
Family-friendly holiday rentals 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.

Cabin on the river
Lockoff basement with private entrance in a log home.Two sliding doors overlooking the Eagle River.My husband and I live in the upper part of the home. The price is set for 2 people if there is a 3rd or 4th person there is a $15.00 charge per person per day. It's set up for 4 guests Max. Gypsum is 4 miles from the Eagle Airport,24 miles east of Glenwood Springs and located between Vail and Aspen. This area offers skiing,flyfishing, rafting, hiking, biking, horse riding and many other activities.

Pet Friendly Apartment with Private Backyard
Lock off basement within walking distance to Colorado river and hiking trails. Just a 20 minute drive from Glenwood Springs and 30 minute drive to Vail and Beaver Creek and a little over 1 hour from Aspen. The apartment is locked off from the main residence with private access and a fenced in backyard. Premises does have 2 parking spaces available but may accommodate a trailer or camper with notice. Pet Friendly to well behaved animals. One sofa bed, Full over Queen and Queen bed. 4 Beds total

Adventurer's Paradise
Josh and I have a modern and clean down stairs lock off only 3 blocks from downtown. The space is all yours with a 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. The views alone are worth the visit! Reminder: This is the mountains. The entrance is well lit and shoveled but plan on dirt and snow. It comes with the territory! Lic. #006688

A Night with the Alpacas~Alpaca Experience
Welcome to the wonderful world of Alpacas on our gorgeous 53 acre ranch! To create our Airbnb, we repurposed this 1940’s concrete building. You will love sitting on the porch watching them play as the sun sets, or having your morning coffee with them. In addition to staying with the alpacas, you can enjoy a scheduled time to experience them one on one! Highlands close by so you can enjoy “Coffee & Coos!” A wonderful nights sleep~$149!! Serenity, Giggles & Memories~PRICELESS!

Red Mountain Getaway - Mountain Views by Downtown
The Red Mountain Getaway is within walking distance from the historic downtown, hiking/biking trails, hot springs, and the Roaring Fork & Colorado Rivers. Come experience Glenwood Springs as the locals do. Featuring - A private fully equipped 1 bedroom apartment with beautiful mountains views in the lower level of our family home - An incredible large fenced-in backyard with a basketball court & a swing set - The best neighborhood in Glenwood Springs at the base of Red Mountain

Aspen Haven - 25min to Breck, Pet Friendly!
*4WD/AWD REQUIRED DURING THE MONTHS OF NOV-APRIL This vacation rental is the ideal hub for Colorado's long list of all-season activities - conquer towering 14ers nearby, fish for trout in the 'Fishing Capital of Colorado', or ski at any of the 4 world-class resorts! Spend those in-between moments at this updated apartment featuring all of the comforts of home and breathtaking Rocky Mountain views. Just 25 minutes from Breckenridge, 10 minutes from Fairplay, 4 Minutes from Alma

Cabin on Sweetwater Creek
This is a simple cabin-home is located 7 miles up from the Colorado river on Sweetwater Creek. Three more miles up the road is Sweetwater Lake and the jump off area for the White River National Forest and the Flat Tops Wilderness area. Glenwood Springs is 32 miles down creek/river. Great access to hiking, floating, biking (Glenwood Canyon) and hunting, or best yet relaxing next to a beautiful creek. Brink's Outfitters at Sweetwater Lake has horses and guides for riding.

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.

Cozy Eagle Ranch retreat walk to everything
Relax at this peaceful Eagle Ranch condo at the end of your day of fun at Vail and Beaver Creek; a theater, a gym and great restaurants within blocks; great mountain view. The golf courses and bike trails within walking distance. Great to fly direct to Eagle Co Airport 5 miles away and avoid Denver traffic. You might enjoy cooking in the fully equipped kitchen or try a double espresso from the Breville espresso machine. Washer/dryer. No pets. (permit#202400136)

Marriott's StreamSide Birch 1BD sleeps 4 -6
WELCOME TO MARRIOTT'S STREAMSIDE BIRCH AT VAIL FEEL THE SPIRIT OF THE ROCKIES IN VAIL, COLORADO 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.

Peaceful/quiet 3 bedrm overlooking town of Eagle!
Escape to tranquility in the gated and private Garrison Ranch! This 3-bed, 2-bath modular home offers comfort, stunning views, and privacy just under 3 miles off I-70. Located above Eagle, CO, the home is accessible via a maintained gravel road past City Market and restaurants. Enjoy open skies, mountain views, and peaceful living, all minutes from town. A rare blend of seclusion and convenience—This home on the Garrison Ranch is truly special.

The Villa Costalotta
The Villa Costalotta (we are being facetious) is a standalone building separated from our cabin by a paved alleyway. We live out in the country, just 3 miles from Eagle, with no near neighbors so mostly what you hear is the creek behind the building and the nearest neighbor’s rooster crowing. We have installed Starlink for internet service with over 100Mbps download speed.
Popular amenities for Gypsum family-friendly rentals
Family-friendly home rentals with a hot tub

Best Mtn View | Patio | Hot Tub | Pets | 6 Ppl

Creekside A-Frame with Hot Tub - 12 miles to Breck

The Riverfront Oasis with indoor/outdoor Jacuzzis

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

Valinor Ranch - Private Retreat & Idyllic Weddings

A-Frame on 6 Acres bordering National Forest

Twin Peaks | Scenic Hot Tub + Serene Design

Private Cabin and Hot Tub in the Woods
Family- and pet-friendly home rentals

#4 Spacious Dog Friendly Cozy Motel Room Leadville

North Glenwood Springs Flat

Adorable Studio Apartment. Short walk to Town!

1903 Victorian in the heart of town

Modern Cabin, Missouri Heights, 360 Magical Views

Kid and Dog Friendly Home w/ Amazing Views!

On The Wild Side

Cutest Downtown Bungalow
Family-friendly home rentals with a pool

307 | Ski in/out + Ski Valet, 4 Season Pool & Spa!

Take a Break in Breck @ Stunning Ski In+Out Studio

Studio~Ski Granby/Winter Park. Pool/Hot Tubs

Queen Studio | Pool, Hot Tubs & Near RMNP

3Bed/2Bath Mtn Modern Home w/ Sauna near BC/Vail

Edwards Riverside! 5min-BeaverCreek | Walk to dine

Fully Renovated Aspen Core 2/2 on River

Spacious 1 Bed- incredible views of lake & MTNs
Quick stats about holiday rentals that are family-friendly in Gypsum

Total holiday rentals
Explore 40 holiday rentals in Gypsum

Nightly prices starting at
Gypsum holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Gypsum holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gypsum rentals

4.8 Average rating
Gypsum stays are highly rated by guests – averaging 4.8 out of 5!
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