Find Hotels with a Pool in Winter Park, CA from CA $114

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Check availability on Winter Park Hotels with a Pool

Top Winter Park Hotels with a Pool

Chateau Big Bear Boutique Hotel, BW Signature Collection
Seasonal outdoor pool

Chateau Big Bear Boutique Hotel, BW Signature Collection

3.5 star property
8.8 out of 10, Excellent, (1006)
"it was beautiful and excellent location"
The price is CA $154
CA $174 total
includes taxes & fees
Sep 1 - Sep 2
Chateau Big Bear Boutique Hotel, BW Signature Collection
Rainbow Connection Cabin Big Bear
Exterior

Rainbow Connection Cabin Big Bear

10.0 out of 10, Exceptional, (4)
"Loved this cabin and surrounding property!"
The price is CA $432
CA $871 total
includes taxes & fees
Aug 11 - Aug 12
Rainbow Connection Cabin Big Bear
Sugar Bear Cabin Big Bear
Outdoor dining

Sugar Bear Cabin Big Bear

8.0 out of 10, Very good, (8)
"This was a great place..we loved the fact that it was a little off the beaten path, quiet, comfortable and clean!"
The price is CA $114
CA $362 total
includes taxes & fees
Aug 11 - Aug 12
Sugar Bear Cabin Big Bear
Bear Mt. Retreat Big Bear Lake
Interior

Bear Mt. Retreat Big Bear Lake

10.0 out of 10, Exceptional, (3)
"This cabin was a very amazing cabin and was in a great location and have no complaints what's so ever. I will love to come back again and recommend others to try it out."
The price is CA $121
CA $483 total
includes taxes & fees
Aug 11 - Aug 12
Bear Mt. Retreat Big Bear Lake
Four Season Escape – Cozy Big Bear Cabin with Pool, Jacuzzi & Sauna
Outdoor pool

Four Season Escape – Cozy Big Bear Cabin with Pool, Jacuzzi & Sauna

9.6 out of 10, Exceptional, (4)
"Fun house, nicely stocked and the host was fantastic. My grandchildren loved the pool and spa was excellent. Would go again. "
The price is CA $549
CA $1,224 total
includes taxes & fees
Aug 11 - Aug 12
Four Season Escape – Cozy Big Bear Cabin with Pool, Jacuzzi & Sauna
Southern Comfort Big Bear Lake
Exterior

Southern Comfort Big Bear Lake

9.2 out of 10, Wonderful, (9)
"Perfect for us. There were 4 adults and 2 kids. Loved that the kids room had 2 separate beds for them. Very close to the slopes. Host was easily accessible."
The price is CA $121
CA $483 total
includes taxes & fees
Aug 11 - Aug 12
Southern Comfort Big Bear Lake
La Cerena Chalet Big Bear Lake
Exterior

La Cerena Chalet Big Bear Lake

9.0 out of 10, Wonderful, (24)
"Lovely stay at a comfortable house. Good beds, great water pressure, convenient location to the summit. Overall nice stay."
The price is CA $136
CA $496 total
includes taxes & fees
Aug 11 - Aug 12
La Cerena Chalet Big Bear Lake
Hampton Inn Big Bear Lake
Indoor pool

Hampton Inn Big Bear Lake

3.0 star property
8.6 out of 10, Excellent, (124)
"We had a wonderful time staying at hotel. "
The price is CA $174
CA $197 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn Big Bear Lake
Home2 Suites By Hilton Big Bear Lake
Indoor pool

Home2 Suites By Hilton Big Bear Lake

3.0 star property
9.2 out of 10, Wonderful, (198)
"Great location, it was clean and close to everything"
The price is CA $186
CA $210 total
includes taxes & fees
Aug 24 - Aug 25
Home2 Suites By Hilton Big Bear Lake
Summit Ski Shack Big Bear Lake
Exterior

Summit Ski Shack Big Bear Lake

9.8 out of 10, Exceptional, (10)
"Great location and comfortable lodging!"
The price is CA $275
CA $698 total
includes taxes & fees
Aug 17 - Aug 18
Summit Ski Shack Big Bear Lake
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.

Top Winter Park Hotel Reviews

Lagonita Lodge

Lagonita Lodge

10/10 Excellent
"The weather was perfect. The room was perfect. Relaxing. Comfortable."
rita 3-night trip
Posted 3 days ago
Lagonita Lodge

Frequently asked questions

What are some accommodations with pools in Winter Park?
Chateau Big Bear Boutique Hotel, BW Signature Collection: Hotel located near The Village. Features flat-screen televisions, a seasonal outdoor pool, and a theme park shuttle. Lake Arrowhead Resort and Spa: Hotel, 4-minute walk from Lake Arrowhead Village. Offers a private beach, an outdoor pool, and a full-service spa. Lagonita Lodge: Aparthotel located near The Village. Provides a snack bar/deli, an indoor pool, and free self parking. Big Bear Lakefront Lodge: Hotel, 7-minute walk from The Village. Offers a full-service spa, a seasonal outdoor pool, and daily. Black Forest Lodge And Cabins: Hotel, 7-minute walk from The Village. Features a private beach, an outdoor pool, and free self parking.
What is there to see and do in Winter Park?
Make a point to visit attractions like Swim Beach and Bowling Barn. During your stay, check out sights such as Snow Summit, Eagle Point, and Meadow Park.
When is the best time to book a hotel with a pool in Winter Park?
You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 71°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of February, December, or January when the average temperature is 44°F.