Vacation rentals in Winter Park, CO

Best vacation rentals and Airbnb offers in Winter Park, CO

Slopeside Villa 97A I Hot Tub I Great Views I Activity Program

Holiday Home, Winter Park

Slopeside Villa 97A I Hot Tub I Great Views I Activity Program is a holiday home in Winter Park. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Slopeside Villa 97A I Hot Tub I Great Views I Activity Program

Slopeside Villa 97A I Hot Tub I Great Views I Activity Program is a holiday home in Winter Park. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,981.

From$196/night

Show›

Slopeside Villa 136 I Fantastic Ski Views I Steamroom I Activity Program

Holiday Home, Winter Park

Slopeside Villa 136 I Fantastic Ski Views I Steamroom I Activity Program is a holiday home in Winter Park, with parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Slopeside Villa 136 I Fantastic Ski Views I Steamroom I Activity Program

Slopeside Villa 136 I Fantastic Ski Views I Steamroom I Activity Program is a holiday home in Winter Park, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, gym, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,299.

From$214/night

Show›

Slopeside Villa 90 I Hot Tub I Great Views I Activity Program

Holiday Home, Winter Park

Slopeside Villa 90 I Hot Tub I Great Views I Activity Program is a holiday home in Winter Park. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Slopeside Villa 90 I Hot Tub I Great Views I Activity Program

Slopeside Villa 90 I Hot Tub I Great Views I Activity Program is a holiday home in Winter Park. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,323.

From$217/night

Show›

Ski-In/Ski-Out Winter Park Condo w/ Hot Tub Access

Holiday Home, Winter Park

Ski-In/Ski-Out Winter Park Condo w/ Hot Tub Access is a holiday home in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Ski-In/Ski-Out Winter Park Condo w/ Hot Tub Access

Ski-In/Ski-Out Winter Park Condo w/ Hot Tub Access is a holiday home in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,130.

From$96/night

Show›

Vacation rentals with a pool in Winter Park, CO

Add a pool to the search when you want an easy place to cool off between outings.

Chic Winter Park Studio w/ Community Hot Tub

Apartment, Winter Park

Chic Winter Park Studio w/ Community Hot Tub is a apartment in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Chic Winter Park Studio w/ Community Hot Tub

Chic Winter Park Studio w/ Community Hot Tub is a apartment in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,165.

From$130/night

Show›

Renovated studio, private deck, mt views, easy access to WP Resort

Condo, Winter Park

Renovated studio, private deck, mt views, easy access to WP Resort is a condo in Winter Park, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable…

Read more

About Renovated studio, private deck, mt views, easy access to WP Resort

Renovated studio, private deck, mt views, easy access to WP Resort is a condo in Winter Park, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $933.

From$133/night

Show›

Beautiful Condo at Winter Park!

Holiday Home, Winter Park

Beautiful Condo at Winter Park! is a holiday home in Winter Park, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Beautiful Condo at Winter Park!

Beautiful Condo at Winter Park! is a holiday home in Winter Park, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $935.

From$134/night

Show›

Ski-in Ski-out studio

Condo, Winter Park

Ski-in Ski-out studio is a condo in Winter Park, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Ski-in Ski-out studio

Ski-in Ski-out studio is a condo in Winter Park, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $939.

From$134/night

Show›

Vacation rentals with parking in Winter Park, CO

Find vacation rentals that make arriving by car easier.

Iron Horse C3013 Condo by RedAwning

Condo, Winter Park

Iron Horse C3013 Condo by RedAwning is a condo in Winter Park, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Iron Horse C3013 Condo by RedAwning

Iron Horse C3013 Condo by RedAwning is a condo in Winter Park, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,573.

From$139/night

Show›

Walk to Winter Park Resort: Condo w/ Hot Tub!

Condo, Winter Park

Walk to Winter Park Resort: Condo w/ Hot Tub! is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Walk to Winter Park Resort: Condo w/ Hot Tub!

Walk to Winter Park Resort: Condo w/ Hot Tub! is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,067.

From$152/night

Show›

Fraser Crossing 3405 Ski In Ski Out Winter Park

Condo, Winter Park

Fraser Crossing 3405 Ski In Ski Out Winter Park is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Fraser Crossing 3405 Ski In Ski Out Winter Park

Fraser Crossing 3405 Ski In Ski Out Winter Park is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,069.

From$153/night

Show›

Cozy home base for a great trip!

Condo, Winter Park

Cozy home base for a great trip! is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Cozy home base for a great trip!

Cozy home base for a great trip! is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,201.

From$172/night

Show›

Pet-friendly vacation rentals in Winter Park, CO

Bring your pet along with stays that welcome four-legged travelers.

Slopeside Villa 135 I Private Hot Tub I Great Views I Activity Program

Holiday Home, Winter Park

Slopeside Villa 135 I Private Hot Tub I Great Views I Activity Program is a holiday home in Winter Park, with pet-friendly space. This stay gives travelers a comfortable base for exploring…

Read more

About Slopeside Villa 135 I Private Hot Tub I Great Views I Activity Program

Slopeside Villa 135 I Private Hot Tub I Great Views I Activity Program is a holiday home in Winter Park, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,275.

From$211/night

Show›

SKI IN SKI OUT | Fraser Crossing 3517 | Base Area Bliss | Convenient Location

Condo, Winter Park

SKI IN SKI OUT · Fraser Crossing 3517 · Base Area Bliss · Convenient Location is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for…

Read more

About SKI IN SKI OUT | Fraser Crossing 3517 | Base Area Bliss | Convenient Location

SKI IN SKI OUT · Fraser Crossing 3517 · Base Area Bliss · Convenient Location is a condo in Winter Park, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,025.

From$146/night

Show›

Completely Updated Condo in Great Location only steps to the Gondola

Condo, Winter Park

Completely Updated Condo in Great Location only steps to the Gondola is a condo in Winter Park, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Completely Updated Condo in Great Location only steps to the Gondola

Completely Updated Condo in Great Location only steps to the Gondola is a condo in Winter Park, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night

Show›

☀ Sunny Base Area Condo | Zephyr Mountain Lodge 1303 | Convenient Location | Direct Slope Views!

Condo, Winter Park

☀ Sunny Base Area Condo · Zephyr Mountain Lodge 1303 · Convenient Location · Direct Slope Views! is a condo in Winter Park, with kitchen access. This stay gives travelers a comfortable base…

Read more

About ☀ Sunny Base Area Condo | Zephyr Mountain Lodge 1303 | Convenient Location | Direct Slope Views!

☀ Sunny Base Area Condo · Zephyr Mountain Lodge 1303 · Convenient Location · Direct Slope Views! is a condo in Winter Park, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,415.

From$202/night

Show›

Vacation rentals with a kitchen in Winter Park, CO

Compare stays with kitchen access for longer trips and easier meals.

Chic Winter Park Studio w/ Community Hot Tub

Apartment, Winter Park

Chic Winter Park Studio w/ Community Hot Tub is a apartment in Winter Park, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Chic Winter Park Studio w/ Community Hot Tub

Chic Winter Park Studio w/ Community Hot Tub is a apartment in Winter Park, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $950.

From$136/night

Show›

Comfortable studio ski-in/ski-out access, mountain views

Condo, Winter Park

Comfortable studio ski-in/ski-out access, mountain views is a condo in Winter Park, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Comfortable studio ski-in/ski-out access, mountain views

Comfortable studio ski-in/ski-out access, mountain views is a condo in Winter Park, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,037.

From$148/night

Show›

WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH

Condo, Winter Park

WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH is a condo in Winter Park, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

Read more

About WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH

WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH is a condo in Winter Park, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,070.

From$153/night

Show›

1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.

Condo, Winter Park

1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck. is a condo in Winter Park, with outdoor space, kitchen access, and room for a group. This stay gives travelers a…

Read more

About 1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck.

1 BR sleeps 5. Walk to the Gondola! Woods & Fraser River off the back deck. is a condo in Winter Park, with outdoor space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,278.

From$183/night

Show›

Family-friendly vacation rentals in Winter Park, CO

Plan a trip with stays that give families more room to spread out.

Cozy Mountain Escape for families. With ski in/ski out, pool & hot tub access

Condo, Winter Park

Cozy Mountain Escape for families. With ski in/ski out, pool & hot tub access is a condo in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Mountain Escape for families. With ski in/ski out, pool & hot tub access

Cozy Mountain Escape for families. With ski in/ski out, pool & hot tub access is a condo in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,029.

From$147/night

Show›

Ski in / ski out family friendly condo w/access to pool, hot tub & game room

Condo, Winter Park

Ski in / ski out family friendly condo w/access to pool, hot tub & game room is a condo in Winter Park, with pool access and room for a group. This stay gives travelers a comfortable base…

Read more

About Ski in / ski out family friendly condo w/access to pool, hot tub & game room

Ski in / ski out family friendly condo w/access to pool, hot tub & game room is a condo in Winter Park, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,029.

From$147/night

Show›

♡ Perfect Family Condo at Base | Fraser Crossing 3326 | Across From Village

Condo, Winter Park

♡ Perfect Family Condo at Base · Fraser Crossing 3326 · Across From Village is a condo in Winter Park, with parking, kitchen access, and room for a group. This stay gives travelers a…

Read more

About ♡ Perfect Family Condo at Base | Fraser Crossing 3326 | Across From Village

♡ Perfect Family Condo at Base · Fraser Crossing 3326 · Across From Village is a condo in Winter Park, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,429.

From$204/night

Show›

Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub

Condo, Winter Park

Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub is a condo in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the…

Read more

About Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub

Remodeled Ski in Ski out condo. Great for families. Access to pool & hot tub is a condo in Winter Park, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,025.

From$289/night

Show›