
Pet-friendly vacation rentals in Chittenden
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Top-rated pet-friendly home rentals in Chittenden
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Mountain Getaway Pet friendly
Escape to our charming getaway, ideally located in Rutland just 20 minutes from the world-famous Killington Ski Resort! Whether you're here for skiing, snowboarding, hiking, or simply enjoying the serene beauty of Vermont, our home offers the perfect base for all your adventures. Our home offers a cozy and welcoming environment, perfect for families, couples, and groups of friends. You'll love the combination of comfort, convenience, and proximity to the best of Killington's outdoor adventures.

The Birch Perch! Treehouse with spa and fire pit!
Romantic Honeymoon or fun family fantasy come true this treehouse has it all! Built by The DYI Network Treehouse Guys! Every detail custom crafted in this home in the tree tops makes your ultimate Vermont experience. All just 8 minutes to the lifts at Sugarbush. Kitchenette, cast iron stove, clawfoot tub, washer/dryer, AC, & outdoor shower all encased in a whimsical perch near skiing, waterfalls, biking and hiking. Incredible hillside views from your private deck! Romantic Hot tub in the trees!

My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Vermont Chalet
Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

New Firepit, Great Location, Dog Friendly, Kitchen
Welcome to @MendonMtGetaway - my warm & cozy VT retreat! With 3 bedrooms, comfy living room, full kitchen, washer/dryer, AND office space - I hope you'll feel at home right away. You are in a wonderful location here. Turn left & you are just minutes down the road from ski heaven - Killington and Pico Mountains! Turn right, and you're just minutes from cute & historic Rutland. Either way you’ll find tons of great outdoor activities & hiking, and lots of local shops and restaurants.

Hancock hideaway
Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

Scandinavian design Cabin hiking trail + hot tub
Welcome to our charming cabin nestled in the heart of the woods, where comfort meets tranquility. This 400 sq. ft retreat is bathed in natural light, boasting high-quality appliances, strong WiFi and thoughtfully curated design furniture to ensure a cozy and memorable stay. Relax in our private Goodland wood burning hot tub. Goodland wood burning hot tub is available 365 days a year. EV charger level 2 available.

Convenient Vermont Getaway
Conveniently located near the top ski and mountain bike attractions, incredible trails, resorts, and the towns of Woodstock, Middlebury, Killington, Pico, and Rutland. This historic property has been in existence since 1832 and has been lovingly maintained with a backdrop of the Adirondacks beyond the picturesque pasture. This one bedroom apartment is located downstairs in the two story duplex.

The Beaver Pond Treehouse @ Vermont ReTREEt
Nestled in the heart of the Green Mountain National Forest and above a lively beaver pond, this glamping style treehouse stands as a haven from the everyday, crafted by our hands to offer a reTREEt into wilderness in the heart of central Vermont. The allure of the surrounding forrest between Killington and Sugarbush beckons with a selection of wilderness based activities.
Popular amenities for Chittenden pet-friendly home rentals
Pet-friendly house rentals

Captain Tom's Cabin - Secluded Vermont Getaway

Epic Views of the Green Mountains

Beautiful Woodstock Home-Perfect for entertaining

Killington area home - 4 seasons - hot tub and A/C

Comfortable farmhouse with stunning views

Cozy Home in Poultney, Vermont.

Meadow View. 35 acres outside your door!

Vermont private retreat with gorgeous views.
Pet-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Spring Deals • Quiet Dog-Friendly Mountain Escape

Moon Valley Country Retreat no clean fee pets yes

SKI ON/OFF Spruce Glen C | Sauna| Fireplace | AC

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

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

Topridge 3BR w Incredible View & Private Hot Tub!

Cozy/Private, close to hospital, i-89
Private, pet-friendly home rentals

The Owl’s Nest in Landgrove

Vermont Hill Top Studio

Yurt In The Woods - Come to the Yurt.

Sculpted Earthen Yurt in Green Mtns

East Cabin

Doc's Lake House 1st floor, 2 bdrm full apartment

Spacious Renovated Barn Apt on 100 acres!

Remote, pond view log home, fully loaded, sleeps 6
When is the best time to visit Chittenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $662 CAD | $691 CAD | $562 CAD | $409 CAD | $401 CAD | $409 CAD | $423 CAD | $386 CAD | $421 CAD | $466 CAD | $450 CAD | $609 CAD |
| Avg. temp | -7 °C | -6 °C | 0 °C | 7 °C | 14 °C | 18 °C | 21 °C | 20 °C | 15 °C | 9 °C | 3 °C | -3 °C |
Quick stats about vacation rentals that are pet-friendly in Chittenden

Total vacation rentals
Explore 30 vacation rentals in Chittenden

Nightly prices starting at
Chittenden vacation rentals start at $150 CAD per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chittenden vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chittenden rentals

4.9 Average rating
Chittenden stays are highly rated by guests—averaging 4.9 out of 5!
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- House rentals Chittenden
- Pet-friendly rentals Rutland County
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- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Bolton Valley Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dartmouth College
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- Middlebury College
- Emerald Lake State Park
- Shelburne Museum
- Warren Falls
- Trout Lake
- Southern Vermont Arts Center




