Family-friendly holiday houses in Gypsum

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Gypsum

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest suite in Eagle

4.95 out of 5 average rating, 302 reviews

Mountain home paradise quiet home just above Eagle

Amazing spot, 1 mile N of I70 but worlds away. Great view from the deck, nice private location. We are a very active outdoor couple that are more than happy to share local info, help plan... we do just about every outdoor sport there is, and are happy to give any beta we can. We also have river toys (a raft, 2 paddleboards, a duckie/ inflatable kayak, and 3 hardshell kayaks) that can be Borrowed in exchange for wine ;). (You’ll need a vehicle with a rack or a truck to shuttle) Kaleb & Abby

18 – 25 Sept

$1,236 AUD total

Guest favourite

Apartment in Carbondale

4.96 out of 5 average rating, 290 reviews

Aspen Valley! SKI,fish, hike & bike

Experience world class skiing on a budget. Walking distance fishing. Near miles of bike, jogging, hiking trails, pet & kid friendly park. One mile from Whole Foods, Starbucks, movie theater, dining & shopping. Near local public transportation. Between Carbondale & Basalt. The best area for nature & amenities. Bright above grade, private entry, no shared living space, basement apartment. One car parking. Backyard hot tub. One bedroom w/ king bed & two twin beds. Queen Couch bed in living room.

15 – 22 Sept

$2,063 AUD total

Superhost

Cabin in Carbondale

4.82 out of 5 average rating, 537 reviews

3Br 2 Bth + Skatepark at Ten Peaks Ranch nr Aspen

My place is close to great skiing in Aspen, beautiful hiking next door in White River National Forest, and great night life close by in Aspen and Carbondale. You’ll love my place because of The views in every direction. You can enjoy the dark valley and vivid sky at night, or be in the action in Aspen a short drive away. My place is good for couples, business travellers, families, big groups, and furry friends. Concrete skatepark and trampoline in the front yard for the daredevils among us.

27 May – 3 June

$4,185 AUD total

Guest favourite

Guest suite in Silverthorne

4.97 out of 5 average rating, 965 reviews

Bighorn Lodge- Sputnik Suite

Minutes from Keystone, Breckenridge, Loveland, Arapahoe Basin and Copper Mountain ski resorts, this suite is a skiers paradise. Our luxe designer guest suite sleeps 2 with a king bed and has a private, attached bathroom. Better quality than any local hotel, a fraction of the price! West & north facing windows with huge mountain vista views of the Gore range. The main entrance is shared, with the private access to your studio located just up the private stairway (Silverthorne License 30796).

7 – 14 June

$1,334 AUD total

Guest favourite

Guest suite in Eagle

4.95 out of 5 average rating, 464 reviews

Adventurer's Paradise

Josh and I just built our first home in the last few years. We have a modern and clean down stairs lock off only 3 blocks from downtown. The space is all yours with a kitchen, bedroom, bathroom, laundry and private entrance with parking. We are in the center of Colorado's mountain biking community with a 100 miles of single track. Also just down the interstate from Vail and Beaver Creek resorts with more amazing mountain biking and skiing. The views alone are worth the visit! Lic. #006688

15 – 22 Oct

$1,307 AUD total

Guest favourite

Apartment in Carbondale

4.97 out of 5 average rating, 397 reviews

Gorgeous, Cozy, Mountain “Chalet” Private Hot Tub

Step into your private, light-filled one-bedroom apartment reminiscent of a cozy, ski chalet. PLEASE NOTE: The apartment is in the lower level of our home, we live upstairs with our dogs. Private, locked off entrance that opens onto a patio with hot tub and a huge, grassy, fenced yard, perfect for your dog! We offer many extras such as wine, coffee, amenities & snacks. Only 25 minutes from Aspen and Snowmass and 5 minutes to: City Market, Whole Foods, great restaurants and shopping.

5 – 12 Oct

$1,954 AUD total

Guest favourite

Guest suite in Glenwood Springs

4.91 out of 5 average rating, 192 reviews

Roaring Fork River and mountain getaway

Come relax in our mountain contemporary, private one bedroom apartment located in the lower level of our home in a safe, quiet neighborhood steps from the Roaring Fork River. Enjoy all that Glenwood Springs has to offer! Ski at local Sunlight or Aspen. Soak in the therapeutic hot springs. Hike the Hanging Lake. Bike the trails. Have fun at the Glenwood Caverns Adventure Park. Fish the Roaring Fork river from out our back gate. Glenwood Springs Accessory Tourist Rental Permit ATR-009

13 – 18 May

$1,300 AUD total

Guest favourite

Guest suite in Carbondale

4.89 out of 5 average rating, 268 reviews

Black Bear Guest Suite With Private Entrance

REMODELED garden-level guest suite with private entrance located just off Highway 82. This is the lower floor of a three floor single family home in a quiet, family friendly neighborhood. The space includes 2 bdrm, 1 bath and a large living area with a small couch, a hide-a-bed couch, TV, dining table, small kitchenette and laundry. Active family of 5 living upstairs. Use of fenced yard and hot tub are included. Midway between Aspen and Glenwood and only 3 blocks to bus stop.

21 – 28 Oct

$1,840 AUD total

Guest favourite

Cabin in Como

4.95 out of 5 average rating, 567 reviews

Creekside Como cabin, offgrid, with amazing views!

Secluded, well-appointed cabin right on Tarryall Creek, with wifi, more than 5 acres of solitude, and 360-degree mountain views. This is our dream place to escape, unwind, and listen to the creek. It's remote and quiet, but accessible year-round: 2 hours from DIA, 1.5 hours from downtown Denver, and 50-mins from Breckenridge. Large kitchen (w/ fridge and antique stove), barnwood accents, huge 400sf deck, and historic decor from Como's gold rush. Dogs welcome, too.

15 – 22 Nov

$1,631 AUD total

Guest favourite

Cottage in Glenwood Springs

4.94 out of 5 average rating, 776 reviews

Mountain Cottage at Fourmile Creek

Only minutes from the beautiful town of Glenwood Springs, this mountain cottage offers privacy and country living at its finest. It boasts a unique, storybook architecture that is unparalleled. This custom built cottage is an outdoor lover's paradise! It is a quick hop and a skip from Sunlight Ski area-be on the chair lift in 5 minutes! The area offers plentiful ski runs, backcountry skiing, snowmobiling, snowshoeing, equestrian trails, mountain biking, and hiking.

12 – 19 Oct

$1,815 AUD total

Guest favourite

Loft in Avon

4.91 out of 5 average rating, 253 reviews

Ski Condo-Great Location / Minutes to Beaver Creek

Loft style condo located in the heart of Avon with FREE skier shuttle to Beaver Creek located right outside the condo. Vail is only a short 10 minute drive away. Walk to restaurants, bars, grocery store, coffee shops, ski shops, etc. Super comfortable condo with AIR CONDITIONING, fully stocked kitchen, washer/dryer, and everything you'll need for your stay. BEST SUITED FOR A COUPLE OR SMALL FAMILY. Sleeps 4 max. Heated underground parking, ski locker, and gym.

22 – 29 May

$1,749 AUD total

Superhost

Condo in Vail

4.91 out of 5 average rating, 186 reviews

*Marriott's StreamSide Birch 1BD sleeps 4 -6

CHANNEL THE SPIRIT OF THE ROCKIES IN VAIL Set amid world-class ski slopes and year-round outdoor recreation, Marriott's StreamSide Birch at Vail invites you to play among the Colorado mountains. Ski 3,000 acres of fresh powder at Vail's Back Bowls, hike the lush White River National Forest, shop the boutiques at Cascade Village, raft dazzling rivers and enjoy endless leisure activities in the great outdoors, all while staying in one of our rental villas.

8 – 15 Oct

$1,032 AUD total