Kid-friendly vacation rentals in Rutland

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Top-rated kid-friendly rentals in Rutland

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A cozy seating area is featured, highlighted by a vintage rocking chair and a wooden lounge chair with striped cushions. A small side table sits next to the seating. Natural light filters through two windows, while a vibrant area rug and greenery add warmth to the space.

Home in Bolton

4.88 out of 5 average rating, 26 reviews

The Bumble Bear Inn, Bolton Ldg

Welcome to a uniquely Adirondack and freshly updated playground for family and friends! From the cozy fireplace to an inviting dining sunroom, to the pool table room and bar, the stage is set for great gatherings. With hot tub, fire-pit & woodland pathway, the private backyard boasts outdoor kitchen, fit for a professional chef & team of prep cooks! Alfresco is at its best with grill, smoker, fridge, wet bar, stadium seating. Bumble your bear family in and make this enchanting experience yours!

Superhost

The exterior of a contemporary A-frame house is set amidst a forest, featuring a new deck with outdoor space. A pathway made of stones leads to the entrance, while sunlight filters through the surrounding trees, casting soft light on the facade.

Home in Jamaica

4.75 out of 5 average rating, 57 reviews

Green Mountain A-Frame with HOT TUB near Stratton

Our cozy Green Mountain A-Frame is the perfect place for your Vermont getaway! A perfect combination of modern meets eclectic charm. Newly added deck with 7 person hot tub for your enjoyment. Nestled on a private road in town, you can’t go wrong! Hike from the house or head down the road to Jamaica State Park. High-demand ski resorts are just minutes away - only 6 minutes to the Stratton Mountain access road, 17 minutes to Magic Mountain, 20 minutes to Bromley and 30 minutes to Mt. Snow.

Guest favorite

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

4.81 out of 5 average rating, 347 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.

Superhost

A spacious room features two queen beds adorned with vibrant patterned comforters. A flat-screen TV is mounted on the wall. A window allows natural light to fill the space, while an air conditioning unit is positioned nearby. A wooden dresser and lamps add functional touches.

Condo in Killington

4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

Welcome to our Killington studio, perfect for skiing, biking, hiking, antiquing, beer tasting, kayaking, exploring, or simply unwinding. This hotel room-style condo sleeps four in two comfortable queen beds. Enjoy cable/streaming on the large smart TV. Amenities include a mini-fridge, microwave, Keurig & coffee maker. The full bathroom offers a tub & shower. Outside, a heated pool awaits (open June to mid-September). You'll love it! (Note: This unit is hotel-room style without a kitchen.)

Superhost

A vintage-style kitchen features a classic stove with a kettle on top. A wooden dining table with chairs is positioned by a large window, allowing natural light to fill the space, while greenery is visible outside.

Home in Windham

4.87 out of 5 average rating, 113 reviews

Magic Creek

Come enjoy our brand new hot tub! Magic Creek is quintessential Vermont- an antique made modern. The cozy living room with fireplace is an ideal spot to gather at the end of your day. The house has 3 bedrooms and a play room that doubles as a guest room. The house is bordered by a creek with peaceful water falls. Centrally located in the heart of ski country, minutes to Magic Mountain, 20 minutes to Bromley, and 30 to Stratton or Mt Snow, and 40 minutes to Okemo. Come and enjoy it all.

Top guest favorite

A modern home is set amidst natural greenery, featuring a wood-paneled exterior. The structure showcases multiple oversized windows on each floor, allowing for ample light. Surrounding grass and trees create a serene environment, enhancing the sense of privacy and tranquility.

Home in Plymouth

5 out of 5 average rating, 16 reviews

Luxury Modern Cabin near Okemo & Killington

All-seasons fun for the whole family in this brand-new home with unparalleled privacy! Modern design elements, tranquil scenery, and 21st century comforts set the backdrop for the perfect getaway. Enjoy ski season in this mountainside abode that's 10 minutes from Okemo, 20 minutes from Killington, and close to downtown Ludlow & Camp Plymouth State Park. Golfer-friendly in spring, summer, and fall. In all seasons, enjoy hiking, leaf peeping, brewery hopping, and swimming.

Guest favorite

A living area features a wooden sideboard and a television, complemented by a decorative rug with intricate patterns. Soft lighting from the adjacent dining area enhances the spacious feel, while a ceiling fan is visible in the background.

Apartment in Pittsford

4.97 out of 5 average rating, 33 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

Top guest favorite

A wooden dock extends over calm waters, reflecting a clear blue sky dotted with fluffy white clouds. The distant mountains along the shoreline provide a picturesque backdrop, enhancing the serene lakeside environment.

Home in Addison

4.96 out of 5 average rating, 225 reviews

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Guest favorite

Condo in Killington

4.78 out of 5 average rating, 176 reviews

Amazing,Ski, Golf, Hike, Bike, Adventures

Killington has become a wonderful 4 season resort area that satisfies many tastes. You can hike, play golf ,swim, bike, ski-snowboard, or just lay back and enjoy the surroundings. You can go to the Killington website to find out what is happening. Please go to the Killington website to get complete information before you go. There is also a Mountain Green website that will let you know which amenities are available during your stay. mountaingreen.com

Guest favorite

Home in Cavendish

4.96 out of 5 average rating, 26 reviews

3BR 1Bth New England Cape - Experience Vermont!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Superhost

An outdoor basketball court is enclosed by a chain-link fence, featuring a backboard and hoop on a concrete surface. Surrounding the court, greenery and trees provide a natural backdrop, while small purple flowers bloom in the grass nearby.

Apartment in Gansevoort

4.79 out of 5 average rating, 121 reviews

Cozy, Pets, Coffee, B-Ball, Fire Pit, BBQ

⭐"Cozy, clean and affordable! Highly recommend." -Alison 🏡 Family Style Apartment 🛏️ Sleeps 3 🏀 Basketball Court 🔥 Fire Pit 💻High speed internet 🚽 Heated Bidet 🐶 Pets 🌲 Front yard 🔥 BBQ 🏠Patio with Sun Loungers 🚗 Convenient Parking 📍 15 min to Saratoga Springs, 20 min to Lake George 🍽️ Fully Equipped Kitchen ☕Coffee, Tea & Decaf Note: Potential for noise from upstairs guests

Guest favorite

Home in Rutland

4.93 out of 5 average rating, 14 reviews

Comfortable Vermont Getaway. Three bedroom home.

Your family will be close to many venues when you stay at this centrally-located place. You will be 15 minutes to Pico Ski Area and 20 minutes to Killington Ski Area. Mountain Top ski area and wedding venue is a 15 minute drive. Downtown Rutland is five minutes to enjoy the many shops, restaurants and the Paramount Theatre.