
Pet-friendly vacation rentals in Chesterfield
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Top-rated pet-friendly home rentals in Chesterfield
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Pet-friendly house rentals

Fox Hollow on Sentinel
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

Large New England Home w/ Gorgeous Mountain Views
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.

Birchwood Lodge - Our Home in the Woods
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!

Mid century modern gem with views of Sugarbush
Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.

Gorgeous 1835 Farmhouse w. Lake/MTN Views!
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.

Ten Springs Farm at the foot of Mt. Mansfield
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.

Sweet Blue Mint Ski House
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.

Rand’s Retreat
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

Upper Yurt Stay on VT Homestead
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!

Epic Views of the Green Mountains
Great place to take your family if you like to escape from humanity! Very remote setting and plenty of places to hike. The house is as described and the kitchen if fully stocked to make full dinners. My daughters, our German Shepard and I had a wonderful time. Suggestions - bring groceries as Granville is in the middle of nowhere. Closest store is in Rochester, 12 miles South. William was very commun icative and the value for the money was phenominal. Hope I can return next year!

Lodge At Spruce Peak Alpine Studio Pool / Mt Views
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!

Apartment, comfy and cozy with kitchen/gas fire
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.

Cute Cottage - Poolside - Minutes To Activities
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.

EPIC Stowe Getaway - Great For Families & Friends
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.

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

Beautiful Chalet minutes to Jay Peak Resort
House is even better in person: high quality furnishings, beds, etc. Florence was very easy to communicate with and even helped us get some lift tickets. Highly recommend.
Private, pet-friendly home rentals

Cozy cottage in peaceful location
We had such a fun trip! Nikki’s cottage was absolutely gorgeous, nestled in the countryside. Would absolutely stay here again!

Charming getaway tucked away in the Green Mtns
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.

Cozy 2 bedroom true log cabin
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.

Cedar Chalet in the Adk's -Dog friendly
A Perfect Mountain Retreat! Our stay at Amy’s cabin was absolutely amazing. Nestled in the heart of AuSable Acres, the location offers a sense of serenity that’s hard to find elsewhere. The cabin itself is cozy and beautifully decorated, with everything you need for a comfortable stay. The fireplace was a highlight, especially on chilly evenings, and the kitchen was well-equipped for cooking meals with a view. I also appreciated the thoughtful touches, like the local guidebook and extra blankets. The host was incredibly welcoming and responsive, ensuring everything was perfect from check-in to check-out. I highly recommend this cabin to anyone looking for a peaceful escape in nature. It’s the perfect spot to unwind, recharge, and soak in the beauty of the area. I can’t wait to come back!

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

Entire 2nd Floor Walk to Montpelier
Felt right at home. A nice spacious place for us to stay on our way to Montreal.

Whiteface View Retreat STR # -200022
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.

Beautiful 1 Bedroom Suite with private entrance
Christine's place was wonderful! very comfortable bed, warm , all that you need to feel at home. We highly recommend.
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- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Parc Safari
- Fort Ticonderoga
- Cochran's Ski Area
- Ethan Allen Homestead Museum
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Burlington Country Club
- Autumn Mountain Winery
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery
- Lincoln Peak Vineyard