
60 reviews
16 repeat clients
10 years of experience
Portland, OR, 97203

Crystal was amazing! Took amazing care of our dog and home while we were away. Great communication, updates, and pretty sure our dog was having more fun than when we are home. Absolutely would recommend.

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Aaron A.
Sitter Profile Image: Francis P.
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Francis P.
Star Sitter
from
$55
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
30 years of experience
Cathedral Park, Portland, OR, 97203

Francis is simply the best dog sitter we’ve ever had! He provided daily pupdates, clearly bonded with our dog, and left our house in immaculate shape. We’d trust him to watch our dog anytime!

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Artie P.
Sitter Profile Image: Alicia B.
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Alicia B.
from
$50
per night
5.0 out of 5 stars
45 reviews
9 repeat clients
20 years of experience
Portland, OR, 97204

Alicia provided amazing in home care for my 2 dogs. She is very professional, friendly and seems to genuinely love spending time engaging and caring for dogs. She proactively shared daily updates of their adventures and included some incredible photos.

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John G.
Sitter Profile Image: Chantelle C.
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Chantelle C.
from
$55
per night
5.0 out of 5 stars
8 reviews
10 years of experience
Portland, OR, 97227

Chantelle is amazing! She took such good care of our girl, Rose. Rose loved her immediately and I felt great knowing I was leaving her with someone she loved. Chantelle is a very responsive and clear communicator, and she left the house cleaner than we did.

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Aiyana S.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$45
per night
4.7 out of 5 stars
15 reviews
6 repeat clients
7 years of experience
Arbor Lodge, Portland, OR, 97217

Chloe was wonderful watching my boy and house for a week - great communicator and was flexible when I had some last minute travel changes. Would definitely trust her to watch my dog again and can def recommend!

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Kaitlyn J.
Sitter Profile Image: Ashanay D.
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Ashanay D.
Star Sitter
from
$51
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
7 years of experience
Portland, OR, 97209

Ash responded quickly to our last minute house sitting request for our two dogs - spaniel and border collie - and did a great job caring for them while we were gone, including messaging us to confirm that one of the pups wasn’t allergic when he got stung by a bee. The house was also in great shape when we got back!

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Alexandra M.
Sitter Profile Image: Eva M.
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Eva M.
from
$70
per night
4.8 out of 5 stars
13 reviews
4 repeat clients
5 years of experience
Portland, OR, 97211

Eva was great with our two dogs. She is very communicative, prompt, and followed care instructions. We arrived to a clean home and happy pups. Would definitely book with Eva in the future!

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Cynthia C.
Sitter Profile Image: William H.
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William H.
from
$45
per night
5.0 out of 5 stars
33 reviews
13 repeat clients
18 years of experience
Downtown, Portland, OR, 97201

William has a very calm, patient energy that put our anxious little dog at ease almost immediately. He was very communicative before and throughout the dogsitting stay, and we were so happy knowing that our pet was comfortable snuggling with him at home. Thank you!!

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Maddie B.
Sitter Profile Image: Erin F.
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Erin F.
Star Sitter
from
$60
per night
5.0 out of 5 stars
160 reviews
64 repeat clients
25 years of experience
Cully, Portland, OR, 97218

Erin helped us out in a pinch that required some extra communication and a handoff. She was professional, communicative and helpful, and we were confident that the pets were well cared for. We wouldn’t hesitate to use her services again!

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Chris D.
Sitter Profile Image: Sarah E.
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Sarah E.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
13 years of experience
Northwest, Portland, OR, 97210

Sarah took great care of my dog who is always a bit nervous with new sitters. She provided lots of updates and was communicative during her whole stay with her schedule and how long she was going to be out. We already have another stay booked, Thanks again!

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Rachel E.
Sitter Profile Image: Danny D.
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Danny D.
from
$88
per night
4.8 out of 5 stars
36 reviews
15 repeat clients
8 years of experience
Eliot, Portland, OR, 97212

Danny couldn’t have been better. He was invested on my dog’s habits, routine, and was willing to take the time to really get to know him and take care of him. As long as he allows, Danny will be my first choice.

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Paulo A.
Sitter Profile Image: Brianna H.
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Brianna H.
Star Sitter
from
$77
per night
5.0 out of 5 stars
52 reviews
20 repeat clients
30 years of experience
Northwest, Portland, OR, 97209

Brianna was awesome! She came through last minute and spent a week at my home with my two dogs. She sent updates daily and my pups were happy when I got home. The house was immaculate. She’s emptied the trash, washed the pee pads and brought the mail in. I would definitely recommend and use Brianna again.

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Nicole B.
Sitter Profile Image: Peter S.
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Peter S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
166 reviews
21 repeat clients
20 years of experience
Portsmith, Portland, OR, 97203

Peter really helped us out in a pinch! We were going out of town and Momo wasn’t able to go to her usual daycare, so Peter stayed with her in our home. This was her first experience staying at home without us and she was definitely anxious and skittish the first day. But Peter was very sweet and patient with her. He took things slowly in order to get Momo comfortable with him. He sent lots of updates and pictures, which really put us at ease. He took her on daily walks, played with her, made sure she took her medication, and took such good care of her. Momo was in great hands and we can’t recommend Peter enough!

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Michelle K.
Sitter Profile Image: Mackenzie E.
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Mackenzie E.
from
$52
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Portland, OR, 97217

Mackenzie was great with Billie. She knew how to manage some of our high energy dog’s quirks, and was communicative throughout her time with Billie. We’d definitely have her back.

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Jeremy W.
Sitter Profile Image: Natalie T.
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Natalie T.
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Portland, OR, 97227

Really great communication, she sent many updates and pictures. She even let me know when my dog started licking her paws (a problem my dog has done in the past when I left her). My animals were happy and well cared for. Will definitely rebook Natalie for future pet sitting needs!

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Isabella U.
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The median cost per night for house sitting in Overlook is $55

Pet parents share their Rover experiences - Overlook

1 / 1
5.0 out of 5 stars

Elizabeth took incredible care of our two dogs, Rosie and Tulip. They have different personalities/needs, and she did a great job of accommodating our various requests. Elizabeth was a super strong communicator - detail oriented, sent tons of pictures, asked great questions, etc. We'll absolutely book with her again!

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Mary G.
House Sitting
5.0 out of 5 stars

Erika was great with our 2 dogs/3 cats & our house was in great order upon our return! She followed our specific directions, gave medicine to one of our cats & went above and beyond (watered our outdoor plants as requested). We appreciated her communication, flexibility, & her perseverance (especially during our cat's pooping misfortunes). We would definitely hire Erika again & highly recommend her!

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Kellli F.
House Sitting
5.0 out of 5 stars

Brianna took great care of my cat, Maude! Maude had a messy bathroom accident and Brianna did great communicating and cleaning her up! Thank you!

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Becky Q.
House Sitting
5.0 out of 5 stars

Alexia was great at watching after our dog, she communicated very quickly and was very reliable, and our dog loved her! Highly recommend.

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Kevin S.
House Sitting
5.0 out of 5 stars

Marie is an incredible dog and house sitter. She constantly keeps you updated and lets you know what is going on. Highly recommend!

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Jennifer L.
House Sitting
5.0 out of 5 stars

We have booked with Rachel several times now and always feel safe and happy leaving our Goldendoodle and our home in her care. Rachel is the best!

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Mairead O.
House Sitting
5.0 out of 5 stars

Allison was great! We took a super short trip and she was communicative, resourceful, and so flexible with us! 10/10!!

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Jess N.
House Sitting
5.0 out of 5 stars

Madi takes such great care of our dog when we go out of town! She sends daily updates with photos, which are so nice to get while we are away, and she is fantastic with our slightly quirky pup. Will continue to book with her - highly recommend!!!

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Brittany L.
House Sitting
5.0 out of 5 stars

Catherine is great, pretzel loves her energy. We appreciate the communication, care and flexibility.

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Null N.
House Sitting
5.0 out of 5 stars

I can’t recommend [name] highly enough. She stayed with our golden retriever Riley and our cat Rusty for four nights while we were out of the country, during a week when our building was replacing its hot water system. I’ll be honest — I underestimated how bad the water situation would be. I told her there’d be no hot water, but it turned out the water was off entirely for stretches, and she found that out on her own. She never once made me feel bad about it. She just handled it, with total grace, and kept me updated the whole time with photos and messages so I never had to wonder how the animals were doing from another country. Riley and Rusty were happy and well for and she was generous with her time in a week that asked a lot more of her than she signed up for. If you’re deciding whether to book her, book her. We’ll absolutely be using her again.

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Steven N.
House Sitting
5.0 out of 5 stars

Mackenzie was great with Billie. She knew how to manage some of our high energy dog’s quirks, and was communicative throughout her time with Billie. We’d definitely have her back.

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Jeremy W.
House Sitting
5.0 out of 5 stars

Ava is the best pet sitter that I have ever had. Ava is so caring in every way and I so appreciate the communications and photos. My dogs warmed up to her right away and have loved the daily walks and attention. Ava goes the extra mile!! I highly recommend her!!! She is the best!!!

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Diane U.
House Sitting
5.0 out of 5 stars

Brandon is responsible and loves animals. Our dog, who takes time to accept someone loves Brandon, so we can go on vacation knowing she will be ok.

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Zue S.
House Sitting
5.0 out of 5 stars

Maxwell did an amazing job with my young puppy. He was responsive and sent lots of pictures during his housesit of Ruby!

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Zoila E.
House Sitting
5.0 out of 5 stars

Alex was great with my dog! I appreciated the level of communication, and it was obvious when I returned that Oz had been well cared for - he was a very happy boy!

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Matt P.
House Sitting
5.0 out of 5 stars

Chardonnay and Ben did amazing work, especially at getting to know my boys’ needs, being loving and understanding with them, being good communicators, and helping me feel strongly assured my dogs were in good hands while I was traveling. Highly recommend!

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Jason C.
House Sitting
5.0 out of 5 stars

Katharine was great! She was able to accommodate a last minute request to care for our pup after another sitter canceled last minute. Easy to communicate with and dependable. Would rebook again!

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Tessa C.
House Sitting
5.0 out of 5 stars

Chantelle was a great pet sitter. She is kind and patient with Rumble and sent photo and text updates that were much appreciated. She also let my home very clean and tidy. Thank you!

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Melissa B.
House Sitting
5.0 out of 5 stars

Jordan was great! We needed a last minute booking for a house sitter and Jordan came through. He took great care of our pit-mix pup. He kept us updated with how penny was doing and he treated our home with respect. We will definitely use Jordan's services again!

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Michael B.
House Sitting
5.0 out of 5 stars

Hannah was fantastic with Billie. She was communicative and understanding of how best to work with our pup, who quickly settled in with Hannah. Will definitely book with Hannah again.

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Jeremy W.
House Sitting
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