Dog Boarding in Jamaica, VT

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Top rated Jamaica dog boarders

1 / 1
Sitter Profile Image: Elli S.
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Elli S.
from
$40
per night
5 out of 5.0 stars
162 reviews
62 repeat clients
10 years of experience
Bennington, VT, 05201

Elli watched my 10 month old Boston Terrier puppy for 11 days while I went on a work project to Georgia. I was very nervous because I have never left Clover with someone else before. Elli did a great job with her and sent me picture updates throughout her stay. When I picked Clover up today she was very comfortable at the house and I could tell that she was well taken care of in Elli’s hands. She got along great with all of Elli’s dogs and had fun running around with them. Elli let Clover sleep under the covers with her in bed, climb over her furniture, and I felt like this made a big difference. I just rebooked Elli for another 11 days when I return to Georgia on Monday to finish out the project. I feel very confident leaving Clover with Elli again and absolutely recommend her!

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Stephanie R.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$50
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
15 years of experience
West Chesterfield, NH, 03466

Briana was great to work with. She was very flexible and communicative, and my pup had a great time with her. I strongly recommend her services!

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Abby J.
Sitter Profile Image: Hope R.
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Hope R.
Star Sitter
from
$55
per night
5 out of 4.9 stars
107 reviews
27 repeat clients
30 years of experience
Peru, VT, 05152

Hope is excellent and our first experience on Rover, she exceeded our expectations and gave our dog a loving and caring experience. Our dog stayed with her overnight the week after Christmas. She was very responsive and easy to communicate with. I made a last minute request for care and Hope made the entire process simple. We were from out of town skiing at a nearby resort. Hope was generous with her time and care for our treasured Potato. We will use Hope again when we return for another ski week. I was very happy with our experience and our dog Potato had a great time playing at Hope’s house. We were lucky to find her!

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Meghan J.
Sitter Profile Image: Kate B.
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Kate B.
from
$60
per night
5 out of 5.0 stars
11 reviews
30 years of experience
Bennington, VT, 05255

Kate clearly has a lot of experience with dogs, and was the perfect place for our pup to spend the night. We’d definitely use her again and highly recommend her.

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Kassia R.
Sitter Profile Image: Ericca B.
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Ericca B.
Star Sitter
from
$63
per night
5 out of 5.0 stars
33 reviews
11 repeat clients
36 years of experience
Bennington, VT, 05201

Ericca was so lovely and accommodating to our timing. She is a pro and has her routine down for how best to make dogs feel comfortable, introduce them to her dogs. Our dog looked happy when we picked her up and even gave her a sweet goodbye out the window.

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Jessie C.
Sitter Profile Image: Nancy H.
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Nancy H.
from
$50
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
2 years of experience
Wells, VT, 05774

Shifu did very well with Nancy and we will be going back!

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Wendy W.
Sitter Profile Image: Tara R.
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Tara R.
Star Sitter
from
$60
per night
5 out of 5.0 stars
37 reviews
9 repeat clients
30 years of experience
Wallingford, VT, 05773

We are pleased with the care that Tara provided for our dog. She reassured us that she was going to be attentive and gentle while introducing her dog with ours. Texts and pictures to keep us informed also meant a lot to us. Board your dog with confidence.

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David C.
Sitter Profile Image: Tom D.
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Tom D.
from
$75
per night
5 out of 5.0 stars
71 reviews
29 repeat clients
25 years of experience
Reading, VT, 05062

Callie had a wonderful time and their dog Amber is her new best friend! Tom kept us up to date with plenty of pictures and we could see she was being well-cared for. She was "doggone" tired when she got home, which we appreciated!

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Karen S.
Sitter Profile Image: Laura P.
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Laura P.
Star Sitter
from
$60
per night
5 out of 5.0 stars
66 reviews
17 repeat clients
43 years of experience
Wilmington, VT, 05363

Laura was great, she took my pup on long walks every day and sent photos and check in points. Exactly what I would hope for when leaving my furbaby. I was very nervous leaving him but she helped ease that and truly showed care and love for him. Thank you!

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Britta L.
Sitter Profile Image: Haley C.
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Haley C.
Star Sitter
from
$57
per night
5 out of 5.0 stars
60 reviews
22 repeat clients
17 years of experience
Hinsdale, NH, 03451

Haley was available for us for a last minute reservation for our senior dog. He spent 5 days in her care and it was great. He came back happy and clean. Haley sent photos and let me know how he did throughout the day. Highly recommend.

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Meryl O.
Sitter Profile Image: Elijah & Carson H.
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Elijah & Carson H.
from
$32
per night
5 out of 4.5 stars
3 reviews
4 years of experience
Springfield, VT, 05156

Romeo seemed to have a good stay overnight with Elijah, Carson and their dogs and cats. I received photos and updates and Romeo seemed very tuckered out when he got home so I think he probably had lots of stimulation and fun. Thank you! We will be back!

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Ann R.
Sitter Profile Image: Mara K.
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Mara K.
from
$40
per night
5 out of 5.0 stars
43 reviews
16 repeat clients
13 years of experience
Bennington, VT, 05201

Mara was amazing! She took great care of Buddy. He looked really comfortable!

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Holly L.
Sitter Profile Image: Kaylea N.
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Kaylea N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
7 reviews
4 repeat clients
10 years of experience
Shaftsbury, VT, 05262

Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.

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Bob M.
Sitter Profile Image: Richard & Hope R.
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Richard & Hope R.
from
$55
per night
5 out of 5.0 stars
2 reviews
20 years of experience
Peru, VT, 05152

Richard and Hope took great care of Betty; lots of outdoor time and playing with children. They obviously LOVE dogs and make them part of their family! If I’m back in their ar3a, Betty is definitely staying with them again!

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Ellen W.
Sitter Profile Image: Kaitlin O.
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Kaitlin O.
from
$50
per night
5 out of 5.0 stars
32 reviews
12 repeat clients
30 years of experience
Peru, VT, 05152

Kaitlin is absolutely amazing! I've been using her for the last couple of months and my pup Lailah really has taken to her. Lailah experiences some separation anxiety so its a good feeling to not hear her screaming down the hall after I drop her off :) Kaitlin also does a very good job keeping in the loop while I'm away, and provides Lailah with plenty of entertainment including taking her to Central Park and Randall's Island. Always an adventure. Not to mention, she takes the best pics lol.

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Laury G.
Sitter Profile Image: Letícia B.
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Letícia B.
from
$70
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
10 years of experience
Brattleboro, VT, 05301

My dog had a great time with Leticia! She sent us pictures during the day which were much appreciated! We look forward to booking with her again soon!

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Ken B.
Sitter Profile Image: Sean O.
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Sean O.
from
$60
per night
5 out of 5.0 stars
6 reviews
2 years of experience
Wilmington, VT, 05363

Benji had a great time with Sean and his dog Elora! Sean sent pictures and updates during the two night stay and Benji came home very relaxed and seemed to have a great time. Thanks!

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Shannon N.
Sitter Profile Image: Christine C.
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Christine C.
from
$100
per night
5 out of 5.0 stars
25 reviews
4 repeat clients
30 years of experience
Brookline, VT, 05345

Christine was absolutely wonderful with Bean! Bean is a very shy and anxious pup and I've never left her with a stranger before. Christine made sure to have a few meet and greets to ease Bean's anxiety and get to know her prior to my weekend away. She has wonderful calming energy and was very patient and caring with Bean. I was completely comfortable leaving Bean in Christine and Lilly's hands. While away, I got regular photos and updates. Overall it was a great experience with Christine and I would highly recommend her!

Profile image
Katie E.
Sitter Profile Image: Mike & Laura O.
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Mike & Laura O.
from
$125
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
25 years of experience
Putney, VT, 05346

Mike and Laura took exceptional care of our 17-year old Jack Russell. Mike was extremely communicative during the entire process and helped make our trip to Ludlow happen!

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Peter S.
Sitter Profile Image: Donald C.
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Donald C.
from
$55
per night
5 out of 5.0 stars
3 reviews
16 years of experience
Jamaica, VT, 05343

DJ was excellent with my pup and I will definitely be keeping him in mind when booking in the future. He was very communicative and sent lots of updates as well as cute photos of their adventures. I highly recommend him to anyone looking for a responsible, caring sitter.

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Michael R.
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Loving dog boarding sitters in your neighborhood

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Sitter Profile Image: Elli S.
Verified Enhanced Background Check
Sitter Profile Image: Elli S.
Verified Enhanced Background Check

Elli S.
Rover 101

I Want To Watch Your Darlings!
Bennington, VT, 05201
27.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
162 reviews
62 repeat clients
Profile image

Elli watched my 10 month old Boston Terrier puppy for 11 days while I went on a work project to Georgia. I was very nervous because I have never left Clover with someone else before. Elli did a great job with her and sent me picture updates throughout her stay. When I picked Clover up today she was very comfortable at the house and I could tell that she was well taken care of in Elli’s hands. She got along great with all of Elli’s dogs and had fun running around with them. Elli let Clover sleep under the covers with her in bed, climb over her furniture, and I felt like this made a big difference. I just rebooked Elli for another 11 days when I return to Georgia on Monday to finish out the project. I feel very confident leaving Clover with Elli again and absolutely recommend her!

Availability updated 49 days ago
Sitter Profile Image: Briana L.
Verified Enhanced Background Check
Sitter Profile Image: Briana L.
Verified Enhanced Background Check

Briana L.
Star Sitter

Your pets home away from home!
West Chesterfield, NH, 03466
19.0 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
Profile image

Briana was great to work with. She was very flexible and communicative, and my pup had a great time with her. I strongly recommend her services!

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

Hope R.
Star Sitter

Excellent With Pets
Peru, VT, 05152
11.1 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 4.9 stars
107 reviews
27 repeat clients
Profile image

Hope is excellent and our first experience on Rover, she exceeded our expectations and gave our dog a loving and caring experience. Our dog stayed with her overnight the week after Christmas. She was very responsive and easy to communicate with. I made a last minute request for care and Hope made the entire process simple. We were from out of town skiing at a nearby resort. Hope was generous with her time and care for our treasured Potato. We will use Hope again when we return for another ski week. I was very happy with our experience and our dog Potato had a great time playing at Hope’s house. We were lucky to find her!

Availability updated 48 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kate B.
Verified Enhanced Background Check
Sitter Profile Image: Kate B.
Verified Enhanced Background Check

Kate B.

Former Trainer, Forever Pet Lover
Bennington, VT, 05255
24.8 mi. away
Boarding, House Sitting, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
11 reviews
Profile image

Kate clearly has a lot of experience with dogs, and was the perfect place for our pup to spend the night. We’d definitely use her again and highly recommend her.

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

Ericca B.
Star Sitter

Ultimutt Dawg Sitter
Bennington, VT, 05201
26.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$63
per night
5 out of 5.0 stars
33 reviews
11 repeat clients
Profile image

Ericca was so lovely and accommodating to our timing. She is a pro and has her routine down for how best to make dogs feel comfortable, introduce them to her dogs. Our dog looked happy when we picked her up and even gave her a sweet goodbye out the window.

Availability updated yesterday
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Nancy H.
Verified Enhanced Background Check
Sitter Profile Image: Nancy H.
Verified Enhanced Background Check

Nancy H.

Who let the dogs out to play, Ruf,
Wells, VT, 05774
28.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Shifu did very well with Nancy and we will be going back!

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

Tara R.
Star Sitter

Dog & cat boarding in my home
Wallingford, VT, 05773
25.8 mi. away
Boarding
from
$60
per night
5 out of 5.0 stars
37 reviews
9 repeat clients
Profile image

We are pleased with the care that Tara provided for our dog. She reassured us that she was going to be attentive and gentle while introducing her dog with ours. Texts and pictures to keep us informed also meant a lot to us. Board your dog with confidence.

Availability updated 5 days ago
Sitter Profile Image: Tom D.
Verified Background Check
Sitter Profile Image: Tom D.
Verified Background Check

Tom D.
Rover 101

Reliable first responder for pets.
Reading, VT, 05062
29.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5 out of 5.0 stars
71 reviews
29 repeat clients
Profile image

Callie had a wonderful time and their dog Amber is her new best friend! Tom kept us up to date with plenty of pictures and we could see she was being well-cared for. She was "doggone" tired when she got home, which we appreciated!

Availability updated today
Sitter Profile Image: Laura P.
Verified Enhanced Background Check
Sitter Profile Image: Laura P.
Verified Enhanced Background Check

Laura P.
Rover 101
Star Sitter

Tails Tales & Trails
Wilmington, VT, 05363
15.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$60
per night
5 out of 5.0 stars
66 reviews
17 repeat clients
Profile image

Laura was great, she took my pup on long walks every day and sent photos and check in points. Exactly what I would hope for when leaving my furbaby. I was very nervous leaving him but she helped ease that and truly showed care and love for him. Thank you!

Availability updated 9 days ago
Sitter Profile Image: Haley C.
Verified Enhanced Background Check
Sitter Profile Image: Haley C.
Verified Enhanced Background Check

Haley C.
Star Sitter

Eat 🦴 Play 🥎 Love 🐕
Hinsdale, NH, 03451
26.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$57
per night
5 out of 5.0 stars
60 reviews
22 repeat clients
Profile image

Haley was available for us for a last minute reservation for our senior dog. He spent 5 days in her care and it was great. He came back happy and clean. Haley sent photos and let me know how he did throughout the day. Highly recommend.

Availability updated 10 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Elijah & Carson H.
Verified Enhanced Background Check
Sitter Profile Image: Elijah & Carson H.
Verified Enhanced Background Check

Elijah & Carson H.

Lots of experience with many animal
Springfield, VT, 05156
19.8 mi. away
Boarding, Doggy Day Care
from
$32
per night
5 out of 4.5 stars
3 reviews
Profile image

Romeo seemed to have a good stay overnight with Elijah, Carson and their dogs and cats. I received photos and updates and Romeo seemed very tuckered out when he got home so I think he probably had lots of stimulation and fun. Thank you! We will be back!

Availability updated 13 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mara K.
Verified Background Check
Sitter Profile Image: Mara K.
Verified Background Check

Mara K.

Certified Veterinary Assistant
Bennington, VT, 05201
26.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
43 reviews
16 repeat clients
Profile image

Mara was amazing! She took great care of Buddy. He looked really comfortable!

Availability updated 18 days ago
Sitter Profile Image: Kaylea N.
Verified Enhanced Background Check
Sitter Profile Image: Kaylea N.
Verified Enhanced Background Check

Kaylea N.
Star Sitter

Providing love to your pet!
Shaftsbury, VT, 05262
23.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
7 reviews
4 repeat clients
Profile image

Ringo had a great time. Kaylea communicated very well and her dogs enjoyed having our dog around. Kaylea send us some nice pictures and kept us updated on Ringo’s 3 night stay.

Availability updated 16 days ago
Sitter Profile Image: Richard & Hope R.
Verified Enhanced Background Check
Sitter Profile Image: Richard & Hope R.
Verified Enhanced Background Check

Richard & Hope R.

Care for Your Four-Legged Friend
Peru, VT, 05152
11.1 mi. away
Boarding, House Sitting, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
2 reviews
Profile image

Richard and Hope took great care of Betty; lots of outdoor time and playing with children. They obviously LOVE dogs and make them part of their family! If I’m back in their ar3a, Betty is definitely staying with them again!

Availability updated 29 days ago
Sitter Profile Image: Kaitlin O.
Verified Enhanced Background Check
Sitter Profile Image: Kaitlin O.
Verified Enhanced Background Check

Kaitlin O.
Rover 101

Dog Sitting Adventure’s!
Peru, VT, 05152
11.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
32 reviews
12 repeat clients
Profile image

Kaitlin is absolutely amazing! I've been using her for the last couple of months and my pup Lailah really has taken to her. Lailah experiences some separation anxiety so its a good feeling to not hear her screaming down the hall after I drop her off :) Kaitlin also does a very good job keeping in the loop while I'm away, and provides Lailah with plenty of entertainment including taking her to Central Park and Randall's Island. Always an adventure. Not to mention, she takes the best pics lol.

Availability updated 19 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Letícia B.
Verified Enhanced Background Check
Sitter Profile Image: Letícia B.
Verified Enhanced Background Check

Letícia B.

Ensuring Tail-Wagging Happiness!
Brattleboro, VT, 05301
18.7 mi. away
Boarding, Doggy Day Care
from
$70
per night
5 out of 5.0 stars
7 reviews
2 repeat clients
Profile image

My dog had a great time with Leticia! She sent us pictures during the day which were much appreciated! We look forward to booking with her again soon!

Availability updated 2 days ago
Sitter Profile Image: Sean O.
Verified Enhanced Background Check
Sitter Profile Image: Sean O.
Verified Enhanced Background Check

Sean O.

Your dog’s retreat
Wilmington, VT, 05363
13.3 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
6 reviews
Profile image

Benji had a great time with Sean and his dog Elora! Sean sent pictures and updates during the two night stay and Benji came home very relaxed and seemed to have a great time. Thanks!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Christine C.
Verified Enhanced Background Check
Sitter Profile Image: Christine C.
Verified Enhanced Background Check

Christine C.

RELIABLE & EXPERIENCED
Brookline, VT, 05345
10.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$100
per night
5 out of 5.0 stars
25 reviews
4 repeat clients
Profile image

Christine was absolutely wonderful with Bean! Bean is a very shy and anxious pup and I've never left her with a stranger before. Christine made sure to have a few meet and greets to ease Bean's anxiety and get to know her prior to my weekend away. She has wonderful calming energy and was very patient and caring with Bean. I was completely comfortable leaving Bean in Christine and Lilly's hands. While away, I got regular photos and updates. Overall it was a great experience with Christine and I would highly recommend her!

Availability updated 6 months ago
Sitter Profile Image: Mike & Laura O.
Verified Enhanced Background Check
Sitter Profile Image: Mike & Laura O.
Verified Enhanced Background Check

Mike & Laura O.

Active couple, lover of all animals
Putney, VT, 05346
12.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$125
per night
5 out of 5.0 stars
11 reviews
2 repeat clients
Profile image

Mike and Laura took exceptional care of our 17-year old Jack Russell. Mike was extremely communicative during the entire process and helped make our trip to Ludlow happen!

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Donald C.
Verified Background Check
Sitter Profile Image: Donald C.
Verified Background Check

Donald C.

I am a Dogs best friend!
Jamaica, VT, 05343
2.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
3 reviews
Profile image

DJ was excellent with my pup and I will definitely be keeping him in mind when booking in the future. He was very communicative and sent lots of updates as well as cute photos of their adventures. I highly recommend him to anyone looking for a responsible, caring sitter.

Availability updated 25 days ago

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  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Why Choose Rover?

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    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

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Dog Boarding FAQs

Frequently asked questions about Rover


As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Jamaica dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Jamaica, VT who meets your - and your dog's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog - including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Jamaica, VT.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

The cost of dog boarding in Jamaica may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

In other words, when you use Rover to find Jamaica dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

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