Photo by Shari Edwards

Holiday Rentals in Bailey

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Holiday Rentals in Bailey

Charming A-frame cabin next to stream on 3 acres

10.0 out of 10, Exceptional, (39)
"5 of us stayed at Winning Stream- it was like being in a movie set as we sat on the wonderful deck listening to the stream, basking in the sun, surrounded by the brilliant golds of the Aspens. The accommodations were everything as advertised, we were very comfortable. Maybe a couple more deck chairs could be added; we used a dining chair for our 5th guest"
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, (1157)
"We went for our honeymoon and everything was wonderful!"
The price is €175
includes taxes & fees
3 Dec - 4 Dec
Hyatt Vacation Club at The Ranahan

Village at Breckenridge Resort

3.0 star property
8.4 out of 10, Very good, (1684)
"Great location, loved the pool and hot tubs "
The price is €178
includes taxes & fees
26 Nov - 27 Nov
Village at Breckenridge Resort

River Mountain Lodge by Breckenridge Hospitality

3.0 star property
8.6 out of 10, Excellent, (1372)
"We enjoyed our stay here. The room was great, had everything we needed. It had all of the useful appliances you could think of and the room was very clean. "
The price is €135
includes taxes & fees
11 Dec - 12 Dec
River Mountain Lodge by Breckenridge Hospitality

Mountain Thunder Lodge

3.5 star property
9.2 out of 10, Wonderful, (1335)
"Everything was great except that they didn’t allow pets and that wasn’t stated anywhere on their page or website unless you specifically do a Google search for it. "
The price is €203
includes taxes & fees
26 Nov - 27 Nov
Mountain Thunder Lodge

Marriott's Mountain Valley Lodge at Breckenridge

3.5 star property
9.0 out of 10, Wonderful, (721)
"Enjoyed our stay, close to Main Street, walkable "
The price is €225
includes taxes & fees
30 Nov - 1 Dec
Marriott's Mountain Valley Lodge at Breckenridge

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 €346
includes taxes & fees
26 Nov - 27 Nov
Gold Point Resort Breckenridge by Vacatia

Main Street Station

3.5 star property
8.4 out of 10, Very good, (471)
"Property has amazing views. We liked the location. We enjoyed the stay. It was difficult to find parking lots assigned to us. Overall, it was a Good stay."
The price is €231
includes taxes & fees
1 Dec - 2 Dec
Main Street Station

Keystone Lakeside Village by Keystone Resort

3.0 star property
8.4 out of 10, Very good, (361)
"Beautiful room, super clean, & very comfortable! Instructions to get there were not understood completely, but once we found it, we loved it!!"
The price is €257
includes taxes & fees
28 Nov - 29 Nov
Keystone Lakeside Village by Keystone Resort

Breckenridge Getaway w/ Patio & Resort Amenities!

9.6 out of 10, Exceptional, (70)
"We wanted a weekend away, without costing a fortune. This place was perfect for the two of us. "
Breckenridge Getaway w/ Patio & Resort Amenities!

Ski-In/200 steps to lift,2BR-Loft,2BA,Vaulted Ceiling, Heated Private Garage

10.0 out of 10, Exceptional, (171)
"My sister and I stayed here the week before Thanksgiving. The condo was exactly as described. Comfy couches for reading and lovely views. The beds were also very comfortable. The hosts’ recommendations on restaurants were excellent. In addition we found good pizza at the Breckenridge Ale House. The garage was really nice. We were lucky enough to get snow while we were there and didn’t have to worry about getting it off the car. It was a short walk into town and close to everything. Would def...
The price is €561
includes taxes & fees
15 Dec - 16 Dec
Ski-In/200 steps to lift,2BR-Loft,2BA,Vaulted Ceiling, Heated Private Garage

Colorado Bear Creek Cabins

3.5 star property
9.4 out of 10, Exceptional, (359)
"Peaceful retreat in a comfortable, quaint cabin. Nice outdoor chairs along the stream to relax with a cup of coffee. Would love to stay again! "
The price is €226
includes taxes & fees
26 Nov - 27 Nov
Colorado Bear Creek Cabins

Cozy Mountain Home Close To Hiking, Ski &Red Rocks

9.6 out of 10, Exceptional, (35)
"What an amazing place to stay. It was so quiet, so comfortable, so easy to relax. It’s a cozy house that works perfectly for a small group and a couple dogs. "
The price is €388
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Home Close To Hiking, Ski &Red Rocks

River Run Village by Keystone Resort

3.5 star property
8.4 out of 10, Very good, (402)
"My husband and I were in town for a wedding up in A-basin. This was the perfect size unit in the perfect location! We loved River Run Village and how close everything else was! We would definitely stay here again!"
The price is €305
includes taxes & fees
26 Nov - 27 Nov
River Run Village by Keystone Resort

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

Luxury Apt, Private Hot Tub, Couples Retreat

10.0 out of 10, Exceptional, (190)
"Great amenities. Very clean. A short drive to Breckenridge shopping, great restaurants, and a fully stocked grocery minutes away. Susan (owner) was exceptionally accessible and accommodating! She contacted us before our arrival, and promptly answered our questions after we arrived too. We came the first weekend in October and missed a lot of the aspen leaf changes but it’s hard to judge exact times with nature. The only negative we had was a rather obstructed view of the mountains by other...
The price is €337
includes taxes & fees
26 Nov - 27 Nov
Luxury Apt, Private Hot Tub, Couples Retreat

Pine Ridge Condominiums

3.0 star property
9.0 out of 10, Wonderful, (1412)
"2 blocks away from Main Street. This is from the 1990s. The carpet is old and stained. The rooms were well furnished, they had some books, the washer/ dryer included detergent. We would stay here again. "
Pine Ridge Condominiums

Majestic Lodge only 22 miles from the base of Pike's Peak

9.8 out of 10, Exceptional, (117)
"Middle of nowhere. Exactly what we needed. "
Majestic Lodge only 22 miles from the base of Pike's Peak

Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed

9.6 out of 10, Exceptional, (61)
"Really nice place on the outskirts of Breckinridge. Pretty Mountain View from the balcony!"
The price is €278
includes taxes & fees
1 Dec - 2 Dec
Updated Condo in Breckenridge, Slope Views, Master Suite W/ King Bed

Ski-in/200 Steps To Lift, Studio, Perfect for couple or two friends.

10.0 out of 10, Exceptional, (171)
"It was a great stay"
Ski-in/200 Steps To Lift, Studio, Perfect for couple or two friends.
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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Other types of properties in Bailey you may be interested in

Charming A-frame cabin next to stream on 3 acres

10.0 out of 10, Exceptional, (39)
"5 of us stayed at Winning Stream- it was like being in a movie set as we sat on the wonderful deck listening to the stream, basking in the sun, surrounded by the brilliant golds of the Aspens. The accommodations were everything as advertised, we were very comfortable. Maybe a couple more deck chairs could be added; we used a dining chair for our 5th guest"
Charming A-frame cabin next to stream on 3 acres

Bailey Lodge

2.5 star property
9.8 out of 10, Exceptional, (235)
"Very clean "
The price is €109
includes taxes & fees
2 Dec - 3 Dec
Bailey Lodge

Ameristar Casino Resort Spa Black Hawk

4.0 star property
8.4 out of 10, Very good, (2385)
"Wonderful place. "
The price is €115
includes taxes & fees
1 Dec - 2 Dec
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 45 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.