Short-Term Rentals in Old Town, CO: Compare 10+ Sites & Save

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  4.  Colorado

  5.  Winter Park
  6.  Old Town

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2369 Best Short-Term Rentals in Old Town (Starting from $138)

Walk to Winter Park Resort Condo with Hot Tub!
Walk to Winter Park Resort Condo with Hot Tub!
Apartment
Winter Park, CO, USA
0.0k from Old Town center

Apartments, Accommodations, Parking, Lodgings, Hot tubs, Places to stay, Ski resorts, Condos

1 Bedroom2 Guests
New to Booking
$194
Average price / night
Check Availability
Winter Park condo minutes from everything
Winter Park condo minutes from everything
Condo
Winter Park, CO, 80482, United States
0.0k from Old Town center

Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
10.0

Exceptional

4 reviews

$273
Average price / night
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Winter Park Place 14
Winter Park Place 14
Apartment
Winter Park, CO, USA
0.0k from Old Town center

Apartments, Accommodations, Lodgings, Vacation rentals, Hot tubs, Places to stay, Ski resorts

2 Bedrooms6 Guests
New to Booking
$169
Average price / night
Check Availability
Walk to Winter Park Resort: Condo w/ Hot Tub!
Walk to Winter Park Resort: Condo w/ Hot Tub!
Condo
Winter Park, CO, 80482, United States
0.0k from Old Town center

Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking, Patio

1 Bedroom2 Guests
6.0

Review score

2 reviews

$169
Average price / night
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Summit Place at Lakota townhouse
Summit Place at Lakota townhouse
House
Winter Park, CO, USA
0.1k from Old Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay, Ski resorts

4 Bedrooms10 Guests
New to Booking
$1074
Average price / night
Check Availability
Beautiful 3 bedroom, pet friendly, magnificent river views, walk to WP resort
Beautiful 3 bedroom, pet friendly, magnificent river views, walk to WP resort
Condo
Winter Park, CO, 80482, United States
0.0k from Old Town center

Balcony, Fireplace, Free Parking, Heater, Hot Tub, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
9.4

Superb

13 reviews

$535
Average price / night
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Gem in Old Town Winter Park Walk to Ski Lifts!
Gem in Old Town Winter Park Walk to Ski Lifts!
Apartment
Winter Park, CO, USA
0.1k from Old Town center

Guest Services, Sports/Activities, Accessibility, Hot Tub, Skiing, Wellness Facilities, Fireplace/Heating

3 Bedrooms7 Guests
New to Booking
$744
Average price / night
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Cozy home base for a great trip!
Cozy home base for a great trip!
Condo
Winter Park, CO, 80482, United States
0.0k from Old Town center

Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$199
Average price / night
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Luxe Home Minutes To Skiing Hot Tub
Luxe Home Minutes To Skiing Hot Tub
Apartment
Winter Park, CO, USA
0.1k from Old Town center

Apartments, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Ski resorts

3 Bedrooms8 Guests
New to Booking
$365
Average price / night
Check Availability
Rustic Condo with Modern Amenities, Free Bus &Walk to Slopes-Adventure Awaits!
Rustic Condo with Modern Amenities, Free Bus &Walk to Slopes-Adventure Awaits!
Condo
Winter Park, CO, 80482, United States
0.0k from Old Town center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$138
Average price / night
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Rocky Mountain Retreat Steps to Slopes with Hot Tub and Spectacular Views
Rocky Mountain Retreat Steps to Slopes with Hot Tub and Spectacular Views
House
Winter Park, CO, USA
0.1k from Old Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay, Ski resorts

3 Bedrooms7 Guests
New to Booking
$555
Average price / night
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Spacious Condo with 2 Balconies, Free WiFi, Shared W/D, Hot Tub, & Fireplace
Spacious Condo with 2 Balconies, Free WiFi, Shared W/D, Hot Tub, & Fireplace
Condo
Winter Park, CO, 80482, United States
0.0k from Old Town center

Balcony, Dryer, Extra Bed, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
8.2

Very Good

16 reviews

$307
Average price / night
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Slopeside 204 Kinney Townhouse
Slopeside 204 Kinney Townhouse
House
Old Town, Winter Park, Colorado, USA
0.1k from Old Town center

Kitchen, Breakfast, Hot Tub, Internet, Parking, Child Friendly

3 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$342
Average price / night
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Slopeside Chalet 100 I Hot Tub I Great Views I Bunk Room I Discounted Attractions
Slopeside Chalet 100 I Hot Tub I Great Views I Bunk Room I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Old Town center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$564
Average price / night
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Airy Winter Park Gem with Private Outdoor Hot Tub!
Airy Winter Park Gem with Private Outdoor Hot Tub!
House
Winter Park, CO, USA
0.1k from Old Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

3 Bedrooms10 Guests
9.2

Superb

8 reviews

$155
Average price / night
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Slopeside Sanctuary - Penthouse Less Than 1 Mi to Lifts!
Slopeside Sanctuary - Penthouse Less Than 1 Mi to Lifts!
Apartment
Winter Park, CO, USA
0.1k from Old Town center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Family, Ski resorts

3 Bedrooms12 Guests
New to Booking
$707
Average price / night
Check Availability
Rocky Mountain Retreat: Steps to Slopes, Hot Tub, Spectacular Views!
Rocky Mountain Retreat: Steps to Slopes, Hot Tub, Spectacular Views!
Condo
Winter Park, CO, 80482, United States
0.1k from Old Town center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$433
Average price / night
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Skiing Sanctuary
Skiing Sanctuary
House
Winter Park, CO, USA
0.1k from Old Town center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$254
Average price / night
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Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Views I Game Room I Discounted Attractions
Slopeside Custom Chalet I 2 Hot Tubs I Fire Tables I Views I Game Room I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Old Town center

Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms14 Guests
9.6

Exceptional

5 reviews

$1110
Average price / night
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Walk to Gondola Condo with Deck in Winter Park!
Walk to Gondola Condo with Deck in Winter Park!
Apartment
Winter Park, CO, USA
0.2k from Old Town center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay, Family

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$491
Average price / night
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Slopeside Chalet 106 I Hot Tub I Great Views I Bunk Room I Discounted Attractions
Slopeside Chalet 106 I Hot Tub I Great Views I Bunk Room I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Old Town center

Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$459
Average price / night
Check Availability
Trademark Views
Trademark Views
House
Winter Park, CO, USA
0.2k from Old Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Ski resorts

4 Bedrooms12 Guests
New to Booking
$1179
Average price / night
Check Availability
Private Hot Tub Steps from Gemini Lift
Private Hot Tub Steps from Gemini Lift
Condo
Winter Park, CO, 80482, United States
0.1k from Old Town center

Balcony, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms4 Guests
New to Booking
$279
Average price / night
Check Availability
Walk to House from the Winter Park Train
Walk to House from the Winter Park Train
House
winter park, CO, 80482, United States
0.1k from Old Town center

Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

7 Bedrooms10 Guests
New to Booking
$720
Average price / night
Check Availability
Downtown WP Loft 221 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions
Downtown WP Loft 221 I Private Hot Tub I Great Views I Bunk Room I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Old Town center

Balcony, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$432
Average price / night
Check Availability
Downtown WP Loft 215 I Private Hot Tub I Great Views I Discounted Attractions
Downtown WP Loft 215 I Private Hot Tub I Great Views I Discounted Attractions
House
Winter Park, CO, 80482, United States
0.1k from Old Town center

AC, Balcony, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
New to Booking
$537
Average price / night
Check Availability
☼ Ski Resort Views From Deck | Slopeside 202 | Private Hot Tub
☼ Ski Resort Views From Deck | Slopeside 202 | Private Hot Tub
House
Winter Park, CO, 80482, United States
0.1k from Old Town center

Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
9.8

Exceptional

46 reviews

$423
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Old Town.

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Old Town Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2369 verified short-term rentals in Old Town, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Old Town vary depending on location, property size, and travel dates. Rates typically start from around $138 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Old Town include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Old Town, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Old Town often include amenities such as Fireplace/Heating, Wellness Facilities, and Hot Tub, providing a comfortable and convenient stay.

Short-term rentals in Old Town are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.