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Bailey Holiday Rentals

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Holiday Rentals in Bailey

Charming A-frame cabin next to stream on 3 acres
10.0 out of 10, Exceptional, (17)
"Property was as advertised. It was neat, clean and well maintained."
Charming A-frame cabin next to stream on 3 acres
Luxury Apt, Private Hot Tub, Couples Retreat
10.0 out of 10, Exceptional, (173)
"Very cozy feeling stay and enjoyed the hot tub !"
The price is HK$1,212
per night
8 May - 9 May
Luxury Apt, Private Hot Tub, Couples Retreat
Ski-In/200 steps to lift,2BR-Loft,2BA,Vaulted Ceiling, Heated Private Garage
10.0 out of 10, Exceptional, (161)
"Loved the property - very comfortable - walking distance to Main Street restaurants and shops and steps from the ski lift - thanks for a great stay!"
Ski-In/200 steps to lift,2BR-Loft,2BA,Vaulted Ceiling, Heated Private Garage
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Breathtaking Mountaintop Retreat
10.0 out of 10, Exceptional, (204)
"photos do not do this cabin justice! the views were insane and the host is amazing and kind. they gave us updates on weather and road conditions since we are not from the area. we we’re snowed in and had to head to the airport at 4am. the plow truck wasn’t supposed to come until later in the day but host made sure they plowed the roads before we even woke up! they even made a little trail for us to walk to the car and removed snow from the vehicle which made it easier to defrost! amazing views...
The price is HK$1,056
per night
8 May - 9 May
Breathtaking Mountaintop Retreat
Mt. Vernon Ranch House near Red Rocks and Colorado Mountains, skiing. Est 1860
10.0 out of 10, Exceptional, (43)
"Myself, husband, and 1 year old son had a mini-family reunion to celebrate some birthdays with his brother and sister-in-law, aunts and uncle this past week. There was plenty of room for all of us, a great kitchen for meals, and wonderful common space to hang out. The grounds are lovely, nestled inside one of JeffCo’s many parks. The location is convenient to access and close to so many things. The owner, Dennis, was super responsive the whole time we were there and everything we needed was...
Mt. Vernon Ranch House near Red Rocks and Colorado Mountains, skiing. Est 1860
THE Ultimate TREEHOUSE AND Cabin Experience!
10.0 out of 10, Exceptional, (239)
"This place is absolutely amazing. Hidden in the gorgeous mountains and surrounded by the fragrant picturesque evergreens… it does not disappoint. There is the utmost attention to detail that just puts the icing on the cake. We absolutely loved the treehouse. It is a memory we will never forget, and we hope to come back again soon. (haven’t decided yet if we actually want to share this treasure with the kids or not!) It was worth every penny!"
THE Ultimate TREEHOUSE AND Cabin Experience!
Lakefront Breckenridge Cabin w/ Deck & Pool Access
10.0 out of 10, Exceptional, (17)
"Holly and Brett are very accommodating and the location is as good as the images. I highly recommend this chalet especially for a getaway for two in the winter. I’ll be back."
Lakefront Breckenridge Cabin w/ Deck & Pool Access
Ski-in/200 Steps To Lift, Studio, Perfect for couple or two friends.
10.0 out of 10, Exceptional, (163)
"It was a short walk to the lift but able to ski almost to our door. Room was clean but small. Good for 2 people. Shower was only 3x3 feet. Refrigerator was tiny. Couldn't fit a gallon of milk and 2 liter of soda at the same time. It was the first place we ever stayed at that required us to empty trash before we left. My biggest complaint were the thermostats. They were very difficult to operate and we had problems getting it warm."
Ski-in/200 Steps To Lift, Studio, Perfect for couple or two friends.
Star Mountain Lodge💎23 Guests🏔️Grotto Waterfall🌊Theater🍿Game room🧖‍♀️Spa
10.0 out of 10, Exceptional, (113)
"We thoroughly enjoyed our stay, it was a memorable team offsite. The house had everything we needed to cook and share meals together — we didn’t need to leave the property for activities, the game room provided the perfect break time outside of the theater. I would highly recommend."
The price is HK$11,274
per night
18 May - 19 May
Star Mountain Lodge💎23 Guests🏔️Grotto Waterfall🌊Theater🍿Game room🧖‍♀️Spa
Pemberley - Ski In/Out Luxurious 2 Master Suites + 2 bdrms/ Nr. Pk 9
9.8 out of 10, Exceptional, (101)
"This property is spacious, clean, well supplied, and the property manager was very responsive and helpful. We had several minor maintenance issues that were promptly attended to with friendly service. Snow was cleared promptly each morning that we had snow, but the driveway is hard to get in & out I spent a week with my family members of various ages, and another week with friends. The downside is ski in/ski out, which was said to be accessible, but you have to be very capable to do this....
Pemberley - Ski In/Out Luxurious 2 Master Suites + 2 bdrms/ Nr. Pk 9
Majestic Lodge only 22 miles from the base of Pike's Peak
9.8 out of 10, Exceptional, (99)
"Our family of 15 along with 2 of our close friends stayed at Thunder Butte Mountain Lodge for a few days for a family vacation. It was also to celebrate our wedding. The place is well taken care of and the view is breathtaking. We never got tired of waking up to mountains in the backyard with a cup of coffee in hand and fall breeze brushing through our hair. There's plenty of things to explore and keep everyone entertained. Let it be a small yet steep hike or a dip in the hot tub. Downtown...
Majestic Lodge only 22 miles from the base of Pike's Peak
FERN GULCH GETAWAY!.
9.8 out of 10, Exceptional, (100)
"Linda and Myron were kind and generous. One morning we saw a couple young deer right outside our window."
The price is HK$1,173
per night
10 May - 11 May
FERN GULCH GETAWAY!.
Spacious Mountain Apartment with Views & Easy Access to Hiking and Red Rocks!
9.8 out of 10, Exceptional, (21)
"Place was very clean and exactly as advertised. Great communication with the owners before and during our stay. Would definitely stay here again."
The price is HK$1,314
per night
6 May - 7 May
Spacious Mountain Apartment with Views & Easy Access to Hiking and Red Rocks!
Hyatt Vacation Club at The Ranahan
4.0 star property
9.6 out of 10, Exceptional, (940)
"It was amazing the front desk knew my name when we returned from Dinner. Anytime I needed creamers delivered to my room. They called very quickly to make sure I got them, and had received them. Beautiful property, beautiful views we will go back."
The price is HK$964
per night
8 May - 9 May
Hyatt Vacation Club at The Ranahan
Breckenridge Getaway w/ Patio & Resort Amenities!
9.6 out of 10, Exceptional, (55)
"Really have nothing bad to say, or negative. We wish the fireplace worked (says it’s inoperable) but other than that, really cute place in Breckenridge. Close proximity to so many places."
Breckenridge Getaway w/ Patio & Resort Amenities!
Mountain Retreat Near Lake, Red Rocks & Golden!
9.6 out of 10, Exceptional, (10)
"We hit the rare spring snowstorm and it was unexpected but awesome. Beautiful views with and without the snow, which eventually melted. Not far from Evergreen for dining and groceries. Lots of great trails very close - if you are flatlanders like us I recommend the Panorama Point trail just east of downtown Evergreen. The place has everything you need and is very comfortable. Had to call the contact one time and he was very helpful. No issues."
Mountain Retreat Near Lake, Red Rocks & Golden!
Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed
9.6 out of 10, Exceptional, (46)
"Everything was fabulous from the check in process to the comfy pillows. Our only regret was that we didn’t stay longer!"
The price is HK$714
per night
30 May - 31 May
Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed
The View~Cozy Oasis at 8510 ft~King Bed ~ Firepit!
9.6 out of 10, Exceptional, (10)
"Beautiful house on the side of the mountain, the drive up is not difficult and we loved watching the snow fall from the wraparound porch and multiple windows! Beautiful, comfortable, loved it! "
The price is HK$1,408
per night
13 May - 14 May
The View~Cozy Oasis at 8510 ft~King Bed ~ Firepit!
Colorado Bear Creek Cabins
3.5 star property
9.4 out of 10, Exceptional, (345)
"Beautiful place to stay. Everything was as advertised. Staff was extremely helpful."
The price is HK$2,115
per night
5 May - 6 May
Colorado Bear Creek Cabins
Cozy Mountain Home Close To Hiking, Ski &Red Rocks
9.4 out of 10, Exceptional, (27)
"Nice place to stay in the Kittridge / Evergreen area."
Cozy Mountain Home Close To Hiking, Ski &Red Rocks
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Bailey you may be interested in

Charming A-frame cabin next to stream on 3 acres
10.0 out of 10, Exceptional, (17)
"Property was as advertised. It was neat, clean and well maintained."
Charming A-frame cabin next to stream on 3 acres
Bailey Lodge
2.5 star property
9.8 out of 10, Exceptional, (191)
"This was a pleasant surprise for me. The room was clean, not old furniture etc, quiet, and very pleasant. The only thing was the shower was kinda jank but I made it work. Will stay again!"
The price is HK$963
per night
8 May - 9 May
Bailey Lodge
Monarch Casino Resort Spa Black Hawk
4.0 star property
9.0 out of 10, Wonderful, (4641)
"Great value. Lots of entertainment options."
The price is HK$949
per night
8 May - 9 May
Monarch Casino Resort Spa Black Hawk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Search for holiday rentals in Bailey on Expedia! You can easily find your home rentals, villas, holiday apartments in Bailey using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Bailey?

Yes, there are holiday rentals in Bailey close to Castle Mountain Recreation, or you can select a more secluded option if you're looking for a relaxing stay. Bailey is known for its mountain views and riverfront.

What are some of the best holiday rentals that Bailey has to offer?

Marriott's Mountain Valley Lodge at Breckenridge: This holiday home rental outside of Bailey is located near skiing, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a microwave. Kick off your shoes and enjoy yourself with an arcade/games room and 1 hot tub.

How many holiday rentals will I find in Bailey?

With 44 Expedia holiday rentals, you're guaranteed to find just the right place for your Bailey stay.

What’s there to see and do in Bailey?

Family-friendly attractions include Castle Mountain Recreation, whereas Mount Bailey is a spot to enjoy the outdoors. In the wider area, you’ll find McGraw Memorial Park and Mount Blue Sky.

What’s a holiday rental in Bailey like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bailey. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.

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