House
10.0(99 Reviews)
2 Bedrooms
6 Guests
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $365/Night
7 Nights - US $2,555
Boulder Winter Rentals & Holiday Homes
Discover winter rentals Boulder - We found 76 exact matches
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Compare Winter Rental in Boulder
10.0
House
10.0(6 Reviews)
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
View
Air Conditioner
US $576/Night
7 Nights - US $4,030
US $259/Night
7 Nights - US $1,813
Cabin
10.0(52 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $259/Night
7 Nights - US $1,813
House
10.0(3 Reviews)
4 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
US $712/Night
7 Nights - US $4,987
House
10.0(31 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $368/Night
7 Nights - US $2,578
Cabin
9.8(112 Reviews)
7 Bedrooms
34 Guests
Oceanfront
Breakfast- Parking
Ocean View
US $332/Night
7 Nights - US $2,325
House
10.0(10 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $534/Night
7 Nights - US $3,740
House
9.5(25 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Internet
Wellness Facilities
US $245/Night
7 Nights - US $1,717
Cabin
10.0(6 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $205/Night
7 Nights - US $1,434
House
9.0(5 Reviews)
1 Bedroom
2 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $265/Night
7 Nights - US $1,855
Cabin
10.0(6 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,228
House
9.0(3 Reviews)
6 Bedrooms
12 Guests
- Parking
Spa- Balcony/Terrace
- Internet
US $588/Night
7 Nights - US $4,116
Cabin
10.0(4 Reviews)
1 Bedroom
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,274
Cabin
10.0(2 Reviews)
1 Bedroom
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $348/Night
7 Nights - US $2,433
Cabin
2.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,546
Cabin
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $215/Night
7 Nights - US $1,508
Cabin
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,160
Resort
10.0(2 Reviews)
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $422/Night
7 Nights - US $2,957
Resort
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $450/Night
7 Nights - US $3,150
Resort
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $430/Night
7 Nights - US $3,010
Resort
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $402/Night
7 Nights - US $2,817
Resort
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $402/Night
7 Nights - US $2,817
US $229/Night
7 Nights - US $1,605
About Boulder Winter Rental on Casai.com
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 76 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Boulder Winter Rentals
What are the top rated Winter Rentals in Boulder?
There are a lot of options in Boulder. If you plan on staying in the Boulder area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Boulder:
- Escalante Cliff House
- Pioneer Cabin South at Lion Mountain Retreat, Acres Surrounded by Public Land
- Ofland Escalante
- Red Rock Ranch Log Cabin: Large, Fully Furnished, 5 Bdr, sleeps 12, 3 levels
- The Bedrock Homestead
- Canyons of Escalante RV Park
- Secluded Boulder House - Next to National Forests!
- Boulder Mountain Lodge
- Ofland Escalante
- Cabin 6 Mi to Burr Trail, 32 Mi to Escalante!
How much does it cost to rent a place to stay near Boulder in the wintertime?
The average cost for winter rentals in Boulder is $343 per night. Casai has a wide list of great winter places to stay near Boulder that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Boulder that allow pets?
Yes, here are the top cottage/chalet rentals in Boulder that allow you to bring your pet or dog:
- Utah Retreat - Hot Tub, Deck & Near National Parks
- Red Rock Ranch Log Cabin: Large, Fully Furnished
- The Loubird Inn
- Historic Pioneer Cabin in the Heart of Canyon Country
See all pet-friendly vacation rentals in Boulder on Casai.com
Do you have any winter rentals in Boulder that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Boulder to find what works for you.
Are there winter accommodations in Boulder that have indoor swimming pools?
As of 2026, the data from Casai.com shows that there are over 76 private swimming pools or indoor pools accommodations near Boulder along with other great amenities.
Do any winter holiday rentals in Boulder have hot tubs?
About 76 holiday rentals in Boulder boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Boulder?
Yes, there are many luxury places to stay in Boulder for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Boulder with all the best amenities for your next trip.
