
Holiday rentals in Chittenden County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chittenden County
Guests agree: these stays are highly rated for location, cleanliness and more.

Purple Door Annex
Purple Door Annex features a lovingly renovated four-season building located in Burlington's historic Old North End District. A ten minute walk to Church Street and walkable to all of Burlington's City attractions. Purple Door Annex is an ideal space for guests seeking a fun getaway in the heart of the city that is private and well-appointed. Your hosts have five years of experience as superhosts in another bedroom on the premises and are excited to welcome you to this newly renovated space.

The Loft at The High Meadows
Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

Incredible Lakefront Sunsets @ VT’s #1 Property.
Welcome to one of VT’s most beautiful lakefront property and wedding venue located in the Champlain Islands! Relax in one of many ADK chairs while enjoying incredible sunsets over Lake Champlain and the ADK Mtns. The 1 BR suite shares no space with the main home and has its own entrance and bathroom. We do have a very strict NO PET policy. The islands are accessible by road from the VT side and either bridge or ferry from NY. Please read the full description about the rental prior to booking.

Mt. Mansfield Retreat
This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

Modern Rustic Backyard Cottage
This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Cute, Cozy Apartment, Close to Mountains & UVM!
Less than 15 minutes to Bolton, 10 minutes to Cochran’s, this cozy apartment is located close to many fun outdoor activities! You will love the clean space, quiet bedroom, features like a 100% Organic Cotton Duvet and two Roku TVs. There is a pull-out couch in the living room. Stowe, Waterbury, Burlington are just a short drive away. Minutes from great restaurants like: The Hatchet, Stone Corral, Papa McGee’s Pizza & Bar. Parking for 1-2 cars, Driveway may be snowy in winter.

Secluded Riverside Loft next to Smuggs
Welcome to our Smugglers Notch getaway! Family owned (my husband Matt and me)! This private cozy loft is immersed in 20 acres of beautiful nature tucked away in the mountains and aside the Brewster River. Enjoy the river's soothing sounds as you cook, sleep, and unwind from a day of outdoor activities. Only a 3 min. drive to all of the activities at Smuggler's Notch Resort, restaurants, bars, and hiking, as well as the magical Golden Dog Farm "Golden Retriever Experience".

Cozy Cabin -Top of Hill with Views
Experience the ultimate Vermont retreat in our newly renovated second-story guest space nestled in a charming barn, offering breathtaking easterly views of the Green Mountain range, including the majestic Camels Hump and Bolton peaks. This hilltop cabin is cocooned by lush trees and verdant pastures, providing an idyllic escape from the hustle and bustle of everyday life. Kayak, swim or paddleboard on nearby Lake Iroquois 2 miles away or Lake Champlain 9 miles away.

Guest Suite w/hot tub & fireplace
Our property in Vermont is a slice of heaven: Set between Burlington & Stowe, 10 minutes off the main highway I-89, with quick access to the main spots in Vermont, but tucked down a dirt road with nothing but the sounds of the stream. On our property we built The Tuckaway Suite, an entirely private guest suite above our garage. With access to a hot tub, and hiking trails right outside the door, this space is a brand new build with cozy cabin vibes.

Downtown Burlington, Renovated, 1 bedroom+
Downtown Burlington! Completely renovated 1 bedroom apartment in historical 1845 house. New kitchen. open floor plan, super comfy futon if you need an extra bed. Bathroom with modern feel juxtaposed with a classic claw foot tub. Brand new amenities with a touch of historical flair: high speed wifi, 65" tv, hardwood floors through out, AC and heating controls. 7 minute walk to Church St. Close to UVM and Champlain College. 1 off street parking spot.

Beautiful+Modern Flat: downtown, parking, laundry
Totally new modern little apartment with a cozy gas fireplace, and all the amenities: Full kitchen, washer, dryer, dishwasher, super fast wifi, and convenient location to downtown or the lakefront. NESPRESSO coffee maker and coffee provided free. Walk or bike is just a few minutes to lakefront or Church Street Marketplace. One parking spot provided! 15%weekly stay discount 30%monthly!!

Cute Apartment in the Heart of Winooski
Enjoy a bright and cozy studio apartment in the heart of downtown Winooski. A one minute walk to restaurants, cafés, breweries, and the scenic riverwalk. This comfortable home features a fully equipped kitchen, Smart TV, fast WiFi, and free parking. Just minutes from Burlington and the waterfront, it’s the perfect base for work trips, weekend getaways, and exploring Vermont.
Popular amenities for Chittenden County holiday rentals
Other great holiday rentals in Chittenden County

The Golden Cottage near MOUNTAINS/LAKES/CAFES

Light-Filled Studio Near Burlington w/ Balcony

Old North End Guest Suite

Cozy, Clean Downtown Home

Large Private 2 Bedroom Apt w/ Epic Deck View

Second story stay

Barn Loft with views of Mount Mansfield.

1st floor 2-BR with parking, close to everything!
Destinations to explore
- Beachfront rentals Chittenden County
- Smoking-friendly rentals Chittenden County
- Resort rentals Chittenden County
- Boutique hotels Chittenden County
- Rentals with a patio Chittenden County
- Private suite rentals Chittenden County
- Rentals with a sauna Chittenden County
- Rentals with lake access Chittenden County
- Ski-in/ski-out rentals Chittenden County
- Rentals with a washing machine and dryer Chittenden County
- Rentals with a firepit Chittenden County
- Guest house rentals Chittenden County
- Flat rentals Chittenden County
- Rentals with an EV charger Chittenden County
- Farm stay rentals Chittenden County
- Rentals with pools Chittenden County
- Rentals with beach access Chittenden County
- Family-friendly rentals Chittenden County
- Fitness-friendly rentals Chittenden County
- House rentals Chittenden County
- Rentals with outdoor seating Chittenden County
- Rentals with a hot tub Chittenden County
- Rentals with breakfast Chittenden County
- Townhouse rentals Chittenden County
- Rentals with a kayak Chittenden County
- Apartment rentals Chittenden County
- Rentals with a fireplace Chittenden County
- Tiny house rentals Chittenden County
- Chalet rentals Chittenden County
- Waterfront rentals Chittenden County
- Bed and breakfasts Chittenden County
- Pet-friendly rentals Chittenden County
- Jay Peak Resort
- Sugarbush Resort
- Jay Peak
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Warren Falls
- Waterfront Park
- Fairbanks Museum & Planetarium
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Elmore State Park




