Winterwood vacation rentals
We found 91 vacation rentals — enter your dates for availability
Discover a selection of 10 homes and other vacation rentals in Winterwood that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Winterwood
Showing deals for:Sep 26 - Oct 3
Image gallery for Relaxation & Adventure in Secluded Forest Retreat
1010 out of 10 rating
Exceptional
(92 reviews)
Relaxation & Adventure in Secluded Forest Retreat
Breckenridge, CO
8% off
Price is $285
$285
$1,992 for 7 nights
$1,992 for 7 nights
All fees included
Image gallery for *PRIVATE Hot Tub, Mins From Town, Love Pets, Meticulously Clean
9.89.8 out of 10 rating
Exceptional
(29 reviews)
*PRIVATE Hot Tub, Mins From Town, Love Pets, Meticulously Clean
Breckenridge, CO
9% off
Price is $740
$740
$5,182 for 7 nights
$5,182 for 7 nights
All fees included
Image gallery for Peak 7 Breckenridge Retreat, 4 BR, views & trails!
1010 out of 10 rating
Exceptional
(10 reviews)
Peak 7 Breckenridge Retreat, 4 BR, views & trails!
Breckenridge, CO
9% off
Price is $326
$326
$2,281 for 7 nights
$2,281 for 7 nights
All fees included
Image gallery for Upscale mountain house in the heart of Breckenridge
1010 out of 10 rating
Exceptional
(6 reviews)
Upscale mountain house in the heart of Breckenridge
Breckenridge, CO
12% off
Price is $452
$452
$3,163 for 7 nights
$3,163 for 7 nights
All fees included
Image gallery for Cozy round house with huge hot tub, 4 bedrooms, sleeps 10 on Peak 7
9.49.4 out of 10 rating
Exceptional
(56 reviews)
Cozy round house with huge hot tub, 4 bedrooms, sleeps 10 on Peak 7
Breckenridge, CO
8% off
Price is $436
$436
$3,054 for 7 nights
$3,054 for 7 nights
All fees included
Image gallery for Relaxing Forest Retreat with a Private Hot Tub
9.89.8 out of 10 rating
Exceptional
(74 reviews)
Relaxing Forest Retreat with a Private Hot Tub
Breckenridge, CO
8% off
Price is $340
$340
$2,379 for 7 nights
$2,379 for 7 nights
All fees included
Image gallery for Beautiful Home On 1/2 Acre 2 Miles From Breckenridge 4 bedrm plus study 3.5 Bath
1010 out of 10 rating
Exceptional
(50 reviews)
Beautiful Home On 1/2 Acre 2 Miles From Breckenridge 4 bedrm plus study 3.5 Bath
Breckenridge, CO
8% off
Price is $610
$610
$4,273 for 7 nights
$4,273 for 7 nights
All fees included
Image gallery for Beautiful Log Home in Breckenridge CO. As seen in VRBO commercials. New hot tub!
9.89.8 out of 10 rating
Exceptional
(133 reviews)
Beautiful Log Home in Breckenridge CO. As seen in VRBO commercials. New hot tub!
Breckenridge, CO
10% off
Price is $647
$647
$4,527 for 7 nights
$4,527 for 7 nights
All fees included
Image gallery for Log Cabin Mountain Getaway - Ski, Hike, bike, X Country Ski & Snowshoe trails
1010 out of 10 rating
Exceptional
(130 reviews)
Log Cabin Mountain Getaway - Ski, Hike, bike, X Country Ski & Snowshoe trails
Breckenridge, CO
8% off
Price is $384
$384
$2,690 for 7 nights
$2,690 for 7 nights
All fees included
Image gallery for *New construction*Chalet on Peak 7 in Breckenridge - 3 miles to Breck Ski Resort
9.89.8 out of 10 rating
Exceptional
(48 reviews)
*New construction*Chalet on Peak 7 in Breckenridge - 3 miles to Breck Ski Resort
Breckenridge, CO
8% off
Price is $1,090
$1,090
$7,631 for 7 nights
$7,631 for 7 nights
All fees included
Image gallery for STAY CREEKSIDE - Your Luxury Mountain Getaway, Just 5 Minutes to Breck Gondola!
1010 out of 10 rating
Exceptional
(124 reviews)
STAY CREEKSIDE - Your Luxury Mountain Getaway, Just 5 Minutes to Breck Gondola!
Breckenridge, CO
8% off
Price is $275
$275
$1,924 for 7 nights
$1,924 for 7 nights
All fees included
Image gallery for Cozy Cabin in the Woods
1010 out of 10 rating
Exceptional
(17 reviews)
Cozy Cabin in the Woods
Breckenridge, CO
12% off
Price is $548
$548
$3,834 for 7 nights
$3,834 for 7 nights
All fees included
Image gallery for Luxury Home - Jacuzzi, pool table, views of ski runs, next to National Forest
1010 out of 10 rating
Exceptional
(69 reviews)
Luxury Home - Jacuzzi, pool table, views of ski runs, next to National Forest
Breckenridge, CO
8% off
Price is $590
$590
$4,127 for 7 nights
$4,127 for 7 nights
All fees included
Image gallery for Do You Like New? Breckenridge Peak 7 - Hot Tub - Sleeps 10
1010 out of 10 rating
Exceptional
(62 reviews)
Do You Like New? Breckenridge Peak 7 - Hot Tub - Sleeps 10
Breckenridge, CO
6% off
Price is $680
$680
$4,760 for 7 nights
$4,760 for 7 nights
All fees included
Image gallery for Luxurious 3 bed mountain home with hot tub
1010 out of 10 rating
Exceptional
(98 reviews)
Luxurious 3 bed mountain home with hot tub
Breckenridge, CO
8% off
Price is $415
$415
$2,903 for 7 nights
$2,903 for 7 nights
All fees included
Image gallery for Breckenridge House - Perfect for family groups
1010 out of 10 rating
Exceptional
(23 reviews)
Breckenridge House - Perfect for family groups
Breckenridge, CO
9% off
Price is $699
$699
$4,893 for 7 nights
$4,893 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Winterwood
Mountain side lives like a 4 bedroom home: 3 bedroom + Bunkroom & 4.5 bathrooms
Sleeps 6 · 3 bedrooms · 3+ bathrooms
8.48.4 out of 10
Very Goodvery good
10 reviews(10 reviews)
Mountain Lodge at Snowshoe: Beautiful Location, Views
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
*New construction*Chalet on Peak 7 in Breckenridge - 3 miles to Breck Ski Resort
Sleeps 12 · 5 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Relaxation & Adventure in Secluded Forest Retreat
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
Beautiful Mountain Retreat in Breckenridge
Sleeps 9 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
South-facing mountain-view cabin with deck, grill, fireplace & private hot tub
Sleeps 6 · 2 bedrooms · 1+ bathroom
8.08.0 out of 10
Very Goodvery good
4 reviews(4 reviews)
Top rated rentals - Winterwood
A quiet getaway
1010 out of 10
Exceptionalexceptional
124 reviews(124 reviews)
comfortable and quiet
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
Great house, good location! Have stayed here 2 years in a row!!
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Spring Break Ski Trip
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Perfect Home for Breckenridge Activities
1010 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Perfect Spot
1010 out of 10
Exceptionalexceptional
33 reviews(33 reviews)
Awesome!!!
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Cozy
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental accommodation in Winterwood?
Cabins are the most popular type of vacation rental in Winterwood, according to our data. Even if you have a different idea about what you want, Vrbo has vacation homes in a variety of shapes and sizes. Browse our options to find your perfect match.
How much does it cost to rent a vacation rental in Winterwood?
A range of factors determine how much you pay for a vacation rental in Winterwood, such as the type of property, length of stay and season. But, all Vrbo homes have something in common --- excellent value. Simply add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Winterwood?
Prices for beach houses in Winterwood may vary depending on the type and size of the property and when you're traveling. Simply enter your travel dates into Vrbo and how many guests to view your rental options and prices. From there you can use the filters to tailor your search by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Winterwood?
There are, yes. You can choose from 13 vacation rentals that welcome pets in Winterwood on Vrbo. Our cuddly best friends need a break too, so simply use our search function for pet-friendly vacation rentals to find a pad where your doggie can lap up the fun.
What are popular rental amenities in Winterwood?
When it comes to rental amenities that people are looking for in Winterwood, a firepit, a barbecue grill and a chef are at the top of the list. With Vrbo vacation homes, you'll have options to match your style and taste, whether you're on a trip with family members, friends or even pets.
Are there large group vacation rentals in Winterwood?
With four vacation rentals that can host 10 or more people in Winterwood, you won't have to limit the invite list. From family vacations to special events like weddings and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Winterwood that welcome kids?
Winterwood has 13 family-friendly vacation homes to choose from. And finding a stay that welcomes kiddos is a breeze with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll have access to conveniences and perks such as multiple bedrooms, private pools and yards.
Are there vacation rentals with WiFi in Winterwood?
You can choose from six vacation rentals with WiFi in Winterwood. If you want to disconnect from the world while on vacation, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in Winterwood?
We advise checking with the Winterwood vacation rental you're considering on Vrbo as the minimum age differs. However, normally it's 16, 18 or 21.
How long can I rent a vacation rental in Winterwood for?
How long you can book a vacation rental in Winterwood depends on the property. Simply enter your preferred dates to display a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover someplace just right to call your home away from home in Winterwood.
Does Vrbo offer discounts for vacation homes in Winterwood?
Whether you've got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some fabulous deals and discounts on Vrbo. From weekend trips to extended vacations, we've got you covered for your next Winterwood escape.