
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.

Mountain home paradise 1GBPS internet, quiet home!
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

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

Old Orchard Property- 7 min to Glenwood Springs
Enjoy a beautiful property filled with old orchard fruit trees located just minutes from Glenwood Springs or New Castle. Guests will enjoy a walk out basement living space with separate entrance, private bedroom and bathroom. Please be aware when booking this unit is attached to the main house with a separate private entrance. Walk out to a large fenced in backyard where morning coffee can be enjoyed under the apricot tree. The property is home to a family including fur babies and chickens.

Spacious Lock-off near Vail, In Eagle Colorado
Large and Cozy basement lockoff Fully Equipped large kitchen new carpeting king bed and queen bed newer sofa/ bar table/ games/ Chair that converts to child bed W/D- Kithen table seats 4 dishwasher/ all kitchen supplies Coffee maker and I try to provide coffee pods/lots of towels many extra blankets Fireplace heater/mood light smart TV/ cd player / fun videos Wi block Multiple fans but cool in basement heater security cameras in entry Kingbed Queen Bed Floor futon Roku desk area

Exquisite Creekside Suite in the Heart of Aspen #1
Welcome to the Creekside! This exquisitely finished and tastefully furnished suite is just a 4 minute drive from the hustle-bustle of Aspen's "core," while at the same time being in an incredibly quiet, serene and relaxing setting. Inside you'll find a luxurious queen bed, a fully stocked kitchen, seating area, and desk for business travelers. Outside, enjoy access to a gorgeous creek-side property where you can kick back and relax on your private shores of crystal clear Castle Creek.

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

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

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.

Marriott's Streamside BIrch St
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.
Picturesque Chalet, Bordering Flat Top Wilderness.
Escape to SCAR Ranch, a handcrafted log home set on 70 private acres at 9,200 ft. Surrounded by shimmering aspens and endless views, this retreat blends rustic charm with modern comfort. Relax by the fire or on wide porches while spotting deer, foxes, and our local moose. In summer, enjoy miles of private trails and nearby hiking; in winter, step into world-class snowmobiling. A true mountain sanctuary for rest, adventure, and connection with nature.

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.
Popular amenities for Gypsum family-friendly rentals
Family-friendly home rentals with a hot tub

The Riverfront Oasis with indoor/outdoor Jacuzzis

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

Best View in Glenwood Springs Hot Tub + Game Room

Vail/Beaver Creek Golf Course w/ Private Hot Tub!

Valinor Ranch - Private Retreat & Idyllic Weddings

Twin Peaks | Scenic Hot Tub + Serene Design

Modern Mountain Loft

Edwards condo with attached garage
Family- and pet-friendly home rentals

1903 Victorian in the heart of town

Aspen Haven - 25min to Breck, Pet Friendly!

Mountain Escape On The River

Kid and Dog Friendly Home w/ Amazing Views!

Creekside Como cabin, offgrid, with amazing views!

Hear the river at the Frying Pan Studio

Downtown Hot Springs RAD Cabin

Home in middle of everything
Family-friendly home rentals with a pool

Inviting Mountain-Modern Condo on Eagle River

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

Find Yourself Steps from Town/Lifts in a King Studio Getaway

A TRUE Ski-in Ski-Out, Free Shuttle and Amenities!

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

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

Cozy, Renovated, Clean, Quiet, hot tub, grill

1 Bedroom for 4 w Parking in the CORE of Downtown
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 $76 SGD per night before taxes and fees

Verified guest reviews
Over 570 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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