Dog Boarding in Lenox

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Lenox dog boarders

1 / 1
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Nicole P.
Star Sitter
from
$55
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
34 years of experience
Elizaville, NY, 12523

My girl Josie had a fantastic time with Nicole; she was well-cared for, well-loved and I received daily updates and pics of all the fun she was having. I highly recommend Nicole and will certainly use her again!

Profile image
Angela C.
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check
Deanne R.
Star Sitter
from
$48
per night
5 out of 5.0 stars
35 reviews
11 repeat clients
6 years of experience
Kinderhook, NY, 12106

We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!

Profile image
Zachary C.
Sitter Profile Image: Brooke B.
Verified Background Check
Brooke B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
116 reviews
32 repeat clients
25 years of experience
Pittsfield, MA, 01201

Brooke immediately set our minds at ease by texting us just several hours after dropping our dog off, telling us that Ella had eaten and was getting along with everybody. We were then able to relax and begin to enjoy our trip. She kept the messages and photos coming which was so nice! If we every go away again we will definitely leave Ella with Brooke.

Profile image
Tory S.
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check
Teresa D.
Star Sitter
from
$60
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
16 years of experience
Ashley Falls, MA, 01222

Very happy sitter has a lot of experience with caring for dogs. Rosie shaving a great time playing in big backyard with other dogs and sitter.

Profile image
Carrie T.
Sitter Profile Image: John S.
Verified Enhanced Background Check
John S.
Star Sitter
from
$72
per night
5 out of 5.0 stars
80 reviews
20 repeat clients
20 years of experience
Norfolk, CT, 06058

John and Orie are amazing. They take such good care of our pups when we’re away, whether it’s for a weekend or an extended period of time. One thing we’re super grateful for is their flexibility around timing, and even taking on an additional dog, or adding a night when our plans unexpectedly change! Highly recommend 💚🐕!

Profile image
Katherine S.
Sitter Profile Image: Tetiana M.
Verified Enhanced Background Check
Tetiana M.
Star Sitter
from
$60
per night
5 out of 5.0 stars
41 reviews
10 repeat clients
2 years of experience
Pittsfield, MA, 01201

Tetiana is an amazing petsitter! She is communicative, attentive to details and, most importantly, has a loving and giving heart. She and her lovely mom Maria treated my Edna like their own, with play and cuddles and outdoor adventures — many pictures clearly showing to me Edna’s enjoyment. I hope Edna can return to Tetiana’s and I highly recommend her.

Profile image
Ann D.
Sitter Profile Image: Jennifer C.
Verified Enhanced Background Check
Jennifer C.
Star Sitter
from
$50
per night
5 out of 5.0 stars
86 reviews
25 repeat clients
30 years of experience
Averill Park, NY, 12018

Jenn was a magnificent sitter for our pup, Mac. She made our trip much more enjoyable by constantly communicating with us and sending us pictures and videos. I could not recommend her enough for your pet needs!

Profile image
Eliana C.
Sitter Profile Image: Franny A.
Verified Enhanced Background Check
Franny A.
from
$50
per night
5 out of 5.0 stars
5 reviews
30 years of experience
Copake, NY, 12516

Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.

Profile image
Terri L.
Sitter Profile Image: Peter K.
Verified Background Check
Peter K.
from
$50
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
8 years of experience
South Egremont, MA, 01258

Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.

Profile image
Sarah T.
Sitter Profile Image: Candice S.
Verified Enhanced Background Check
Candice S.
from
$55
per night
5 out of 5.0 stars
25 reviews
7 repeat clients
10 years of experience
Stottville, NY, 12172

Candice was amazing and Barry absolutely adored her and her kids! he had a great time there and came home so happy! 10/10 would recommend and will def be going back!

Profile image
Nataliya W.
Sitter Profile Image: Mary & Todd H.
Verified Background Check
Mary & Todd H.
from
$45
per night
5 out of 5.0 stars
37 reviews
11 repeat clients
40 years of experience
Chatham, NY, 12037

Mary and Todd were amazing! Sent us pics of Oakley having fun on her walks and other pups Communication was terrific and Oakley seemed so happy being there! We can’t wait until her next visit with them! Plus, she made friends with the chickens!!

Profile image
Judi P.
Sitter Profile Image: Mikayla H.
Verified Enhanced Background Check
Mikayla H.
Star Sitter
from
$40
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
10 years of experience
Nassau, NY, 12123

Mikayla was super accommodating to our hectic schedule and helped work around some funny times that we had. She sent picture updates of my dog and her response time was fast whenever I had questions or was just checking in. We did a meet and greet before boarding to make sure she was a perfect fit for my crazy goofy dog and it was a sure hit! I felt safe and comfortable leaving my dog with Mikayla and I will definitely be using her services again for future boarding. 10/10 recommend!

Profile image
Ashlee P.
Sitter Profile Image: Yenifer V.
Verified Enhanced Background Check
Yenifer V.
from
$65
per night
5 out of 5.0 stars
11 reviews
1 repeat client
3 years of experience
Pittsfield, MA, 01201

Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.

Profile image
Divya C.
Sitter Profile Image: Jess L.
Verified Enhanced Background Check
Jess L.
from
$45
per night
5 out of 5.0 stars
70 reviews
19 repeat clients
5 years of experience
Pittsfield, MA, 01201

Jess was good. We booked her while we were in Berkshires for our weekend ski/snowboard trip. It was a basically a 2 day noticed thankfully she was available. We enjoyed ourselves knowing that our Shiba girl Yumi was taken care of. Twice a day updates as requested. Whenever were in the area again, will rebook. Thanks Jess!

Profile image
Cheuck L.
Sitter Profile Image: Irene T.
Verified Enhanced Background Check
Irene T.
from
$65
per night
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Pittsfield, MA, 01201

About: I’ve owned and taken care of dogs more than half my life. They are family and should be treated as such. I use a gentle approach and we will make sure we are the right fit before committing to a stay. I currently work from home with our fur baby Goldie. We go for walks or hang out in the AC, or by the warm fire. Offering play and enrichment throughout the day. I have a fenced in yard, plenty of doggie beds, treats and tons of affection. A super friendly medium sized dog named Goldie and a fast moving 8 year old daughter. Must be dog and kid friendly. No cats in home.

Sitter Profile Image: Aura G.
Verified Enhanced Background Check
Aura G.
from
$50
per night
5 out of 5.0 stars
1 review
10 years of experience
Pittsfield, MA, 01201

Our puppy had a fabulous experience I. Aura’a household care. We will use her service again!

Profile image
Jane J.
Sitter Profile Image: Ivan O.
Verified Enhanced Background Check
Ivan O.
from
$60
per night
5 out of 5.0 stars
5 reviews
20 years of experience
New Lebanon, NY, 12125

Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.

Profile image
Lyndsey W.
Sitter Profile Image: Robert W.
Verified Enhanced Background Check
Robert W.
from
$31
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
10 years of experience
Lee, MA, 01238

About: I am an all around animal lover who pays close attention to detail every step of the way. Your animal will get attention, cuddles and love all around. Mornings are the best time for me and even early to mid day to take your puppy out. I am flexible with scheduling and am open during the week mainly There are many options available, I have 3 cats and 1 puppy who loves other dogs. I also am able to go to your home and take them out. I am flexible.

Sitter Profile Image: Sandra W.
Verified Enhanced Background Check
Sandra W.
from
$80
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
12 years of experience
Pittsfield, MA, 01201

Sandra is super professional and took great care of our dog. She sent lots of great pictures and communicated really well. Sandra is clearly both a real dog lover and terrific caregiver.

Profile image
Michael E.
Sitter Profile Image: Steve F.
Verified Enhanced Background Check
Steve F.
from
$75
per night
5 out of 5.0 stars
1 review
2 repeat clients
12 years of experience
Lee, MA, 01108

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

1 / 1
View more sitters

Loving dog boarding sitters in your neighborhood

Search Results

Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check

Nicole P.
Star Sitter

SAHM of 3 girls and 3 furbabies ❤️
Elizaville, NY, 12523
29.9 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
9 reviews
3 repeat clients
Profile image

My girl Josie had a fantastic time with Nicole; she was well-cared for, well-loved and I received daily updates and pics of all the fun she was having. I highly recommend Nicole and will certainly use her again!

Availability updated yesterday
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check

Deanne R.
Star Sitter

I would love to watch your pets!
Kinderhook, NY, 12106
22.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$48
per night
5 out of 5.0 stars
35 reviews
11 repeat clients
Profile image

We left our pup with Deanne for a 7 day trip and she was incredible. It was all positive vibes from our first meeting onward. Our dog was clearly comfy, wonderfully cared for, and loved! Deanne will be our first call for future trips!

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

Brooke B.
Rover 101
Star Sitter

Dog people
Pittsfield, MA, 01201
8.0 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
116 reviews
32 repeat clients
Profile image

Brooke immediately set our minds at ease by texting us just several hours after dropping our dog off, telling us that Ella had eaten and was getting along with everybody. We were then able to relax and begin to enjoy our trip. She kept the messages and photos coming which was so nice! If we every go away again we will definitely leave Ella with Brooke.

Availability updated 3 days ago
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check
Sitter Profile Image: Teresa D.
Verified Enhanced Background Check

Teresa D.
Star Sitter

Dog Mom w/Rich Fostering Background
Ashley Falls, MA, 01222
20.5 mi. away
Boarding
from
$60
per night
5 out of 5.0 stars
35 reviews
9 repeat clients
Profile image

Very happy sitter has a lot of experience with caring for dogs. Rosie shaving a great time playing in big backyard with other dogs and sitter.

Availability updated 4 days ago
Sitter Profile Image: John S.
Verified Enhanced Background Check
Sitter Profile Image: John S.
Verified Enhanced Background Check

John S.
Star Sitter

Retired professional enjoys dogs!!!
Norfolk, CT, 06058
22.0 mi. away
Boarding
from
$72
per night
5 out of 5.0 stars
80 reviews
20 repeat clients
Profile image

John and Orie are amazing. They take such good care of our pups when we’re away, whether it’s for a weekend or an extended period of time. One thing we’re super grateful for is their flexibility around timing, and even taking on an additional dog, or adding a night when our plans unexpectedly change! Highly recommend 💚🐕!

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

Tetiana M.
Star Sitter

I care for the dogs
Pittsfield, MA, 01201
5.9 mi. away
Boarding, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
41 reviews
10 repeat clients
Profile image

Tetiana is an amazing petsitter! She is communicative, attentive to details and, most importantly, has a loving and giving heart. She and her lovely mom Maria treated my Edna like their own, with play and cuddles and outdoor adventures — many pictures clearly showing to me Edna’s enjoyment. I hope Edna can return to Tetiana’s and I highly recommend her.

Availability updated 61 days ago
Sitter Profile Image: Jennifer C.
Verified Enhanced Background Check
Sitter Profile Image: Jennifer C.
Verified Enhanced Background Check

Jennifer C.
Star Sitter

Smile, your pet is safe and happy!
Averill Park, NY, 12018
24.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
86 reviews
25 repeat clients
Profile image

Jenn was a magnificent sitter for our pup, Mac. She made our trip much more enjoyable by constantly communicating with us and sending us pictures and videos. I could not recommend her enough for your pet needs!

Availability updated 47 days ago
Sitter Profile Image: Franny A.
Verified Enhanced Background Check
Sitter Profile Image: Franny A.
Verified Enhanced Background Check

Franny A.

Compassionate dog lover
Copake, NY, 12516
22.4 mi. away
Boarding, House Sitting
from
$50
per night
5 out of 5.0 stars
5 reviews
Profile image

Franny took wonderful care of my 14 year old Charlie overnight. She’s a very kind person and Charlie felt completely comfortable with her. He also got along well with her dog. I will definitely be using her again.

Availability updated 14 days ago
Sitter Profile Image: Peter K.
Verified Background Check
Sitter Profile Image: Peter K.
Verified Background Check

Peter K.

Dogs speak to those who listen.
South Egremont, MA, 01258
15.7 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
24 reviews
7 repeat clients
Profile image

Peter and Monique were so attentive to our dog for a whole week. Peter was very thorough in asking all about Sooty’s needs and preferences. We really appreciated the updates and photos, our dog had a lovely time and was very well cared for. I booked Peter based on reading the reviews and would say exactly the same as others have. Definitely recommend and will be booking again in future.

Availability updated 11 days ago
Sitter Profile Image: Candice S.
Verified Enhanced Background Check
Sitter Profile Image: Candice S.
Verified Enhanced Background Check

Candice S.

Dog lover!
Stottville, NY, 12172
23.5 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 5.0 stars
25 reviews
7 repeat clients
Profile image

Candice was amazing and Barry absolutely adored her and her kids! he had a great time there and came home so happy! 10/10 would recommend and will def be going back!

Availability updated 30 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Mary & Todd H.
Verified Background Check
Sitter Profile Image: Mary & Todd H.
Verified Background Check

Mary & Todd H.

Weekend getaway with active people
Chatham, NY, 12037
14.7 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
37 reviews
11 repeat clients
Profile image

Mary and Todd were amazing! Sent us pics of Oakley having fun on her walks and other pups Communication was terrific and Oakley seemed so happy being there! We can’t wait until her next visit with them! Plus, she made friends with the chickens!!

Availability updated 44 days ago
Sitter Profile Image: Mikayla H.
Verified Enhanced Background Check
Sitter Profile Image: Mikayla H.
Verified Enhanced Background Check

Mikayla H.
Star Sitter

Work from home, dog lover!
Nassau, NY, 12123
20.2 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
14 reviews
5 repeat clients
Profile image

Mikayla was super accommodating to our hectic schedule and helped work around some funny times that we had. She sent picture updates of my dog and her response time was fast whenever I had questions or was just checking in. We did a meet and greet before boarding to make sure she was a perfect fit for my crazy goofy dog and it was a sure hit! I felt safe and comfortable leaving my dog with Mikayla and I will definitely be using her services again for future boarding. 10/10 recommend!

Availability updated 9 days ago
Sitter Profile Image: Yenifer V.
Verified Enhanced Background Check
Sitter Profile Image: Yenifer V.
Verified Enhanced Background Check

Yenifer V.

EXCLUSIVE PETSITTER 💕☘️✨
Pittsfield, MA, 01201
6.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$65
per night
5 out of 5.0 stars
11 reviews
1 repeat client
Profile image

Yenifer took excellent care of my dog. He was so happy with her! She made sure she communicated everyday with us during the stay, sent us pictures and updates. We are very happy with her services and would strongly recommend her. Thank you, Yenifer.

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

Jess L.

I care for the care of your pets
Pittsfield, MA, 01201
7.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
70 reviews
19 repeat clients
Profile image

Jess was good. We booked her while we were in Berkshires for our weekend ski/snowboard trip. It was a basically a 2 day noticed thankfully she was available. We enjoyed ourselves knowing that our Shiba girl Yumi was taken care of. Twice a day updates as requested. Whenever were in the area again, will rebook. Thanks Jess!

Availability updated today
Sitter Profile Image: Irene T.
Verified Enhanced Background Check
Sitter Profile Image: Irene T.
Verified Enhanced Background Check

Irene T.

Your fur babies home away from home
Pittsfield, MA, 01201
6.4 mi. away
Boarding, Doggy Day Care
from
$65
per night
5 out of 5.0 stars
3 reviews
1 repeat client

About: I’ve owned and taken care of dogs more than half my life. They are family and should be treated as such. I use a gentle approach and we will make sure we are the right fit before committing to a stay. I currently work from home with our fur baby Goldie. We go for walks or hang out in the AC, or by the warm fire. Offering play and enrichment throughout the day. I have a fenced in yard, plenty of doggie beds, treats and tons of affection. A super friendly medium sized dog named Goldie and a fast moving 8 year old daughter. Must be dog and kid friendly. No cats in home.

Availability updated yesterday
Sitter Profile Image: Aura G.
Verified Enhanced Background Check
Sitter Profile Image: Aura G.
Verified Enhanced Background Check

Aura G.

Love, Care and Belly rubs!
Pittsfield, MA, 01201
7.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
1 review
Profile image

Our puppy had a fabulous experience I. Aura’a household care. We will use her service again!

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

Ivan O.

Peaceful farmhouse on quiet road!
New Lebanon, NY, 12125
9.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$60
per night
5 out of 5.0 stars
5 reviews
Profile image

Ivan was a great host for Sadie. He sent photos and updates during her stay. He was also understanding and accommodating to my travel arrangements.

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

Robert W.

I am full of pawsitivity
Lee, MA, 01238
4.8 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$31
per night
5 out of 5.0 stars
4 reviews
2 repeat clients

About: I am an all around animal lover who pays close attention to detail every step of the way. Your animal will get attention, cuddles and love all around. Mornings are the best time for me and even early to mid day to take your puppy out. I am flexible with scheduling and am open during the week mainly There are many options available, I have 3 cats and 1 puppy who loves other dogs. I also am able to go to your home and take them out. I am flexible.

Availability updated 9 days ago
Sitter Profile Image: Sandra W.
Verified Enhanced Background Check
Sitter Profile Image: Sandra W.
Verified Enhanced Background Check

Sandra W.

Dog Enthusiast
Pittsfield, MA, 01201
6.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$80
per night
5 out of 5.0 stars
12 reviews
2 repeat clients
Profile image

Sandra is super professional and took great care of our dog. She sent lots of great pictures and communicated really well. Sandra is clearly both a real dog lover and terrific caregiver.

Availability updated 6 days ago
Sitter Profile Image: Steve F.
Verified Enhanced Background Check
Sitter Profile Image: Steve F.
Verified Enhanced Background Check

Steve F.

Down to earth and fun loving
Lee, MA, 01108
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$75
per night
5 out of 5.0 stars
1 review
2 repeat clients

About: I'm very happy to be around pets. Have experience taking care of pets as I have had pets growing up I have been called to dog wisper because I have that connection with dogs. Your pet will be well cared for and loved in my care I'm open mornings and at night.i do food delivery and housekeeping part time.i can usually be available for whatever times you need just reach out and let me know I have a eye for detail and.very alert so your pet will be safe. What ever kind of pet sitting you need I can do

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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!

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Dog Boarding FAQs

Frequently asked questions about Rover