
Holiday rentals with outdoor seating in Chittenden
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Chittenden
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Studio Suite with Vermont Style & Amazing Views
Central to Killington, Pico & Sugarbush Ski Areas. Breathtaking views. Features all Vermont has to offer in any season - Golf, Downhill & X-country Skiing, nearby VAST trails, Snowshoeing, Hiking, Trail & Road Biking. Unit is en suite w/sitting area, dining table/desk, kitchenette (no stove). Shower and toilet with ADA bars. Handicap accessible. Large closet, dresser. Streaming TV/DVD/VHS, selection of games, discs and tapes. 2 entrances - public and private. Stone patio and fire pit. 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.

Tiny Vermont Cabin!
Newly built tiny cabin in the woods of Vermont! Perfect for a quiet get away and close by outdoor fun! Killington and Pico Mountain is 15 minutes away! Sugarbush is 50 minute drive. Coming to Pittsfield for a wedding? Riverside Farm is only .7 of a mile down the road! MUST have AWD/4x4 for winter access on dirt road and driveway. Cozy up by the newly added propane fireplace with an easy click of a button! Come experience the winter beauty Vermont has to offer!

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!

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.

Killington Retreat | Deck-Fire Pit-Mountain Views!
Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

One Room School House. No Cleaning Fees!
Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace. Off-street parking. High speed internet and 65 inch Roku TV with surround sound. Three season screened porch. Also, we have recently introduced a NO CLEANING FEE policy as our way of saying "Thank You" for respecting our property and guidelines.

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

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.

Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS JUST FOR YOU LOTS OF SNOW HERE! C’MON❄️ ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes ❄️❄️SUPERHOST RATED❄️❄️ ❄️Squeaky Clean ❄️Fireplace, WIFI ❄️TV in living room & bedroom ❄️Private covered porch ❄️Keypad check in ❄️Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

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
Popular amenities for outdoor seating rentals in Chittenden
House rentals with outdoor seating

Luxury Condo Tucked in the Heart of Killington

Ski home to Trail Creek!

Lake Dunmore Getaway — Foliage Views & Ski Retreat

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

Modern Farmhouse on 25 Acres - Superb Views

Stunning Okemo Views - 3BD 3BA on 10 Private Acres

SugarBear- Pool, Hot Tub, 2 En Suites BR

Killington area home - 4 seasons - hot tub and A/C
Apartment rentals with outdoor seating

The Barn at Middlebury

Dog heavenly! Private, beautiful and relaxing.

Peaceful Ludlow Base 5 minutes to Okemo

Hideaway Lodge at Lake Dunmore

Cozy Apt. Near heart of Middlebury Fiber WIFI

Mountain View Retreat

Bluebird Studio- Light filled and airy

Mountain View Apartment
Apartment rentals with outdoor seating

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

Renovated unit, prime location! Shuttle on/Ski off

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

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

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

Location + Spa! - Cozy 2BR Condo - Mountain Side

Serene Top Floor Condo (resort style amenities)

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
When is the best time to visit Chittenden?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $473 SGD | $552 SGD | $402 SGD | $355 SGD | $373 SGD | $337 SGD | $341 SGD | $381 SGD | $381 SGD | $339 SGD | $291 SGD | $385 SGD |
| 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 with outdoor seating in Chittenden

Total holiday rentals
Explore 50 holiday rentals in Chittenden

Nightly prices starting at
Chittenden holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 3,040 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 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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- Family-friendly rentals Chittenden
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- Rentals with a patio Chittenden
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- House rentals Chittenden
- Rentals with outdoor seating Rutland County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Dartmouth Skiway
- Bromley Mountain Ski Resort
- Lake George Expedition Park
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Country Club of Vermont
- Ekwanok Country Club
- Gooney Golf




