
Pet-friendly holiday 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!
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

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!

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!!

Modern Retreat next to Mountain Top Inn,Killington
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!

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.

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!

Meadow View. 35 acres outside your door!
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

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
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

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.

Cozy/Private, close to hospital, i-89
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

~The ClubHaus~
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.

Picturesque Cabin on the Mettowee
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

Hillside Cottage @ The Mettawee Retreat
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.

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!

The SugarMaple Treehouse @ Vermont ReTREEt
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!

House on Molly Brook Trail
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!

Easy access to Rutland
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.

Serene Bus Getaway Among Rolling Farm Land
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
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Bolton Valley Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Cochran's Ski Area
- Fort Ticonderoga
- Dartmouth Skiway
- Lake George Expedition Park
- Autumn Mountain Winery
- Dorset Field Club
- Northeast Slopes Ski Tow
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course