A river flowing through a valley with a red barn and houses, surrounded by autumn-colored trees and a mountainous backdrop.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Gypsum holiday rentals

A spacious living room with a stone fireplace, wooden ceiling, and a large chandelier.

1. Sheraton Mountain Vista Villas, Avon / Vail Valley

Sheraton Mountain Vista Villas, Avon / Vail Valley
3.5 star property
West Town Center
9.2 out of 10, Wonderful, (923 reviews)
"Great spot"
United States
Brian
The price is ฿4,538
฿5,250 total
includes taxes & fees
21 Oct - 22 Oct
Sheraton Mountain Vista Villas, Avon / Vail Valley
A spa area with a hot tub, snow-covered surroundings, and a building with large windows.

2. The Gant

The Gant
4.0 star property
East Aspen
9.6 out of 10, Exceptional, (1,055 reviews)
"Clean and updated condo. Plenty of space and stocked kitchen."
United States
Kristin
The price is ฿11,262
฿13,943 total
includes taxes & fees
13 Oct - 14 Oct
The Gant
A fire pit surrounded by a wooden bench with cushions, a stone wall, and potted plants.

3. Aspen Square Condominium Hotel

Aspen Square Condominium Hotel
4.0 star property
Downtown Aspen
9.6 out of 10, Exceptional, (1,005 reviews)
"Fabulous location and loved our room!"
United States
Grada
The price is ฿10,051
฿12,517 total
includes taxes & fees
17 Oct - 18 Oct
Aspen Square Condominium Hotel
A swimming pool with lounge chairs and a white fence, surrounded by greenery and a view of a mountain.

4. Shadow Mountain Lodge

Shadow Mountain Lodge
3.5 star property
West End
9.2 out of 10, Wonderful, (113 reviews)
"Room is not only clean but also very welcoming. Staffs are attentive. Parking is super easy and convenient. Kitchen is excellent."
United States
Thang
The price is ฿12,976
฿14,994 total
includes taxes & fees
9 Oct - 10 Oct
Shadow Mountain Lodge
A kitchen with wooden cabinets, granite countertops, and a stone backsplash.

5. Laurelwood Condominiums

Laurelwood Condominiums
3.0 star property
Snowmass Village
9.2 out of 10, Wonderful, (1,572 reviews)
"Great place to stay if around Aspen area"
United States
Joshua
The price is ฿6,017
฿7,211 total
includes taxes & fees
12 Oct - 13 Oct
Laurelwood Condominiums
A modern kitchen with wooden cabinets, a built-in stove, and a dining area with a wooden table and chairs.

6. 3BR Riverfront Retreat 1 Min to Vail or BC Shuttle

3BR Riverfront Retreat 1 Min to Vail or BC Shuttle
3.5 star property
Avon
10.0 out of 10, Exceptional, (1 review)
"This was a very nice, cozy place to stay! I love Beaver Creek and we were located extremely close to its gates. The 3 bedrooms were perfect for our crew."
United States
Jean
The price is ฿4,572
฿20,037 total
includes taxes & fees
11 Oct - 12 Oct
3BR Riverfront Retreat 1 Min to Vail or BC Shuttle
A modern living room with a grey sofa, a wooden coffee table, and a brown leather chair. A kitchen is visible in the background with a stone backsplash and wooden cabinets.

7. HOLT - Billionaire Mountain

HOLT - Billionaire Mountain
3.5 star property
Downtown Aspen
8.4 out of 10, Very good, (16 reviews)
"It was a perfect for me! The layout is lovely and welcoming. Close to everything in Aspen. The included parking is ideal. I loved the windows and the adorable fox couple who wandered by in the evenings. I’d stay again in a heartbeat!"
United States
Taunya
The price is ฿7,261
฿12,879 total
includes taxes & fees
13 Oct - 14 Oct
HOLT - Billionaire Mountain
A balcony with a fire pit, overlooking a mountainous landscape with trees and buildings in the background.

8. The Westin Riverfront Mountain Villas, Beaver Creek Mountain

The Westin Riverfront Mountain Villas, Beaver Creek Mountain
4.0 star property
West Town Center
9.2 out of 10, Wonderful, (231 reviews)
"Clean hotel. Convenient to restaurants and shops. "
United States
Ryan
The price is ฿6,555
฿7,584 total
includes taxes & fees
25 Oct - 26 Oct
The Westin Riverfront Mountain Villas, Beaver Creek Mountain
An indoor swimming pool with multiple slides, a wooden ceiling, and chairs by the poolside.

9. Sheraton Lakeside Terrace Villas at Mountain Vista, Avon, Vail Valley

Sheraton Lakeside Terrace Villas at Mountain Vista, Avon, Vail Valley
3.0 star property
Avon
9.6 out of 10, Exceptional, (196 reviews)
"great location; perfect for skiing, and access to a wonderful rec center with in door pool and gym."
United States
john
The price is ฿7,396
฿8,556 total
includes taxes & fees
21 Oct - 22 Oct
Sheraton Lakeside Terrace Villas at Mountain Vista, Avon, Vail Valley
A covered porch with a wooden deck, large windows, and string lights.

10. Private Ski Retreat in Avon: Eagle River Views!

Private Ski Retreat in Avon: Eagle River Views!
3.5 star property
Avon
The price is ฿7,497
฿19,678 total
includes taxes & fees
11 Oct - 12 Oct
Private Ski Retreat in Avon: Eagle River Views!
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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Top Gypsum Hotel Reviews

Hotel Maxwell Anderson

Hotel Maxwell Anderson

8/10 Good
"The hotel lobby is a great place to hang out. The Brewpub was excellent! It is an old hotel that has been redone very well. The location is great - walkability to restaurants and the hot springs very convenient."
Kristin 2-night trip
Posted 9 hours ago
Hotel Maxwell Anderson

Find out more about Gypsum

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

  • View our selection of featured holiday rentals in Gypsum
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  • Enter your travel dates to view the best deals on holiday rentals in Gypsum while they last

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

Frequently asked questions

Are there holiday rentals in Gypsum?

Yes, there are holiday rentals close to the most popular sights in Gypsum, or you can select a more secluded option if you're looking for a relaxing stay. Gypsum is known for its golf courses and parks.

How many holiday rentals are there in Gypsum?

Expedia has 16 holiday rentals for your stay in Gypsum.

What can I see and do in Gypsum?

Medicine Bow National Forest and Colorado River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Gypsum Creek Golf Course and Sylvan Lake State Park.

What are holiday rentals like in Gypsum?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gypsum. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.