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Search Holiday Rentals in Bailey

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Our top choices for Bailey holiday rentals

Cabin in Evergreen

Colorado Bear Creek Cabins
3.5 star property
9.4 out of 10, Exceptional, (415)
"Was nice and cozy "
United States
Amparo
The price is 6.573.492 ₫
6.869.337 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Colorado Bear Creek Cabins
3.0 star property
The price is 4.335.210 ₫
9.954.430 ₫ total
includes taxes & fees
9 Jan - 10 Jan
Near Red Rocks, Hiking & Skiing: Kittredge Condo!

Aparthotel in Northside Breck

Hyatt Vacation Club at The Ranahan
4.0 star property
9.6 out of 10, Exceptional, (1688)
"Great stay!"
United States
Mandi
The price is 7.710.894 ₫
9.690.237 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Vacation Club at The Ranahan

Aparthotel in Lakeside Village

Lakeside Village by Vail Resorts
3.0 star property
8.4 out of 10, Very good, (450)
"Clean room, beautiful location "
United States
Wilson
The price is 4.133.688 ₫
5.452.021 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Lakeside Village by Vail Resorts

Aparthotel in Summit Cove

Swan Mountain Resort
3.5 star property
9.6 out of 10, Exceptional, (336)
"The place was great!"
United States
Alisha
The price is 4.965.786 ₫
5.381.671 ₫ total
includes taxes & fees
11 Jan - 12 Jan
Swan Mountain Resort
3.5 star property
9.4 out of 10, Exceptional, (1560)
"The condo was in a great location and we enjoyed our time there! "
United States
Carl Heath
The price is 8.441.836 ₫
11.056.741 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Mountain Thunder Lodge, A Vail Resorts Property

Condo in Mountain House

Gateway #5063
3.0 star property
10.0 out of 10, Exceptional, (1)
"This was the most beautiful and accommodating condo we’ve stayed in at Keystone! Walking distance to the ski resort. Many places to eat and have fun within a short drive!"
United States
Derek
The price is 2.709.375 ₫
6.645.483 ₫ total
includes taxes & fees
11 Jan - 12 Jan
Gateway #5063
4.0 star property
8.8 out of 10, Excellent, (157)
"Great resort! "
United States
Miguel
The price is 7.855.926 ₫
9.853.013 ₫ total
includes taxes & fees
11 Jan - 12 Jan
The Residences at Main Street Station, Breckenridge
4.0 star property
9.6 out of 10, Exceptional, (9)
"The room was great! The only downfall would be the parking garage area. The spots are really tight and if you have a larger vehicle it's frustrating. Also, there is dead ends which makes it even more difficult with larger vehicles."
United States
Sheila Raines
The price is 5.570.088 ₫
7.346.750 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Expedition Station Condos by Vail Resorts
4.5 star property
9.4 out of 10, Exceptional, (26)
"Black Bear is a great place to stay. I always enjoy coming here."
United States
Blake
The price is 6.726.400 ₫
8.871.728 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Jackpine & Black Bear Condos by Vail Resorts
3.5 star property
9.0 out of 10, Wonderful, (780)
"The room was pleasantly clean and walking distance to Main St where there’s lots of shopping and restaurants to choose from. "
United States
Evelin
The price is 11.113.902 ₫
12.478.134 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Marriott's Mountain Valley Lodge at Breckenridge
4.0 star property
9.2 out of 10, Wonderful, (59)
"Great place with all the amenities "
United States
Matthew
The price is 9.564.100 ₫
12.614.353 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Timbers & Lone Eagle by Vail Resorts

Condo in West Keystone

East Keystone by Vail Resorts
3.5 star property
9.2 out of 10, Wonderful, (48)
"Great location "
United States
Marek
The price is 5.348.073 ₫
7.053.588 ₫ total
includes taxes & fees
11 Jan - 12 Jan
East Keystone by Vail Resorts

Aparthotel in Historic District

River Mountain Lodge, A Vail Resorts Property
3.0 star property
8.6 out of 10, Excellent, (1695)
"Great Staff, location, anenities! "
United States
Dennis
The price is 5.750.574 ₫
7.362.385 ₫ total
includes taxes & fees
8 Feb - 9 Feb
River Mountain Lodge, A Vail Resorts Property

Apartment in River Run

Red Hawk, A Vail Resorts Property
4.0 star property
9.6 out of 10, Exceptional, (8)
"Great stay!"
United States
William Allen
The price is 6.975.747 ₫
9.200.419 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Red Hawk, A Vail Resorts Property
4.0 star property
7.6 out of 10, Good, (13)
"Nice heated pool. Updated condo. Good location."
United States
Karoline
The price is 6.705.380 ₫
8.843.922 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Springs Condominiums by Vail Resorts
4.0 star property
10.0 out of 10, Exceptional, (1)
"Everything worked "
United States
Aaron
The price is 2.958.828 ₫
8.034.633 ₫ total
includes taxes & fees
16 Jan - 17 Jan
Silver Mill #8268 by Summit County Mountain Retreats
3.0 star property
7.8 out of 10, Good, (95)
"Very nicely appointed condo. Was able to walk to ski lift."
United States
Anna
The price is 4.414.032 ₫
5.821.585 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Mountain House, A Vail Resorts Property

Aparthotel in Historic District

Main Street Station
3.5 star property
8.4 out of 10, Very good, (524)
"Everyone was courteous and kind. Room was excellent. It was a good stay."
United States
William
The price is 5.044.608 ₫
6.907.044 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Main Street Station
9.6 out of 10, Exceptional, (7)
"great location....."
United States
Robert
The price is 8.529.391 ₫
12.928.103 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Downtown Studio + Modern Design In Walk To Snowy Trails Studio Bedroom Condo by RedAwning
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.
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Top Bailey Hotel Reviews

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.

How many holiday rentals will I find in Bailey?

With 41 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 Pine Valley Ranch Park.

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.