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Next weekend
Aug 15 - Aug 17
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Aug 22 - Aug 24
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Gypsum Vacation Homes

Peaceful Valley Home with Sauna in Glenwood
Enjoy meals with a view of the surrounding neighborhood from this dining area with a table for four.

Peaceful Valley Home with Sauna in Glenwood

10.0 out of 10, Exceptional, (26)
"The property was nice, clean and had plenty of supplies. Check out was a breeze, most properties I’ve visited have a ridiculous cleaning process. We would definitely recommend staying here. "
The price is CA $374
CA $691 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful Valley Home with Sauna in Glenwood
Family/Lrg Groups/King Bed/420/Hike/Bike/Ski/Raft/Firepit/Mountain Views
Relax in a serene outdoor space with a fire pit, seating, and a grill, surrounded by trees.

Family/Lrg Groups/King Bed/420/Hike/Bike/Ski/Raft/Firepit/Mountain Views

9.8 out of 10, Exceptional, (58)
"A weekend of soaking in the Hot Springs and Vapor Caves, we did not spend nearly enough time at the house. We came in late and left early- but super cute coffee setup and fresh eggs in the fridge were a treat! "
The price is CA $587
CA $853 total
includes taxes & fees
Aug 10 - Aug 11
Family/Lrg Groups/King Bed/420/Hike/Bike/Ski/Raft/Firepit/Mountain Views
Historic Home! DT Glenwood
Detached house with a patio area and a small shed, featuring a chimney and stone border.

Historic Home! DT Glenwood

9.6 out of 10, Exceptional, (21)
"Wonderfully adorable little place! Walkable to everything and super clean."
The price is CA $180
CA $309 total
includes taxes & fees
Aug 25 - Aug 26
Historic Home! DT Glenwood
Single Family Home on the Eagle River - Private Hot Tub - Fishing/Rafting/OHV
Terrace/patio

Single Family Home on the Eagle River - Private Hot Tub - Fishing/Rafting/OHV

9.8 out of 10, Exceptional, (8)
"Very clean and as described "
Single Family Home on the Eagle River - Private Hot Tub - Fishing/Rafting/OHV
Tranquil Mountain Getaway
Enjoy cooking in this well-equipped kitchen with a microwave, dishwasher, and stainless steel range hood.

Tranquil Mountain Getaway

10.0 out of 10, Exceptional, (27)
"Great central location to all surrounding activities. Plenty of room for four teenager's and two adults. "
The price is CA $374
CA $677 total
includes taxes & fees
Sep 1 - Sep 2
Tranquil Mountain Getaway
The Hobbit House On Colorado River
Enjoy expansive mountain views from this balcony with a seating area and potted plant.

The Hobbit House On Colorado River

10.0 out of 10, Exceptional, (2)
"Great property, was answered questions at all time. Beautiful home, quiet and great view!!"
The price is CA $618
CA $728 total
includes taxes & fees
Aug 11 - Aug 12
The Hobbit House On Colorado River
PANORAMIC VIEWS - Minutes from Downtown discounted
Relax in a serene outdoor seating area with a round table and wicker chairs, surrounded by a pergola and breathtaking mountain views.

PANORAMIC VIEWS - Minutes from Downtown discounted

10.0 out of 10, Exceptional, (189)
"This house was everything and more! Great space for everyone and amazing views and location. Glenwood Springs is definitely a hidden gem!"
PANORAMIC VIEWS - Minutes from Downtown discounted
Merlin's Bunkhouse at the Ore House Inn
Relax in a room with a large flat-screen TV, a book, and a mural of a castle.

Merlin's Bunkhouse at the Ore House Inn

9.0 out of 10, Wonderful, (13)
"Merlin bunkhouse is quite small but perfect for a solo traveler or a couple of friends who don't mind the close quarters. "
The price is CA $117
CA $193 total
includes taxes & fees
Aug 11 - Aug 12
Merlin's Bunkhouse at the Ore House Inn
Gorgeous small apartment with everything you need!
Enjoy a contemporary space with a large glass door offering a clear view of the outdoors and a comfortable tufted sofa.

Gorgeous small apartment with everything you need!

10.0 out of 10, Exceptional, (137)
"A beautiful location, a cozy clean space, and great hosts."
Gorgeous small apartment with everything you need!
New Castle Getaway w/ Grill & Mountain Views!
Relax on the deck with a round table and four chairs, taking in the serene views of the surrounding landscape.

New Castle Getaway w/ Grill & Mountain Views!

10.0 out of 10, Exceptional, (63)
"I would stay at the property again just wish there were TVs in the bedrooms"
New Castle Getaway w/ Grill & Mountain Views!
Historic Home! Walk anywhere DT!
Enjoy a peaceful stay in this single-story home with a cozy front porch and outdoor space.

Historic Home! Walk anywhere DT!

9.6 out of 10, Exceptional, (19)
"Was a great location and lovely location in town. Had everything needed for a weekend vacation."
The price is CA $212
CA $339 total
includes taxes & fees
Aug 24 - Aug 25
Historic Home! Walk anywhere DT!
Modern Guesthouse Roaring Fork
TV

Modern Guesthouse Roaring Fork

10.0 out of 10, Exceptional, (70)
"Incredible VRBO. The house was cozy and clean, the hosts were responsive, the scenery was absolutely breathtaking. "
Modern Guesthouse Roaring Fork
Gorgeous Suite at the Downtown Floradora House
Relax on the porch with a comfortable rocking chair and a small table.

Gorgeous Suite at the Downtown Floradora House

10.0 out of 10, Exceptional, (9)
"Great location for walking to dinner and shopping. Our host was excellent and the home was cozy. I would stay again. "
The price is CA $224
CA $278 total
includes taxes & fees
Aug 10 - Aug 11
Gorgeous Suite at the Downtown Floradora House
1892 suite at Ore House Inn
Experience the vibrant atmosphere of this corner building, home to the popular '88 Grill, with a large window display and storefront number 502.

1892 suite at Ore House Inn

9.6 out of 10, Exceptional, (29)
"It was exactly as listed and very clean and close to attractions. Check in process was smooth and easy also. "
The price is CA $220
CA $347 total
includes taxes & fees
Aug 13 - Aug 14
1892 suite at Ore House Inn
Historic Renovated Home Steps to dwtn & Hot Springs Pools, large deck, firepit
Enjoy al fresco dining on the deck, steps from the house, with a barbecue grill at the ready.

Historic Renovated Home Steps to dwtn & Hot Springs Pools, large deck, firepit

9.8 out of 10, Exceptional, (72)
"Steps going upstairs were a bit challenging, but overall super comfortable!!! Would definitely book this place again and will definitely recommend to others. "
Historic Renovated Home Steps to dwtn & Hot Springs Pools, large deck, firepit
3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park
Enjoy al fresco dining with a mountain view, surrounded by lush gardens and a barbecue grill.

3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park

10.0 out of 10, Exceptional, (111)
"Loved staying so close to rifle falls and the mountain park."
3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park
Hot Tub, Game Room w/ Mountain Views Near Town
Relax in a hot tub on a deck with a breathtaking view of snow-capped mountains.

Hot Tub, Game Room w/ Mountain Views Near Town

9.6 out of 10, Exceptional, (11)
"Thank you for your kindness, we had a wonderful time, the stay was spectacular, the house was very good for families, spacious, clean, comfortable."
Hot Tub, Game Room w/ Mountain Views Near Town
Exquisite pet friendly home, 5 blks from Gondola with stunning views!!
Relax in this serene bedroom with a large bed, ornate mirror, and stunning balcony views.

Exquisite pet friendly home, 5 blks from Gondola with stunning views!!

10.0 out of 10, Exceptional, (42)
"The house was utterly beautiful and luxurious. And Peggy, the hostess, was friendly and charming. We couldn't have asked for better lodgings."
Exquisite pet friendly home, 5 blks from Gondola with stunning views!!
Italian-Inspired Creekside Home Near Town, 10 mi. to Skiing & Hiking at Sunlight
Situated in a lush environment, this charming building features a balcony and a wooden deck overlooking a flowing stream.

Italian-Inspired Creekside Home Near Town, 10 mi. to Skiing & Hiking at Sunlight

9.6 out of 10, Exceptional, (22)
"Wonderful getaway from Denver! The house was expectional and exactly as pictured! Town was easily accessible and we plan to return!"
Italian-Inspired Creekside Home Near Town, 10 mi. to Skiing & Hiking at Sunlight
Secluded unique home in prime location with deck, woodstove, & mountain view
Enjoy cooking in this kitchen with an oven, stainless steel range hood, and large island with a sink.

Secluded unique home in prime location with deck, woodstove, & mountain view

10.0 out of 10, Exceptional, (25)
"Loved the location and all the windows😊very relaxing. Saw lots of wildlife, can’t wait to go back!"
Secluded unique home in prime location with deck, woodstove, & mountain view
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

10/10 Excellent
"Lovely old hotel that’s been nicely updated. It is directly across the street from the Amtrak (and Rocky Mountaineer"
Dorothy 1-night trip
Posted 11 hours ago
Hotel Maxwell Anderson