Photo by Shari Edwards

Bailey Holiday Rentals

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Holiday Rentals in Bailey

Charming A-frame cabin next to stream on 3 acres
10.0 out of 10, Exceptional, (36)
"Beautiful cabin and location."
Charming A-frame cabin next to stream on 3 acres
Hyatt Vacation Club at The Ranahan
4.0 star property
9.6 out of 10, Exceptional, (1110)
"We basically had the property to ourselves. We were in the hot tub until close every night it was amazing. Staff was very friendly and accommodating. "
The price is NZ$349
includes taxes & fees
7 Oct - 8 Oct
Hyatt Vacation Club at The Ranahan
Village at Breckenridge Resort
3.0 star property
8.4 out of 10, Very good, (1665)
"Good location "
The price is NZ$377
includes taxes & fees
29 Sept - 30 Sept
Village at Breckenridge Resort
River Mountain Lodge by Breckenridge Hospitality
3.0 star property
8.6 out of 10, Excellent, (1344)
"The Hot tub was being remodeled so the hammering and construction work was a tiny bit annoying as my window was right there. The location is great, good amenities, this unit had everything I needed. Thank you "
The price is NZ$301
includes taxes & fees
29 Sept - 30 Sept
River Mountain Lodge by Breckenridge Hospitality
Mountain Thunder Lodge
3.5 star property
9.2 out of 10, Wonderful, (1328)
"Loved having the kitchen in the room! Helped to keep the budget in check… one of the most comfortable beds I’ve ever slept in…"
The price is NZ$415
includes taxes & fees
29 Sept - 30 Sept
Mountain Thunder Lodge
Marriott's Mountain Valley Lodge at Breckenridge
3.5 star property
9.0 out of 10, Wonderful, (706)
"Clean and friendly staff"
The price is NZ$229
includes taxes & fees
24 Oct - 25 Oct
Marriott's Mountain Valley Lodge at Breckenridge
The Residences at Main Street Station, Breckenridge
4.0 star property
9.0 out of 10, Wonderful, (116)
"Great place to stay! Our room was great, beds comfy and great location! I would definitely recommend! Travis and all the staff at the front desk were wonderful!"
The price is NZ$389
includes taxes & fees
7 Oct - 8 Oct
The Residences at Main Street Station, Breckenridge
Keystone Lakeside Village by Keystone Resort
3.0 star property
8.4 out of 10, Very good, (360)
"Great time. Recommend a stay here"
The price is NZ$349
includes taxes & fees
3 Oct - 4 Oct
Keystone Lakeside Village by Keystone Resort
Main Street Station
3.5 star property
8.4 out of 10, Very good, (466)
"Great location and lots of space in the apartment for all our gear as well as to relax. Took a minute to figure out the vast underground parking garage! It was a great place for us to base ourselves for a weekend in Breck. Would go back."
The price is NZ$407
includes taxes & fees
10 Oct - 11 Oct
Main Street Station
Pine Ridge Condominiums
3.0 star property
9.0 out of 10, Wonderful, (1406)
"This unit was so cozy and perfect for a quick family getaway. The location was awesome with easy access to most things breck has to offer. We would definitely rent here again. "
Pine Ridge Condominiums
Breckenridge Getaway w/ Patio & Resort Amenities!
9.6 out of 10, Exceptional, (69)
"We came to Breckenridge for a wedding, location was central to every event we attended. Parking was nice, everything was as listed and very handy. Would recommend "
Breckenridge Getaway w/ Patio & Resort Amenities!
Gold Point Resort Breckenridge by Vacatia
3.0 star property
9.2 out of 10, Wonderful, (93)
"Meagan (front desk) was so helpful and nice 😊 We wish to come back soon! "
The price is NZ$536
includes taxes & fees
9 Oct - 10 Oct
Gold Point Resort Breckenridge by Vacatia
Colorado Bear Creek Cabins
3.5 star property
9.4 out of 10, Exceptional, (353)
"Best place I’ve ever been to!! So peaceful, quiet and relaxing"
The price is NZ$495
includes taxes & fees
2 Oct - 3 Oct
Colorado Bear Creek Cabins
Ski-In/200 steps to lift,2BR-Loft,2BA,Vaulted Ceiling, Heated Private Garage
10.0 out of 10, Exceptional, (168)
"The location is beautiful and the unit was very clean. We especially liked having a garage to keep our motorcycle gear since it was three flights of stairs up to the unit. When you come from lower elevations it took a few days to get used to climbing the stairs. :) We enjoyed our time in Colorado very much. "
Ski-In/200 steps to lift,2BR-Loft,2BA,Vaulted Ceiling, Heated Private Garage
Cozy Mountain Home Close To Hiking, Ski &Red Rocks
9.6 out of 10, Exceptional, (33)
"Very nice property in the middle of a quaint mountain town. We were able to cool down from a long weekend by relaxing out on the deck and the very comfortable living room. The quietness of the area can not be overstated, at night you can’t hear anything at all."
The price is NZ$666
includes taxes & fees
13 Oct - 14 Oct
Cozy Mountain Home Close To Hiking, Ski &Red Rocks
Luxury Apt, Private Hot Tub, Couples Retreat
10.0 out of 10, Exceptional, (188)
"We loved the condo. It was clean and well stocked. The hot tub was quiet and had a lovely view of mountains. Overall relaxing vibe. We would stay here again!"
The price is NZ$573
includes taxes & fees
28 Sept - 29 Sept
Luxury Apt, Private Hot Tub, Couples Retreat
Pemberley - Ski In/Out Luxurious 2 Master Suites + 2 bdrms/ Nr. Pk 9
9.8 out of 10, Exceptional, (102)
"This was our choice VRBO for 10 of us, college sorority sisters from 35 years prior! The house accommodated us very well. Check-in/-out: straightforward, easy. Granted early check in when my flight changed to an earlier arrival time. Appreciated that flexibility. Ample-sized great room: a wonderful gathering place for visiting & relax with a glass of wine. Large dining table was perfect for our group meals. Kitchen dishware was well-stocked for large groups. We even found a few unexpected spices...
Pemberley - Ski In/Out Luxurious 2 Master Suites + 2 bdrms/ Nr. Pk 9
Mt. Vernon Ranch House near Red Rocks and Colorado Mountains, skiing. Est 1860
10.0 out of 10, Exceptional, (53)
"Our good friend's daughter was getting married in Colorado Springs, so a group of our high school friends went on a road trip. Before the wedding, we planned a concert at Red Rocks and found this historical house that could fit us all. We had a blast! The house is situated in a State Park and the trailhead to the Red Rocks hike was very close. This was a great hike, but not a recommended walk to the concert. The property is not for folks who like modern but is eclectic and intriguing for...
Mt. Vernon Ranch House near Red Rocks and Colorado Mountains, skiing. Est 1860
Mountain Retreat Near Lake, Red Rocks & Golden!
9.8 out of 10, Exceptional, (22)
"Stayed in September of 2024 and loved it. It was clean, we slept great on the (firm) mattresses, and the views from the patio and front room are great. One thing to note is that all 3 bedrooms are upstairs, and you access them via a spiral staircase. But if that’s a problem, you can also access them by going up a few steps outside the home and entering the 2nd floor on the higher deck. But it had everything we needed, it was easy to get to Red Rocks, and the natural beauty is almost...
Mountain Retreat Near Lake, Red Rocks & Golden!
Majestic Lodge only 22 miles from the base of Pike's Peak
9.8 out of 10, Exceptional, (113)
"Host was very responsive. The space was perfect for our large family with plenty of room for cooking, games and just simply time together!"
Majestic Lodge only 22 miles from the base of Pike's Peak
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Other types of properties in Bailey you may be interested in

Bailey Lodge
2.5 star property
9.8 out of 10, Exceptional, (223)
"Such a cozy atmosphere, wish I could have stayed longer. Definitely want to go again!"
The price is NZ$188
includes taxes & fees
17 Oct - 18 Oct
Bailey Lodge
Charming A-frame cabin next to stream on 3 acres
10.0 out of 10, Exceptional, (36)
"Beautiful cabin and location."
Charming A-frame cabin next to stream on 3 acres
Ameristar Casino Resort Spa Black Hawk
4.0 star property
8.4 out of 10, Very good, (2262)
"Nice property in Black Hawk, enjoyed the dining options and slot play. Would recommend."
The price is NZ$211
includes taxes & fees
30 Sept - 1 Oct
Ameristar Casino Resort Spa Black Hawk
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.

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 46 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.