Updating...

More filters (2)

Swimming pool
Wireless Internet
Private pool
Heated pool

Private indoor pool
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Table tennis
Pool or snooker table
Games room
Fax machine
Private outdoor pool (heated)
Clothes dryer
Private outdoor pool (unheated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Video player
Climbing frame
Boat available
Hair dryer
Telephone
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Stove
Staffed property
Fridge
Freezer
Microwave
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

See all

Less

Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible
Secure parking

See all

Less

Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

See all

Less

152 villas

Sort by:

On Keystone Lake/Shuttle to Lifts/Pool and Hot Tub Access/Great Amenities

Keystone condo

1 bedroom
1 bathroom

sleeps 4

Match: Boat available Swimming pool

All filters match

Price per night from

$144

NEW! IFIRESIDE MOOSE CONDO - WALK TO TOWN, FRONT DOOR SKI SHUTTLE PICK-UP

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$281

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$144

Riverfront Upscale remodel in great location

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$304

COZY CABIN ON THE RIVER .1 BR, 1 Bath, Patio, BBQ

Breckenridge chalet

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$224

Tranquil Retreat: 'Bear Cabin' near Rocky Mountain National Park

Grand Lake cottage

3 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$299

Mountain Bliss Retreat: Spectacular Views & Modern Comforts

Grand Lake cottage

3 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$347

2 Minute Walk to Slopes/Hot Tub Access/Private Patio

Keystone condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$144

Grey Fox Condo at Granby Ranch~Ski-in/Ski-out!!

Granby condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$166

Ski-in / Ski-out Penthouse Keystone, Colorado

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$401

Private lake front home, Open layout, Remodeled kitchen, Excellent views 334

Silverthorne house

4 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$481

Escape to Grand Lake: Luxury Cabin with Unmatched Views and Entertainment

Grand Lake house

4 bedrooms
4 bathrooms

sleeps 16

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$420

Swiss Chalet: Hot Tub, Basketball Game, Scenic Lake Views, Modern Comforts

Grand Lake cottage

3 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$444

Arapahoe Lodge 1 Bed 1 Bath B

Keystone apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$98

Buffalo Lodge 3 Bed 3 Bath

Keystone apartment

3 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$504

On Keystone Lake/Shared Hot Tub/Quick Shuttle Ride to the Lifts/Private Patio

Keystone condo

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swimming pool, Boat available

1 of 2 filters match

Price per night from

$345

Cozy Condo in the Heart of River Run/2 Minute Walk to the Gondola/Hot Tub Access

Keystone condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$109

Wild Irishman 2 bed 2 bath retreat WIBH

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$91

Frosty Mountain Escape in Keystone

Keystone condo

1 bedroom
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$224

Summer Retreat: Dog-Friendly Condo Near Music Scene in Downtown Winter Park

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$179

Walk to the Gondola/Shared Hot Tub/Great Amenities

Keystone condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$129

Relax by the Fireplace, In the Heated Pool or Hot Tub. Only Minutes Away from Al

Keystone condo

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$163

Scope Out Dining & Shops on Your 2 Minute Walk to Gondola and Ski School. Pool,

Keystone apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$110

Spacious Condo/Mountain Views/Great Amenities

Keystone condo

1 bedroom
2 bathrooms

sleeps 2

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$107

Pool and Hot Tub/Stunning Mountain Views/Private Patio

Dillon condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$157

Wild Irishman 2 bed 2 bath retreat WIAE

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$96

Great Romantic Gateway. Pool. Hot Tub. Lift.

Keystone condo

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 23 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$96

Arapahoe Lodge 1 Bed 2 Bath ALJD

Keystone apartment

1 bedroom
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$115

Edgewater Stuido 1 Bath EWJP

Keystone studio

Studio
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$96

Black Bear 2 Bed 2 Bath BBCS

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$199

Buffalo Lodge 2 Bed 2 Ba BLCD2

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$306

Tennis Townhome 2 Bd 25 Ba TTMR

Keystone villa

2 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$157

Arapahoe Lodge 1 Bed 1 Bath ALJP

Keystone apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$102

Dakota Lodge 2 bed 2 bath DLGF

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$149

Nice Condo. Great Location. Pool. Hot Tub. Garage.

Frisco condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 23 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$90

Buffalo Lodge 3 Bed 3 Bath BLCD3

Keystone apartment

3 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$520

River Run 2BD - Walk to Ski-Lift

Keystone condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 17 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$137

2BR Riverside Cabin - Near Trails w/Hot Tub Access

Breckenridge house

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 17 minutes

1 of 2 match: Boat available, Swimming pool

1 of 2 filters match

Price per night from

$172

Viewing 38 of 152
rentals in Winter Park

Also consider

Grand Lake 27 properties
Fraser 26 properties
Granby 17 properties
Tabernash 6 properties
Parshall 5 properties
Breckenridge 438 properties
Steamboat Springs 252 properties
Denver 194 properties
Beaver Creek 167 properties
Grand County 157 properties
Aspen 97 properties
Telluride 95 properties
Mountain Village 55 properties
Pagosa Springs 65 properties
Frisco 49 properties
Edwards 44 properties
Creede 38 properties
Silverthorne 33 properties
Ridgway 19 properties
Lakewood 16 properties
Boulder 16 properties
Arvada 15 properties
Woodland Park 15 properties
Bayfield 14 properties
South Fork 14 properties
Golden 9 properties
Commerce City 8 properties
Florissant 6 properties
Trinidad 5 properties
Fort Collins 4 properties
Dolores 5 properties

Vacation Rentals & Villas in Winter Park

Per night

152 villas

Viewing 38 of 152rentals in Winter Park

Also consider

Viewing 38 of 152
rentals in Winter Park