House holiday rentals in Chittenden

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Top-rated house rentals in Chittenden

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Guest favourite
A new hot tub with jets is positioned under a wooden structure, surrounded by grass and landscaped areas. A tranquil view of distant mountains and trees is visible in the background, creating a peaceful outdoor setting.
Home in Rutland
4.89 out of 5 average rating, 219 reviews

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

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mnt views, peaceful brook on 1+ acre. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV/nintendo switch.

Guest favourite
The exterior of a two-story white house is pictured, featuring a red front door and black shutters on the windows. A well-maintained lawn with green grass and a tree is visible in the front yard, presenting a welcoming appearance.
Home in Rutland
4.82 out of 5 average rating, 385 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Top Guest favourite
A vintage gas station building features a white exterior with red lettering spelling 'TEXACO.' Large glass windows line the front, showcasing a clear view of the interior. The American flag is displayed prominently, and a tree-lined background adds a touch of greenery.
Home in Castleton
4.94 out of 5 average rating, 139 reviews

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

Guest favourite
A verdant meadow is visible, dotted with grazing cows. The background features rolling hills showcasing trees adorned in autumn colors, transitioning from green to warm shades of red and orange. The serene landscape is framed by a distant mountain range under a clear sky.
Home in Rochester
4.97 out of 5 average rating, 106 reviews

Bill’s Barn Rochester Vermont 3 Bdrm entire house

Our place is a 1980's barn/woodshop that never housed animals that has been converted into a lovely three bedroom home.We are 20 minutes from Rikert 2019 hosts of the Bill Koch Festival and the Middlebury College Snow Bowl.The place is light and airy with southern and eastern sun.The main living room has 13 foot ceilings with lots of couches, arm chairs and places to hang out, read and or relax.We are in the heart of the Green Mountains with skiing and colleges, an easy drive from the house.

Top Guest favourite
Home in Mendon
4.97 out of 5 average rating, 142 reviews

COZY home, great location, W/D, & Full Kitchen!

Welcome to @MendonMtGetaway - my warm & cozy VT retreat! With 3 bedrooms, comfy living room, full kitchen, washer/dryer, AND office space - I hope you'll feel at home right away. You are in a wonderful location here. Turn left & you are just minutes down the road from ski heaven - Killington and Pico Mountains! Turn right, and you're just minutes from cute & historic Rutland. Either way you’ll find tons of great outdoor activities & hiking, and lots of local shops and restaurants.

Top Guest favourite
A spacious living area features a cozy arrangement of comfortable seating, an inviting coffee table, and a large bookshelf filled with books. Natural light filters through a window, highlighting the greenery outside, while a subtle area rug adds warmth to the wooden floor.
Home in Poultney
4.93 out of 5 average rating, 140 reviews

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.

Guest favourite
A cozy living area is presented with a gray sofa and a black coffee table. Natural light enters through a window covered by light curtains. A television is mounted on the wall opposite a sleek media console, contributing to a comfortable ambiance.
Home in Pittsford
4.93 out of 5 average rating, 101 reviews

Upstairs Adventurer's Retreat

Welcome to this peaceful and centrally-located space in historic Pittsford. Situated near the top ski and mountain bike attractions in central Vermont, incredible trails, Middlebury, Rutland, Killington, Pico, Mountain Top Resort, and 45 minutes east of Woodstock, this couldn't be in a better location. This property has been in existence since 1832, and lovingly maintained with a backdrop of the Adirondacks beyond the picturesque pasture. Small but comfortable.

Top Guest favourite
A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.
Home in Rochester
4.97 out of 5 average rating, 225 reviews

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!

Superhost
A cozy living area features exposed-beam vaulted ceilings and natural wood accents. Large windows allow ambient light to illuminate the space. A television sits on a wooden stand, while a comfortable sofa is positioned nearby, accompanied by a warm table lamp. Decorative curtains complement the rustic decor.
Home in Killington
4.83 out of 5 average rating, 119 reviews

Bear Creek Lodge

This ski chalet just off the Killington Access Road features exposed-beam vaulted ceilings and a front porch. Enjoy the peaceful running creek along the back of the property. Inside, you'll have a cozy mountain atmosphere plus an extensive collection of board games and DVDs for those rainy days or for warming up after a day in the snow. Full kitchen for group meals and plenty of parking. Close to the slopes, restaurants, and all the area attractions!

Top Guest favourite
A comfortable living area features a wood fireplace with tools nearby and a mounted television above it. Two armchairs flank a rustic coffee table, creating a cozy space. Large windows allow natural light to fill the room while offering views of the snowy outdoors.
Home in Killington
4.89 out of 5 average rating, 114 reviews

Trail Creek - ski home!

Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!

Top Guest favourite
The exterior of the converted schoolhouse is visible, surrounded by a blanket of fresh snow. Snow-covered bushes line the property, and a flag is displayed by the entrance. Leafless trees provide a serene contrast against the winter landscape.
Home in Rutland
5 out of 5 average rating, 154 reviews

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.

Guest favourite
A welcoming living area features a large fieldstone fireplace, with a soft couch and several armchairs arranged for comfort. A coffee table sits in the center of the space. Above, warm lighting illuminates an adjacent dining area, enhancing the cozy atmosphere.
Home in Pittsfield
4.84 out of 5 average rating, 249 reviews

Killington area home - 4 seasons - hot tub and A/C

Set on a private road in the hills of Pittsfield, our house welcomes you year-round. Right in the heart of the Northeast’s best winter-sports, it's convenient to Killington ski resort, VAST snowmobile trails, Mountain Meadows cross country skiing and Green Mountain National Golf course. Furthermore, there are wonderful hikes and mountain biking to be done on the property and beyond - particularly beautiful in the fall.

Popular amenities for Chittenden house rentals

When is the best time to visit Chittenden?

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Avg. price$667 AUD$706 AUD$572 AUD$555 AUD$519 AUD$485 AUD$485 AUD$477 AUD$457 AUD$479 AUD$463 AUD$610 AUD
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Quick stats about house rentals in Chittenden

  • Total holiday rentals

    Explore 60 holiday rentals in Chittenden

  • Nightly prices starting at

    Chittenden holiday rentals start at $309 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Chittenden holiday 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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