Best Vacation Homes in Old Town
Condo
- Parking
- TV
- Balcony/Terrace
Apartment
- Parking
- Accessibility
- Security/Safety
House
- Air Conditioner
- Parking
- Pool
House
- Parking
- Accessibility
- Security/Safety
Condo
- Parking
- TV
- Balcony/Terrace
Apartment
- Parking
- TV
- Security/Safety
Old Town Luxury Rentals
Condo
- Air Conditioner
- Parking
- TV
Condo
- Parking
- TV
- Wheelchair Accessible
House
- Parking
- Accessibility
- Transportation/Shuttle
House
- Parking
- TV
- Balcony/Terrace
Old Town Pet Friendly Vacation Rentals
House
- Parking
- Pet Friendly
- Pool
House
- Parking
- Pet Friendly
- TV
House
- Parking
- Pet Friendly
- TV
House
- Parking
- Pet Friendly
- Pool
Condo
- Parking
- Pet Friendly
- Pool
Old Town Large Vacation Homes
House
- Parking
- TV
- Security/Safety
House
- Parking
- Accessibility
- Transportation/Shuttle
House
- Parking
- TV
- Balcony/Terrace
House
- Parking
- TV
- Balcony/Terrace
Why Choose Rent By Owner for your Old Town Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Old Town
When should you plan your Vacation Rentals stay?
To make the most of your getaway, consider visiting during the optimal seasons when the area's natural beauty and outdoor activities are at their peak, ensuring a memorable stay in this popular winter and summer destination.
Peak Season Highlights
Winter (December to February)
During the winter months, the area transforms into a popular destination for snow sports and winter activities, attracting visitors seeking a snowy retreat.
Average Temperature Daytime: 20°F to 35°F - Nighttime: 0°F to 15°F
Summer (June to August)
This region experiences its peak in summer with warm weather perfect for outdoor adventures and festivals, making it an ideal time to explore this mountain town.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Spring (March to May)
Spring offers fewer crowds and peaceful scenery, perfect for enjoying local sights before the busy summer season begins.
Average Temperature Daytime: 40°F to 60°F - Nighttime: 20°F to 30°F
Fall (September to November)
Fall features colorful foliage and cooler temperatures, providing a tranquil setting for those looking to experience the area's natural beauty without the crowds.
Average Temperature Daytime: 50°F to 65°F - Nighttime: 25°F to 40°F
Weekly Weather Forecast for Old Town
How to Book Your Old Town Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Old Town
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor patio or deck, perfect for relaxing and taking in the mountain air.
- Take advantage of outdoor grilling facilities to prepare meals while enjoying the scenic surroundings.
- Make use of nearby hiking trails and scenic viewpoints accessible directly from your rental’s location.
- Benefit from on-site parking options for convenience when exploring the area by car.
- Relax in a shared outdoor hot tub or spa after a day of outdoor adventures.
- Utilize well-maintained pathways and gardens designed for outdoor enjoyment and leisurely strolls.
- Have easy access to outdoor recreational activities such as skiing, snowboarding, or mountain biking during their respective seasons.
Top Attractions Around Old Town
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities, from skiing and snowboarding in the winter to hiking and mountain biking during the summer months, all just moments from your cozy vacation rentals here in Old Town, Winter Park.
Family Activities
- Explore Old Town Square: You can enjoy browsing charming shops and watching street performers in this historic area known for its vibrant atmosphere.
- Visit Hideaway Park: Ideal for family picnics and outdoor activities, this scenic park offers plenty of space for children to play and relax amidst beautiful mountain scenery.
- Discover the Rocky Mountain National Park Visitor Center: A great starting point for families to learn about local wildlife and nature through interactive exhibits and educational programs.
- Take a Historic Old Town Walking Tour: Immerse yourself in the area's rich history by strolling through the neighborhood, exploring well-preserved architecture and learning local stories along the way.
Adult Activities
- Wine Tasting Tours: Indulge in the region’s renowned wine scene by exploring local vineyards and tasting rooms nestled within Old Town, offering a sophisticated experience for adult visitors.
- Art Walks and Galleries: Discover the area's vibrant art scene through guided or self-paced art walks that feature unique galleries showcasing regional talent and craftsmanship.
- Fine Dining Experiences: Enjoy exceptional culinary options in upscale restaurants that highlight the region's fresh ingredients, perfect for savoring a memorable evening out.
- Scenic Snowshoeing and Cross-Country Skiing: Embrace the winter landscape with peaceful snowshoeing or cross-country skiing adventures through groomed trails just outside the town center.
Other Places to Stay in Old Town, CO
Old Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Events and Festivals: Take advantage of seasonal happenings in the area to immerse yourself in the local culture and create memorable experiences during your stay.
- Prioritize Early Bookings for Peak Seasons: Secure your preferred vacation rentals well in advance, especially during popular times, to ensure a seamless visit to this sought-after destination.
- Utilize Nearby Outdoor Activities: Make the most of the region's scenic landscapes by planning outdoor adventures like hiking or biking, all easily accessible from your rental here.
- Check for Proximity to Local Conveniences: Choose accommodations close to dining, shops, or transportation options to maximize convenience and enjoyment during your visit to this charming destination.
Transportation Options
- Downtown Winter Park Shuttle: This free seasonal shuttle service offers convenient transportation around the town and to nearby ski slopes, making it easy to explore this destination without a car.
- Private Car Rentals: Renting a private vehicle provides flexibility and comfort as you discover the scenic area and its popular outdoor attractions.
- Taxi Services: Local taxi providers are readily available for quick trips within the region, ensuring reliable transportation when needed.
- Bike Rentals: Biking is an eco-friendly and enjoyable way to experience the charm of this mountain town and its picturesque surroundings.
Local Customs Options
- Respect for Local Heritage: You’ll notice a strong appreciation for the area’s historic character, often expressed through preservation of traditional architecture and local landmarks.
- Seasonal Festivals: Participating in seasonal events and festivals is common here, reflecting the community’s celebration of its natural surroundings and outdoor lifestyle.
- Environmental Consciousness: Emphasizing sustainability and eco-friendly practices, locals and visitors alike prioritize respecting the pristine mountain environment.
- Community Spirit: Engaging with neighbors and supporting local businesses is customary, fostering a friendly and welcoming atmosphere throughout here.
Frequently Asked Questions About Old Town?
1. What are the top vacation rentals in Old Town?
There are a lot of options in Old Town. If you plan on staying in the Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Town:
- Beautiful Condo - Riverfront-Slopeside-Walk to Resort-On Bus Route
- Slopeside Paradise-3 BR, 2.5 Bath 2 Minutes from the Slopes!
- Luxury condo w/underground parking. Only minutes from slopes. Shared hot tub
- Winter Park Ski Haus, slopeside hot tub, sleeps 19
- 1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.
- Riverfront Condo with Amazing Ski Slope Views overlooking the Fraser River!
- ♥ Slopeside Retreat | Large & Built For Families | Sleeps 17! | Ski Hill Views
- Slope side Single Family Home at the base of Winter Park!
- Slopeside Luxury Condo 97 A I Hot Tub I Great Views I Best Price I Discounted Attractions
- Dreamy Slope Side Ski Chalet 2 Hot Tubs, Theater room at Winter Park Resort
2. Which vacation homes in Old Town are best for families?
If you are looking for a family-friendly vacation home in Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Town:
3. How many Rentbyowner vacation rentals are available in Old Town?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 100 in the Old Town area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old Town.
4. What is the cancellation policy for vacation rentals in this area?
The cancellation policies vary depending on the individual property listing. It is recommended to review the specific terms detailed on the booking page or contact the property owner directly for clarification.
5. How do I ensure my reservation is confirmed and secure?
Your reservation will be confirmed once you complete the booking process and receive a confirmation email. For added security, verify that all required information is provided and confirm the payment details with the host if needed.
6. Are there any special requirements or house rules I should be aware of when booking here?
Each vacation rental may have its own set of house rules and requirements. These are typically outlined in the property listing or communicated by the host upon booking. Be sure to review these rules before finalizing your reservation.
7. What amenities and facilities are included with vacation rentals in this region?
Amenities can differ between properties; common features include Wi-Fi, parking, kitchen facilities, and outdoor spaces. To see what each rental offers, check the detailed listing or contact the host for specific questions.
8. How do I find the best vacation rental options that suit my needs in this destination?
To find the most suitable vacation rentals, use the filtering options available—such as number of bedrooms, amenities, and price range—and read reviews from previous guests. Reaching out to hosts for additional information can also help ensure your stay meets your expectations.
Old Town Top Rated Vacation Rentals
Condo
- Pool
- TV
- Wheelchair Accessible
House
- Parking
- Pet Friendly
- Pool
