Pet-friendly vacation rentals in Chesterfield

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chesterfield pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Lake Placid
4.82 out of 5 average rating, 173 reviews

Fox Hollow on Sentinel

JohnRating, 5 stars3 months ago
Our second stay at Fox Hollow. Great location next to town. Beds and baths worked well for us. Access to trails and sledding out the back of the property was great. The front porch puts you in a special place and mood. J
Guest favourite
Home in Bristol
4.88 out of 5 average rating, 155 reviews

Large New England Home w/ Gorgeous Mountain Views

ChristopherRating, 5 stars2 months ago
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.
Guest favourite
Home in Wilmington
4.88 out of 5 average rating, 166 reviews

Birchwood Lodge - Our Home in the Woods

JanaRating, 5 stars1 month ago
Our first time at Lynda's home in the woods. Place was exactly how described! Was very cozy and we had everything we needed for our stay. Great location, very private and close to skiing and town. We enjoyed to sauna every day. We got to relax and really enjoy ourselves. Lynda was very quickly to respond and was very friendly and helpful. I would definitely plan to go back, we loved it!
Guest favourite
Home in Waitsfield
4.96 out of 5 average rating, 163 reviews

Mid century modern gem with views of Sugarbush

PhilippeRating, 5 stars2 months ago
Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.
Guest favourite
Home in Goshen
4.84 out of 5 average rating, 285 reviews

Nature Lover's Paradise

RobertRating, 5 stars2 weeks ago
We always love staying here. It’s so peaceful and the sound of the brook is so relaxing! Philip responds quickly and is an excellent host!!
Superhost
Home in Grand Isle
4.87 out of 5 average rating, 156 reviews

Gorgeous 1835 Farmhouse w. Lake/MTN Views!

Maria Del CarmenRating, 5 stars4 months ago
It is a beautiful house where you can smell the family and we liked that a lot. It is close to the ski slopes, very clean and comfortable. Lidsa and Tom have very good communication, excellent service.
Top guest favourite
Home in Underhill
5 out of 5 average rating, 103 reviews

Ten Springs Farm at the foot of Mt. Mansfield

JenniferRating, 5 stars4 months ago
One of the BEST AirBnB stays we have ever had! The house and grounds are perfect for a VT getaway. It was the ideal home base for our adventures to Ben & Jerry's, Stowe, Woodstock, Middlebury, Burlington, and Hanover, NH. Jericho Market is only a few minutes away and has all the groceries you need (I seriously love the grocery store). Our favorite Maple Syrup experience was with the wonderful folks at Palmer Lane Maple in Jericho. Bob was wonderful to work with. I cannot recommend this house enough! Internet, hot water, space, privacy, kitchen tools, etc. were all perfect. We had an excellent time and would go back in a heartbeat. All four of us truly felt right at home.
Guest favourite
Home in Waitsfield
4.91 out of 5 average rating, 149 reviews

Sweet Blue Mint Ski House

TommyRating, 5 stars1 month ago
This is our second stay here. The house is roomy and clean. We even had a visit from the neighborhood bear!!! Location is perfect and private. I highly recommend.

Pet-friendly home rentals with a pool

Guest favourite
Yurt in Randolph
4.94 out of 5 average rating, 452 reviews

Upper Yurt Stay on VT Homestead

TeganRating, 5 stars1 month ago
I needed a little break from my every day Vermont life. This was the perfect spot to get away from everything, but still not be far from home. I would definitely go back! Thank you so much!
Guest favourite
Home in Stowe
4.88 out of 5 average rating, 257 reviews

Lodge At Spruce Peak Alpine Studio Pool / Mt Views

SevastiRating, 5 stars2 months ago
PERFECT winter getaway! The location was amazing…our room had a wonderful view of the mountain, pool and hot tub. The resort itself was beautiful-great staff! Nice shops, excellent dining and bars! And, of course-snowboarding! Will definitely return! Can’t say enough about Stowe Mountain Resort! AWESOME!
Superhost
Guest suite in Jericho
4.74 out of 5 average rating, 289 reviews

Apartment, comfy and cozy with kitchen/gas fire

ZachRating, 5 stars2 months ago
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.
Guest favourite
Cottage in Stowe
4.77 out of 5 average rating, 240 reviews

Cute Cottage - Poolside - Minutes To Activities

ChrisRating, 5 stars1 month ago
Linda was a fantastic host, and her home was even better than listed. The cabin was a good size for our family of four + dog; the 2 bed / 2 bath arrangement allowed for good privacy when needed. The fireplace was great for apres and winding down at night. Location is a nice mix of seclusion (off the Mountain Rd), but close to everything.
Top guest favourite
Home in Stowe
4.98 out of 5 average rating, 263 reviews

EPIC Stowe Getaway - Great For Families & Friends

ColeRating, 5 stars3 weeks ago
We had an amazing stay, this trip far exceeded our expectations and staying in such a nice place made everything so much more enjoyable. This spot was the perfect mix of private and secluded while still also being very close to Stowe, and Johnson. We were able to complete everything on our itinerary while also being able to come back every night to a beautiful home with everything we needed. It was very nice to be able to sit down with family we havent seen in so long and enjoy an amazing home cooked meal or play some board games. Thank you Kristin for your amazing hospitality. This has made Vermont one our favorite states to visit. We will definitely be back.
Guest favourite
Cabin in Jay
4.95 out of 5 average rating, 123 reviews

Large Cozy Lodge Near Whiteface w/ Hottub & Sauna

SarahRating, 5 stars2 weeks ago
I would book here and you won’t be disappointed especially if you have kids! Also shampoo and conditioner and laundry detergent and washing machine soap were provided! We had a blast! The hot tub is huge and easy to use!
Guest favourite
Condo in Jeffersonville
4.91 out of 5 average rating, 154 reviews

Smuggs 5* Mtn View, Nr Lift, 6 Daycations inc!

TiffanyRating, 5 stars1 month ago
No frills but that’s what we were looking for, for a quick spring ski trip! Affordable and great for the kids with a ton to do on the property. Game space, pool, hot tub, laser tag plus skiing! Super fun packed few days. Host very communicative. We will return.
Top guest favourite
Place to stay in Johnson
5 out of 5 average rating, 138 reviews

Château Chavís

DanielleRating, 5 stars1 month ago
Fantastic place in the country. We were looking for a quiet place in the country, where we could relax with our dog for a short weekend place - and Travis' place ended up being the perfect place for that. The house has everything you need for a break, Travis was very responsive and proactive, and the fenced in yard was large (our St Bernard really appreciated that)! In addition to the fenced in yard, there is also a trail running through the property alongside the stream. Good location in the mountains - private and rural but also a short drive away from amenities.

Private, pet-friendly home rentals

Top guest favourite
Guesthouse in Hinesburg
4.96 out of 5 average rating, 154 reviews

Cozy cottage in peaceful location

TrevorRating, 5 stars1 month ago
We had such a fun trip! Nikki’s cottage was absolutely gorgeous, nestled in the countryside. Would absolutely stay here again!
Guest favourite
Cabin in Starksboro
4.88 out of 5 average rating, 281 reviews

Charming getaway tucked away in the Green Mtns

SarahRating, 5 stars2 months ago
We appreciated how pet friendly this place was! Fenced in yard. Blankets to cover the furniture to allow dogs on them. Close enough to many different ski mountains. Perfect to come home to the wood stove and hot tub.
Top guest favourite
Chalet in Lake Placid
4.96 out of 5 average rating, 158 reviews

Comfortable Mountain View Retreat

ErikRating, 5 stars2 months ago
Joe’s Cabin was a perfect space for our family! Long driveway was perfect for sledding with our 3 year old, we felt like we were in the middle of nowhere yet so close to the main street in lake placid. Skiing was great and not a far drive from whiteface either. Amazing views out of the living room windows of the mountains in the distance. Snowed every day we were there and there was a snowplow that always made his way down the road and driveway. Joe was a great host and very accommodating. Loved being able to bring our dog with us as well!
Top guest favourite
Home in Chazy
5 out of 5 average rating, 14 reviews

Cozy 2 bedroom true log cabin

TimRating, 5 stars7 months ago
I wish I could rate this home 6 stars. It is beautiful, peaceful, private, and surrounded by nature. The two bedrooms are great and very comfortable, and they actually have anything you might need in terms of toiletries. Corey was super responsive and helpful, he quickly answered the few questions that I had. Would absolutely recommend this home to anyone looking for a small getaway.
Guest favourite
Apartment in Burlington
4.97 out of 5 average rating, 67 reviews

Lovely 1 bedroom

Tyson & Tara GranlieRating, 5 stars6 months ago
Highly recommended space and host! Kurt is hands down an A+ super host! We arrived in Burlington in the evening with having another Airbnb reservation that we found not to be a good fit for us! Frantically searching for other Airbnb accommodations for the night, several hosts had availability but showed no urgency to help us. Kurt literally stopped what he was doing to go and turn lights and heat on for us. He also left water, a couple beers, and creamer in the fridge for our morning coffee, which too was provided. The space is exactly how it was pictured. Clean, uncluttered, and beautiful! Kurt’s place has great location in a charming quiet neighborhood with driveway parking. Comfortable bed and great water pressure in the shower was also great to have! Finding this place last minute was the cherry on top of our amazing Burlington experience….and we will be back! Thanks again
Guest favourite
Island in Hinesburg
4.96 out of 5 average rating, 165 reviews

1 Acre Private Island Cottage (Sat Check In/Out)

MonikaRating, 5 stars8 months ago
This is the fourth year we have booked Dogatraz island and look forward to it every time. Nick, the property manager is responsive, on time and super helpful. We love the private island and being able to let our dogs run free, especially our deaf dog. She always has to be on a leash where we live and being able to watch her run is priceless. Both pups love the kayak and the water (but neither will swim-LOL). I love the idea of no Wifi and forcing us to detach from our otherwise busy lives. Looking forward to next year!!
Top guest favourite
Apartment in Lake Placid
4.91 out of 5 average rating, 353 reviews

Whiteface View Retreat STR # -200022

CaseyRating, 5 stars1 month ago
We had a wonderful stay. The apartment was perfect for 4 people and a dog for a weekend trip. Having a place right down the stairs to take the dog to use the bathroom made it much more convenient than a hotel. We spent most our weekend outside or exploring downtown Lake Placid which was just a few minutes away so the location was perfect. The apartment was clean and well maintained.
Top guest favourite
Chalet in Jay
4.96 out of 5 average rating, 56 reviews

Hiking & Summer Fun in the Adirondack High Peaks!

RachelRating, 5 stars1 month ago
Had a fantastic time at the Jay house! Was so surprised that the skiing was only 15 minutes from the place, it made it super convenient. There were a lot of great restaurants nearby, and the guidebook left by Nicole was really helpful in finding great places! We also accidentally left an elephant at the house with sentimental value, and Nicole offered to ship it out to us! Above and beyond anything I could have expected, highly recommend.

Destinations to explore