Pet-friendly holiday rentals in Chesterfield

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

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.
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 stars3 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 stars3 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 stars2 weeks 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.
Guest favourite
Home in Brandon
4.93 out of 5 average rating, 128 reviews

Rand’s Retreat

AnneRating, 5 stars3 weeks ago
We had a great stay! Loved playing board games in front of the fireplace. The house is minutes to Brandon (an adorable town) but still feels away from it all.

Pet-friendly home rentals with a pool

Guest favourite
Yurt in Randolph
4.94 out of 5 average rating, 451 reviews

Upper Yurt Stay on VT Homestead

TeganRating, 5 stars2 weeks 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, 288 reviews

Apartment, comfy and cozy with kitchen/gas fire

ZachRating, 5 stars1 month 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 stars3 weeks 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, 262 reviews

EPIC Stowe Getaway - Great For Families & Friends

ColeRating, 5 stars1 week 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, 120 reviews

Large Cozy Lodge Near Whiteface w/ Hottub & Sauna

SantinaRating, 5 stars1 month ago
House was beautiful! Easy check in and they let us check in early :) check out instructions were very clear and not overwhelming
Guest favourite
Condo in Jeffersonville
4.91 out of 5 average rating, 154 reviews

In Resort 5* Smuggs Pass/Camp inc Mt View Nr lift!

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 stars2 weeks 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 stars1 month 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
Home in Chazy
5 out of 5 average rating, 14 reviews

Cozy 2 bedroom true log cabin

TimRating, 5 stars6 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
Island in Hinesburg
4.96 out of 5 average rating, 165 reviews

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

MonikaRating, 5 stars7 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!!
Superhost
Home in Colchester
4.71 out of 5 average rating, 35 reviews

Sunset Getaway ~ Private Beach | Hot Tub

B.B.Rating, 5 stars7 months ago
Exactly as described in advertisement with the exception of the view from the front balcony and living room -- it is BETTER than described and expected! This a repeat for the future.
Top Guest favourite
Apartment in Morristown
5 out of 5 average rating, 26 reviews

Pet Friendly Rental Unit

XidanRating, 5 stars1 month ago
We had an amazing stay! The location was perfect for our ski trip, and the place was exactly as described: spacious and comfortable for our group. One of the highlights was catching the northern lights, thanks to a thoughtful reminder from our host, Shelly. She was super responsive and friendly. Would definitely stay here again!
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
Guest suite in Weybridge
4.98 out of 5 average rating, 331 reviews

Beautiful 1 Bedroom Suite with private entrance

SarahRating, 5 stars2 weeks ago
A short stay while in town with my dogs here was perfect. The apartment was perfect, clean & quiet. Christine had some great trail recommendations for me and the pups between meetings. The WiFi and work stage were perfect too.

Destinations to explore