
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

1BR/BA Condo in Avon, 3 miles to Beaver Creek
Message me all requests, have some flexibility. Discount for longer stays. Great Location & Great Value in Avon! Only 3 mi to Beaver Creek & 9 mi to Vail. Getting around is easy, it’s a quick walk to Bear Lot (0.3 mi) for skier shuttle. The free town bus stop is across the street & will take you to the Avon Center where you can connect to BC or Vail, etc. Close to all in Avon & steps to river/bike path. Walk to Nottingham Lake/Park. Fully equipped kitchen, spacious LR and Comfy king bed!

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.

Kiwi Hideaway - Modern Apt. near Downtown GWS
Located in a quiet neighborhood at the base of Red Mountain. Twenty minute walk to downtown Glenwood Springs. Hiking and biking trails, the Roaring Fork and Colorado Rivers, natural hot springs pools and more are only minutes away. Get out of the hustle & bustle of downtown without sacrificing convenience. Single bedroom private apartment in lower level of our lovely family home. Private entrance with a kitchenette and private patio - includes great views of Glenwood Springs and Mt. Sopris.

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

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.

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.

FREE wine | HotTub | Wood Fire | Free Vail SKI Bus
Modern Vail Retreat | Stunning Views & FREE Wine! 🍷 Your perfect mountain getaway awaits! Nestled in Pitkin Creek, East Vail, this newly remodeled condo offers breathtaking mountain views and modern finishes. Cozy up by the wood-burning fireplace with a complimentary bottle of wine. Just minutes from world-class skiing, dining, and outdoor adventures. Book now for the ultimate Vail escape! ⛷️🔥
Popular amenities for Gypsum family-friendly rentals
Family-friendly home rentals with a hot tub

Retreat w/Amazing Views near Beaver Creek

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

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

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

Deer Ranch | Private Hot Tub, 2BR Retreat

Twin Peaks | Scenic Hot Tub + Serene Design

Private Cabin and Hot Tub in the Woods

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!

Glenwood Springs Relaxing studio on Mitchell Creek

Mountain Escape On The River

Kid and Dog Friendly Home w/ Amazing Views!

The Riverfront Oasis with indoor/outdoor Jacuzzis

High West House – Serene Mountaintop Retreat

Cutest Downtown Bungalow
Family-friendly home rentals with a pool

Exquisite Luxury, Just Steps from Lifts & Village!

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

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

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna

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

Fully Renovated Aspen Core 2/2 on River

Ski-In/Walk to Downtown, Hiking/Biking Parking!

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 $104 NZD 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

Wi-Fi availability
40 of Gypsum holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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