Are there vacation rentals with a dedicated workspace in Bailey?

Yes! Work meets play with ease at over 90 vacation rentals in Bailey featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Bailey?

Four-legged friends are welcome in Bailey. Choose from more than 90 vacation rentals for guests traveling with pets.

How much does it cost to stay in house rentals in Bailey?

Experience the best of Bailey with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do cabin rentals in Bailey have wifi?

Absolutely! We offer over 70 cabin rentals with wifi in Bailey. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Bailey have self check-in?

Absolutely! We offer over 30 house rentals with self check-in in Bailey. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Bailey have a bbq area?

Absolutely! We offer over 60 house rentals with a bbq area in Bailey. Enjoy a tailored experience with all the comforts you desire.

Do cabin rentals in Bailey have a gym?

Absolutely! We offer over 10 cabin rentals with a gym in Bailey. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for House Rentals in Bailey?

Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 60 homes with a bbq area, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Bailey

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Bailey

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Dillon

4.95 out of 5 average rating, 128 reviews

Clean Cozy Pet Friendly Home w/ Hot Tub By Ski Bus

StevenRating, 5 stars1 week ago

We LOVED this place! Comfortable and everything you need for people and dogs alike. Backyard is fantastic for dogs - secure fence and a lot of room to play. Interior has everything you need and a lot of ice touches - comfy beds, fireplace, great kitchen, etc. This was one of our top places to stay!

Top guest favorite

Cabin in Winter Park

4.95 out of 5 average rating, 201 reviews

Cozy Log Home,Sleeps 10. Free shuttle,3 min-slopes

DanyaRating, 5 stars1 month ago

Sherri was the ultimate hostess with the mostest, the goddess of winter park. She went above and beyond to make sure we had an awesome stay, including helping us find childcare for our 3 kids. The house is perfect for young families. Lots of toys and room to play. Beds are super comfy. Kitchen is fully equipped. The house is right on the bus line so skiing is super close. We will definitely stay again!

Superhost

Condo in Granby

4.9 out of 5 average rating, 112 reviews

Mountain Loft-Views-Pool-Hot tub-Near RMNP&WP

JamieRating, 5 stars1 month ago

Absolutely love this stay! Want to stay again. Sooo clean! Great views! Short drive from the slopes. Only issue wasn’t host fault w the pool being down most of our stay. But they got the hot tubs up and running quickly. Amazing stay! Thank you!

Superhost

Chalet in Breckenridge

4.85 out of 5 average rating, 136 reviews

New chalet at waterfall. Good dogs welcome.

BronwynRating, 5 stars4 weeks ago

We had a great time at Gwen's place. She kept in touch with us and sent us instructions on how to check in. She also sent codes for the rec center with the pool, hot tubs, work out room, and game room. Gwen also let us check in early, which was a huge help since we brought a dog with us. The place was plenty big for a family of 5. The kitchen was well stocked, and the bathrooms were updated. The heated floors in the bathrooms were a plus. The beds were very comfortable, and the creek outback was beautiful. The location between Breckenridge, Keystone, Frisco, and Dillon is great. We highly recommend this place.

Guest favorite

Condo in Breckenridge

4.91 out of 5 average rating, 233 reviews

True ski in/out. Upscale modern rustic

JohnRating, 5 stars1 month ago

We had a great stay at Jen’s condo. Walk less than 100 yds to the Snowflake lift. At the end of the day, ski home on the 4 o’clock trail and step off the trail into the parking lot for the condo. Very comfortable for 2 people, well-appointed kitchen, and easy walk into town. Highly recommended

Superhost

Townhouse in Dillon

4.85 out of 5 average rating, 46 reviews

Discounted rates to enjoy remaining ski days!

AlejandraRating, 5 stars2 months ago

The townhome was very spacious and clean. The location is great with a lot of restaurants and breweries nearby. Cami was very responsive and easy to get a hold of. Our only feedback is that the bed in the primary bedroom was very uncomfortable and should be updated. Overall, we enjoyed our stay here.

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What guests are saying

Luxury Cabin - Hot Tub - Pet Friendly - Starlink

5 out of 5 average rating, 8 reviews6 days ago

Jenifer’s place in Alma was absolutely breathtaking!!! The views of the mountains in the mornings with your coffee is unbeatable. It was exactly as described and the house was beautiful! Otto’s food cart is about 1 mile away and has the best chicken sandwiches if you’re looking for a local gem. Breckenridge is about 25 minutes away with endless amounts of restaurants to dive into. I couldn’t recommend Jen’s place enough!

Cabin in Alma

What guests are saying

Breckenridge Blue River | 5min->Dine, Cafes, Shops

4.86 out of 5 average rating, 36 reviews1 month ago

The home was exactly how it was described and pictured in the listing. The host provided clear instructions for everything in advance, which was a huge bonus. The heated garage fit our very large truck, which made the stay more comfortable. It was a quiet and peaceful location outside of the hustle and bustle of the ski resort, which is exactly what we wanted. The home was clean and had all basic necessities. The driveway would have been tricky without a 4-wheel drive vehicle, but the host had warned us of this in advance and there was A LOT of snow when we visited. One of the bedrooms was chillier than the rest, but had a heater, although the heater was a little tricky to work and was on a timer. The furnace was a bit loud in some of the rooms, so that might bother some guests, but we were fine. It could use a little updating as far as furniture, but while on vacation, we are typically only at the home when sleeping, so it worked for us. We would stay again!!

Cabin in Breckenridge

What guests are saying

Private Silverthorne Cabin, Glamping! Wildernest

5 out of 5 average rating, 16 reviews1 month ago

We truly enjoyed our stay! The cabin is so homey and relaxing. It was so cozy and we had more than enough pots, pans, silverware, coffee cups, spices to make breakfast, dinner, and coffee! The beds were so comfy which was a bonus. We loved the location for commuting back and forth to copper mountain. The cabin fit our group of 8 very nicely. Lisa is so kind, awesome, responsive, and accommodating. Truly one of my favorite airbnb hosts ever! She went out of her way to send us recommendations for in town things to do and provide information on the lay of the land. I have nothing but great things to say about Lisa. Thank you so much for everything, Lisa! Highly recommend to all!

Home in Silverthorne

What guests are saying

The Good Place

5 out of 5 average rating, 13 reviews1 month ago

The home has stunning views and is very close to Breckenridge's main street. The house is well prepared to host families with babies and toddlers. The kitchen has everything you need. There are tons of board games you can play with family. Beds and linens are perfect and we definitely want to come back and relax. The only bad experience we had was with the resort's jacuzzi (it's 10 yards away from the home). We don't recommend using cause it's very dirty The in-home experience is amazing.

Condo in Breckenridge

What guests are saying

Close to Keystone Hot Tubs & Private Deck!

4.93 out of 5 average rating, 42 reviews2 months ago

We loved staying in Nicole’s cabin. It was a perfect balance between cozy and comfortable. Plenty of space for our group of 4 adults and 2 kids. My friend’s daughter LOVED sleeping in the loft. We made plenty of delicious meals and had everything we needed in the kitchen. The setting is so beautiful being at the tree line from the living room, watching the snow fall. Lots of windows made it just a gorgeous setting. Hot tub is right out the door too, a quick 30 second walk away. Thank you for sharing your home!

Home in Dillon

What guests are saying

Charming Family Friendly Home

4.95 out of 5 average rating, 20 reviews33 months ago

Wendy’s house was amazing! It was cozy, clean, welcoming, and had everything that we needed. The location was perfect, too! We were close to stores, restaurants, and a quick drive to Boulder and the mountains (check out ElDorado Canyon State Park for some great hiking spots!) Thanks again, Wendy and family!

Home in Louisville

What guests are saying

Secluded Retreat-Private HotTub & Beautiful Views

5 out of 5 average rating, 15 reviews1 week ago

Honestly can’t believe we got a place like this for the price we did! It was so beautiful, quiet, and clean. I also love that it was updated inside, most cabin air bnb’s are very dated. There were also a lot of stocked items that helped us if we forgot something. We will definitely be back, this was the perfect place!

Home in Cripple Creek

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Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Bailey vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Bailey's top sights

Staunton State Park107 locals recommend

Aspen Peak Cellars49 locals recommend

Mad Jack's Mountain Brewery43 locals recommend

The Shaggy Sheep41 locals recommend

Cut Throat Cafe40 locals recommend

Sasquatch Outpost36 locals recommend

Other great vacation rentals in Bailey

Guest favorite

Guesthouse in Buena Vista

4.92 out of 5 average rating, 215 reviews

Dawn & J's Stay and Play - STR-089

MattRating, 5 stars4 weeks ago

I generally rent another airbnb in BV, but changed it up for this visit. And I was extremely pleased! Beautiful, spacious & peaceful rental that was a great value to enjoy all things in BV and the surrounding area. I loved the balcony that faced west for quiet mornings, sunny afternoons & stargazing at nite. Very responsive hosts. I look forward to my next stay. I know you will too!

Superhost

Loft in Granby

4.83 out of 5 average rating, 132 reviews

Ski in/out- Sleeps 8 Granby Ranch Mountainside #69

BenjaminRating, 5 stars3 months ago

super pleased with our stay. layout was great for us as the kids room was adjacent to ours👍👍

Guest favorite

Home in Colorado Springs

5 out of 5 average rating, 22 reviews

Relaxing Home away from home, 7 BR/8 Beds/Sleeps14

ChrystalRating, 5 stars4 months ago

Kevin’s home is beautiful the pictures do it no justice. Kevin is an accommodating host and very responsive. We enjoyed our stay so much that we plan to use the home again. The entire home was clean and spacious. I really felt at home.

Superhost

Townhouse in Breckenridge

4.83 out of 5 average rating, 107 reviews

Ski In and Gondola out. Perfect ski location.

JaredRating, 5 stars1 month ago

We had to book this house last minute due to unforeseen issues with another property. Scott was extremely helpful and responsive and the location near the BreckConnect Gondola was great!

Superhost

Home in Granby

5 out of 5 average rating, 19 reviews

2 Mi to Skiing: Mtn-View Home w/ Deck in Granby!

SusanRating, 5 stars4 months ago

It's a wonderful very spacious log cabin house with all the conveniences of modern living. The kitchen is very well equipped for serving a family of 11 or 12. The rooms are spacious and there are several bathrooms. There is a laundry but the dryer worked very slowly because didn't get warm enough. While the houses in the area are spaced close together, this house is at the end and is surrounded by pines and faces lovely meadows beyond.

Guest favorite

Home in Florissant

4.84 out of 5 average rating, 58 reviews

Mountain Escape

DianaRating, 5 stars3 months ago

Since the moment I made the reservation. Karen was responsible for replying to my questions and was attentive to us. We appreciate everything she did, her place allowed us to Feel at home. I totally recommend her place. It was a great way to start the year.

Superhost

Condo in Silverthorne

4.8 out of 5 average rating, 151 reviews

Newly Renovated Silverthorne Vacation Condo

SergeyRating, 5 stars2 weeks ago

It was very quiet and very close to ski areas

Top guest favorite

Home in Leadville

5 out of 5 average rating, 22 reviews

The Holiday House at Downtown Leadville

TomRating, 5 stars7 months ago

This is a very nice home in a good location with respect to downtown Leadville. It is spacious, clean, and well equipped. Your hosts are friendly and flexible, and so will help you with whatever you need. We recommend this property and we would stay there again.

Show all

Quick stats about vacation rentals in Bailey

Total rentals
180 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Bailey?
Yes! Work meets play with ease at over 90 vacation rentals in Bailey featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Bailey?
Four-legged friends are welcome in Bailey. Choose from more than 90 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Bailey?
Experience the best of Bailey with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Bailey have wifi?
Absolutely! We offer over 70 cabin rentals with wifi in Bailey. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bailey have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Bailey. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bailey have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Bailey. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Bailey have a gym?
Absolutely! We offer over 10 cabin rentals with a gym in Bailey. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Bailey?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 60 homes with a bbq area, over 30 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Bailey

Top-rated vacation rentals in Bailey

Mountain Get Away and Ski Condo

Luxury Cabin - Hot Tub - Pet Friendly - Starlink

Breckenridge Blue River | 5min->Dine, Cafes, Shops

2BR ski condo, fireplace, hot tub, wifi

4 Season Perfection (New Listing)

Heart of Manitou Springs. Rent all 3 apartments.

Private Silverthorne Cabin, Glamping! Wildernest

The Good Place

Close to Keystone Hot Tubs & Private Deck!

Charming Family Friendly Home

Secluded Retreat-Private HotTub & Beautiful Views

Best views, location, reviews, shuttle, pickleball

Vacation rentals for every style

Popular amenities for Bailey vacation rentals

Stay near Bailey's top sights

Other great vacation rentals in Bailey

Quick stats about vacation rentals in Bailey

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore