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.

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Guest favourite
A shaded outdoor area is presented beneath a vibrant red umbrella, offering views of lush green grass and trees. The landscape features distant mountains and a river, providing a serene backdrop for relaxation.
Guest suite in Gypsum
4.89 out of 5 average rating, 988 reviews

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.

Guest favourite
A living area features a leather couch and a patterned armchair positioned around a rectangular table with a dark surface. Art prints are displayed on the wall above the couch. Two standing lamps provide additional lighting, and a patterned rug covers the floor.
Home in Colorado
4.95 out of 5 average rating, 291 reviews

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

Guest favourite
A modern living area features a dark leather sofa adorned with decorative cushions. A wooden coffee table occupies the center, with a lamp illuminating the space. A bookshelf filled with various titles stands against the wall, and a textured area rug adds warmth to the concrete floor.
Guest suite in Eagle
4.93 out of 5 average rating, 541 reviews

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

Top guest favourite
An inviting studio space features a spacious bed and a comfortable seating area. Exposed wooden beams add a rustic charm. A functional kitchen area with modern appliances is visible. Natural light pours through large windows, enhancing the warm and approachable feeling of the room.
Farm stay in Silt
4.98 out of 5 average rating, 674 reviews

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!

Top guest favourite
A cozy bedroom is highlighted by a spacious bed adorned with a colorful blanket featuring horse motifs. Two bedside lamps provide soft illumination, while a framed artwork of horses graces the wall above the bed. A dresser and door leading to another room are visible.
Flat in Glenwood Springs
4.92 out of 5 average rating, 275 reviews

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

Guest favourite
A two-story vacation rental is set against a backdrop of pine trees, with a spacious deck supported by wooden pillars. The ground level features outdoor seating and entrances to the apartment. Lush greenery and boulders enhance the natural surroundings.
Guest suite in Fairplay
4.94 out of 5 average rating, 171 reviews

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

Superhost
A rustic log cabin is set in a green yard, surrounded by tall trees. A covered porch spans the front, with colorful chairs placed nearby. Large windows provide natural light to the cabin's interior, while a shed can be seen in the background.
Cabin in Gypsum
4.88 out of 5 average rating, 281 reviews

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.

Top guest favourite
The interior space showcases a cozy bedroom area with a spacious bed flanked by bedside lamps. A living area is defined by a comfortable sofa adorned with patterned cushions, complemented by a rustic coffee table. A wood stove and large windows enhance the inviting ambiance.
Cottage in Glenwood Springs
4.94 out of 5 average rating, 946 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.

Guest favourite
A cozy living area is furnished with a comfortable sectional sofa and simple wooden cabinets. A large television is positioned on a media unit, while a lamp and a soft area rug create a relaxed ambiance. Natural light streams in through the sizable windows.
Apartment in Eagle
4.92 out of 5 average rating, 260 reviews

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)

Guest favourite
A view of the resort exterior is presented, set against a backdrop of tall pine trees and rolling mountains. The building features multiple balconies and a warm color palette, reflecting a blend of rustic charm and modern convenience.
Apartment in Vail
4.91 out of 5 average rating, 411 reviews

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.

Top guest favourite
A serene outdoor seating area is displayed, featuring a fire pit surrounded by four cushioned chairs. Lush greenery and mountains can be seen in the background under a clear blue sky, enhancing the peaceful atmosphere of the deck.
Home in Eagle
4.96 out of 5 average rating, 174 reviews

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.

Top guest favourite
A rustic, brown barn-style building is depicted with green trim and double doors. Warm lights are positioned near the entrance, providing gentle illumination. The structure is set on a paved path, with grassy areas visible alongside. Trees are seen in the background, adding to the natural setting.
Guest house in Eagle
5 out of 5 average rating, 247 reviews

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

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!