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Top Holiday Rentals in Bailey

Our top choices for Bailey holiday rentals

Hyatt Vacation Club at The Ranahan

4.0 star property
9.6 out of 10, Exceptional, (1460)
"Great stay"
The price is ฿4,641
฿6,484 total
includes taxes & fees
23 Sept - 24 Sept
Hyatt Vacation Club at The Ranahan

River Mountain Lodge by Breckenridge Hospitality

3.0 star property
8.6 out of 10, Excellent, (1562)
"Great stay and very walkable! "
The price is ฿4,317
฿5,526 total
includes taxes & fees
18 Sept - 19 Sept
River Mountain Lodge by Breckenridge Hospitality

Mountain Thunder Lodge

3.5 star property
9.4 out of 10, Exceptional, (1463)
"Great place to stay "
The price is ฿4,929
฿6,456 total
includes taxes & fees
7 Sept - 8 Sept
Mountain Thunder Lodge

Village at Breckenridge Resort

3.0 star property
8.4 out of 10, Very good, (1830)
"Great place to stay! Great service! "
The price is ฿6,482
฿8,095 total
includes taxes & fees
28 Aug - 29 Aug
Village at Breckenridge Resort

Keystone Lakeside Village by Keystone Resort

3.0 star property
8.4 out of 10, Very good, (425)
"Great place to sty and we were visited by a moose"
The price is ฿4,638
฿6,116 total
includes taxes & fees
31 Aug - 1 Sept
Keystone Lakeside Village by Keystone Resort

Main Street Station

3.5 star property
8.4 out of 10, Very good, (516)
"Older rundown condo. I have stayed there multiple time and condition gets progressively worse. Not terrible but I expect better for the money!!"
The price is ฿5,088
฿6,967 total
includes taxes & fees
7 Sept - 8 Sept
Main Street Station

Marriott's Mountain Valley Lodge at Breckenridge

3.5 star property
9.0 out of 10, Wonderful, (754)
"Great hotel, clean"
The price is ฿5,769
฿6,477 total
includes taxes & fees
21 Sept - 22 Sept
Marriott's Mountain Valley Lodge at Breckenridge

Forest Condominiums by Keystone Resort

3.0 star property
8.4 out of 10, Very good, (470)
"Amazing property!"
The price is ฿3,763
฿4,963 total
includes taxes & fees
27 Aug - 28 Aug
Forest Condominiums by Keystone Resort

Swan Mountain Resort

3.5 star property
9.6 out of 10, Exceptional, (311)
"Cozy apartment, lighted, well equipped kitchen. Grocery and food options within 5 miles. Beautiful location. "
The price is ฿5,819
฿6,306 total
includes taxes & fees
31 Aug - 1 Sept
Swan Mountain Resort

Pine Ridge Condominiums

3.0 star property
9.0 out of 10, Wonderful, (1443)
"Very comfortable in an exceptionally convenient location. Everything you'd want within walking distance or just a quick bus ride away."
Pine Ridge Condominiums

The Residences at Main Street Station, Breckenridge

4.0 star property
8.8 out of 10, Excellent, (132)
"First time staying here. Didn’t stay long enough to actually give a good review."
The price is ฿4,793
฿6,655 total
includes taxes & fees
14 Sept - 15 Sept
The Residences at Main Street Station, Breckenridge

Colorado Bear Creek Cabins

3.5 star property
9.4 out of 10, Exceptional, (392)
"My family and I had a wonderful stay. We will definitely be back. "
The price is ฿9,736
฿10,174 total
includes taxes & fees
25 Aug - 26 Aug
Colorado Bear Creek Cabins

Gold Point Resort Breckenridge by Vacatia

3.0 star property
9.2 out of 10, Wonderful, (104)
"Great trip"
Gold Point Resort Breckenridge by Vacatia

Gateway Mountain Lodge by Keystone Resort

3.0 star property
7.4 out of 10, Good, (103)
"Very pleasant stay. Great accomodations. Great communication. Great location"
The price is ฿4,083
฿5,386 total
includes taxes & fees
27 Aug - 28 Aug
Gateway Mountain Lodge by Keystone Resort

Timbers and Lone Eagle by Keystone Resort

4.0 star property
9.2 out of 10, Wonderful, (57)
"Great place with all the amenities "
The price is ฿6,231
฿8,218 total
includes taxes & fees
28 Aug - 29 Aug
Timbers and Lone Eagle by Keystone Resort

Water House on Main Street

4.0 star property
9.4 out of 10, Exceptional, (201)
"Great stay not sure why it had that one bad review people shouldn’t complain about the small stuff "
The price is ฿6,514
฿8,919 total
includes taxes & fees
26 Aug - 27 Aug
Water House on Main Street

Mountain House Neighborhood by Keystone Resort

3.0 star property
7.8 out of 10, Good, (94)
"Very nicely appointed condo. Was able to walk to ski lift."
The price is ฿4,638
฿6,117 total
includes taxes & fees
27 Aug - 28 Aug
Mountain House Neighborhood by Keystone Resort

Jackpine & Black Bear Condos

4.0 star property
9.4 out of 10, Exceptional, (21)
"Perfect stay for my visit to Keystone. Centrally located, clean and well stocked."
The price is ฿6,388
฿8,425 total
includes taxes & fees
27 Aug - 28 Aug
Jackpine & Black Bear Condos

River Run Village by Keystone Resort

3.5 star property
8.2 out of 10, Very good, (414)
"Right at the base"
The price is ฿5,804
฿7,656 total
includes taxes & fees
31 Aug - 1 Sept
River Run Village by Keystone Resort
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.

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 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?

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 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.