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Vacation rentals with a pool in Chittenden County

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Vacation rentals for every style

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Popular amenities for Chittenden County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
The exterior of a rustic farmhouse is showcased, featuring a welcoming porch and surrounded by vibrant greenery. A stone path leads to the entrance, where a blend of trees and shrubs complements the natural setting.
Home in Cambridge
4.91 out of 5 average rating, 45 reviews

4-bedroom Vermont Farmhouse close to Smuggs'

Guest favorite
An outdoor heated pool is surrounded by a spacious patio with multiple lounge chairs. A fenced area provides privacy, with lush greenery visible in the background. The structure in the corner suggests nearby amenities and relaxation options.
Home in Cambridge
4.88 out of 5 average rating, 26 reviews

7-bedroom house close to Smugglers Notch

Superhost
A covered outdoor balcony is shown with a table and four chairs. A scenic view of green mountains and trees is visible in the background, providing a sense of tranquility and connection to nature.
Home in Cambridge

Ski at Smugglers* 4BR Sleeps 12* Full Condo

A multi-story home is surrounded by trees and greenery, presenting a blend of stone and siding on the exterior. Large windows invite natural light, while a spacious yard features a mix of grass and fallen leaves.
Home in Colchester
4.61 out of 5 average rating, 18 reviews

3BR lake home with hot tub, pool, & in-home gym

Guest favorite
A swimming pool features clear water, surrounded by a sleek stone deck. Mountain views are visible in the background, with trees lining the area. The sky is overcast, adding a tranquil ambiance to the outdoor space.
Home in Lincoln
4.94 out of 5 average rating, 18 reviews

Vermont Guest House: Family-Friendly, EV, Dogs

Superhost
A cozy living area is depicted, featuring two brown reclining sofas adorned with decorative pillows. A circular coffee table is centered, displaying a bottle of red wine, glasses, and a decorative fan. Exposed wooden beams add character to the space, complemented by warm lighting.
Home in Cambridge

Mountain View Modern Farmhouse

A wooden deck is shown with a mix of colorful chairs and a large table, inviting outdoor dining. The backdrop of lush green trees adds a natural setting. Notable is the seamless transition between indoor and outdoor living spaces, enhancing the connection with nature.
Home in Waitsfield
4.33 out of 5 average rating, 6 reviews

Sanctuary on the Brook

Guest favorite
An aerial view captures the spacious property surrounded by trees, showcasing a large yard. A seasonal in-ground pool, covered for winter, is visible alongside a wooden deck and outdoor seating. Scenic mountains and clear skies complement the peaceful landscape.
Home in Waitsfield
4.93 out of 5 average rating, 61 reviews

Winter in Spacious Waitsfield Home w/Spa & Loft

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Condo rentals with a pool

Superhost
A comfortable living area features a cozy sofa and armchairs with plaid upholstery. A wooden coffee table displays books and magazines. A television is housed within a wooden console, while a stone fireplace adds warmth to the space. Large windows provide natural light and a view of surrounding greenery.
Condo in Cambridge

Smugglers Notch 3 Bedroom

Guest favorite
The lodge is set against a backdrop of autumn foliage, showcasing vibrant hues of orange and yellow. The building features a distinctive clock tower and multiple exterior windows, while well-maintained landscaping with trees and shrubs enhances the entrance area.
Condo in Richmond
4.92 out of 5 average rating, 38 reviews

Bolton main lodge family condo ski in/ski out!

Guest favorite
An outdoor pool area is surrounded by wooden decking, showcasing lounge chairs arranged neatly on either side. The inviting pool features clear water, with a simple building visible in the background amidst lush green trees.
Condo in Waitsfield
4.93 out of 5 average rating, 30 reviews

Ski, Hike & Bike Basecamp Condo

Superhost
A spacious outdoor swimming pool surrounded by snow-covered ground and a white picket fence. The building features multiple windows and a large deck, providing a picturesque view of the winter landscape, with distant mountains and trees visible in the background.
Condo in Cambridge
4.81 out of 5 average rating, 16 reviews

Wyndham Smugglers' Notch | 1BR/1BA King Bed Suite

Superhost
The multi-story building features large windows, balconies, and a light-colored exterior. It is situated adjacent to a calm pond, reflecting its serene surroundings. Lush green grass and trees provide a natural backdrop, enhancing the tranquil atmosphere of the property.
Condo in Cambridge

2br Serene Mountain Setting-Smugglers' Notch

A spacious living area features a large red sectional sofa positioned near two windows, offering mountain views. A small wooden coffee table with a chess set sits on a patterned rug. A floor lamp and side tables add functional touches to the room.
Condo in Richmond
4.74 out of 5 average rating, 99 reviews

Family friendly slope side condo w/ free parking.

Superhost
A vibrant green water slide winds down towards a lively pool area surrounded by trees. Multiple umbrellas provide shade, and guests can be seen enjoying the pools below. Scenic mountains are visible in the background under a partly cloudy sky.
Condo in Cambridge
5 out of 5 average rating, 3 reviews

3 Bed 3 Bath Smugglers Notch Resort

Superhost
A snow-covered ski lift ascends through trees blanketed in fresh snow. The clear blue sky contrasts with the white landscape while ski tracks lead up the slope, indicating a popular route for winter sports enthusiasts.
Condo in Cambridge
5 out of 5 average rating, 3 reviews

Smugglers Notch, Vermont - 1Bd Dlx

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Other vacation rentals with a pool

Hotel room in Colchester
New place to stay

MS6 Colchester |1 Queen Bed |

A modern log cabin features natural wood siding and large windows, allowing ample light. A welcoming entrance is highlighted by a wooden front door framed with a decorative archway, leading to a small set of stairs surrounded by trees.
Cabin in Colchester

Modern Cabin near Burlington VT

An outdoor swimming pool is surrounded by a serene landscape of trees and greenery. Several lounge chairs are positioned around the pool area, reflecting a peaceful atmosphere. The clear blue sky and fluffy white clouds are mirrored on the water's surface.
Condo in Waitsfield

Stylish 2BR w/ Woodstove & Pool

A spacious resort building is nestled among snow-covered trees, with a backdrop of a snow-capped mountain. The structure features multiple balconies and large windows, offering views of the surrounding winter landscape.
Condo in Cambridge

Smuggler's Notch Resort in Vermont 1br suite, Frid

The studio features a blue accent wall adorned with colorful artwork. A cozy couch with yellow and teal cushions is positioned beside a wooden desk and chair. A large light fixture adds warmth, and a window allows natural light to illuminate the space.
Apartment in Burlington

The Nest

Condo in Waitsfield
4.1 out of 5 average rating, 10 reviews

Mountain Magic: The Cozy Oasis

An outdoor pool is surrounded by a snow-covered deck and white fencing. The pool's clear water contrasts with the winter landscape. A mountain view is visible in the background, with trees dusted in snow, providing a serene winter setting.
Apartment in Cambridge
4.67 out of 5 average rating, 3 reviews

Nice Studio Smugglers Notch Resort

The living area is furnished with a teal couch and a single armchair, positioned beside a coffee table. A dining table with two chairs is visible, along with a flat-screen television. Large windows provide natural light and access to the outdoor view.
Apartment in Richmond
New place to stay

Mountainside Studio at Bolton Valley

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Destinations to explore