Holiday rentals near Upper Loop/Upper Upper Loop
We found 1,103 holiday rentals — enter your dates for availability
If you'd like to stay close to Upper Loop/Upper Upper Loop, scroll through and discover holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Upper Loop/Upper Upper Loop
Showing deals for:14 Nov - 21 Nov
Image gallery for NEW Oh-Be-Joyful Ranch! Private cabin w hot tub & huge stone fireplace!
1010 out of 10 rating
Exceptional
(14 reviews)
NEW Oh-Be-Joyful Ranch! Private cabin w hot tub & huge stone fireplace!
Crested Butte, CO
8% off
Price is S$3,937
S$3,937
S$562 per night
includes taxes & fees
Image gallery for Luxury townhome with wifi and hot tub in Crested Butte.
1010 out of 10 rating
Exceptional
(9 reviews)
Luxury townhome with wifi and hot tub in Crested Butte.
Crested Butte, CO
8% off
Price is S$5,260
S$5,260
S$751 per night
includes taxes & fees
Image gallery for Sunny & Spacious Mountain Getaway. Close to Trail, Bus, Coffee, Food in CB South
1010 out of 10 rating
Exceptional
(15 reviews)
Sunny & Spacious Mountain Getaway. Close to Trail, Bus, Coffee, Food in CB South
Crested Butte, CO
12% off
Price is S$3,728
S$3,728
S$533 per night
includes taxes & fees
Image gallery for Beautiful mountain and lake views!
9.69.6 out of 10 rating
Exceptional
(30 reviews)
Beautiful mountain and lake views!
Crested Butte, CO
8% off
Price is S$9,242
S$9,242
S$1,320 per night
includes taxes & fees
Image gallery for On resort in Prospect Development-Direct Ski In/Out-Trampoline-Views
1010 out of 10 rating
Exceptional
(36 reviews)
On resort in Prospect Development-Direct Ski In/Out-Trampoline-Views
Crested Butte, CO
7% off
Price is S$17,460
S$17,460
S$2,494 per night
includes taxes & fees
Image gallery for Modern Home in mountain setting within walking/biking distance to town
1010 out of 10 rating
Exceptional
(18 reviews)
Modern Home in mountain setting within walking/biking distance to town
Crested Butte, CO
8% off
Price is S$6,499
S$6,499
S$928 per night
includes taxes & fees
Image gallery for Brand New Beautiful Townhouse! Views and Pickleball
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Brand New Beautiful Townhouse! Views and Pickleball
Crested Butte, CO
15% off
Price is S$2,923
S$2,923
S$418 per night
includes taxes & fees
Image gallery for Cozy Ranch with Hot Tub in CB South close to Bus Route
1010 out of 10 rating
Exceptional
(10 reviews)
Cozy Ranch with Hot Tub in CB South close to Bus Route
Crested Butte, CO
8% off
Price is S$3,657
S$3,657
S$522 per night
includes taxes & fees
Image gallery for Charming Downtown CB Home with Amazing Access
1010 out of 10 rating
Exceptional
(30 reviews)
Charming Downtown CB Home with Amazing Access
Crested Butte, CO
9% off
Price is S$3,652
S$3,652
S$522 per night
includes taxes & fees
Image gallery for Suite 153 at Perfect Location w Pool & Hot Tub
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Suite 153 at Perfect Location w Pool & Hot Tub
Crested Butte, CO
10% off
Price is S$1,635
S$1,635
S$234 per night
includes taxes & fees
Image gallery for Family Friendly - On Ten Acres 3 Miles to Town - Stunning Views and Country Feel
1010 out of 10 rating
Exceptional
(82 reviews)
Family Friendly - On Ten Acres 3 Miles to Town - Stunning Views and Country Feel
Crested Butte, CO
8% off
Price is S$5,051
S$5,051
S$722 per night
includes taxes & fees
Image gallery for YULE CREEK LODGE-Quintessential Mountain Cabin on 53 Private Acres
1010 out of 10 rating
Exceptional
(122 reviews)
YULE CREEK LODGE-Quintessential Mountain Cabin on 53 Private Acres
Carbondale, CO
8% off
Price is S$2,843
S$2,843
S$406 per night
includes taxes & fees
Image gallery for 2BR Scenic Crested Butte Getaway- Breathtaking Views, Large Deck, Dogs Welcome
1010 out of 10 rating
Exceptional
(104 reviews)
2BR Scenic Crested Butte Getaway- Breathtaking Views, Large Deck, Dogs Welcome
Crested Butte, CO
8% off
Price is S$3,630
S$3,630
S$519 per night
includes taxes & fees
Image gallery for On Golf Course with Scenic Mountain Views
1010 out of 10 rating
Exceptional
(65 reviews)
On Golf Course with Scenic Mountain Views
Crested Butte, CO
8% off
Price is S$3,237
S$3,237
S$462 per night
includes taxes & fees
Image gallery for Unforgettable Mountain Escape + Waffles!
1010 out of 10 rating
Exceptional
(11 reviews)
Unforgettable Mountain Escape + Waffles!
Crested Butte, CO
7% off
Price is S$2,522
S$2,522
S$360 per night
includes taxes & fees
Image gallery for Sunny accessory dwelling with expansive views and large deck
1010 out of 10 rating
Exceptional
(31 reviews)
Sunny accessory dwelling with expansive views and large deck
Crested Butte, CO
17% off
Price is S$2,201
S$2,201
S$314 per night
includes taxes & fees
Image gallery for A Belle With a View - Luxury Four Bedroom + Loft in Town with Hot Tub
1010 out of 10 rating
Exceptional
(50 reviews)
A Belle With a View - Luxury Four Bedroom + Loft in Town with Hot Tub
Crested Butte, CO
7% off
Price is S$16,933
S$16,933
S$2,419 per night
includes taxes & fees
Image gallery for Large open comfortable clean space with fantastic views of mountains.
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Large open comfortable clean space with fantastic views of mountains.
Crested Butte, CO
8% off
Price is S$2,145
S$2,145
S$306 per night
includes taxes & fees
Image gallery for Sleeps 23, 8 BR w/ full bath, majestic views on 35 acres, walk to town 🌼
1010 out of 10 rating
Exceptional
(53 reviews)
Sleeps 23, 8 BR w/ full bath, majestic views on 35 acres, walk to town 🌼
Crested Butte, CO
10% off
Price is S$30,660
S$30,660
S$4,380 per night
includes taxes & fees
Image gallery for Studio at Grand Lodge, Hot Tub, Pool, Pet Friendly
8.48.4 out of 10 rating
Very good
(7 reviews)
Studio at Grand Lodge, Hot Tub, Pool, Pet Friendly
Crested Butte, CO
10% off
Price is S$1,704
S$1,704
S$243 per night
includes taxes & fees
Image gallery for Brand New Townhome in Crested Butte with heated garage
1010 out of 10 rating
Exceptional
(26 reviews)
Brand New Townhome in Crested Butte with heated garage
Crested Butte, CO
10% off
Price is S$3,569
S$3,569
S$510 per night
includes taxes & fees
Image gallery for Newly Renovated, Downtown Crested Butte just steps to Elk Ave.
9.69.6 out of 10 rating
Exceptional
(98 reviews)
Newly Renovated, Downtown Crested Butte just steps to Elk Ave.
Crested Butte, CO
7% off
Price is S$2,717
S$2,717
S$388 per night
includes taxes & fees
Image gallery for Luxury Home in Town, Hot Tub, Movie Theater, Large Fenced In Yard ⛰
1010 out of 10 rating
Exceptional
(55 reviews)
Luxury Home in Town, Hot Tub, Movie Theater, Large Fenced In Yard ⛰
Crested Butte, CO
15% off
Price is S$12,167
S$12,167
S$1,738 per night
includes taxes & fees
Image gallery for Mountain Relaxation at its Finest
1010 out of 10 rating
Exceptional
(84 reviews)
Mountain Relaxation at its Finest
Crested Butte, CO
8% off
Price is S$4,140
S$4,140
S$591 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Upper Loop/Upper Upper Loop
Sleeps 23, 8 BR w/ full bath, majestic views on 35 acres, walk to town 🌼
Sleeps 23 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
The Plaza Condominiums by Crested Butte Mountain Resorts
Sleeps 8 · 3 bedrooms · 1 bathroom
8.28.2 out of 10
Very goodvery good
134 reviews(134 reviews)
5250 Sq Ft. 5-Star Mountain Home with 360° Peak & Valley Views
Sleeps 13 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
63 reviews(63 reviews)
2BR 2BA In Town, Pet Friendly, Fenced Yard, Walkable, Large Deck
Sleeps 6 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
103 reviews(103 reviews)
On resort in Prospect Development-Direct Ski In/Out-Trampoline-Views
Sleeps 18 · 6 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Modern Mountain Lookout
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
8 reviews(8 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value