Discover winter rentals Damascus - We found 125 exact matches
About Damascus Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Damascus, OR perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Damascus. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Damascus and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Damascus Winter Rentals
What are the top rated Winter Rentals in Damascus?
There are a lot of options in Damascus. If you plan on staying in the Damascus area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Damascus:
- ‘The Owl’s Nest’ w/Hot Tub & Forest Views!
- Estate Surrounded By Trees, Hills, and Farmland, w/Fire-Pits, Air Hockey, Foosball, BBQ, Pet-Friend
- All the Views: A Private BnB with VIEWS
- Forest Bathing Retreat
- Huge Luxury Home with huge Deck near Powell Butte Park
- Farmhouse & Creekside Get-Away on hidden acreage in historical downtown Gresham.
- Stunning Ranch Home in Walkable Gorgeous Happy Valley Neighborhood
- Unique Underground Speakeasy With Hot Tub
- Luxury 7-Bedroom Villa with Pool, Hot Tub, Sauna, Gym, Pool Table
- Holly View Haven- Charming 3-bedroom house with WiFi, AC in Damascus
How much does it cost to rent a place to stay near Damascus in the wintertime?
The average cost for winter rentals in Damascus is $380 per night. Vacation Cottage has a wide list of great winter places to stay near Damascus that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Damascus that allow pets?
Yes, here are the top cottage/chalet rentals in Damascus that allow you to bring your pet or dog:
- All the Views: A Private BnB with VIEWS
- Vogel Vacation - Spacious Secluded, Hot Tub & Game Room
- Courtyard by Marriott Portland Southeast/Clackamas
- Forest Bathing Retreat
See all pet-friendly vacation rentals in Damascus on Vacation Cottage
Do you have any winter rentals in Damascus that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Damascus to find what works for you.
Are there winter accommodations in Damascus that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 125 private swimming pools or indoor pools accommodations near Damascus along with other great amenities.
Do any winter holiday rentals in Damascus have hot tubs?
About 125 holiday rentals in Damascus boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Damascus?
Yes, there are many luxury places to stay in Damascus for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Damascus with all the best amenities for your next trip.