Photo by Kayla Templin

Old Town Winter Park holiday homes

We found 568 holiday rentals — enter your dates for availability
Select from 34 houses, 28 flats and other holiday rentals to find the perfect place for your stay in Old Town Winter Park. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a fireplace and garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Old Town Winter Park

Showing deals for:13 Nov - 20 Nov

Family room with TV and Queen Sleeper sofa, plus futon (not pictured)
Kitchen with stools for additional seating, new appliances, and a large pantry
Interior
Exceptional
(100 reviews)

Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!

Winter Park

8% off
NZ$6,557
for 7 nights, 1 home
NZ$937 per night
includes taxes & fees
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from the Slopes!
Interior
Kitchen with induction cooktop
Living area
Room
Exceptional
(56 reviews)

Two Free E-bikes included. Walk to base. Inside the WP gates. Private hot tub.

Winter Park

8% off
NZ$4,356
for 7 nights, 1 home
NZ$622 per night
includes taxes & fees
Two Free E-bikes included. Walk to base. Inside the WP gates. Private hot tub.
Dining room with seating for 10
Living Room with spectacular views, 50' flat screen HD-TV and free WIFI.
Gourmet kitchen
Shared hot tub right out the front door
Exceptional
(47 reviews)

Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark

Winter Park

10% off
NZ$5,094
for 7 nights, 1 apartment
NZ$728 per night
includes taxes & fees
Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark
Back side of Chill, with path leading to ski corridor
View from kitchen to living and dining area, including door to balcony
Shared external party area with shared hot tub, pool, grill &outdoor fireplace
Living area and kitchen peninsula with stools
Exceptional
(24 reviews)

Modern Luxury Condo 3bed/2bath Ski In/Ski Out - Great for Families

Winter Park

8% off
NZ$18,072
for 7 nights, 1 apartment
NZ$2,582 per night
includes taxes & fees
Modern Luxury Condo 3bed/2bath Ski In/Ski Out - Great for Families
Private kitchen
Room
Interior
Property grounds
Exceptional
(15 reviews)

Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4

Winter Park

8% off
NZ$5,614
for 7 nights, 1 apartment
NZ$802 per night
includes taxes & fees
Modern Condo at Iron Horse - Ski In / Ski Out, Sleeps 4
Room
Lobby
Pool
Living area
Exceptional
(146 reviews)

Ski-in Ski-out studio

Winter Park

7% off
NZ$1,761
for 7 nights, 1 apartment
NZ$252 per night
includes taxes & fees
Ski-in Ski-out studio
Lobby common area with gas fireplace and plenty of seating.
Gas firepit on pool deck to add to the relaxed ambience.
Common sitting area on the pedestrian bridge connecting building D and C.
Indoor/outdoor heated pool.
Exceptional
(35 reviews)

Top floor unit on The Corridor! AC Unit - 5 min. walk to WP Base! Pool-Hot Tub!

Winter Park

7% off
NZ$1,457
for 7 nights, 1 apartment
NZ$208 per night
includes taxes & fees
Top floor unit on The Corridor! AC Unit - 5 min. walk to WP Base! Pool-Hot Tub!
Private kitchen
Property grounds
Living area
Terrace/patio
Exceptional
(147 reviews)

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

Winter Park

7% off
NZ$3,044
for 7 nights, 1 apartment
NZ$435 per night
includes taxes & fees
WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH
Bedroom with king size bed and views of the mountains.
ZML Riverside building
1 of 4 hot tubs in Slopeside and Riverside buildings
Lodge lobby
Exceptional
(30 reviews)

Zephyr Mountain Lodge - Beautifully Renovated

Winter Park

8% off
NZ$3,080
for 7 nights, 1 apartment
NZ$440 per night
includes taxes & fees
Zephyr Mountain Lodge - Beautifully Renovated
Lobby
Firepit
Inside pool
Exterior
Exceptional
(179 reviews)

Penthouse Studio Ski In-Out- Easy Access Resort; Sauna Pool Gym Hot Tub Views

Winter Park

5% off
NZ$2,109
for 7 nights, 1 apartment
NZ$301 per night
includes taxes & fees
Penthouse Studio Ski In-Out- Easy Access Resort; Sauna Pool Gym Hot Tub Views
Pool
Living area
Living area
Living area
Exceptional
(9 reviews)

Updated Condo at Winter Park and Trestle Bike Park

Winter Park

8% off
NZ$3,669
for 7 nights, 1 apartment
NZ$524 per night
includes taxes & fees
Updated Condo at Winter Park and Trestle Bike Park
Exterior
Hot Tub off of ski run/1st Floor (no jets)
Exterior
Pole Creek Golf Course - 20 minute drive from Condo
Exceptional
(8 reviews)

New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village

Winter Park

8% off
NZ$3,585
for 7 nights, 1 apartment
NZ$512 per night
includes taxes & fees
New Condo w/ Hot Tub & Balcony-Short Walk/Bike to Trestle Bike Park & Village

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Old Town Winter Park?
The most sought-after types of holiday homes in Old Town Winter Park are condos. Searching for something different? Bookabach has many options to match our guests' requirements, so you'll see holiday properties in all shapes and sizes. The perfect fit is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Old Town Winter Park?
The average price for a holiday home in Old Town Winter Park can vary depending on factors including length of stay, season and property type. Whether you're thinking about a sprawling villa with space for extended family or a quaint cottage for just you and your sweetheart, just enter your travel dates to find stays that offer great value.
How much does it cost to rent a beach house in Old Town Winter Park?
When you travel and the style and size of the property will influence the cost of your beachside holiday home. Type in your Old Town Winter Park travel dates to see your options on Bookabach. Did someone just say "hot tub"? Use the filters to pick the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Old Town Winter Park?
Pack a travel bag and a bone for your pooch because Old Town Winter Park has 44 holiday homes that open their doors to pets. Let your four-legged friend have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Old Town Winter Park?
Tick the "pool" box in our filter tool and choose from 15 houses with private pools in Old Town Winter Park on Bookabach. Lazy soak or ball games and races? Free time is up to you when your Bookabach holiday home has its own swimming pool.
What are popular home amenities in Old Town Winter Park?
A nearby river, mountain views and a nearby waterfront are rated the most popular home amenities in Old Town Winter Park. Whether you're travelling alone, with your other half or a group of best friends, Bookabach can help you find a holiday home that matches your tastes with all the features you're looking for.
Are there large group holiday homes in Old Town Winter Park?
With 21 holiday homes that can host 10 or more people in Old Town Winter Park, you don't have to keep your invite list short. From extended family holidays to events like Christmas and birthday parties, Bookabach will help you find a large group home that fits the occasion.
Are there holiday homes in Old Town Winter Park that welcome kids?
Old Town Winter Park has 44 family-friendly holiday homes. And discovering a stay that welcomes kids is a breeze with Bookabach's "Properties good for families" filter. As well as having the whole place to yourselves, you'll enjoy access to perks and conveniences such as dining rooms, kitchens and private pools.
What are the top attractions for families in Old Town Winter Park?
You'll find lots of amazing things to see and do with the family in Old Town Winter Park, including:
  • Amazen Maze Winter Park
  • Moffat Tunnel West Portal
  • Saint Marys Glacier
Are there one-bedroom holiday homes in Old Town Winter Park?
Yes, you'll find three one-bedroom properties in Old Town Winter Park to select from. A one-bedroom holiday home is an excellent option if it's only you and your partner or if you're holidaying alone. Add in more privacy, space and convenience compared to a standard hotel, and you've got yourself a memorable trip.
Can I find two-bedroom holiday homes in Old Town Winter Park?
Take your pick of six two-bedroom homes in Old Town Winter Park. Settle the kids into the second room or fill it with a couple of your besties. There's enough space for whoever's lucky enough to be joining your adventure.
Are there holiday homes with WiFi in Old Town Winter Park?
Whether you want to keep up with the headlines, make a video call or surf social media, there are 16 holiday homes with WiFi in Old Town Winter Park. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Old Town Winter Park?
Old Town Winter Park has five holiday homes where you can kick back in air-conditioned comfort. To locate a property on Bookabach that comes with this perk, choose your travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Old Town Winter Park?
The minimum age permitted can vary across properties on Bookabach, so double-check the rules of the holiday home in Old Town Winter Park you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Old Town Winter Park for?
The length of time you can rent a holiday home in Old Town Winter Park is up to the property. Simply enter your preferred dates to look at a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Old Town Winter Park.

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