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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 stars1 week 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, 156 reviews

Purple Door Cottage in the heart of Middlebury!

BryanRating, 5 stars1 week ago
Great place with an even better location. Minutes away from down town and all the shops. The house itself was beautiful and very comfortable. Rich was very responsive and helpful with everything. I highly recommend staying here if your considering a place in Vermont to see the beautiful state
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 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!!
Top guest favourite
Home in Chittenden
5 out of 5 average rating, 8 reviews

Modern Retreat next to Mountain Top Inn,Killington

MaddyRating, 5 stars3 months ago
I couldn't recommend this place more! My cousins and I had a great time and Uli is super attentive. The hot tub has a great view of the lake, it was also salt water which I love. The space was extremely cozy and exactly what we needed. We snowboarded pico and killington and it was about a 25-30 minute ride. We will for sure be back! Thank you guys so much!
Top guest favourite
Home in Chittenden
5 out of 5 average rating, 41 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
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!
Top guest favourite
Home in West Windsor
4.98 out of 5 average rating, 201 reviews

Meadow View. 35 acres outside your door!

MattRating, 5 stars1 week ago
The Meadow View apartment was clean, comfortable, private and peaceful. It had everything we needed for our long weekend in VT and is on a beautiful and quiet property. This is our 2nd time staying at Sondra and Daniel's property (previously stayed in their cabin) and would absolutely stay with them again the next time we visit Vermont.

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 stars1 week 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 stars6 days 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, 433 reviews

Lower Yurt Stay on VT Homestead

PhillipRating, 5 stars1 week ago
A very cool experience slightly off the grid. Great intro to Vermont and mother nature out here. Jonathan was easy to work with, helpful and kind. We only stayed one night and that was good for a space with an outhouse and no electricity in the lodging. The yurt was lovely. The stars were bright <3
Superhost
Apartment in Killington
4.89 out of 5 average rating, 245 reviews

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

IanRating, 5 stars4 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.
Guest favourite
Flat in Williamstown
4.91 out of 5 average rating, 123 reviews

Cozy/Private, close to hospital, i-89

BriceRating, 5 stars2 weeks ago
This place was amazing! It was clean, had great privacy and exactly what we needed! Our favorite was the laundry and hot tub! 110% would stay again!

Private, pet-friendly home rentals

Guest favourite
Cabin in Plymouth
4.99 out of 5 average rating, 112 reviews

~The ClubHaus~

KatelynRating, 5 stars1 week ago
The clubhaus was absolutely incredible for our little family getaway. It was clean, well stocked, and conveniently located close to everything we wanted to do! Vermont has always been a special place to us, but this house made our getaway that much better! We will definitely be back.
Superhost
Guest house in Pawlet
4.91 out of 5 average rating, 317 reviews

Picturesque Cabin on the Mettowee

ClareRating, 5 stars2 weeks ago
Very nice stay- Beverly was really friendly and helpful. The river nearby is lovely and the place has every amenity you could need. I wish I was a bit more prepared - I have Verizon and didn’t get service at the place or in the small town. I had to drive 10-15 mins towards Manchester. She communicated that there is WiFi at the library and a store which are super close but I didn’t try to access. It made directions or looking up restaurants a bit tricky
Top guest favourite
Cottage in Whitehall
4.99 out of 5 average rating, 204 reviews

Hillside Cottage @ The Mettawee Retreat

AshlyannaRating, 5 stars2 weeks ago
This was a super nice cabin away from all the stressors of the real world. The view from bed was amazing. The bathtub had jests which was also lovely. I would definitely stay here again. My only complaint is there really is nothing near by. However that was fine for us as we had Atv riding and a day at the goat farm planed.
Guest favourite
Cabin in Royalton
4.94 out of 5 average rating, 310 reviews

Scandinavian design Cabin w/ private hiking trail

JenniferRating, 5 stars1 week ago
Easy drive from Boston. What I loved most about the cabin is that it is cozy and had an indoor fire option. It rained all weekend, but the cabin was so cozy! We had no qualms about sitting in the hot tub under the rain, and spending the evening in front of the wood burning stove as the rain pattered on. So close to restaurants in South Royalton!
Guest favourite
Treehouse in Hancock
4.96 out of 5 average rating, 480 reviews

The SugarMaple Treehouse @ Vermont ReTREEt

MikaelaRating, 5 stars2 weeks ago
Loved staying here! So peaceful with great views. Very private and comfortable! Derek was very friendly and did an amazing job on the treehouse, two thumbs up!
Superhost
Cabin in Chittenden
4.76 out of 5 average rating, 37 reviews

House on Molly Brook Trail

CindyRating, 5 stars1 day ago
Perfect for wedding at Mountain Top Inn. Go to Thundering Brook Falls near Killington . Easy short hike on a boardwalk to a beautiful waterfall. The Country Store has everything and is very close by. Great Weekend in Vermont!
Superhost
Flat in Rutland
4.81 out of 5 average rating, 53 reviews

Easy access to Rutland

EliRating, 5 stars1 week ago
I spent about a month here and had no issues. It’s a great spot for those wanting a convenient place to stay in Rutland. Easy access to everything you could need shopping and dining wise. There’s also a nice neighborhood behind the building for those that enjoy small walks somewhere more quiet. Sam was very friendly and accommodating throughout the entire stay.
Superhost
Bus in Granville
4.87 out of 5 average rating, 141 reviews

Serene Bus Getaway Among Rolling Farm Land

NicoleRating, 5 stars7 months ago
I absolutely love everything about this space! This is my second time staying ! I drive all the way from Ga for this great fall nature escape! Tiny quarters but so welll done it feels spacious and rite at home! The Bed is super comfy and kitchen area works out well ! I’ve never had an issue with running out of water , they have it conveniently marked so you can track if getting low! Fire pit with tons of firewood and a grill out in the breathe taking views of the farm lands ! Alex is super responsive and I’ve never had an issue! I’ll most likely be back next year with my pup for another hiking adventure!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹7,715 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