Photo by Charlie Devada

Search Holiday Rentals in Bailey

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Bailey holiday rentals

Property grounds
Colorado Bear Creek Cabins

Colorado Bear Creek Cabins

Colorado Bear Creek Cabins
3.5 star property
Evergreen
9.4 out of 10, Exceptional, (416 reviews)
"A perfect location and accommodation for post-holidays R and R. Clean, quiet and comfortable. "
United States
Vonnie
The price is ฿7,816
฿8,168 total
includes taxes & fees
27 Jan - 28 Jan
Colorado Bear Creek Cabins
Apartment (3 Bedrooms) | Interior
Near Red Rocks, Hiking & Skiing: Kittredge Condo!

Near Red Rocks, Hiking & Skiing: Kittredge Condo!

Near Red Rocks, Hiking & Skiing: Kittredge Condo!
3.0 star property
Kittredge
The price is ฿5,155
฿11,837 total
includes taxes & fees
15 Jan - 16 Jan
Near Red Rocks, Hiking & Skiing: Kittredge Condo!
Premier Condo, 2 Bedrooms | Living area | Flat-screen TV
River Mountain Lodge, A Vail Resorts Property

River Mountain Lodge, A Vail Resorts Property

River Mountain Lodge, A Vail Resorts Property
3.0 star property
Historic District
8.6 out of 10, Excellent, (1,699 reviews)
"Great place and very convenient location for skiing. "
United States
Ryan
The price is ฿6,814
฿8,723 total
includes taxes & fees
11 Feb - 12 Feb
River Mountain Lodge, A Vail Resorts Property
Outdoor spa tub
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan
4.0 star property
Northside Breck
9.6 out of 10, Exceptional, (1,695 reviews)
"Very good hotel"
United States
Adolfo
The price is ฿7,157
฿9,264 total
includes taxes & fees
20 Jan - 21 Jan
Hyatt Vacation Club at The Ranahan
Exterior
Swan Mountain Resort

Swan Mountain Resort

Swan Mountain Resort
3.5 star property
Summit Cove
9.6 out of 10, Exceptional, (340 reviews)
"The place was great!"
United States
Alisha
The price is ฿5,905
฿6,399 total
includes taxes & fees
14 Jan - 15 Jan
Swan Mountain Resort
Front of property
Mountain Thunder Lodge, A Vail Resorts Property

Mountain Thunder Lodge, A Vail Resorts Property

Mountain Thunder Lodge, A Vail Resorts Property
3.5 star property
Peak 8
9.4 out of 10, Exceptional, (1,563 reviews)
"Enjoyed our stay. Centrally located. Clan and spacious rooms with friendly and helpful staff. "
United States
Nathaniel
The price is ฿10,080
฿13,202 total
includes taxes & fees
11 Feb - 12 Feb
Mountain Thunder Lodge, A Vail Resorts Property
Apartment (1 Bedroom) | Exterior
Silver Mill #8268 by Summit County Mountain Retreats

Silver Mill #8268 by Summit County Mountain Retreats

Silver Mill #8268 by Summit County Mountain Retreats
4.0 star property
River Run
10.0 out of 10, Exceptional, (1 review)
"Everything worked "
United States
Aaron
The price is ฿3,363
฿9,398 total
includes taxes & fees
16 Jan - 17 Jan
Silver Mill #8268 by Summit County Mountain Retreats
Property amenity
Marriott's Mountain Valley Lodge at Breckenridge

Marriott's Mountain Valley Lodge at Breckenridge

Marriott's Mountain Valley Lodge at Breckenridge
3.5 star property
Peak 9
9.0 out of 10, Wonderful, (781 reviews)
"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 ฿13,215
฿14,838 total
includes taxes & fees
2 Feb - 3 Feb
Marriott's Mountain Valley Lodge at Breckenridge
Exterior
East Keystone by Vail Resorts

East Keystone by Vail Resorts

East Keystone by Vail Resorts
3.5 star property
West Keystone
9.2 out of 10, Wonderful, (48 reviews)
"Great location "
United States
Marek
The price is ฿5,973
฿7,879 total
includes taxes & fees
11 Feb - 12 Feb
East Keystone by Vail Resorts
Condo, 1 Bedroom (with Murphy Bed) | Living area | Flat-screen TV
Expedition Station Condos by Vail Resorts

Expedition Station Condos by Vail Resorts

Expedition Station Condos by Vail Resorts
4.0 star property
River Run
9.6 out of 10, Exceptional, (9 reviews)
"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 ฿7,595
฿10,017 total
includes taxes & fees
10 Feb - 11 Feb
Expedition Station Condos by Vail Resorts
Exterior
Jackpine & Black Bear Condos by Vail Resorts

Jackpine & Black Bear Condos by Vail Resorts

Jackpine & Black Bear Condos by Vail Resorts
4.5 star property
River Run
9.4 out of 10, Exceptional, (26 reviews)
"Black Bear is a great place to stay. I always enjoy coming here."
United States
Blake
The price is ฿9,176
฿12,103 total
includes taxes & fees
10 Feb - 11 Feb
Jackpine & Black Bear Condos by Vail Resorts
Exterior
Timbers & Lone Eagle by Vail Resorts

Timbers & Lone Eagle by Vail Resorts

Timbers & Lone Eagle by Vail Resorts
4.0 star property
River Run
9.2 out of 10, Wonderful, (60 reviews)
"Location, location, location! Right next to the ski lift and shops which made everything so much easier for our little ones. The lodge was large, spacious, and very clean."
United States
Sal
The price is ฿12,141
฿16,013 total
includes taxes & fees
10 Feb - 11 Feb
Timbers & Lone Eagle by Vail Resorts
Terrace/patio
Lakeside Village by Vail Resorts

Lakeside Village by Vail Resorts

Lakeside Village by Vail Resorts
3.0 star property
Lakeside Village
8.4 out of 10, Very good, (451 reviews)
"Clean room, beautiful location "
United States
Wilson
The price is ฿5,496
฿7,249 total
includes taxes & fees
11 Feb - 12 Feb
Lakeside Village by Vail Resorts
BBQ/picnic Area
The Springs Condominiums by Vail Resorts

The Springs Condominiums by Vail Resorts

The Springs Condominiums by Vail Resorts
4.0 star property
River Run
7.6 out of 10, Good, (13 reviews)
"Nice heated pool. Updated condo. Good location."
United States
Karoline
The price is ฿8,753
฿11,544 total
includes taxes & fees
10 Feb - 11 Feb
The Springs Condominiums by Vail Resorts
Condo, 1 Bedroom (with Murphy Bed) | Living area | 32-inch flat-screen TV with cable channels, TV
Red Hawk, A Vail Resorts Property

Red Hawk, A Vail Resorts Property

Red Hawk, A Vail Resorts Property
4.0 star property
River Run
9.6 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
William Allen
The price is ฿8,329
฿10,986 total
includes taxes & fees
10 Feb - 11 Feb
Red Hawk, A Vail Resorts Property
Front of property
The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge
4.0 star property
Historic District
8.8 out of 10, Excellent, (157 reviews)
"Great resort! "
United States
Miguel
The price is ฿6,217
฿8,208 total
includes taxes & fees
14 Jan - 15 Jan
The Residences at Main Street Station, Breckenridge
Condo (1 Bedroom) | Exterior
Gateway #5063

Gateway #5063

Gateway #5063
3.0 star property
Mountain House
10.0 out of 10, Exceptional, (1 review)
"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 ฿3,222
฿7,902 total
includes taxes & fees
23 Jan - 24 Jan
Gateway #5063
Exterior
Mountain House, A Vail Resorts Property

Mountain House, A Vail Resorts Property

Mountain House, A Vail Resorts Property
3.0 star property
Mountain House
7.8 out of 10, Good, (95 reviews)
"Very nicely appointed condo. Was able to walk to ski lift."
United States
Anna
The price is ฿5,474
฿7,219 total
includes taxes & fees
11 Feb - 12 Feb
Mountain House, A Vail Resorts Property
Exterior
Main Street Station

Main Street Station

Main Street Station
3.5 star property
Historic District
8.4 out of 10, Very good, (526 reviews)
"Everyone was courteous and kind. Room was excellent. It was a good stay."
United States
William
The price is ฿5,936
฿8,128 total
includes taxes & fees
14 Jan - 15 Jan
Main Street Station
Studio | Property grounds
Downtown Studio + Modern Design In Walk To Snowy Trails Studio Bedroom Condo by RedAwning

Downtown Studio + Modern Design In Walk To Snowy Trails Studio Bedroom Condo by RedAwning

Downtown Studio + Modern Design In Walk To Snowy Trails Studio Bedroom Condo by RedAwning
3.5 star property
Historic District
9.6 out of 10, Exceptional, (7 reviews)
"great location....."
United States
Robert
The price is ฿10,142
฿15,372 total
includes taxes & fees
11 Feb - 12 Feb
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bailey Hotel Reviews

Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

10/10 Excellent
"Good"
Jean-Loup 1-night trip
Posted 1 day ago
Monarch Casino Resort Spa Black Hawk

Find out more about Bailey

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:

  • View our selection of featured holiday rentals in Bailey
  • Use the map to find apartments and other holiday homes in the Bailey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bailey while they last

Look no further and take a look at our great range of rental properties in Bailey!

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 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.