Homestead Vacation Packages

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Top Holiday Package Deals in Homestead

Price found within the past 48 hours. Click for updated prices.

Laurelwood Condominiums

Save 100% on your flight

CA $2,870

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Denver (DEN)

9.2/10 Wonderful! (1,562 reviews)

I wish the listings would show/state where the condo is located within the building. Our's was on the second floor, and we could hear noise above us. I always prefer to book upper level rooms/units, but it was unclear where this unit was located. Otherwise, the unit met our needs.

Reviewed on Oct 7, 2026

Village at Breckenridge, A Vail Resorts Property

Historic District

Save 100% on your flight

CA $3,355

per person

Dec 28 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Denver (DEN)

8.4/10 Very good! (2,130 reviews)

Aspen Hideaway by Avantstay Walk to Aspen, Near Slopes + Pool & Hot Tub Access

West End

Save 100% on your flight

CA $4,763

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Denver (DEN)

No reviews

Hotel Jerome, Auberge Collection

Downtown Aspen

Save 100% on your flight

CA $5,492

per person

Dec 6 - Dec 13

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Denver (DEN)

9.6/10 Exceptional! (485 reviews)

Crystal Peak Lodge, A Vail Resorts Property

Peak 7

Save 100% on your flight

CA $8,987

per person

Dec 28 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Denver (DEN)

9/10 Wonderful! (444 reviews)

The location was perfect. The Mountain View was breathtaking

Reviewed on Oct 11, 2026

Where to stay in Homestead

Find the best Homestead areas and neighborhoods for the activities you enjoy most. Learn more about Homestead

A mountainous town with a central building surrounded by residential houses and a ski resort.

Arrowhead

If you're spending some time in Arrowhead, Beaver Creek Ski Area and Arrowhead Ski Area are top sights worth seeing.

A wooden watermill on a river, surrounded by mountains and trees.

Cordillera

3 out of top 10 points of interest in this area

While visiting Cordillera, you might make a stop by sights like Cordillera Mountain Course and Summit Course at Cordillera.

A snow-covered mountain town with a highway, buildings, and a forested valley.

Singletree

1 out of top 10 points of interest in this area

While Singletree might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Arrow Bahn Express Lift and Beaver Creek Ski Area.

Homestead Hotel Deals

Sonnenalp

20 Vail Rd Vail CO

CA $352

CA $476 total

Oct 26 - Oct 27

includes taxes & fees

Residence Inn by Marriott Vail

1783 N. Frontage Road Vail CO

Fully refundableReserve now, pay when you stay

CA $205

CA $227 total

Oct 18 - Oct 19

includes taxes & fees

The Christie Lodge - All Suite Property, Vail Valley/Beaver Creek

47 East Beaver Creek Boulevard Avon CO

Fully refundableReserve now, pay when you stay

CA $163

CA $217 total

Oct 18 - Oct 19

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

"Good location. Great price. Clean and comfortable"

Reviewed on Oct 13, 2026

See all 6,826 properties in Homestead

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.