Family-friendly vacation rentals in Pitkin County

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Top-rated family-friendly rentals in Pitkin County

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

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Guest favorite

Condo in Aspen

4.97 out of 5 average rating, 195 reviews

Holiday Special! Buy one Condo get one FREE!

HOLIDAY SPECIAL: Book (1 week minimum) anytime from December 16 to December 26, 2024, and get a second condo FREE! Welcome to our mountain condo in the heart of the Aspen Core. This is one of the nicer condo buildings in Aspen w/a secured, heated Lobby & elevator access to floor. Garage parking for 1 car; 2 bedrooms/2 full baths & A/C. Location is excellent: 2-minute walk to Wagner Park, 6-minute walk to City Market, & 4 minutes to Gondola. Next door to Dancing Bear & 1/2 block to St. Regis.

Guest favorite

Condo in Aspen

4.87 out of 5 average rating, 286 reviews

LUXURY LIVING IN DOWNTOWN ASPEN

3 luxurious bedrooms in the center of Aspen on the 3rd floor with full access to the brand new W hotel rooftop pool deck and hot tubs !! We designed the condo to give you privacy in the bedrooms and a large loungey loft living room and gourmet kitchen -- complete with hotel style ice maker -- as a great space to come together. 2.5 bathrooms gives everyone their own mirror to get ready in front of for the Aspen nightlife !! Every room has a tv to relax :) !!! We have no elevator and no AC !!

Guest favorite

Condo in Aspen

4.89 out of 5 average rating, 390 reviews

COZY CHALET CHIC' ON THE SLOPES

Virtual ski in ski out to your stunning mini studio chalet in the heart of Snowmass Village... Walk 50 meters and clip in to your skis or your board! Brand newly refurbished mini chalet , with all the toys... gorgeous fire place , great outdoor jacuzzi and sauna waiting for you after your great day of skiing on the worlds best slopes .. 20 meters walk to some great apres ski bars and a free 30min bus to Aspen, Highlands and Buttermilk! This is your 'ski no brainer!' Winter or Summer we got you!

Superhost

Home in Carbondale

4.82 out of 5 average rating, 190 reviews

Crystal River Nest | Riverside Fishing Oasis

Nestled along the Crystal River on 13 Moons Ranch, the River Nest offers a half-mile of private fishing and a peaceful retreat into nature. Enjoy views of the majestic 13,000-foot Mount Sopris and the river right outside. Watch local wildlife through your picture windows as you breathe in mountain air and listen to the river’s flow. Just 10 minutes from Carbondale, yet secluded, this cozy getaway sits on an inspiring ranch where artists, musicians, and community gather to celebrate the land.

Guest favorite

Townhouse in Snowmass village

4.89 out of 5 average rating, 124 reviews

Awesome TOP Floor unit!Great views. Walk to it all

Great condo in snowmass pool hot tubs and work out room with sauna ! FANTASTC LOCATION! Only a 2min walk to slopes, Free bus to Aspen, mall with shopping and restaurants. Wake to a beautiful sunrise over the Rocky Mountains .Nature trails are a short walk out the door. Free parking during the spring ,summer and fall and a small daily fee during the winter months.Mall and free bus is only 1easy block! ski locker on the main level so no need to lug equipment up the stairs 3 rd floor views!

Guest favorite

Rental unit in Aspen

4.92 out of 5 average rating, 159 reviews

NEWLY RENOVATED! Aspen Core! Walk to everything

NEWLY RENOVATED - backlit onyx, gas fireplace, hardwood floors, walk to everything! Complex has hot tub. Family friendly & pet friendly! Unit comes with a Pack N Play set for guests to use. Located in Aspen Central Core. 1 block from Little Nell, easy walking distance to all shops & restaurants. Less than 100 yards from Ajax gondola, 3 blocks to bus stop that takes you to Highlands, Snowmass and Buttermilk. City Market grocery store and wine store (the Grog Shop) across the street.

Superhost

Condo in Snowmass Village

4.85 out of 5 average rating, 119 reviews

Charming 3-Bed Studio w/ Family-Friendly Loft

Escape to a charming studio with loft in Snowmass Village, CO. This well-appointed unit offers a cozy retreat steps from the slopes and Snowmass mall. Enjoy access to skiing, dining, and shopping, all within a short stroll. The condo boasts three beds, perfect for a family or group. Enjoy the hot tubs, outdoor pool, fitness area, sauna, and more! Whether you're on the slopes or exploring the picturesque surroundings, this unit provides the ideal base for an unforgettable mountain getaway!

Guest favorite

Rental unit in Snowmass Village

4.97 out of 5 average rating, 118 reviews

Mountain Gem Fireside Ski Retreat

Our freshly remodeled condo is well located in Snowmass Village. Newly upgraded with a king bed in one room and a queen + single in the second bedroom. Bathrooms remodeled in summer of 2024! The association has a new pool, hot tub and workout facility - and they are spectacular and very close to my condo. It comfortably sleeps 5 with 2 bedrooms, each with a private bath. Located in a quiet corner of the property. And has very easy access to the trails & buses. STR License # 02088

Guest favorite

Condo in Aspen

4.99 out of 5 average rating, 103 reviews

Beautiful, 3 Bedroom 2 bath condo steps from town.

This 3 bedroom, 2 bathroom condominium has 6 beds, updated nicely, located 2 blocks from the base of Aspen mountain, walking distance to City market, world class restaurants and shopping. The master has King bed, guest bedroom Queen bed and bunk bedroom has 2 double bed and 2 twin beds. Located in the heart of Aspen making it very easy to get around town, either walking or hopping on The Downtowner (free shuttle, just download the app). A standard lease agreement required.

Superhost

Rental unit in Aspen

4.87 out of 5 average rating, 245 reviews

1 Bed 1 Bath in Downtown Aspen with Parking Spot!

One bedroom condo, right in the Aspen core. Steps to Ajax Gondola, restaurants, & shopping - the location doesn't get any better! Open concept living space, high end kitchen, and the perfect cozy condo to call your home away from home in Aspen. Designated parking spot. We are Aspen locals, who can assist in everything from airport transportation, concierge services, local recommendations and more! Pet Friendly to quiet and polite furry friends.

Guest favorite

Home in Aspen

4.96 out of 5 average rating, 115 reviews

Aspen Charming 3 Bedroom House/Hot Tub on 2 Acres

Charming 3-bedroom family house with a hot tub, set on two acres with panoramic views. Conveniently located equidistant between downtown Aspen and Snowmass Village, just 8 miles from each. Enjoy a tranquil setting while being only 15 minutes away from any of the four Aspen/Snowmass ski areas. Please note, the basement apartment with a private entrance is used by the owners. Ample parking is available on the property for up to three vehicles.

Guest favorite

Rental unit in Aspen

4.98 out of 5 average rating, 101 reviews

2 Bedroom 2 Bath Aspen Condo

Walk to everything from this ideally-located condominium. Only 3 blocks from the gondola, but on a quiet residential street. This light and bright 2BR is a second floor corner unit with eastern and northern exposures. Enjoy views of Smuggler and Red Mountains from the spacious deck. Contemporary finishes, gourmet kitchen, in-unit washer and dryer, A/C in bedrooms. One assigned off-street parking space.