A mountain range with a lake in the foreground and dense forest.

Bailey Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Bailey holiday rentals

A fire pit with benches, a mountain view, and a body of water.

1. 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, (237 reviews)
"Great staff and very comfortable stay."
United States
Heather
The price is S$197
includes taxes & fees
29 Nov - 30 Nov
The Residences at Main Street Station, Breckenridge
A building with a stone facade, a covered walkway over a stream, and a clear blue sky.

2. 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, (2,053 reviews)
"Excellent place to stay"
United States
Anita
The price is S$232
includes taxes & fees
10 Nov - 11 Nov
River Mountain Lodge, A Vail Resorts Property
An outdoor patio area with fire pits, seating, and a stone wall.

3. 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, (827 reviews)
"Perfect location and nice villa"
United States
Cassie
The price is S$207
includes taxes & fees
29 Nov - 30 Nov
Marriott's Mountain Valley Lodge at Breckenridge
A snow-covered resort with multiple buildings, a swimming pool, and a ski slope in the background.

4. 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, (1,757 reviews)
"The rooms were beautiful and well stocked, front desk very helpful right by Main Street Breckenridge"
United States
Cristy
The price is S$268
includes taxes & fees
15 Nov - 16 Nov
Mountain Thunder Lodge, A Vail Resorts Property
A covered outdoor deck with a grill, a blue folding chair, and a fire extinguisher.

5. Ricks Mountain Retreat

Ricks Mountain Retreat
2.0 star property
Sedalia
The price is S$355
includes taxes & fees
10 Nov - 11 Nov
Ricks Mountain Retreat
A cozy living room with leather sofas, a fireplace, and a view of the outdoors.

6. 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$495
includes taxes & fees
10 Nov - 11 Nov
Near Red Rocks, Hiking & Skiing: Kittredge Condo!
A wooden deck with outdoor seating, a fireplace, and a scenic mountain view.

7. 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$1,070
includes taxes & fees
17 Nov - 18 Nov
Skyline Lodge
A cozy living room with a stone fireplace, a large flat-screen TV, and a leather sofa.

8. East Keystone by Vail Resorts

East Keystone by Vail Resorts
3.5 star property
West Keystone
9.2 out of 10, Wonderful, (52 reviews)
"Great location "
United States
Marek
The price is S$251
includes taxes & fees
12 Nov - 13 Nov
East Keystone by Vail Resorts
A lakeside view with buildings, a fountain, and a forested mountain in the background.

9. Ls1496-0

Ls1496-0
3.0 star property
Lakeside Village
10.0 out of 10, Exceptional, (2 reviews)
"Amazing property with stunning views. Loved the location and access to all trails."
United States
RAMANUJA
The price is S$297
includes taxes & fees
10 Nov - 11 Nov
Ls1496-0
A multi-story building with a stone facade, balconies, and a ski lodge sign.

10. 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, (41 reviews)
"Located next to Ink Spot, great coffee/food."
United States
Cathy
The price is S$344
includes taxes & fees
13 Nov - 14 Nov
Jackpine & Black Bear Condos by Vail Resorts
A modern kitchen with a central island, bar stools, pendant lighting, and built-in shelving.

11. 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$532
includes taxes & fees
10 Nov - 11 Nov
Townhome 2br/2ba Just Minutes From Keystone Resort!
A modern living room with a large window, a sofa, ottoman, and a kitchen area with bar stools.

12. Village at Breckenridge, A Vail Resorts Property

Village at Breckenridge, A Vail Resorts Property
3.0 star property
Historic District
8.4 out of 10, Very good, (2,179 reviews)
"Beautiful room, location was great to walk around town and get some fresh air."
United States
Raquel
The price is S$236
includes taxes & fees
22 Nov - 23 Nov
Village at Breckenridge, A Vail Resorts Property
A cozy living room with a stone fireplace, a leather couch, and a patterned rug.

13. Buffalo Lodge by Summit County Mountain Retreats

Buffalo Lodge by Summit County Mountain Retreats
4.0 star property
River Run
8.4 out of 10, Very good, (19 reviews)
"The listed heated pool was not heated."
United States
Teri
The price is S$317
includes taxes & fees
10 Nov - 11 Nov
Buffalo Lodge by Summit County Mountain Retreats
A pool area with two pools, wooden deck, lounge chairs, and a covered seating area.

14. Four Oclock Lodge B06

Four Oclock Lodge B06
3.5 star property
Peak 8
9.0 out of 10, Wonderful, (7 reviews)
"All I needed for a place to stay and do some skiing with my youngest son. It is in a great location, close to the slopes and downtown. Very clean with all the accessories needed to eat in. It was very clean and the bed was soft. "
United States
Charles
Four Oclock Lodge B06
A lakeside view with buildings, a fountain, and a forested mountain in the background.

15. La1530-1

La1530-1
3.0 star property
Lakeside Village
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. Excellent proximity to the mountain. "
United States
Craig
The price is S$346
includes taxes & fees
10 Nov - 11 Nov
La1530-1
An indoor swimming pool with wooden beams and a view of the outdoors.

16. Lakefront Breckenridge Cabin: 6 Mi to Ski Resort!

Lakefront Breckenridge Cabin: 6 Mi to Ski Resort!
3.0 star property
Northside Breck
9.2 out of 10, Wonderful, (5 reviews)
"Smaller than picture. Very clean and the hosts were great. I would not recommend more than 2 people to stay."
United States
Trudy
The price is S$397
includes taxes & fees
10 Nov - 11 Nov
Lakefront Breckenridge Cabin: 6 Mi to Ski Resort!
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$488
includes taxes & fees
10 Nov - 11 Nov
Near Lifts, Ski Keystone, Sleeps up to 6 People
A pool area with two pools, wooden deck, lounge chairs, and a covered seating area.

18. Four O'clock Lodge B05

Four O'clock Lodge B05
3.5 star property
Peak 8
7.0 out of 10, Good, (7 reviews)
"The actual room was great. We didn't get the email to check in and had to talk with costumer service for about an hour when we arrived to get our check in code. "
United States
Alaina
The price is S$365
includes taxes & fees
11 Nov - 12 Nov
Four O'clock Lodge B05
A lodge surrounded by dense forest and a river, with a view of mountains in the background.

19. Timbers & Lone Eagle by Vail Resorts

Timbers & Lone Eagle by Vail Resorts
4.0 star property
River Run
9.2 out of 10, Wonderful, (66 reviews)
"Wish we had stayed longer than one night. Great location, clean property, and great amenities."
United States
Brittney
The price is S$373
includes taxes & fees
13 Nov - 14 Nov
Timbers & Lone Eagle by Vail Resorts
A dining area with a wooden table and chairs, a fireplace, and a television above it.

20. 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$327
includes taxes & fees
13 Nov - 14 Nov
Red Hawk, A Vail Resorts Property
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

Lady Luck Casino Black Hawk - A Caesars Rewards Destination

Lady Luck Casino Black Hawk - A Caesars Rewards Destination

10/10 Excellent
"M encantó la habitación, estaba súper Limpia, aunque nos hospedaron en el hotel horse, todo de lujo!!"
Patricia 1-night trip
Posted 1 hour ago
Lady Luck Casino Black Hawk - A Caesars Rewards Destination

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.