
Family-friendly vacation rentals in Gypsum
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Gypsum

Total vacation rentals
Explore 20 vacation rentals in Gypsum

Nightly prices starting at
Gypsum vacation rentals start at G$31,383 GYD per night before taxes and fees

Verified guest reviews
Over 570 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Gypsum vacation rentals include wi-fi access

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

4.9 Average rating
Gypsum stays are highly rated by guests—averaging 4.9 out of 5!
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.
FamilyIndoor spacesGetting around
4.88 out of 5 average rating, 1075 reviews
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
KitchenIndoor spacesSleep quality
4.94 out of 5 average rating, 381 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
KitchenIndoor spacesDecor
4.95 out of 5 average rating, 334 reviewsSweetwater Aspen Grove
Wake up in an aspen grove in a handcrafted log home on 70 private acres at 9,200 ft by Flat Tops Wilderness. Quiet and calming, with porches for coffee and soft light through the trees. Summer: private trails and Coburn/Harold hikes nearby. Winter: snowmobiling into White River National Forest. Evenings by wood fireplace, firepit, or wood fired barrel sauna. 3 private-bath bedrooms, chef kitchen, Starlink, long views, wildlife. Quiet mountain reset. Groceries ~40 min Eagle; winter AWD/4WD.
KitchenFamilyQuiet
4.9 out of 5 average rating, 280 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
FamilyKitchenComfort
4.93 out of 5 average rating, 584 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
KitchenIndoor spacesRiver
4.93 out of 5 average rating, 333 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.
Indoor spacesKitchenView
4.88 out of 5 average rating, 304 reviews
Peaceful/quiet 3 bedrm overlooking town of Eagle!
Escape to tranquility in the gated and private Buick Bar 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 at the Buick Bar Ranch is truly special.
Indoor spacesFamilyAccuracy
4.95 out of 5 average rating, 218 reviews
Conveniently located 2 bed, 1.5 Bathroom Townhome
My place is close to Situated on hole 11 of the Eagle Vail Golf Course, my home is conveniently located near Beaver Creek and Vail ski areas. In the immediate surrounding area there are diverse dining options, parks, shopping, and great outdoor recreation opportunities! I am located 3 minutes from the Beaver Creek parking area, and 12 minutes from the town of Vail. This accommodation is good for couples, solo adventurers, and business travelers.
Indoor spacesKitchenNearby
4.78 out of 5 average rating, 125 reviews
Marriott Streamside Evergreen Vail 2BD Villa
A world-renowned ski playground and the largest ski area in the U.S.A From skyscraping peaks and fertile valleys to prestigious arts and culture. Sports enthusiasts will appreciate the challenging ski slopes. Nature lovers will delight in the vast unspoiled wilderness. Your villa is an ideal place to spread out and relax after an active day. Cozy up to the fireplace or enjoy the inviting warmth of the indoor heated pool.
KitchenIndoor spacesCleanliness
4.95 out of 5 average rating, 554 reviews
Sleeps 12 | w/HotTub & Sauna | 9 Min From Slopes
Your private luxury ski home directly on the golf course awaits along with Sauna, Hot Tub and a Private Game Room. Nestled in the valley, conveniently located in between Beaver Creek and Vail Ski Resorts “The Chalet” is the perfect spot for families, friends, and coworkers to relax and recharge while enjoying world class skiing in the winter, and epic hiking, golfing, biking, and fishing in the summer.
FamilyKitchenWalkability
4.96 out of 5 average rating, 103 reviews
The Villa Costalotta
The Villa Costalotta (we are being facetious) is a stand alone 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.
Indoor spacesKitchenLong stay
4.99 out of 5 average rating, 281 reviewsPopular amenities for Gypsum family-friendly rentals
Family-friendly home rentals with a hot tub

Best View in Glenwood Springs Hot Tub + Game Room
FamilyIndoor spacesHiking
4.99 out of 5 average rating, 413 reviews
Classic log cabin on river in Redstone.
Indoor spacesFamilyBathroom
4.96 out of 5 average rating, 190 reviews
Winter Getaway in the Rockies
FamilyKitchenParking
4.73 out of 5 average rating, 98 reviews
A River Runs Through It
KitchenIndoor spacesValue
4.9 out of 5 average rating, 107 reviews
Luxury 35-Acre Retreat w/ Hot Tub & Amazing Views
Indoor spacesKitchenGetting around
4.99 out of 5 average rating, 143 reviews
BCW 2BR / Hot Tub & Free ski shuttle to Vail & BC
Indoor spacesKitchenLocation
4.8 out of 5 average rating, 141 reviews
Incredible Newly Remodeled Family Home w/Hot Tub!
Indoor spacesFamilyCheck-in
4.93 out of 5 average rating, 102 reviews
35 Acre Modern Retreat - Mount Sopris Views
FamilyIndoor spacesLayout
4.96 out of 5 average rating, 213 reviewsFamily- and pet-friendly home rentals

Hot Springs Basecamp - Firepit and Grill
KitchenFamilyAccuracy
4.95 out of 5 average rating, 134 reviews
1903 Victorian in Heart of town-Airbnb fee incuded
KitchenIndoor spacesCondition
4.91 out of 5 average rating, 441 reviews
Home in middle of everything
Indoor spacesFamilySkiing
4.85 out of 5 average rating, 302 reviews
Adorable Studio with Mountain views
KitchenFamilySleep quality
4.84 out of 5 average rating, 133 reviews
Private/Family/Views/Dogs/420/hot tub
Indoor spacesKitchenLocation
4.92 out of 5 average rating, 250 reviews
Riverside | Walk>grocery & dine! 5 min>BeaverCreek
KitchenFamilyValue
4.95 out of 5 average rating, 236 reviews
Serene Glenwood, Kid&Dog Friendly w/ Amazing Views
Indoor spacesFamilyPets
4.92 out of 5 average rating, 224 reviews
Dog & Kid Friendly Airbnb in Glenwood Springs, CO
Indoor spacesFamilyAccuracy
4.9 out of 5 average rating, 231 reviewsFamily-friendly home rentals with a pool

The Buckaroo
FamilyKitchenHiking
4.97 out of 5 average rating, 265 reviews
3BR Getaway | Pool, Hot Tub, Sauna & Ski Shuttle
FamilyIndoor spacesDecor
4.87 out of 5 average rating, 201 reviews
3BD/3BA Hot Tubs +PS5 + Free Vail Shuttle + Sauna
KitchenIndoor spacesAir conditioning
4.9 out of 5 average rating, 166 reviews
Inviting Mountain-Modern Condo on Eagle River
FamilyKitchenPool
4.99 out of 5 average rating, 142 reviews
Curl up in a Leather Armchair at a Ski-in/Ski-out Retreat
KitchenIndoor spacesCleanliness
4.96 out of 5 average rating, 330 reviews
Cozy, Renovated, Clean, Quiet, hot tub, grill
FamilyKitchenValue
4.89 out of 5 average rating, 185 reviews
WALK to Lifts & Town | Steps to Hot Tubs & Pool!
KitchenIndoor spacesQuiet
4.99 out of 5 average rating, 394 reviews
Fully Renovated Aspen Core 2/2 w A/C on River!
FamilyKitchenCondition
4.99 out of 5 average rating, 150 reviewsWhen is the best time to visit Gypsum?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$58,581 GYD | G$56,071 GYD | G$46,656 GYD | G$46,028 GYD | G$39,752 GYD | G$56,071 GYD | G$50,003 GYD | G$46,865 GYD | G$45,401 GYD | G$55,025 GYD | G$57,535 GYD | G$66,322 GYD |
| Avg. temp | -8°C | -5°C | 1°C | 6°C | 11°C | 16°C | 20°C | 19°C | 14°C | 7°C | 0°C | -7°C |
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