Call us

Call us

Holiday Homes in Winter Park

Best accommodation options for your stay

Search hotels

Check-in date:
Check-out date:
Adults
Adults:
  • 1 adult
  • 2 adults
  • 3 adults
  • 4 adults
  • 5 adults
  • 6 adults
  • 7 adults
  • 8 adults
  • 9 adults
  • 10 adults
  • 11 adults
  • 12 adults
  • 13 adults
  • 14 adults
  • 15 adults
  • 16 adults
  • 17 adults
  • 18 adults
  • 19 adults
  • 20 adults
Children
Children:
  • 0 children
  • 1 child
  • 2 children
  • 3 children
  • 4 children
  • 5 children
  • 6 children
  • 7 children
  • 8 children
  • 9 children
  • 10 children
Ages of children:
Specify the age of a child
Specify the age of children

Choose dates and search your hotel

Choose yourself a nice and cozy rental house, and enjoy it as if it was your own home for the duration of your stay

Sort by:

Popularity
  • Popularity: high to low
  • Rating: high to low
  • Price: low to high
  • Distance: low to high

Founders Pointe Condo

Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

16 reviews

7.6/10
Wi-Fi
Golf course
Jacuzzi
Restaurant
No pets allowed

Situated only 0.7 km from Cabriolet, the 1-bedroom Founders Pointe Condo Winter Park villa entices guests with a hot tub, ensuring a more relaxing stay.

View Deal

Mountainside Winter Park Ski Home With Hot Tub

Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

8 reviews

9.6/10
Wi-Fi
Jacuzzi
Shuttle service
Cots
No pets allowed

The 3-bedroom Mountainside Winter Park Ski Home With Hot Tub is nestled approximately 5 minutes' walk from the Amaze'n Mazes and entices guests with a Jacuzzi. Located 2.2 km from Challenger, this…

View Deal

Hi Country Haus Unit 1803

Superb location
This property boasts superb location. It has a score 8.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

10 reviews

7.8/10
Wi-Fi
Fishing
Jacuzzi
No pets allowed

Hi Country Haus Unit 1803 Villa Winter Park provides an opportunity to stay a 5-minute walk from the Cozens Ranch House Museum and offers a Jacuzzi, perfect for decompressing.

View Deal

Hi Country Haus Unit 705

Excellent location
This property boasts excellent location. It has a score 9.4 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi

Situated approximately a 15-minute walk from the Cozens Ranch House Museum, Hi Country Haus Unit 705 Villa Winter Park provides access to numerous tourist attractions in the area.

View Deal

10 Min To Resort! Amazing Views & Sauna!

Exceptional location
This property boasts exceptional location. It has a score 9.6 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

11 reviews

9.4/10
Wi-Fi
Jacuzzi
Cots
No pets allowed

The 2-bedroom 10 Min To Resort! Amazing Views & Sauna! Winter Park villa is located around 10 minutes' drive from Fraser Tubing Hill and provides a Jacuzzi. This Winter Park holiday home includes…

View Deal

Downtown Wp Loft 14 I Huge Hot Tub I Great Views I Additional Bunk Area

Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Express check-in/ -out
Fitness centre
Tennis court
Spa & wellness centre

Situated approximately a 5-minute walk from The Foundry Cinema and Bowl, Luxury Loft with Hot Tub and Activity Perks Winter Park villa offers easy access to numerous tourist spots in the area. Guests…

View Deal

Airy Winter Park Gem With Private Outdoor Hot Tub!

Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

8 reviews

9.8/10
Wi-Fi
Jacuzzi
Shuttle service
No pets allowed

The 4-bedroom Airy Winter Park Gem With Private Outdoor Hot Tub! Villa is situated within 5 minutes' walk of the Amaze'n Mazes and offers guests to relax with a Jacuzzi. Featuring access to a patio…

View Deal

Skiing Sanctuary

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

3 reviews

9.2/10
Wi-Fi
Fishing
Pets allowed

The 1-bedroom Skiing Sanctuary Winter Park villa is located approximately a 20-minute walk from the Coca Cola Tubing Hill at Winter Park and invites guests to enjoy a patio.

View Deal

Rendezvous Buckhorn Cabin By Hiking Trails

Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

3 reviews

9.6/10
Wi-Fi
Hiking
Cots
No pets allowed

The welcoming Rendezvous Buckhorn Cabin By Hiking Trails Winter Park is located an 11-minute walk from the Cozens Ranch House Museum and invites guests to join hiking.

View Deal

Winter Park Retreat

Exceptional location
This property boasts exceptional location. It has a score 9.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms

Staying at Winter Park Retreat Villa, guests can easily reach the Saint Bernard of Montjoux Catholic Church, located merely 1.8 km away.

View Deal

New Luxury Loft 307 I Huge Hot Tub I Great Views I Best Price I Free Adventures Daily

Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots

Luxury Loft 307: Mountain Views & Hot Tub Retreat Winter Park villa is located about a 10-minute walk from the Cozens Ranch House Museum, giving access to various tourist spots nearby.

View Deal

New Luxury Loft 12 I Huge Hot Tub I Great Views I Best Price I Free Adventures Daily

Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots

Luxury Loft with Hot Tub and Mountain Views Villa Winter Park offers proximity to nearby tourist spots, such as Endeavour Lift, situated a 10-minute drive away.

View Deal

Ski In Ski Out Luxury Condo 4475 With Huge Hot Tub I Great Views I Best Price I Free Adventures Daily

Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots

Ski-Out Luxury Condo: Mountain Views & Hot Tub Retreat Winter Park villa offers proximity to nearby tourist spots, such as Alpine Slide, situated about 5 minutes' walk away.

View Deal

Beaver Village Unit #0131

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi

The 2-bedroom Beaver Village Unit #0131 is situated only 9 minutes' walk from Hideaway Park and provides a Jacuzzi and a sauna, ensuring a relaxing stay. Featuring mountain views, the accommodation…

View Deal

Downtown Winter Park Townhouse 3 Mi To Ski Resort!

Superb location
This property boasts superb location. It has a score 8.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms

Offering a location around a 25-minute walk from the Saint Bernard of Montjoux Catholic Church, the welcoming Downtown Winter Park Townhouse 3 Mi To Ski Resort! villa gives access to various tourist…

View Deal

Hi Country Haus Unit 1805

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

2 reviews

9.4/10
Wi-Fi
Fishing
Jacuzzi
No pets allowed

Situated 3.3 km from the History Park, Hi Country Haus Unit 1805 Villa Winter Park offers a hot tub for additional relaxation. The 2-bedroom holiday home features opportunities for hiking and fishing…

View Deal

Leland Creek Home

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

2 reviews

6.4/10
Wi-Fi
Fishing
No pets allowed

During the stay at the 5-bedroom Leland Creek Home Winter Park, guests can indulge in a Jacuzzi or visit the Main Street, located 4.6 km away.

View Deal

12 Yukon Lane Townhome

Superb location
This property boasts superb location. It has a score 8.7 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

2 reviews

7.4/10
Wi-Fi
Fishing
Pets allowed

12 Yukon Lane Townhome is located 25 minutes' walk from Idlewild Distillery and invites guests to join hiking and fishing.

View Deal

Winter Park Townhome With Hot Tub, Half Mi To Dtwn!

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Cots

Located 10 minutes' drive from Fraser Tubing Hill, the welcoming Winter Park Townhome With Hot Tub, Half Mi To Dtwn! villa offers cots and baby chairs for guests with children.

View Deal

New Luxury Villa 262 I Rooftop Hot Tub I Great Views I Best Price I Free Adventures Daily

Superb location
This property boasts superb location. It has a score 8 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots

Situated a few moments from Vasquez Peak Wilderness|the Vasquez Peak Wilderness, New Luxury Villa 262 I Rooftop Hot Tub I Great Views I Best Price I Free Adventures Daily Winter Park offers easy…

View Deal

Fraser Crossing 3405 Ski In Ski Out Winter Park Resort

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

2 reviews

10/10
Wi-Fi
Fitness centre
Jacuzzi
Air conditioning
No pets allowed

Staying at the 1-bedroom Fraser Crossing 3405 Ski In Ski Out Winter Park Resort villa, guests can visit the Amaze'n Mazes Colorado|Amaze'n Mazes Colorado, which is only 1 km away. Located right near…

View Deal

Trailside Mountain Retreat With Private Hot Tub

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
24-hour reception
Express check-in/ -out
Golf course
Jacuzzi
No pets allowed

Trailside Mountain Retreat With Private Hot Tub Villa Winter Park is located nearly a 10-minute ride from the Coca Cola Tubing Hill at Winter Park and provides a hot tub. Providing guests with Wi-Fi…

View Deal

Fraser Crossing 3423 Ski In Ski Out Winter Park Resort

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

3 reviews

9.6/10
Wi-Fi
Fitness centre
Horseback riding
Jacuzzi
Air conditioning
No pets allowed

Located around a 5-minute walk from the Winter Park Resort, Fraser Crossing 3423 Ski In Ski Out Winter Park Resort villa entices guests with a hot tub. Located 2.8 km from High Lonesome Express, this…

View Deal

Slopeside Chalet On River Next To Wp Resort I Fantastic Views I Private Hot Tub I Gas Firepit I Game Room

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Express check-in/ -out
Fitness centre
Tennis court
Spa & wellness centre

3-bedroom Slopeside Luxury Chalet On The River Next To Resort With Hot Tub & Gas Firepit - 500 Dollars Of Free Activities & Equipment Rentals Daily, located within a 500-metre distance of Amaze'n…

View Deal

Luxe Winter Park Escape - 5Br With Hot Tub & Game Room

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

2 reviews

8.4/10
Wi-Fi
Air conditioning
No pets allowed

Located about 10 minutes' drive from Ski Idlewild Abondoned Chairlift, the 4-bedroom Luxe Winter Park Escape - 5Br With Hot Tub & Game Room villa provides access to various tourist attractions in the…

View Deal

The Antlers 401

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Outdoor swimming pool
Cycling
Jacuzzi
Pets allowed

During the stay at The Antlers 401 Villa Winter Park, guests can indulge in a hot tub or visit the Winter Park Resort, located a 17-minute walk away. The 4-bedroom holiday home features opportunities…

View Deal

Hi Country Haus Unit 1801

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

9/10
Wi-Fi
Fishing
Jacuzzi
No pets allowed

The 2-bedroom Hi Country Haus Unit 1801 Villa Winter Park is located about 10 minutes' drive from Fraser Tubing Hill and provides a hot tub. This Winter Park villa features opportunities for hiking…

View Deal

Timber Run

Superb location
This property boasts superb location. It has a score 8.9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Good

4 reviews

8/10
Free Wi-Fi in rooms

Located within 25 minutes' walk of The Foundry Cinema and Bowl, the 8-room Timber Run Villa Winter Park provides access to various tourist attractions in the vicinity.

View Deal

Hideaway Haven

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Golf course
Air conditioning
No pets allowed

The 2-bedroom Hideaway Haven Villa Winter Park is nestled just a 5-minute stroll from the Cozens Ranch House Museum and entices guests with a hot tub. Featuring a patio, the Winter Park holiday home…

View Deal

Trademark Views

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Golf course
No pets allowed

Located a stone's throw from the Main Street, the 3-bedroom Trademark Views Winter Park villa includes a patio with views of the mountain. Featuring a hot tub, the Winter Park holiday home is nestled…

View Deal

Founders Pointe 4355 Ski In Ski Out Winter Park Resort

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
24-hour reception
Express check-in/ -out
Fitness centre
Horseback riding
Jacuzzi

During the stay at Founders Pointe 4355 Ski In Ski Out Winter Park Resort villa, guests can indulge in a hot tub or visit the Main Street, located 14 minutes' walk away. Located 7 km from Super Gauge…

View Deal

Evergreen Reserve

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Horseback riding
No pets allowed

Situated nearly 25 minutes' walk from Cabriolet, Evergreen Reserve Winter Park villa features a patio with views of the mountain.

View Deal

Summit Haus

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Golf course
No pets allowed

Situated about 25 minutes' walk from Challenger, Summit Haus Villa Winter Park features a patio with views of the mountain.

View Deal

Founders Pointe 4473 Ski In Ski Out Winter Park Resort

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Express check-in/ -out
Fitness centre
Horseback riding
Jacuzzi
Wheelchair access

Situated merely 7 minutes' stroll from the Main Street, Founders Pointe 4473 Ski In Ski Out Winter Park Resort villa provides guests with a hot tub for additional relaxation. Offering Wi-Fi, the…

View Deal

Slopeside Villa 126 Next To Wp Resort I Steam Shower I Great Views I Private Hot Tub

Excellent location
This property boasts excellent location. It has a score 9 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

6 reviews

9.2/10
Wi-Fi
24-hour reception
Express check-in/ -out
Fitness centre
Tennis court
Spa & wellness centre

Located a mere 10 minutes on foot from Main Street, the 4-bedroom Slopeside Luxury Villa #126 Next To Resort With Steam Shower & Amazing Views - 500 Dollars Of Free Activities & Equipment Rentals…

View Deal

Coziest Condo

Excellent location
This property boasts excellent location. It has a score 9.3 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

4 reviews

10/10
Wi-Fi
Indoor swimming pool
Fitness centre
Golf course
Jacuzzi
Restaurant

The 2-bedroom Coziest Condo Winter Park villa is located nearly a 10-minute drive from Fraser Tubing Hill and provides a Jacuzzi, a sauna, and an indoor pool. The Winter Park holiday home features…

View Deal

Mountain View Retreat, Walk To Winter Park Gondola

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

10/10
Wi-Fi
Hiking
Jacuzzi
Game room
No pets allowed

Offering a Jacuzzi, the 3-bedroom Mountain View Retreat, Walk To Winter Park Gondola Villa is located about a 10-minute walk from Prospector Express. Guests can enjoy snow skiing and hiking at the…

View Deal

Shred Haus

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Excellent

1 review

9/10
Wi-Fi
Golf course
Game room
Pets allowed

Shred Haus Villa Winter Park is a mere 5 minutes' walk from The Foundry Cinema and Bowl, offering guests to unwind at a hot tub. Located a short way from Be.. Boutique, the holiday home boasts a…

View Deal

Vasquez Vista

Very good location
This property boasts very good location. It has a score 7.5 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!

Acceptable

2 reviews

3/10
Wi-Fi
Golf course
Restaurant
Pets allowed

Featuring horse riding tours to make your visit more entertaining, the 2-bedroom Vasquez Vista Villa Winter Park is around a 25-minute walk from Vasquez Peak Wilderness|the Vasquez Peak Wilderness.

View Deal

Iron Horse Manor Home

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Golf course
Jacuzzi
No pets allowed

Offering a hot tub for a relaxing experience, Iron Horse Manor Home Winter Park is located 15 minutes' walk from the Winter Park Resort. Providing guests with Wi-Fi and free private parking, this…

View Deal

New Luxury Loft 3 I Huge Hot Tub I Great Views I Best Price I Free Adventures Daily

Exceptional location
This property boasts exceptional location. It has a score 10 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Cots

Luxury Loft Retreat: Hot Tub Haven with Mountain Views Winter Park villa offers quick access to such tourist spots as The Foundry Cinema and Bowl, situated merely a 5-minute stroll away.

View Deal

Three-Bedroom House

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Golf course
Jacuzzi
No pets allowed

Offering a Jacuzzi for guests to unwind, Three-Bedroom House Winter Park villa is located within 5 minutes' walk of the Main Street. This Winter Park holiday home features opportunities for snow…

View Deal

Wi-Fi
Golf course
Jacuzzi
No pets allowed

During the stay at Fraser Crossing Cabin Winter Park, guests can indulge in a hot tub or visit the Winter Park Resort, located 14 minutes' walk away.

View Deal

Wanderlust

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Golf course
Pets allowed

The 3-bedroom Wanderlust Villa Winter Park is located 2.7 km from the outdoor sports store "Colorado Adventure Park" and provides a hot tub. Located around 10 minutes' drive from Rollins Pass, the…

View Deal

Winter Park Cabin - Walk To Main Street And Downtown

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
24-hour reception
Hiking
Spa & wellness centre
Pets allowed

Along with a spa centre, the 2-bedroom Winter Park Cabin - Walk To Main Street And Downtown gives access to entertainment venues such as Winter Park Jazz Festival, situated merely 1.9 km away. Guests…

View Deal

Tipsy Fox. Downtown Winter Park

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi in rooms
Cots

Located 25 minutes' walk from Saint Bernard Of Montjoux, Tipsy Fox. Downtown Winter Park Villa gives access to various tourist sites in the vicinity.

View Deal

Luxury Alpine Abode

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Golf course
Pets allowed

Located approximately a 10-minute ride from Arrow Lift, the 3-bedroom Luxury Alpine Abode Villa Winter Park offers a patio with views of the mountain. Featuring lake views, the Winter Park holiday…

View Deal

Saw Mill Station 127

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Outdoor swimming pool
Fitness centre
Fishing
Jacuzzi
Children's play area

During the stay at Saw Mill Station 127 Villa Winter Park, guests can indulge in a Jacuzzi or visit the Winter Park Resort, located 4.2 km away. The 3-bedroom holiday home features opportunities for…

View Deal

Winter Park Townhome With Hot Tub, Ski Shuttle!

Pleasant location
This property boasts pleasant location. It has a score 0 out of 10 for location according to the visitors’ reviews. It must be a convenient place to stay!
Wi-Fi
Jacuzzi
Pets allowed

The 4-bedroom Winter Park Townhome With Hot Tub, Ski Shuttle! villa boasts a Jacuzzi and is just 1.4 km from entertainment sites such as The Foundry Cinema and Bowl.

View Deal

Wi-Fi
Cycling
No pets allowed

Situated 2.7 km from the outdoor sports store "Colorado Adventure Park", Meadow Ridge Mountain Views 8 Minutes From Basecamp Villa Maryvale entices guests to explore various tourist attractions in…

View Deal

1
Please wait, we're checking available properties for you.

Sort by:

Popularity
  • Popularity: high to low
  • Rating: high to low
  • Price: low to high
  • Distance: low to high
Missing some information?
Let us know what to add

Thank you for your feedback

Thank you for subscribing

Close