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

Bristol Cozy Yurt near Hiking/Foliage|MapleFarm
Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

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.

Remote Cozy Yurt with Sunset Views
Enjoy some time in a secluded yurt nestled in a quiet valley with spectacular sunset views. It comfortably sleeps 4, but can accommodate more. There is a bathhouse with an outdoor shower, compost toilet, and sink. Complete with propane stovetop, grill, and all necessary kitchenware. Stays in colder months will enjoy the warmth and comfort of a wood stove. Guests can also enjoy a small trail system on property for exercise or leisure. We hope you will come enjoy this peaceful retreat!

Cabin on The Hill
Relax with the whole family at this peaceful place. Private, cozy, clean, comfortable getaway in Chittenden Vermont. This beautiful cabin is off the grid with solar power and push button generator. Chittenden is a small drive to endless recreational activities for every season. It is the perfect rustic space for a couple or a small family. It is centrally located between Killington and Rutland. Everything you need is within a 20 to 30 minute drive.

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.

Your home away from home
Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Cozy Poultney Village Apartment
I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Colburn's Carriage House
Only 30 minutes from Killington/Pico ski resorts, and 20 minutes from Mountain Top Inn and Chittenden Reservoir, Colburn's Carriage House is a charming and convenient getaway. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

Suite in the Green Mountains
We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette; a bedroom with queen bed and A/C; and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

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

Vermont Country Suite
Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont.
Popular amenities for Chittenden family-friendly rentals
Family-friendly home rentals with a hot tub

Upper Yurt Stay on VT Homestead

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

Macintosh Hill Farm

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

Scandinavian design Cabin w/ private hiking trail

Killington area home - 4-seasons & hot tub

Beautiful Spacious Condo at Killington Resort
Family- and pet-friendly home rentals

Vermont Hill Top Studio

Ranch at Mendon Mt Orchards

Moon Valley Country Retreat no clean fee pets yes

Hancock hideaway

Nature Lover's Paradise

The Guest House at Sky Hollow

Cozy Home in Poultney, Vermont.

My house is your house!
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Epic Views of the Green Mountains

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

Winterplace - Steps away from Slopes

Newly renovated ski retreat at Killington

Serene Top Floor Condo (resort style amenities)
When is the best time to visit Chittenden?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | R7,041 ZAR | R8,295 ZAR | R6,483 ZAR | R5,228 ZAR | R5,211 ZAR | R4,810 ZAR | R4,235 ZAR | R4,531 ZAR | R4,915 ZAR | R4,775 ZAR | R4,583 ZAR | R6,466 ZAR |
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 family-friendly in Chittenden
Total vacation rentals
Explore 80 vacation rentals in Chittenden
Nightly prices starting at
Chittenden vacation rentals start at R2,091 ZAR per night before taxes and fees
Verified guest reviews
Over 3,360 verified reviews to help you choose
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
80 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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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Bolton Valley Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Dartmouth Skiway
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- Dorset Field Club
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