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

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.

Remote, pond view log home, fully loaded, sleeps 6
Enjoy our remote, easily accessible, immaculate, pond-side cabin, set in nature on 109 acres: pond, woods, fields, and trails; with high-speed internet and smart TV! Sleeps 6, including a queen bed, 2 bunk beds, and a sleep sofa. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, and many other amenities. Screened in porch. Views from every room! In the heart of the Vermont ski corridor. Explore the trails, and our meditation yurt when available!

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

Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

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.

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!

Dog heavenly! Private, beautiful and relaxing.
Bright, secluded, second floor one room suite with private bathroom overlooking Mill River and across a covered bridge. No neighbors visible, but near town. Fly fish in the back yard, sit around the firepit, enjoy fall foliage, and hike and ski. Swinging bridge and Appalachia long trail very nearby. Close to three ski resorts: Killington, Okemo, and Pico. Dogs are welcome and loved, with plenty of room to run. Comfortable queen-sized bed and couch.

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.

Vermont Hill Top Studio
You can see the stars from your Bed at Night - Studio space with a private entrance located on the quiet eastern end of our house. Twelve foot window provides spectacular views of Bird Mountain, & Killington, Pico Castleton is located in a great central location which acts as a great launching point for Lake Bomoseen , Killington / Pico Resort , or exploring the state

Serene Bus Getaway Among Rolling Farm Land
Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

Ranch at Mendon Mt Orchards
Cozy ranch house in an historic working apple orchard. Located on RT 4 in Mendon, we are just 6 miles from Pico and 11 miles from Killington ski areas. Great restaurants are just 3 miles down the road in Rutland. Shop in our store and bakery, stroll our orchard and visit the chickens, all while enjoying some spectacular views.
Popular amenities for Rutland pet-friendly home rentals
Pet-friendly house rentals

The Oaks - secluded rural estate w/ amazing views

Modern Farmhouse on 25 Acres - Superb Views

Modern 3-bedroom A-frame in Londonderry w/ Pond

Killington area home - 4-seasons & hot tub

Stylish Ascutney Cabin with Mountain Views

Vermont Highland

Mountain Home ready for you!

Rand’s Retreat
Pet-friendly home rentals with a pool

Upper Yurt Stay on VT Homestead

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Epic Views of the Green Mountains

SugarBear- Pool, Hot Tub, 2 En Suites BR

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

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

Historic Home on 17 acres of land. Go escape!

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Private, pet-friendly home rentals

~The ClubHaus~

Cabin on the Hill

Guest House at Hummingbird Hill

Stunning Studio in historic Downtown Bellows Falls

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

Chalet on a Hill w/ Mountain & Lake View, Hot Tub

East Cabin

Mapleside Escape: Sugar/Ski house
When is the best time to visit Rutland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ845 | ﺩ.ﺇ859 | ﺩ.ﺇ749 | ﺩ.ﺇ569 | ﺩ.ﺇ624 | ﺩ.ﺇ518 | ﺩ.ﺇ551 | ﺩ.ﺇ529 | ﺩ.ﺇ588 | ﺩ.ﺇ668 | ﺩ.ﺇ632 | ﺩ.ﺇ867 |
| 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 Rutland

Total vacation rentals
Explore 40 vacation rentals in Rutland

Nightly prices starting at
Rutland vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 1,640 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
40 of Rutland vacation rentals include wi-fi access

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

4.8 Average rating
Rutland stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Rutland County
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Lake George Expedition Park
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Bromley Mountain Ski Resort
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Whaleback Mountain
- Ekwanok Country Club
- Montshire Museum of Science
- Baker Hill Golf Club
- Fox Run Golf Club