Holiday houses in Chittenden County

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Top-rated holiday rentals in Chittenden County

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Guest favourite
A warm seating area is presented with two patterned chairs and a matching sofa, arranged around a small table. A textured rug covers the wooden floor, complemented by a brick accent wall featuring decorative plants and framed artwork. Natural light streams through a nearby window.
Guest suite in Essex
4.83 out of 5 average rating, 158 reviews

Spacious Retro Apartment: Ground Level

Cozy basement apartment with separate entrance and natural light. Quiet neighborhood, close to bus route, and walkable distance to bars, restaurants, and center of Essex Junction. We welcome people from all walks of life, and all backgrounds into our warm, vintage chic apartment. Private space in our bustling house, you WILL HEAR us upstairs, please note!! Full bath with small shower, kitchenette with full fridge—no stove. Microwave, hot plate, toaster, Keurig coffee maker and washer and dryer.

Top Guest favourite
The exterior of a charming red building is showcased, featuring a well-maintained yard. Two black outdoor chairs are positioned on the grass, inviting relaxation. Above, a wooden deck adorned with potted plants offers additional outdoor space, with a glimpse of nearby buildings visible.
Apartment in Burlington
4.96 out of 5 average rating, 203 reviews

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.

Top Guest favourite
A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.
Apartment in Richmond
4.93 out of 5 average rating, 126 reviews

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!

Top Guest favourite
A spacious guest suite features a king bed with a light-colored bedspread and decorative pillows. Two bedside tables with lamps are on either side, while large windows allow natural light to fill the room. Light-colored walls and wood flooring enhance the welcoming atmosphere.
Guest suite in South Burlington
5 out of 5 average rating, 278 reviews

Suite Escape - Quiet retreat, close to everything!

Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all Colleges, UVM Med Ctr, Down Town Burlington, Lake Champlain and Golf Courses. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

Top Guest favourite
A cottage with a wooden exterior is nestled among greenery. A spacious deck with a railing extends from the front, featuring stairs leading down to a natural landscape. Trees surround the property, providing a sense of privacy and tranquility.
Cottage in Hinesburg
4.96 out of 5 average rating, 261 reviews

Bright new cottage in exquisite Vermont setting

Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Top Guest favourite
A cozy living area features a light-colored sofa adorned with decorative pillows, complemented by a leather armchair. A well-equipped kitchen area showcases green cabinetry, a black refrigerator, and various appliances on the countertop, illuminated by wall-mounted lights. The space maintains a warm atmosphere with wooden accents.
Guest suite in Jericho
5 out of 5 average rating, 132 reviews

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. Follow the journey on IG at @VTstays!

Top Guest favourite
A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.
Apartment in Underhill
4.97 out of 5 average rating, 391 reviews

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.

Guest favourite
The kitchen features modern appliances including a gas range, microwave, and dishwasher, set against light cabinetry. A wooden table with four bar stools occupies the center, while a cozy couch and vibrant area rug add comfort and warmth to the space.
Apartment in Winooski
4.97 out of 5 average rating, 114 reviews

Urban Oasis 1br -newly renovated!

Just renovated, this one bedroom, 1 bath has all of the essentials for up to 4 guests. The bedroom features a queen sized bed and 2 more can be accommodated on the convertible couch. Our space is 5 mins walking distance to downtown Winooski or a quick 5 minute drive to Burlington. You can enjoy local eats or the luxury of cooking in a brand new kitchen featuring a 5 burner gas stove/oven, dishwasher and custom island. License: 24524

Top Guest favourite
A cozy living area features a green couch adorned with colorful throw pillows and a warm blanket. A round blue chair offers additional seating, complemented by a simple black coffee table placed on a striped rug. Natural light brightens the space from nearby windows.
Apartment in Richmond
4.96 out of 5 average rating, 254 reviews

Hideaway studio: breweries, skiing, dogs welcome

New construction, private entrance 600+ sq ft apartment close to skiing & all outdoor activities Vermont has to offer, with a unique piece of Phishtory. Steps from hiking & mountain biking trails, lots of ski areas & swimming holes close by. Our studio is a great basecamp or a relaxing getaway. Bright, large & sunny, located in between Burlington & Waterbury/Stowe. 1.5 miles from the charming Richmond village.

Top Guest favourite
A rustic barn features a combination of wood siding and a dark metal roof, set against a clear blue sky. The structure includes multiple windows and a peaked section at the top. A porch with chairs is visible in the foreground, surrounded by well-maintained grass.
Loft in Hinesburg
4.97 out of 5 average rating, 1,349 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Our beautiful barn loft in Hinesburg is close to Burlington, the Green Mountains and Lake Champlain. It features a new kitchen, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

Top Guest favourite
The charming exterior of the carriage barn is displayed, featuring yellow siding and a prominent wooden door. Lush greenery and colorful flowers border the entrance, adding a vibrant touch. A clear blue sky serves as the backdrop, enhancing the peaceful country setting.
Guesthouse in Shelburne
4.98 out of 5 average rating, 167 reviews

The 1865 Carriage Barn - Cozy w/Fireplace & Sauna

Welcome to The 1865 Carriage Barn, a historic and cozy farmhouse retreat on 6 peaceful acres next to the Shelburne Pond Nature Reserve. Enjoy vaulted ceilings, exposed beams, a gas fireplace, full kitchen, and a private porch with hill views. Relax in the outdoor sauna (by reservation) after a day of skiing, hiking, or exploring Burlington—just 15 minutes away.

Top Guest favourite
The bedroom features a spacious bed with neutral linens and two bedside tables. Soft-lit lamps provide gentle illumination, complemented by a decorative pillow. A wall-mounted map artwork enhances the space, bringing a touch of local character.
Apartment in Richmond
4.93 out of 5 average rating, 141 reviews

Richmond Retreat

Enjoy village living in Richmond, one of Vermont’s greatest recreation hubs. Only 20 mins from Burlington, and 35 from the major ski resorts. This is true village living where everything is in walking distance (market, coffee shop, restaurants, park, river.) This apartment is located on the second floor, you must be able to walk up and down 1 flight of stairs.

Popular amenities for Chittenden County holiday rentals

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