
Pet-friendly vacation rentals in Chittenden
Find and book unique pet-friendly homes on Airbnb
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.

Secluded tiny house resort - DOG FRIENDLY
New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

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

Dog-Friendly/Spa Onsite/Pool/Wine Bar
Escape to tranquility in this charming 2BD, 2BA home, designed with comfort (portable AC) and relaxation in mind. Nestled in a peaceful neighborhood, it’s the perfect retreat for families, couples, and pet owners who want to enjoy a little extra R&R with their furry friends. The spa area with a pool and hot tub is ideal for unwinding after a long day of exploring or just enjoying the serene environment. Alternatively, you can relax in front of the wood-burning fireplace! New arcade and Xbox!

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna
Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

Winter Getaway Near Skiing & Middlebury
*WINTER IN VT* Come ski or explore 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. 7 min from Middlebury with all its amenities 9 mins to college campus 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 for skiing

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 in Poultney, Vermont.
If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.

SKI ON/OFF Spruce Glen C | Sauna| Fireplace | AC
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

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.
Popular amenities for Chittenden pet-friendly home rentals
Pet-friendly house rentals

2 Doors Down - Modern Farmhouse in Downtown Ludlow

Mountain Getaway Pet friendly

Purple Door Cottage in the heart of Middlebury!

The Looking Glass, a modernistic escape

Cozy Cape-Style home near Killington, VT

Modern Retreat next to Mountain Top Inn,Killington

The Cottage - Green Mountain Getaway

The McKinley House
Pet-friendly home rentals with a pool

Killington Studio: Great Location! Comfy. 431

Ranch at Mendon Mt Orchards

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise

The Cozy Cubbie: Sleeps 4 in Killington Center 613

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

Comfortable, relaxing large country home

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

Pool, Hottub, SPA, Winebar 2 bedrm/2 bath
Private, pet-friendly home rentals

Easy access to downtown Rutland

Launch Pad: First Floor of Powder Day Chalet*

Scenic Vermont Green Mountain Retreat

House on Molly Brook Trail

*PET FRIENDLY*Madden's GMG!

Cozy One-Bedroom Retreat with Mountain Views

Ski Home/Arcade Mountain Views Near Killington/Woo

Cute, Renovated Home on River, Walk to Downtown
When is the best time to visit Chittenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$101,204 GYD | G$105,596 GYD | G$85,940 GYD | G$62,521 GYD | G$61,266 GYD | G$62,521 GYD | G$64,612 GYD | G$58,966 GYD | G$64,403 GYD | G$47,048 GYD | G$45,793 GYD | G$93,886 GYD |
| 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 G$23,001 GYD per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chittenden vacation rentals include wi-fi 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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- 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
- West Mountain Ski Resort
- Bolton Valley Resort
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- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
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- Dartmouth College
- Trout Lake
- Southern Vermont Arts Center
- Shelburne Museum
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- Middlebury College
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