Bailey Vacation Rentals from ￥17,773: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Bailey has to offer?

Gateway Mountain Lodge, A Vail Resorts Property : This vacation home rental outside of Bailey is located next to a golf course and has an indoor pool, an arcade game 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 vacation with amenities like a hot tub.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Bailey vacation rentals

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

1. The Residences at Main Street Station, Breckenridge

Historic District

Heather

￥22,380 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio area with fire pits, seating, and a stone wall.

2. Marriott's Mountain Valley Lodge at Breckenridge

Peak 9

Cassie

￥17,773 total

includes taxes & fees

Nov 9 - Nov 10

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

Historic District

Anita

￥23,009 total

includes taxes & fees

Oct 30 - Oct 31

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

Peak 8

Cristy

￥32,744 total

includes taxes & fees

Oct 26 - Oct 27

A cozy living room with leather sofas, a fireplace, and a view of the outdoors.

5. Near Red Rocks, Hiking & Skiing: Kittredge Condo!

Kittredge

Sharon

￥60,443 total

includes taxes & fees

Oct 30 - Oct 31

A wooden deck with outdoor seating, a fireplace, and a scenic mountain view.

6. Skyline Lodge

Idaho Springs

Brittany

￥134,173 total

includes taxes & fees

Nov 24 - Nov 25

A modern kitchen with a central island, bar stools, pendant lighting, and built-in shelving.

7. Townhome 2br/2ba Just Minutes From Keystone Resort!

Summit Cove

￥60,452 total

includes taxes & fees

Oct 25 - Oct 26

A dining area with a wooden table and chairs, a fireplace, and a television above it.

8. Red Hawk, A Vail Resorts Property

River Run

William Allen

￥46,695 total

includes taxes & fees

Oct 31 - Nov 1

A lakeside view with buildings, a fountain, and a forested mountain in the background.

9. Ls1496-0

Lakeside Village

RAMANUJA

￥35,937 total

includes taxes & fees

Oct 27 - Oct 28

A multi-story residential building with a stone foundation, wooden exterior, and multiple balconies.

10. East Keystone by Vail Resorts

West Keystone

Marek

￥37,180 total

includes taxes & fees

Oct 29 - Oct 30

A multi-story building with a stone facade, balconies, and a ski lodge sign.

11. Jackpine & Black Bear Condos by Vail Resorts

River Run

Cathy

￥44,427 total

includes taxes & fees

Oct 25 - Oct 26

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

River Run

TZU CHUN

￥47,239 total

includes taxes & fees

Nov 7 - Nov 8

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

Historic District

Marla

￥26,481 total

includes taxes & fees

Oct 30 - Oct 31

A multi-story hotel with balconies and a river in the foreground.

14. Mountain House, A Vail Resorts Property

Mountain House

Stan

￥40,743 total

includes taxes & fees

Oct 30 - Oct 31

An indoor swimming pool with wooden beams and a view of the outdoors.

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

Northside Breck

Trudy

￥48,495 total

includes taxes & fees

Oct 25 - Oct 26

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

River Run

Monica

￥48,415 total

includes taxes & fees

Oct 31 - Nov 1

A modern living room with a fireplace, a sofa, a chair, and a television.

17. Near Lifts, Ski Keystone, Sleeps up to 6 People

Mountain House

Jennifer

￥57,858 total

includes taxes & fees

Oct 25 - Oct 26

A lodge surrounded by dense forest and a river, with a view of mountains in the background.

18. Timbers & Lone Eagle by Vail Resorts

River Run

Brittney

￥54,880 total

includes taxes & fees

Oct 29 - Oct 30

A kitchen with granite countertops, a stainless steel sink, wooden walls, and large windows.

19. Ew1445-1

Lakeside Village

Radka

￥44,310 total

includes taxes & fees

Oct 30 - Oct 31

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

Historic District

Tara

￥44,020 total

includes taxes & fees

Oct 25 - Oct 26

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

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

The Nest at Black Hawk

8/10 Good

"Great stay"

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

10/10 Excellent

"Exceptional Hospitality That Made Our Stay Memorable! ⭐⭐⭐⭐⭐ What truly sets a hotel apart isn't just its amenities or location, but the people who go above and beyond to make guests feel special. Our stay was a perfect example of this! We visited during the shoulder season, so the ski lifts weren't operating, and the restaurant was temporarily closed for deep cleaning. Despite these limitations, Monique, the wonderful front desk clerk, went out of her way to ensure we still had a memorable experience. Rather than simply explaining what wasn't available, she focused on what she could do to make our visit special. She even took the time to give us a tour, making us feel genuinely welcomed and appreciated. Her kindness, enthusiasm, and exceptional customer service turned what could have been a disappointing off-season visit into a wonderful experience. It's rare to encounter someone who takes such personal pride in making guests feel valued. This is hospitality at its finest! We left with a lasting impression, not because of the amenities, but because of the extraordinary care we received. We would absolutely return and highly recommend this hotel. Management is fortunate to have Monique, someone who represents their property so beautifully!"

Find out more about Bailey

Search for holiday rentals in Bailey on Expedia! You can easily find your home rentals, villas, holiday apartments in Bailey using one of the methods below:

View our selection of featured holiday rentals in Bailey
Use the map to find apartments and other holiday homes in the Bailey neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Bailey while they last

Look no further and take a look at our great range of rental properties in Bailey!

Frequently asked questions

Can I find vacation rentals in Bailey?

Yes, you can find vacation rentals close to the most popular sights in Bailey, or you can go with a more secluded option if you're looking for relaxation. Bailey is known for its mountain views and riverfront.

What are some of the best vacation home rentals that Bailey has to offer?

Gateway Mountain Lodge, A Vail Resorts Property: This vacation home rental outside of Bailey is located next to a golf course and has an indoor pool, an arcade game 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 vacation with amenities like a hot tub.

How many vacation rentals will I find in Bailey?

With 53 Expedia vacation rentals, you're sure 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 larger area, you’ll find McGraw Memorial Park and Mount Blue Sky.

What’s a vacation rental in Bailey like?

A vacation rental is a private property you can stay in for a couple of days or more in Bailey. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family gatherings.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Bailey vacation rentals

1. The Residences at Main Street Station, Breckenridge

2. Marriott's Mountain Valley Lodge at Breckenridge

3. River Mountain Lodge, A Vail Resorts Property

4. Mountain Thunder Lodge, A Vail Resorts Property

5. Near Red Rocks, Hiking & Skiing: Kittredge Condo!

6. Skyline Lodge

7. Townhome 2br/2ba Just Minutes From Keystone Resort!

8. Red Hawk, A Vail Resorts Property

9. Ls1496-0

10. East Keystone by Vail Resorts

11. Jackpine & Black Bear Condos by Vail Resorts

12. The Springs Condominiums by Vail Resorts

13. Village at Breckenridge, A Vail Resorts Property

14. Mountain House, A Vail Resorts Property

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

16. Expedition Station Condos by Vail Resorts

17. Near Lifts, Ski Keystone, Sleeps up to 6 People

18. Timbers & Lone Eagle by Vail Resorts

19. Ew1445-1

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

Find vacation rentals that suit your style

Top Bailey Hotel Reviews

The Nest at Black Hawk

Monarch Casino Resort Spa Black Hawk

Mountain Thunder Lodge, A Vail Resorts Property

Gravity Haus Breckenridge

The Lodge at Breckenridge

Hampton Inn-Denver West/Golden

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

Beaver Run Resort & Conference Center

Find out more about Bailey

Frequently asked questions

Go further with the Expedia app