Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath ...

Winter Park
Wow!! The absolutely nicest Fully remodeled 2 bed 2 bath condo at Beaver. WOW!! The absolutely nic...
Condo 2 / 2 / 6

*
Online booking available

$75 - $325
Per Night

$525 - $2275
Per Week

4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from...

Winter Park
4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from the slopes Four Bed 3 Bath Luxury Tradema...
Condo 4 / 3 / 11

*
Online booking available

$275 - $895
Per Night

$1925 - $6265
Per Week

Trailhead Lodges 734: Balcony view of the mountains and H...

Winter Park
Description: Conveniently located in downtown Winter Park, you’re an easy walk away from the shops a...
Condo 2 / 2 / 8

$130 - $800
Per Night

$910 - $5600
Per Week

Zephyr 2307: Convenient, cozy and inviting: the perfect s...

Winter Park
Description: Look right up the slopes from this 3rd floor condo in the ski in/ski out Zephyr condo. ...
Condo 2 / 2 / 6

$210 - $877
Per Night

$1470 - $6139
Per Week

Timber Lake Way 491

Winter Park
This 3 bedroom, 3.5 bathroom is located 1.5 miles from downtown Winter Park, Colorado.The master bed...
Home 3 / 4 / 6

*
Online booking available

$125 - $373
Per Night

$875 - $2608
Per Week

Very nice 3 BR / 3 BA condo at the new property in the he...

Winter Park
Very nice 3 BR / 3 BA condo at the new property in the heart of Wp Very nice 3 bedroom / 3 bathroom...
Condo 3 / 3 / 8

*
Online booking available

$175 - $495
Per Night

$1225 - $3465
Per Week

The House On Elk Trail

Winter Park
The House on Elk Trail is a beautiful, ranch-style vacation home located in the exclusive Elk Run su...
Home 3 / 2 / 8

*
Online booking available

$219 - $548
Per Night

$1533 - $3833
Per Week

2 bedroom/2 bathroom condo

Winter Park
2 bedroom/2 bathroom condo Unit Description: Two bedroom fully equipped condos in Winter Park accom...
Condo 2 / 2 / 6

*
Online booking available

$115 - $370
Per Night

$805 - $2590
Per Week

Lakota 502: Relax in sheer luxury in this Lakota townhome...

Winter Park
Lakota 502 is situated just across the highway from Winter Park Ski Resort in an exclusive neighborh...
Condo 3 / 3 / 10

$217 - $853
Per Night

$1519 - $5971
Per Week

Walk to the slopes from this Founders Point one bedroom.

Winter Park
Founders Point is a newly constructed luxury condominium complex located at the base of Winter Park....
Condo 1 / 1 / 4

*
Online booking available

$55 - $295
Per Night

$385 - $2065
Per Week

Zephyr 1202: Beautifully Updated Zephyr Mountain Lodge 2 ...

Winter Park
Want to feel at home but enjoy ski in out convenience of the Zephyr Slopeside Building? This is it. ...
Condo 2 / 2 / 7

$200 - $798
Per Night

$1400 - $5586
Per Week

Winter Park Place

Winter Park
This 2 bedroom 2 bathroom vacation condo is located in Old Town Winter Park, Colorado- just steps fr...
Condo 2 / 2 / 6

*
Online booking available

$100 - $273
Per Night

$700 - $1908
Per Week

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 11

*
Online booking available

$260 - $695
Per Night

$1820 - $4865
Per Week

Winter Park Place 16: best of both worlds with tranquil s...

Winter Park
Description: A favorite that guests request year after year, this condo is completely remodeled and ...
Condo 2 / 2 / 6

$116 - $457
Per Night

$812 - $3199
Per Week

Fraser Crossing 3611: Luxurious penthouse condo, located ...

Winter Park
Description: This new top-floor condo offers direct slope views, and is among the best in the buildi...
Condo 2 / 2 / 8

$199 - $721
Per Night

$1393 - $5047
Per Week

Winter Park Place 18: Luxurious & convenient mtn getaway ...

Winter Park
Description: You’ll feel spoiled with a brand new high-end kitchen, flat screen TV, and spacious liv...
Condo 2 / 2 / 6

$116 - $457
Per Night

$812 - $3199
Per Week

3600 sq ft luxurious private home in Winter Park sleeps u...

Winter Park
3600 sq ft luxurious private home in Winter Park sleeps up to 18 Luxurious and very roomy (3600 sq...
Home 4 / 4 / 18

*
Online booking available

$295 - $950
Per Night

$2065 - $6650
Per Week

Elk Run Townhome

Winter Park
Located near the town of Winter Park, Colorado, this premier vacation rental home is bright and beau...
Home 2 / 2 / 6

*
Online booking available

$149 - $375
Per Night

$1043 - $2625
Per Week

Elk Run Cabin: A Rocky Mountain Dream Getaway, Perfect fo...

Winter Park
Description: Beautiful private home stands in a quiet neighborhood , surrounded by pristine forest....
Home 5 / 5 / 17

$357 - $1403
Per Night

$2499 - $9821
Per Week

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$229 - $575
Per Night

$1603 - $4025
Per Week

Hi Country Haus Bldg 24#6

Winter Park
BEDS: Queen in Master and Queen Sofa Sleeper in the Living Room; UNIT FEATURES: 32 Inch Flat Screen ...
Condo 1 / 2 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Hi Country Haus 1016: Stay in this inviting, updated cond...

Winter Park
Description: Inviting, cozy and updated, this condo is a perfect fit for a couple or family of four....
Condo 1 / 1 / 4

$85 - $264
Per Night

$595 - $1848
Per Week

Lakota 106: Get swept off your feet in this stunning thre...

Winter Park
Comfort and beauty are seamlessly sewn together in this three bedroom townhome located in the scenic...
Condo 3 / 3 / 9

$165 - $1050
Per Night

$1155 - $7350
Per Week

Downtown Winter Park - Sleeps 3 - Full Kitchen

Winter Park
Full kitchen included in the Nordic Suite for 3. This room has an outside entrance on the second lev...
Condo 1 / 1 / 3

*
Online booking available

$89 - $139
Per Night

$579 - $973
Per Week

Zephyr 1324: Stay in the Zephyr Mountain Lodge, and you’l...

Winter Park
Description: Stay in the Zephyr Mountain Lodge, and you’ll be in the middle of it all! In the mornin...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

 

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