
Pet-friendly holiday 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.

Mi Casa es su Casa!
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.

Welcoming Retreat Near Middlebury & Lake Dunmore
Come swim, hike, or ski while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. -Single Family home also now available as1 or 2 BRs 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

Cozy Contemporary Downtown Texaco
Stay with us if you’d like to be in the center of downtown Castleton. Stores, restaurants, the college and hike/bike rail trail are an easy walk. This is a very convenient location. We are also a short 30-40 minute drive to Pico and Killington ski areas. Five minutes to Lake Bomoseen. Recently updated, heat and AC, full bath, Wi-Fi, Qled tv, a comfortable king sized memory foam bed, a complete kitchenette. Reserved parking adjacent to entry. Everything you need for an overnight or longer stay

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.

Earthen Yurt in Green Mtn Wonderland
Secluded mountain wonderland near Vermont's best hiking, mountain biking, and swimming holes! Enjoy a 25-acre homestead all to yourself, w/two beautifully-appointed yurts & a cabin. One-of-a-kind sculpted earth design, persian rugs, organic linens, & full kitchen w/many artisan touches. Stargaze around the fire circle under a glittering dark sky. A paradise for outdoor adventurers & nature lovers; a haven for digital nomads, writers, & creatives; a refuge of lush natural beauty & deep quiet.

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

COZY home, great location, W/D, & Full 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.

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.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy gas fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
Reconnect with nature at the Outside Inn, a four season retreat, locally known as the Labor of Love. A man fell in love with a woman, but when he asked for her fathers blessing he said, first you must build her a home. So he built this beautiful post and beam cabin and they lived happily ever after! *Decorated seasonally!* IG/TikTok: outside_inn_vt FB: Outside Inn VT

Modern Farmhouse on 25 Acres - Superb Views
This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Embracing the dramatic beauty of Rochester's north hollow the house is a serene retreat where connection to your partner, family and the environment will thrive. Unplug, recharge, renew and enjoy all that mountain living has to offer.
Popular amenities for Chittenden pet-friendly home rentals
Pet-friendly house rentals

MT Top Inn-6 Minute Walk-4+ BR-Pets OK & Grill-Ski

Modern Retreat next to Mountain Top Inn,Killington

Green Mountain Getaway

The McKinley House

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

Vermont Highland

Rand’s Retreat

Convenient Vermont Getaway
Pet-friendly home rentals with a pool

Epic Views of the Green Mountains

NEW Killington Studio: Great Location! Comfy. 431

Moon Valley Country Retreat no clean fee pets yes

Lower Yurt Stay on VT Homestead

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

Charming Killington get away with pool, sleeps 4

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

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
Private, pet-friendly home rentals

Easy access to downtown Rutland

Private Mountain Sanctuary | 15 Min to Killington

Mountain Getaway Pet friendly

Entire home- Killington, Vermont Ski, Hike, Bike

Scenic Vermont Green Mountain Retreat

House on Molly Brook Trail

Cozy cottage near Killington & Sugarbush

Rockwell Haus: modern cabin 14 min from Killington
When is the best time to visit Chittenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 421 | € 439 | € 358 | € 260 | € 255 | € 260 | € 269 | € 245 | € 268 | € 196 | € 190 | € 391 |
| 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 holiday rentals that are pet-friendly in Chittenden

Total holiday rentals
Explore 20 holiday rentals in Chittenden

Nightly prices starting at
Chittenden holiday rentals start at € 96 per night before taxes and fees

Verified guest reviews
Over 1,030 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 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!
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- Pet-friendly rentals Rutland County
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- Okemo Mountain Resort
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- Stratton Mountain Resort
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