A white water rafting scene with a person in an orange raft navigating through a rocky river.

Bailey Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Bailey holiday rentals

A wooden cabin by a flowing stream surrounded by dense forest.

1. Colorado Bear Creek Cabins

Colorado Bear Creek Cabins
3.5 star property
Evergreen
9.4 out of 10, Exceptional, (456 reviews)
"Beautiful property and location."
United States
Tamara
The price is S$366
includes taxes & fees
30 Sept - 1 Oct
Colorado Bear Creek Cabins
A spacious living area with a high ceiling, a wooden staircase, a leather sofa, and a kitchen area with bar stools.

2. 5 Mi to Dtwn Evergreen: Mtn-view Escape

5 Mi to Dtwn Evergreen: Mtn-view Escape
3.0 star property
Evergreen Meadows
The price is S$864
includes taxes & fees
12 Oct - 13 Oct
5 Mi to Dtwn Evergreen: Mtn-view Escape
A modern kitchen with a central island, bar stools, pendant lighting, and built-in shelving.

3. Townhome 2br/2ba Just Minutes From Keystone Resort!

Townhome 2br/2ba Just Minutes From Keystone Resort!
3.5 star property
Summit Cove
The price is S$543
includes taxes & fees
28 Sept - 29 Sept
Townhome 2br/2ba Just Minutes From Keystone Resort!
A snow-covered mountain town at dusk with illuminated buildings and a clear view of the mountains.

4. The Residences at Main Street Station, Breckenridge

The Residences at Main Street Station, Breckenridge
4.0 star property
Historic District
9.0 out of 10, Wonderful, (207 reviews)
"Very helpful staff, clean room, easy access to shops and restaurants in downtown Breckenridge."
United States
Steve
The price is S$194
includes taxes & fees
6 Oct - 7 Oct
The Residences at Main Street Station, Breckenridge
A snow-covered resort with multiple buildings, a swimming pool, and a ski slope in the background.

5. 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, (1,713 reviews)
"Great staff / awesome stay"
United States
William
The price is S$272
includes taxes & fees
6 Oct - 7 Oct
Mountain Thunder Lodge, A Vail Resorts Property
An outdoor patio area with fire pits, seating, and a stone wall.

6. 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, (808 reviews)
"Clean and comfortable!"
United States
Jeffrey
The price is S$172
includes taxes & fees
12 Oct - 13 Oct
Marriott's Mountain Valley Lodge at Breckenridge
A spacious living room with a large gray sectional sofa, a wooden coffee table, a fireplace, and a TV mounted above it.

7. Wild Irishman 2 bed 1 and Half Bath Wigk

Wild Irishman 2 bed 1 and Half Bath Wigk
3.5 star property
West Keystone
Wild Irishman 2 bed 1 and Half Bath Wigk
A modern living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outside.

8. 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, (1,962 reviews)
"Excellent place to stay"
United States
Anita
The price is S$219
includes taxes & fees
28 Sept - 29 Sept
River Mountain Lodge, A Vail Resorts Property
A lakeside view with buildings, a fountain, and a forested mountain in the background.

9. Bl8414-2

Bl8414-2
3.0 star property
River Run
The price is S$421
includes taxes & fees
27 Sept - 28 Sept
Bl8414-2
A multi-story residential building with a stone foundation, wooden exterior, and multiple balconies.

10. East Keystone by Vail Resorts

East Keystone by Vail Resorts
3.5 star property
West Keystone
9.2 out of 10, Wonderful, (52 reviews)
"x"
United States
Christopher L
The price is S$303
includes taxes & fees
1 Oct - 2 Oct
East Keystone by Vail Resorts
A multi-story building with a stone facade, balconies, and a ski lodge sign.

11. Jackpine & Black Bear Condos by Vail Resorts

Jackpine & Black Bear Condos by Vail Resorts
4.5 star property
River Run
9.0 out of 10, Wonderful, (40 reviews)
"Clean room, friendly staff, amazing view, safe parking no worries about snow love it "
United States
Yosniel
The price is S$346
includes taxes & fees
8 Oct - 9 Oct
Jackpine & Black Bear Condos by Vail Resorts
A sign for Kittredge Park surrounded by snow-covered trees.

12. Near Red Rocks, Hiking & Skiing: Kittredge Condo!

Near Red Rocks, Hiking & Skiing: Kittredge Condo!
3.5 star property
Kittredge
8.0 out of 10, Very good, (1 review)
"Extras made it special. Hide the candy"
United States
Sharon
The price is S$494
includes taxes & fees
6 Oct - 7 Oct
Near Red Rocks, Hiking & Skiing: Kittredge Condo!
A wooden deck with outdoor seating, a fireplace, and a scenic mountain view.

13. Skyline Lodge

Skyline Lodge
3.0 star property
Idaho Springs
10.0 out of 10, Exceptional, (2 reviews)
"The skyline lodge was the perfect mountain retreat. I plan to book again!"
United States
Brittany
The price is S$1,090
includes taxes & fees
8 Oct - 9 Oct
Skyline Lodge
A dining area with a wooden table and chairs, a fireplace, and a television above it.

14. Red Hawk, A Vail Resorts Property

Red Hawk, A Vail Resorts Property
4.0 star property
River Run
9.6 out of 10, Exceptional, (12 reviews)
"Great stay!"
United States
William Allen
The price is S$381
includes taxes & fees
26 Sept - 27 Sept
Red Hawk, A Vail Resorts Property
A stone-floored interior with hanging lamps, a wooden bench, and a staircase.

15. Timbers & Lone Eagle by Vail Resorts

Timbers & Lone Eagle by Vail Resorts
4.0 star property
River Run
9.2 out of 10, Wonderful, (65 reviews)
"Wish we had stayed longer than one night. Great location, clean property, and great amenities."
United States
Brittney
The price is S$448
includes taxes & fees
26 Sept - 27 Sept
Timbers & Lone Eagle by Vail Resorts
A spacious living room with a stone fireplace, a dining area, and a balcony with a view of a forested mountain.

16. Expedition Station Condos by Vail Resorts

Expedition Station Condos by Vail Resorts
4.0 star property
River Run
9.8 out of 10, Exceptional, (12 reviews)
"Easy check in. Room was clean and easy check out "
United States
Monica
The price is S$395
includes taxes & fees
26 Sept - 27 Sept
Expedition Station Condos by Vail Resorts
A modern living room with a fireplace, a sofa, a chair, and a television.

17. Near Lifts, Ski Keystone, Sleeps up to 6 People

Near Lifts, Ski Keystone, Sleeps up to 6 People
2.0 star property
Mountain House
10.0 out of 10, Exceptional, (1 review)
"Wonderful condo! Spacious and clean"
United States
Jennifer
The price is S$499
includes taxes & fees
7 Oct - 8 Oct
Near Lifts, Ski Keystone, Sleeps up to 6 People
A hot tub with a view of snow-capped mountains and pine trees.

18. Gold Point Resort Breckenridge by Vacatia

Gold Point Resort Breckenridge by Vacatia
3.0 star property
Baldy Mountain
9.4 out of 10, Exceptional, (133 reviews)
"Great weather and beautiful scenery"
United States
James
The price is S$378
includes taxes & fees
27 Sept - 28 Sept
Gold Point Resort Breckenridge by Vacatia
A mountainous village with wooden buildings and a ski slope.

19. Dl8512-1

Dl8512-1
3.0 star property
River Run
10.0 out of 10, Exceptional, (1 review)
"Nice slopeside condo in River Run Village at Keystone. Had everything we needed and was a very comfortable stay."
United States
Adam
The price is S$341
includes taxes & fees
28 Sept - 29 Sept
Dl8512-1
A spacious lobby with a large rock wall, a fireplace, and a seating area with a sofa and armchairs.

20. The Springs Condominiums by Vail Resorts

The Springs Condominiums by Vail Resorts
4.0 star property
River Run
7.8 out of 10, Good, (16 reviews)
"Love the location and the hot tubs for this property. Will definitely stay again. "
United States
TZU CHUN
The price is S$418
includes taxes & fees
28 Sept - 29 Sept
The Springs Condominiums by Vail Resorts
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

Ameristar Casino Resort Spa Black Hawk

Ameristar Casino Resort Spa Black Hawk

10/10 Excellent
"This is a a great place to get away and have a lil fun. Nestled in between the mountains and beautiful. I RECOMMEND"
Francisco 1-night trip
Posted less than an hour ago
Ameristar Casino Resort Spa Black Hawk

Frequently asked questions

Can I find holiday rentals in Bailey?

Yes, there are holiday rentals close to the most popular sights in Bailey, 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?

Gateway Mountain Lodge, A Vail Resorts Property: This holiday home rental outside of Bailey is located next to a golf course, and has an indoor pool, an arcade/games room and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals will I find in Bailey?

With 53 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?

Mount Bailey and Rosedale Peak are a couple of lovely local spots to get outside and enjoy nature. 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.