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

Captain Tom's Cabin - Secluded Vermont Getaway
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!

Purple Door Cottage in the heart of Middlebury!
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!

Modern Farmhouse on 25 Acres - Superb Views
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.

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

Beautiful Woodstock Home-Perfect for entertaining
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!

Killington area home - 4-seasons & hot tub
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!

Comfortable farmhouse with stunning views
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!!

The McKinley House
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

Dog-Friendly Mtn Escape/AC/Pool/
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

Epic Views of the Green Mountains
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.

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

Lower Yurt Stay on VT Homestead
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.

Charming Killington get away with pool, sleeps 4
Great place to stay for the weekend! Super close to Pico and Kilington mountains. Would highly recommend!

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

Comfortable, relaxing large country home
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

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

Cabin on the Hill
Love, love, love Julie’s place. It is the perfect weekend getaway. Incredibly peaceful and beautiful surroundings. We will be back again!

Hillside Cottage @ The Mettawee Retreat
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!

Dreamy Artist Chalet in Secluded Historic Village
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!!

Scandinavian design Cabin w/ private hiking trail
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!

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

Green Mountain Getaway
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.

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

Convenient Vermont Getaway
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 vacation rentals that are pet-friendly in Chittenden
Total rentals
20 properties
Nightly prices starting at
R1,615 ZAR 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
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Cochran's Ski Area
- Dartmouth Skiway
- Lake George Expedition Park
- Fort Ticonderoga
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Montshire Museum of Science
- Adirondack Extreme Adventure Course