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

Search Holiday Rentals in Bailey

  • 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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, (232 reviews)
"Great staff and very comfortable stay."
United States
Heather
The price is 2.588.669 ₫
3.922.963 ₫ total
includes taxes & fees
16 Nov - 17 Nov
The Residences at Main Street Station, Breckenridge
An outdoor patio area with fire pits, seating, and a stone wall.

2. 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, (820 reviews)
"Perfect location and nice villa"
United States
Cassie
The price is 2.613.476 ₫
2.934.279 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Marriott's Mountain Valley Lodge at Breckenridge
A modern living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outside.

3. 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, (2,026 reviews)
"Excellent place to stay"
United States
Anita
The price is 3.450.047 ₫
4.417.292 ₫ total
includes taxes & fees
25 Oct - 26 Oct
River Mountain Lodge, A Vail Resorts Property
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, (1,746 reviews)
"The rooms were beautiful and well stocked, front desk very helpful right by Main Street Breckenridge"
United States
Cristy
The price is 4.087.932 ₫
5.403.700 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Mountain Thunder Lodge, A Vail Resorts Property
A cozy living room with leather sofas, a fireplace, and a view of the outdoors.

5. 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 5.147.334 ₫
9.975.223 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Near Red Rocks, Hiking & Skiing: Kittredge Condo!
A wooden deck with outdoor seating, a fireplace, and a scenic mountain view.

6. 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 4.153.098 ₫
22.489.103 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Skyline Lodge
A modern kitchen with a central island, bar stools, pendant lighting, and built-in shelving.

7. 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 3.151.438 ₫
10.108.360 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Townhome 2br/2ba Just Minutes From Keystone Resort!
A dining area with a wooden table and chairs, a fireplace, and a television above it.

8. 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 5.837.147 ₫
7.698.964 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Red Hawk, A Vail Resorts Property
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 2.500.466 ₫
5.930.815 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Ls1496-0
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)
"Great location "
United States
Marek
The price is 4.649.917 ₫
6.132.612 ₫ total
includes taxes & fees
29 Oct - 30 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, (41 reviews)
"Located next to Ink Spot, great coffee/food."
United States
Cathy
The price is 6.161.506 ₫
8.126.580 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Jackpine & Black Bear Condos by Vail Resorts
A spacious lobby with a large rock wall, a fireplace, and a seating area with a sofa and armchairs.

12. 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 6.409.336 ₫
8.453.526 ₫ total
includes taxes & fees
28 Oct - 29 Oct
The Springs Condominiums by Vail Resorts
A modern living room with a large window, a sofa, ottoman, and a kitchen area with bar stools.

13. 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, (2,168 reviews)
"Great location and the rooms were very clean and quiet."
United States
Marla
The price is 3.786.782 ₫
4.762.189 ₫ total
includes taxes & fees
5 Nov - 6 Nov
Village at Breckenridge, A Vail Resorts Property
A multi-story hotel with balconies and a river in the foreground.

14. Mountain House, A Vail Resorts Property

Mountain House, A Vail Resorts Property
3.0 star property
Mountain House
7.8 out of 10, Good, (97 reviews)
"Room was clean and comfortable. Only thing needing attention is the batroom floor (sagging) and tile around tub kind of sketchy."
United States
Stan
The price is 5.563.777 ₫
7.338.400 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Mountain House, A Vail Resorts Property
An indoor swimming pool with wooden beams and a view of the outdoors.

15. 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 2.638.332 ₫
8.003.458 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Lakefront Breckenridge Cabin: 6 Mi to Ski Resort!
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 6.052.644 ₫
7.983.019 ₫ total
includes taxes & fees
31 Oct - 1 Nov
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 2.749.973 ₫
9.539.838 ₫ total
includes taxes & fees
23 Oct - 24 Oct
Near Lifts, Ski Keystone, Sleeps up to 6 People
A lodge surrounded by dense forest and a river, with a view of mountains in the background.

18. 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 6.867.345 ₫
9.057.458 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Timbers & Lone Eagle by Vail Resorts
A kitchen with granite countertops, a stainless steel sink, wooden walls, and large windows.

19. Ew1445-1

Ew1445-1
3.0 star property
Lakeside Village
8.0 out of 10, Very good, (2 reviews)
"Great location, a nice cozy place with kitchen. Check in is not at the location."
United States
Radka
The price is 2.924.151 ₫
7.312.835 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Ew1445-1
A spa area with a hot tub, exercise equipment, and large windows offering views of the outdoors.

20. Quaint Studio in Heart of Breck Steps to Snowy Fun by RedAwning

Quaint Studio in Heart of Breck Steps to Snowy Fun by RedAwning
3.5 star property
Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Convenient to Main Street and walking distance to everything! Overall great place to stay only negative thing is the walls were thin, and we could hear the people next to us and above us. Other than that highly would recommend."
United States
Tara
The price is 6.202.218 ₫
7.868.800 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Quaint Studio in Heart of Breck Steps to Snowy Fun 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

Keystone Lodge & Spa, A Vail Resorts Property

Keystone Lodge & Spa, A Vail Resorts Property

8/10 Good
"Dog frendly rooms with a fee. I appreciate that when I travel alone to be able to have my Dog. Big windows in these rooms I loved my room."
Sherri 1-night trip
Posted 2 hours ago
Keystone Lodge & Spa, A Vail Resorts Property

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.

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.