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

Total holiday rentals
Explore 30 holiday rentals in Chittenden

Nightly prices starting at
Chittenden holiday rentals start at $168 SGD per night before taxes and fees

Verified guest reviews
Over 1,370 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chittenden holiday 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!
Top-rated pet-friendly home rentals in Chittenden
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Epic Views of the Green Mountains
Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

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.

Sculpted Earthen Yurt in Green Mtns
Get away from it all in a wild mountain wonderland! Beautifully appointed yurts & a cabin surrounded by 25 acres of private forest, all to yourself. Hand-sculpted earth design, persian rugs, organic linens, & full kitchen w/many artisan touches. Explore local waterfalls and MTB trails, hike from the doorstep, make a campfire under a glittering, light-pollution-free sky. A private paradise for couples & outdoorsy families; a haven for writers & creatives; a quiet refuge to find yourself again.

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.

Cozy cottage with Panoramic Views (now with AC!)
**Now has A/C!** Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Upgraded ultra-fast wifi for all your streaming and remote working needs. Great nearby trails for hiking/biking/xc skiing, and Rochester's grocery store, cafes, restaurants, and bike rentals are less than 10 minutes away. Killington/Sugarbush both ~35 minutes away.

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

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Breathtaking Riverfront Retreat w/Mountain Views

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

Cozy Contemporary Downtown Texaco

Kendall Brook Lodge

Vermont private retreat with gorgeous views.

Rustic Vermont cottage for families - self checkin

Top of the World! Jacuzzi! Private Hiking Trails!
Pet-friendly home rentals with a pool

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Vermont Horse Farm

AC | Dog-Friendly | Bike, Hike & Relax

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)

Topridge 3BR w Incredible View & Private Hot Tub!

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

Ski In/Out Spruce Glen C, AC, Sauna, Fireplace

Dog Friendly Mountain Condo w/Spa, Pool, Sauna
Private, pet-friendly home rentals

Treehut - Secluded Treehouse in the Forest

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

Genuine Vermont Sugar House on 70 peaceful acres.

My house is your house!

Modern Okemo Smart Cabin - As Seen On DIY Channel

House on Molly Brook Trail

The Looking Glass, a modernistic escape

Romantic Retreat, Hot Tub, near Killington Mtn
When is the best time to visit Chittenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $569 SGD | $671 SGD | $597 SGD | $386 SGD | $379 SGD | $386 SGD | $399 SGD | $364 SGD | $398 SGD | $441 SGD | $425 SGD | $575 SGD |
| 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 |
Destinations to explore
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- Rentals with a firepit Chittenden
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- Rentals with pools Chittenden
- Rentals with a hot tub Chittenden
- House rentals Chittenden
- Rentals with a patio Chittenden
- Family-friendly rentals Chittenden
- Rentals with a washing machine and dryer Chittenden
- Rentals with a fireplace Chittenden
- Pet-friendly rentals Rutland County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Dartmouth College
- Bolton Valley Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Killington Resort
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- Emerald Lake State Park
- Trout Lake
- Camp Plymouth State Park
- Shelburne Museum
- Warren Falls





