Family-friendly holiday rentals in Gypsum

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Gypsum family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Condo in Vail
4.86 out of 5 average rating, 326 reviews

Premier Location in Lionshead

RyanRating, 5 stars1 week ago
This place was by far the best location in Vail we have ever stayed at and we have been coming for 20 years off and on. The view itself cannot be beat! The patio/ porch is amazing. You will have a view of the Bavarian inspired Village and feel like you hav been transported to Europe. Walk out the door and you are steps away from Skiing/ Gondola or Events like we were just at for the GoPro MountainGames. Parking at Lionshead Garage was convenient but not cheap. We will definitely be back!
Guest favourite
Cabin in Fairplay
4.98 out of 5 average rating, 194 reviews

Beautiful Log Home -4 Master Suites! Fishing! Ski!

JasmineRating, 5 stars3 months ago
Mark & Nancy were on top of everything before we got to the cabin. From vehicle recommendations to all of the info we needed to get in. The airbnb was stocked with everything we needed along with fun card and board games to keep everyone entertained. One couple on the trip even got engaged at the top of the hill right by the airbnb with the beautiful mountains in the background! 10/10 would recommend.
Guest favourite
Condo in Granby
4.85 out of 5 average rating, 416 reviews

Cozy 1 bedroom Granby Ranch condo

KatieRating, 5 stars2 weeks ago
My dog and I really enjoyed our stay at Scott’s! We were doing a long road trip so it was nice to have a comfortable and clean place to stay during our trip to recharge.
Guest favourite
Apartment in Snowmass Village
4.93 out of 5 average rating, 235 reviews

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna

MichelleRating, 5 stars1 week ago
Stylish, comfy and well-stocked with everything we needed. Easy drive into Aspen, making it an affordable alternative. Super responsive hosts. Recommend.
Top Guest favourite
Home in Silverthorne
4.92 out of 5 average rating, 154 reviews

Fun & Cozy Cabin without the Woods

JasonRating, 5 stars1 week ago
We loved our stay! It was a very unique place very close everything. I loved the story behind the house, and the book of the history of the cabin. Of course, my girls loved the hot tub, and were in it every night we were there. We would love to come back someday!
Guest favourite
Townhouse in Avon
4.82 out of 5 average rating, 150 reviews

Ski-In/Out Beaver Creek Townhome!

ErinRating, 5 stars3 months ago
We really enjoyed our stay at Reid's place. The home was comfortable and in a quiet neighborhood close to everything. We enjoyed the catwalk in and out for skiing. The hot tub was a nice feature and the kitchen cabinet was well stocked with basic spices/baking needs. We would absolutely go back next year if it wasn't already booked for the week we need.
Guest favourite
Condo in Dillon
4.95 out of 5 average rating, 321 reviews

Lakeside w/ Mtn Views, Access Ski & Sport NO PETS

GlenRating, 5 stars1 week ago
Great place to stay to see a show at the amphitheater. The place was clean and has a great view of the lake and mountains. Plan on there again.
Guest favourite
Home in Glenwood Springs
4.91 out of 5 average rating, 182 reviews

Hot Tub - Amazing Views - Family/Groups - Private

CassiRating, 5 stars2 weeks ago
Absolutely amazing home. Just sitting on the back deck with the view of the mountain is worth everything. The home was clean host was great. Can't wait to stay again.

Family- and pet-friendly home rentals

Top Guest favourite
Cabin in Fairplay
4.97 out of 5 average rating, 178 reviews

Tranquil Log Cabin- ALL King Beds/10% off Summer!

PrestonRating, 5 stars2 months ago
Stayed here with 6 people total and everyone was very comfortable. Tara provided helpful instructions and was always responsive to any questions I had. The property requires a gate code and has very little traffic once off the main road. Kitchen was spacious and the loft bedroom upstairs was super cool. We got snowed on pretty good our first night so we were very glad to be able to use the fireplace at the home! The place was very clean and couldn’t have been happier with our stay.
Guest favourite
Home in Avon
4.88 out of 5 average rating, 104 reviews

Eagle Vail house on golf course- 4/4

MonicaRating, 5 stars3 months ago
Was perfect for our group. Will stay again.
Guest favourite
Farm stay in Parachute
4.92 out of 5 average rating, 185 reviews

Our Dream Ranch Guest Home

BrandiRating, 5 stars1 day ago
Jody went above and beyond to check in with us to make sure we had everything we needed, she took the time to demonstrate how her cooling system worked to keep us cool and comfortable. The bunkhouse had everything we needed for our stay.
Superhost
Townhouse in Copper Mountain
4.77 out of 5 average rating, 112 reviews

Views of Golf & Ski On/Off Condo/ W&D/Hottub/Grill

BillRating, 5 stars2 months ago
Great place with easy access to the slopes!
Guest favourite
Guest suite in Fraser
4.92 out of 5 average rating, 631 reviews

Spring has arrived!

AndrewRating, 5 stars1 week ago
Lisa’s place was perfect for what I needed - a simple, peaceful accommodation to spend the night as I was passing through the area. Everything was exactly like the description and Lisa was proactive in communicating instructions prior to check in. The Murphy bed was comfortable, the kitchen was well-stocked, and even though the suite is attached to the main house, it felt very private. Would definitely stay there again!
Guest favourite
Home in Georgetown
4.91 out of 5 average rating, 333 reviews

The Cricket- An amazing Tiny House!

KevinRating, 5 stars3 weeks ago
We thought this place was marvelous. Nature all around, but close to amenities and adventure. 6 deer in front yard. mountain bluejays . beds oh so comfy, shower great. I slept on the porch.. excellent use of space. really good lighting for reading. rushing Creek out kitchen window. glorious.
Guest favourite
Cabin in Fairplay
4.97 out of 5 average rating, 135 reviews

Magic Getaway in the Mountains, Fairplay, CO

KarenRating, 5 stars5 days ago
Jonathan and Kelly’s place was a wonderful place to relax. Views were incredible and we had two moose come to visit! The stars at night were amazing, and the kitchen and grill provided everything needed to cook a great meal after a day of exploring. Lots of great hiking options nearby, and a superlative tub for soaking after that hike. Can’t recommend enough.
Superhost
Farm stay in Carbondale
4.82 out of 5 average rating, 106 reviews

Dreamy Yurt “1 of 23 Best Glamping Spots in U.S”

AimeeRating, 5 stars9 months ago
The Yurt was so much fun. It is camping, or glamping I should say, so keep that in mind. But it did have everything we needed. It was a little cold at night, but Pam got us extra heating blankets to help. Pam was very responsive to our needs and she went out of our way to make sure we were comfortable and happy, which I really appreciated. The bathroom was shared with one other Yurt and the water was warm (not hot) but, remember, you are GLAMPING so that should be expected. The microwave and the wifi are in the "barn," which is a short walk away. I have AT&T and had no service in the Yurt. We loved our time there and will definitely consider coming back again. It is in such an amazing location and you do get away from all the crazy of city life.

Family-friendly home rentals with a pool

Guest favourite
Condo in Avon
4.83 out of 5 average rating, 102 reviews

Peaceful riverside 2+bdrm Condo in EagleVail

FranciscoRating, 5 stars2 months ago
the house was comfortable, the surroundings were nice, and the common hot tub after skiing was great. the house had some minor glitches, but the space is well used and the sleeping space is very nice. I'd say, ideal for a family of four or two couples with a kid. the beds are; two queens and two twins (a couch and a bed under the couch)
Guest favourite
Condo in Breckenridge
4.86 out of 5 average rating, 109 reviews

Perfect Summertime Pool Amenities 1 Bed Peak 7

SierraRating, 5 stars1 week ago
My husband and I took a quick getaway to Breck after spending time in Denver. This is my third time staying in Breck. Out of all of the Airbnbs that I’ve stayed at in Breck, this has definitely been my favorite. The Airbnb was spacious, clean and had great amenities. My husband and I loved making use of the hot tub, pool, shuttle and pool table. It was off season so a bonus was that it was so quiet. Anyways, we miss it already. Definitely stay with Scott if you are looking for a Breck Airbnb.
Guest favourite
Apartment in Frisco
4.93 out of 5 average rating, 116 reviews

Frisco One Bed One Bath Condo

ShaynaRating, 5 stars2 days ago
Perfectly situated to Frisco area and surrounding towns. Easy under a mile walk to main strip of Frisco with shops, restaurants, outdoor beer garden and music, marina and Mountain View. My boyfriend and I walked home after night out on the town and felt very safe. Tara was very flexible and responsive - perfect for our stay - would stay again!
Guest favourite
Condo in Vail
4.93 out of 5 average rating, 181 reviews

East Vail Condo steps from Hot Tub/Pool on Busline

StuartRating, 5 stars2 months ago
Great stay in Vail! Such a well decorated and stocked condo on the bus line! One of the most proactive and responsive management teams as well!
Guest favourite
Condo in Dillon
4.79 out of 5 average rating, 128 reviews

The Perfect Mountain Getaway

CrystalRating, 5 stars2 months ago
This place was perfectly centralized to many Summit County activities. The condo was spacious, comfortable, well stocked, and very clean. The beds were comfy too. We really enjoyed our time here.
Superhost
Condo in Edwards
4.89 out of 5 average rating, 110 reviews

Vail Valley Condo:Pool/Hot Tub,Walk to Everyrthing

ConnerRating, 5 stars4 months ago
Perfect Ski Getaway – Amazing Location & Amenities! I had an incredible stay at this Airbnb! The location was absolutely perfect, just minutes away from the ski resort, making it super convenient to hit the slopes. The balcony was amazing, offering stunning views that made for the perfect spot to relax after a long day with a grill to make an amazing dinner after a long day. The place itself was spacious, well-equipped, and had all the amenities needed for a comfortable stay. Everything was clean, well-maintained, and thoughtfully set up to make guests feel right at home. Plenty of room for everyone, and the host was great with communication. Would definitely stay here again—highly recommend for anyone looking for the perfect ski retreat! ⛷️
Guest favourite
Apartment in Aspen
4.88 out of 5 average rating, 105 reviews

Aspen Mountain Residences Saturday Studio

StuartRating, 5 stars2 days ago
Great experience staying at this property . The room was great and the staff was first class and very accommodating. Will definitely look to book again
Guest favourite
Condo in Aspen
4.89 out of 5 average rating, 405 reviews

COZY CHALET CHIC' ON THE SLOPES

晓岚Rating, 5 stars2 months ago
Great location. The apartment is actually smaller than I expected but it was well-arranged. It’s more like a studio than a one-bedroom as there’s only curtain separating the bedroom and the living room. Living room was spacious. The location beats everything. Hand soap was not provided, also bring your own grounded powder if you are a coffee person.

Quick stats about holiday rentals that are family-friendly in Gypsum

  • Total rentals

    40 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    440 reviews

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore