Photo by Lauri Barber

Saint Mary's Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Saint Mary's holiday rentals

Property entrance
Zephyr Mountain Lodge

Zephyr Mountain Lodge

Zephyr Mountain Lodge
3.5 star property
Winter Park Village
8.2 out of 10, Very good, (678)
"Clean room and staff was outstanding. "
United States
Jessica
The price is S$802
includes taxes & fees
12 Jan - 13 Jan
Zephyr Mountain Lodge
Property grounds
Trailhead Lodge One Bedroom 801 Condo by RedAwning

Trailhead Lodge One Bedroom 801 Condo by RedAwning

Trailhead Lodge One Bedroom 801 Condo by RedAwning
3.5 star property
Winter Park
10.0 out of 10, Exceptional, (1)
The price is S$867
includes taxes & fees
12 Jan - 13 Jan
Trailhead Lodge One Bedroom 801 Condo by RedAwning
Outdoor dining
Base Camp at Golden Gate Canyon

Base Camp at Golden Gate Canyon

Base Camp at Golden Gate Canyon
3.0 star property
Black Hawk
The price is S$186
includes taxes & fees
10 Jan - 11 Jan
Base Camp at Golden Gate Canyon
Interior
Walk to Dtwn: Winter Park Studio w/ Hot Tub Access

Walk to Dtwn: Winter Park Studio w/ Hot Tub Access

Walk to Dtwn: Winter Park Studio w/ Hot Tub Access
3.0 star property
Winter Park
The price is S$363
includes taxes & fees
19 Jan - 20 Jan
Walk to Dtwn: Winter Park Studio w/ Hot Tub Access
Terrace/patio
Ski Idlewild 1 Bedroom Condo by RedAwning

Ski Idlewild 1 Bedroom Condo by RedAwning

Ski Idlewild 1 Bedroom Condo by RedAwning
3.0 star property
Winter Park
8.0 out of 10, Very good, (1)
"Interesting place. Overall, it was a nice place in a good location to walk around. The condo was outfitted better than some other places. The door access code system was a bit fishy. When the door was "locked" via code and not the deadbolt, I was locked out and had to call for help. There is no office on sight (which would be helpful), the nongarage parking was good, the parking garage was built for smart cars, not SUVs (not ideal for a ski town), the hot tub was ok, but would be better to have...
United States
Anonymous traveller
The price is S$834
includes taxes & fees
12 Jan - 13 Jan
Ski Idlewild 1 Bedroom Condo by RedAwning
Interior
Cozy Ski-in/out Winter Park Studio w/ Hot Tubs!

Cozy Ski-in/out Winter Park Studio w/ Hot Tubs!

Cozy Ski-in/out Winter Park Studio w/ Hot Tubs!
3.0 star property
Winter Park
The price is S$398
includes taxes & fees
26 Jan - 27 Jan
Cozy Ski-in/out Winter Park Studio w/ Hot Tubs!
Property grounds
Iron Horse C5083 Studio Bedroom Condo by RedAwning

Iron Horse C5083 Studio Bedroom Condo by RedAwning

Iron Horse C5083 Studio Bedroom Condo by RedAwning
3.5 star property
Winter Park
9.0 out of 10, Wonderful, (2)
"The room was nice. The location was nice. I really enjoyed my time staying there. "
United States
Vicki
The price is S$1,098
includes taxes & fees
3 Feb - 4 Feb
Iron Horse C5083 Studio Bedroom Condo by RedAwning
Property grounds
Zephyr Slopeside - 1504 2 Bedroom Condo by RedAwning

Zephyr Slopeside - 1504 2 Bedroom Condo by RedAwning

Zephyr Slopeside - 1504 2 Bedroom Condo by RedAwning
4.0 star property
Winter Park Village
The price is S$1,678
includes taxes & fees
20 Jan - 21 Jan
Zephyr Slopeside - 1504 2 Bedroom Condo by RedAwning
Living area
Snowblaze A24 2 Bedroom Condo by RedAwning

Snowblaze A24 2 Bedroom Condo by RedAwning

Snowblaze A24 2 Bedroom Condo by RedAwning
3.0 star property
Winter Park
The price is S$1,052
includes taxes & fees
14 Jan - 15 Jan
Snowblaze A24 2 Bedroom Condo by RedAwning
Exterior
90 Hay Meadow 4 Bedroom Townhouse by RedAwning

90 Hay Meadow 4 Bedroom Townhouse by RedAwning

90 Hay Meadow 4 Bedroom Townhouse by RedAwning
3.0 star property
Fraser
The price is S$1,828
includes taxes & fees
12 Jan - 13 Jan
90 Hay Meadow 4 Bedroom Townhouse by RedAwning
Living area
Downtown Flat 2 Bedroom Condo

Downtown Flat 2 Bedroom Condo

Downtown Flat 2 Bedroom Condo
3.0 star property
Winter Park
The price is S$1,166
includes taxes & fees
20 Jan - 21 Jan
Downtown Flat 2 Bedroom Condo
Exterior
Founders - 4374 2 Bedroom Condo by RedAwning

Founders - 4374 2 Bedroom Condo by RedAwning

Founders - 4374 2 Bedroom Condo by RedAwning
3.5 star property
Winter Park Village
The price is S$1,355
includes taxes & fees
21 Jan - 22 Jan
Founders - 4374 2 Bedroom Condo by RedAwning
Private kitchen
Cozens Pointe I-101 2 Bedroom Condo by RedAwning

Cozens Pointe I-101 2 Bedroom Condo by RedAwning

Cozens Pointe I-101 2 Bedroom Condo by RedAwning
3.5 star property
Fraser
The price is S$1,030
includes taxes & fees
12 Jan - 13 Jan
Cozens Pointe I-101 2 Bedroom Condo by RedAwning
Private kitchen
Aprez Retreat 3 Bedroom Condo by RedAwning

Aprez Retreat 3 Bedroom Condo by RedAwning

Aprez Retreat 3 Bedroom Condo by RedAwning
3.0 star property
Winter Park
The price is S$1,596
includes taxes & fees
20 Jan - 21 Jan
Aprez Retreat 3 Bedroom Condo by RedAwning
Exterior
Mountain Vista 3 Bedroom Chalet by RedAwning

Mountain Vista 3 Bedroom Chalet by RedAwning

Mountain Vista 3 Bedroom Chalet by RedAwning
3.0 star property
Winter Park Highlands
The price is S$2,263
includes taxes & fees
12 Jan - 13 Jan
Mountain Vista 3 Bedroom Chalet by RedAwning
Living area
Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning

Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning

Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning
3.0 star property
Winter Park
The price is S$1,601
includes taxes & fees
14 Jan - 15 Jan
Antler Way At Lakota.... 3 Bedroom Townhouse by RedAwning
Terrace/patio
Timber Fox 1208 3 Bedroom Apts by RedAwning

Timber Fox 1208 3 Bedroom Apts by RedAwning

Timber Fox 1208 3 Bedroom Apts by RedAwning
3.0 star property
Winter Park
The price is S$1,442
includes taxes & fees
12 Jan - 13 Jan
Timber Fox 1208 3 Bedroom Apts by RedAwning
Property grounds
The Rail Haven 3 Bedroom Townhouse by RedAwning

The Rail Haven 3 Bedroom Townhouse by RedAwning

The Rail Haven 3 Bedroom Townhouse by RedAwning
3.0 star property
Winter Park
The price is S$1,143
includes taxes & fees
11 Jan - 12 Jan
The Rail Haven 3 Bedroom Townhouse by RedAwning
Living area
Cloudline Chalet 3 Bedroom Townhouse

Cloudline Chalet 3 Bedroom Townhouse

Cloudline Chalet 3 Bedroom Townhouse
3.0 star property
Bear Crossing
The price is S$1,466
includes taxes & fees
26 Jan - 27 Jan
Cloudline Chalet 3 Bedroom Townhouse
Exterior
Fraser Crossing 1 Bedroom Cabin

Fraser Crossing 1 Bedroom Cabin

Fraser Crossing 1 Bedroom Cabin
3.0 star property
Winter Park Village
The price is S$1,095
includes taxes & fees
12 Jan - 13 Jan
Fraser Crossing 1 Bedroom Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Saint Mary's Hotel Reviews

Monarch Casino Resort Spa Black Hawk

Monarch Casino Resort Spa Black Hawk

10/10 Excellent
"I was very surprised on how well everything was. Lovely hotel. A great room setup. Quiet and romantic. Amazing views. Awesome jacuzzi and inside pool. Close to everything. Wish there was more restaurants and i wish i won more in gambling other than that i will be coming back. I forgot to use my rewards card but definitely gambled two days. Hope thats enough for some comps. I ate at the 24/7 three times. Thank you for keeping us entertained. "
Tyson 3-night trip
Posted 1 day ago
Monarch Casino Resort Spa Black Hawk

Frequently asked questions

Can I find a holiday rental in Saint Mary's?

Yes, there are holiday rentals close to the most popular sights in Saint Mary's, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Saint Mary's?

Choose from 16 Expedia holiday rentals in Saint Mary's for a memorable holiday.

What can I see and do in Saint Mary's?

Explore the area and family-friendly sights such as Amaze'n Maze Winter Park, or get out into nature at a spot like Saint Mary's Glacier. Winter Park Ski Resort and Georgetown Lake are a couple of places you'll find in the wider area.

What are holiday rentals like in Saint Mary's?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Saint Mary's. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.