Photo by mrstigger49

Search Villas in Gypsum

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Villas in Gypsum

★★★★★MillionDollar♟Chalet⛷Ski.FishingHike.Raft
Exterior

★★★★★MillionDollar♟Chalet⛷Ski.FishingHike.Raft

8.4 out of 10, Very Good, (7)
"This house worked well for our extended family vacation. We enjoyed the backyard with fire pit and grill. Great location in the country but still close to everything in Glenwood Springs. Would recommend this house and we would stay again."
The price is AED 1,350
AED 2,906 total
includes taxes & fees
7 Oct - 8 Oct
★★★★★MillionDollar♟Chalet⛷Ski.FishingHike.Raft
The Ritz-Carlton Club, Aspen Highlands (3 Bedroom)
Exterior

The Ritz-Carlton Club, Aspen Highlands (3 Bedroom)

The price is AED 7,232
AED 8,356 total
includes taxes & fees
29 Oct - 30 Oct
The Ritz-Carlton Club, Aspen Highlands (3 Bedroom)
Sheraton Mountain Vista Villas (2BR)
Exterior

Sheraton Mountain Vista Villas (2BR)

The price is AED 3,669
AED 4,209 total
includes taxes & fees
5 Oct - 6 Oct
Sheraton Mountain Vista Villas (2BR)
The Ritz-Carlton Club, Aspen Highlands (2 Bedroom)
Exterior

The Ritz-Carlton Club, Aspen Highlands (2 Bedroom)

The price is AED 5,627
AED 6,502 total
includes taxes & fees
29 Oct - 30 Oct
The Ritz-Carlton Club, Aspen Highlands (2 Bedroom)
Luxury Beaver Creek 7-Bed Golf Retreat | Central Air, Hot Tub, Golf Views
Outdoor dining

Luxury Beaver Creek 7-Bed Golf Retreat | Central Air, Hot Tub, Golf Views

10.0 out of 10, Exceptional, (6)
"My family and I loved our stay in Beaver Creek! Such a spacious house, newly renovated spaces, a very centric location and amazing service! We’re looking forward to staying there again next year. "
Luxury Beaver Creek 7-Bed Golf Retreat | Central Air, Hot Tub, Golf Views
Luxurious, True Ski-In/Ski-Out Highlands Townhouse In Beaver Creek Village
Outdoor dining

Luxurious, True Ski-In/Ski-Out Highlands Townhouse In Beaver Creek Village

9.8 out of 10, Exceptional, (45)
"Beautiful home. Well equipped. Clean. Close to town. Very comfortable. Grandkids loved the pool and easy hikes right out the back door. Check in and communication was fantastic. We will be back. "
Luxurious, True Ski-In/Ski-Out Highlands Townhouse In Beaver Creek Village
Beautiful Beaver Creek Mountain Villa. 5br/6ba w. Private Hot Tub!
Exterior

Beautiful Beaver Creek Mountain Villa. 5br/6ba w. Private Hot Tub!

10.0 out of 10, Exceptional, (9)
"House was exactly as described. Very clean, very spacious, and many areas to gather as well as for privacy. Enjoyed the hot tub, the pool room, and many meals in both dining areas. Comfortable bedrooms with en suite bathrooms and cable tv. Very easy shuttle service to the mountain or any other destinations within beaver creek.David, the property manager, was very attentive and responsive. We hope to be back at 55 Holden again!"
Beautiful Beaver Creek Mountain Villa. 5br/6ba w. Private Hot Tub!
Eagles's Nest: Luxury Ski Getaway⛷Beaver Vail⛷Family Haven⛷On Ski Shuttle⛷Spa⛷
Exterior

Eagles's Nest: Luxury Ski Getaway⛷Beaver Vail⛷Family Haven⛷On Ski Shuttle⛷Spa⛷

9.6 out of 10, Exceptional, (4)
"Beautiful home, great location in Arrowhead annd easy shuttle anccess to BC. Easy check in and received WiFi and other details 3 days prior. Left this am with garbage taken out, dishes done, and towels in bathrooms ready to be laundered as I didn’t receive any check out instructions. "
Eagles's Nest: Luxury Ski Getaway⛷Beaver Vail⛷Family Haven⛷On Ski Shuttle⛷Spa⛷
Charming 1-bedroom villa in brilliant Avon with Fierplace, Balacony & Whirlpool
Exterior

Charming 1-bedroom villa in brilliant Avon with Fierplace, Balacony & Whirlpool

Charming 1-bedroom villa in brilliant Avon with Fierplace, Balacony & Whirlpool
Sheraton Mountain Vista 2-bedroom villa with fitness room, WiFi in gorgeous Avon
Exterior

Sheraton Mountain Vista 2-bedroom villa with fitness room, WiFi in gorgeous Avon

Sheraton Mountain Vista 2-bedroom villa with fitness room, WiFi in gorgeous Avon
Westin Riverfront Villa & Spa
Interior

Westin Riverfront Villa & Spa

Westin Riverfront Villa & Spa
2 BDRM HYATT Mountain Lodge Beaver Creek. Steps to Village 1/21/25-1/25/25
Exterior

2 BDRM HYATT Mountain Lodge Beaver Creek. Steps to Village 1/21/25-1/25/25

2 BDRM HYATT Mountain Lodge Beaver Creek. Steps to Village 1/21/25-1/25/25
Westin Riverfront 2 Bdrm Premium Villa: sleeps 8, March 14-21, 20256, Ski In/Out
Dining

Westin Riverfront 2 Bdrm Premium Villa: sleeps 8, March 14-21, 20256, Ski In/Out

4.0 star property
10.0 out of 10, Exceptional, (1)
"The Westin Riverfront Villas is an amazing property, and Kymberly’s property was perfect for our family. Even with 2 teenage boys, the premier 1-bedroom villa was space enough to keep us together as a unit without us stepping on each other. The service staff is top-notch, and if something isn’t right, they make it right. Kymberly was attentive to my questions, and although we didn’t encounter any issues, I felt reassured she’d be able to help. We would stay again!"
Westin Riverfront 2 Bdrm Premium Villa: sleeps 8, March 14-21, 20256, Ski In/Out
Premium Studio Villa - Sleeps 4 with Kitchenette and Laundry
Exterior

Premium Studio Villa - Sleeps 4 with Kitchenette and Laundry

Premium Studio Villa - Sleeps 4 with Kitchenette and Laundry
Westin Riverfront 2 Bdrm Prem Villa: sleeps 8, March 15-22, 2026, Ski In/Out
Exterior

Westin Riverfront 2 Bdrm Prem Villa: sleeps 8, March 15-22, 2026, Ski In/Out

4.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay here. The owner is very responsive. We found this to be a good option for staying on the Bachelor Gulch side of the mountain when we didn’t want to pay spring break prices to be up at Bear Paw or Snow Cloud. The gondola to the Westin runs until 5. So you can finish up your day, hit the apres scene at the Ritz, then still ski down to the gondola and get home. While you’re in a condo, you have the amenities of the Westin hotel. All in all a good stay."
Westin Riverfront 2 Bdrm Prem Villa: sleeps 8, March 15-22, 2026, Ski In/Out
Exclusive Westin Riverfront Mountain Villas Vacation Club, Beaver Creek
Exterior

Exclusive Westin Riverfront Mountain Villas Vacation Club, Beaver Creek

Exclusive Westin Riverfront Mountain Villas Vacation Club, Beaver Creek
The Ritz-Carlton Club, Aspen Highlands Aspen, Colorado, United States.
Outdoor dining

The Ritz-Carlton Club, Aspen Highlands Aspen, Colorado, United States.

The Ritz-Carlton Club, Aspen Highlands Aspen, Colorado, United States.
Ski villa in Beaver Creek CO, Avon/Vail Valley, Sheraton Mountain Vista resort
Exterior

Ski villa in Beaver Creek CO, Avon/Vail Valley, Sheraton Mountain Vista resort

Ski villa in Beaver Creek CO, Avon/Vail Valley, Sheraton Mountain Vista resort
Charming 2-bedroom condo with WiFi, fitness room in brilliant Avon
Exterior

Charming 2-bedroom condo with WiFi, fitness room in brilliant Avon

2.0 star property
Charming 2-bedroom condo with WiFi, fitness room in brilliant Avon
Riverfront Westin Studio Prem Villa: Sleeps 4, March 13-20, 2026, Ski In/Out
Outdoor pool, a heated pool

Riverfront Westin Studio Prem Villa: Sleeps 4, March 13-20, 2026, Ski In/Out

Riverfront Westin Studio Prem Villa: Sleeps 4, March 13-20, 2026, Ski In/Out
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gypsum Hotel Reviews

Comfort Inn & Suites Carbondale on the Roaring Fork

Comfort Inn & Suites Carbondale on the Roaring Fork

10/10 Excellent
"Love this location! This was our second stay and just love area, the fact that it’s pet friendly with a great staff. The flowers surrounding the entire property were a nice bonus!! Will be returning for sure!!"
Tamara 2-night trip
Posted 2 days ago
Comfort Inn & Suites Carbondale on the Roaring Fork

Frequently asked questions

Why book your villa in Gypsum with Expedia?
With Expedia, you'll have no trouble finding your ideal villa in Gypsum. Taking the kids on a break? Use our handy filters to look for stays with amenities like free WiFi. If you have a fixed budget, select how much you'd like to spend and your preferred star rating. We'll help you find a perfect place that matches your style and taste.
How can I find cheap villas in Gypsum?
The best way to locate cheap villas in Gypsum is with Expedia's user-friendly filter tool. Narrow your search by budget, amenities and star rating to land unbeatable deals in just a couple of clicks.