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Pet-friendly holiday rentals in Chittenden

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chittenden pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Roxbury
4.92 out of 5 average rating, 202 reviews

Captain Tom's Cabin - Secluded Vermont Getaway

RahulRating, 5 stars2 weeks ago
Claire was an amazing host-beautiful location and she treated us like VIP guests with homemade soup and cookies! My parents loved it. Thanks for the stay!
Top guest favourite
Home in Middlebury
4.99 out of 5 average rating, 158 reviews

Purple Door Cottage in the heart of Middlebury!

DebRating, 5 stars6 days ago
My friends and I stayed at Purple Door Cottage for our 40th Middlebury College reunion. Purple Door was the perfect place for us to gather. The house was on a quiet back street walkable to Middlebury Campus. That meant that we could have fun at the events, and no one had to worry about driving or finding parking! We loved the sofas and sitting areas for chatting, as well as the back deck, where we sat out for breakfast on Sunday morning. The house was beautifully decorated, clean, and we had everything we needed! Rich was also a very responsive host! We will definitely be back!
Guest favourite
Home in Rochester
4.97 out of 5 average rating, 144 reviews

Modern Farmhouse on 25 Acres - Superb Views

BrandonRating, 5 stars1 month ago
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.
Guest favourite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars6 days ago
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!
Top guest favourite
Home in Woodstock
5 out of 5 average rating, 133 reviews

Beautiful Woodstock Home-Perfect for entertaining

EmmaRating, 5 stars5 months ago
We had a fantastic stay at this beautiful home. We came with our 6 month old and 3 year old daughters and pup. There was plenty of space for the whole family and very kid friendly. We were saying when we were there that it would have been amazing with a group of friends for a girls weekend too! Beautiful spot where you feel like you’re deep in the Vermont woods but super close to downtown Woodstock. Would love to stay again if available!
Guest favourite
Home in Pittsfield
4.84 out of 5 average rating, 238 reviews

Killington area home - 4-seasons & hot tub

KenleyRating, 5 stars3 months ago
We had a great time at David's place. The kitchen was well stocked, plenty of firewood, and the hot tub was ready to go. The house was very clean. All the bedrooms had plenty of linens, and extra blankets. We would definitely stay at David's again!
Guest favourite
Home in Danby
4.96 out of 5 average rating, 227 reviews

Comfortable farmhouse with stunning views

CarterRating, 5 stars1 month ago
Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!
Guest favourite
Home in Rochester
4.95 out of 5 average rating, 196 reviews

The McKinley House

GarethRating, 5 stars3 months ago
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!

Pet-friendly home rentals with a pool

Guest favourite
Apartment in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars1 week ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Top guest favourite
Home in Killington
4.99 out of 5 average rating, 135 reviews

SugarBear- Pool, AC, Sauna, Gym, Tennis!

JennRating, 5 stars1 month ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Guest favourite
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars2 days ago
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.
Superhost
Flat in Mendon
4.91 out of 5 average rating, 58 reviews

Charming Killington get away with pool, sleeps 4

JackRating, 5 stars2 months ago
Great place to stay for the weekend! Super close to Pico and Kilington mountains. Would highly recommend!
Superhost
Apartment in Killington
4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

IanRating, 5 stars5 months ago
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.
Guest favourite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars3 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Guest favourite
Apartment in Killington
4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

EileenRating, 5 stars3 months ago
Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.

Private, pet-friendly home rentals

Top guest favourite
Tiny home in Hartland
4.96 out of 5 average rating, 193 reviews

Cabin on the Hill

NicoleRating, 5 stars1 week ago
Love, love, love Julie’s place. It is the perfect weekend getaway. Incredibly peaceful and beautiful surroundings. We will be back again!
Top guest favourite
Cottage in Whitehall
4.99 out of 5 average rating, 206 reviews

Hillside Cottage @ The Mettawee Retreat

HeatherRating, 5 stars3 days ago
Our stay was fantastic! The cabin was clean, comfortable and cozy. There was obvious attention paid to the little details that make a trip extra relaxing. I don't think that there was anything that we wanted that wasn't thought of and ready for us. We booked our stay with the intention of disconnecting and unwinding& we were able to do exactly that. The property is absolutely magical! There was an endless amount of beautiful flowers and wildlife with a winding river. Our favorite part was relaxing on the deck watching the deer and birds. The customer service couldn't have been better. They went out of their way to be helpful and friendly. we definitely recommend & plan to return for a longer stay!
Guest favourite
Chalet in Warren
4.96 out of 5 average rating, 184 reviews

Dreamy Artist Chalet in Secluded Historic Village

WilliamRating, 5 stars3 months ago
Awesome little home tucked into the side of a mountain. Perfect location just outside of town(s). Clean & cozy. Pet friendly with so many walking trails with Blueberry lake being a 2 min drive (if that?). My dog and I had a blast. Perfect Ski weekend getaway spot to experience the Mad River Valley! Take proper warning of the need for winter tires. Dirt roads leading to the house are well maintained but still can be solid ice at times. Same with the driveway, which is a wee bit steep when snowy/slippery. Watch your step! Overall 10/10 will be back!!
Guest favourite
Cabin in Royalton
4.94 out of 5 average rating, 312 reviews

Scandinavian design Cabin w/ private hiking trail

MadelynRating, 5 stars4 days ago
What a magical place! Gorgeous little cabin, thoughtfully designed - it was such a pleasure to be there. Would love to come back sometime.
Top guest favourite
Cabin in Mount Holly
4.98 out of 5 average rating, 245 reviews

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

SarahRating, 5 stars2 weeks ago
Really lovely stay. Perfect for a getaway in nature, relaxing, and refreshing. The home was well cared for, had everything we needed, and was so cute and cozy.
Guest favourite
Home in Chittenden
4.98 out of 5 average rating, 42 reviews

Green Mountain Getaway

VinodRating, 5 stars1 month ago
We had a very restful and comfortable stay. There were plenty of hiking spots within a 30 min drive. And lots of food options in Rutland nearby. We will definitely consider staying here again when we visit the area in the future.
Guest favourite
Cabin in South Royalton
4.96 out of 5 average rating, 186 reviews

Cozy 4-season Cabin on Pond - "East Cabin"

TylerRating, 5 stars3 weeks ago
Exactly as advertised - beautiful, very private, clean; a perfect place for a solo/couple getaway. Seamless communication and logistics with the friendly hosts, who clearly maintain the cabin with care. Book it!
Superhost
Home in Pittsford
4.83 out of 5 average rating, 42 reviews

Convenient Vermont Getaway

DonnaRating, 5 stars6 days ago
Perfect place to stay the night at .. near the Pittsford Farm area where our granddaughters birthday was and just a beautiful area. Near Brandon Vt too where we went for breakfast near the waterfall right in town. Very nice stay. Slept peacefully!

Quick stats about holiday rentals that are pet-friendly in Chittenden

  • Total rentals

    20 properties

  • Nightly prices starting at

    $115 SGD before taxes and fees

  • Total number of reviews

    920 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore