
Holiday rentals with a pool in Crestline
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Top-rated rentals with a pool in Crestline
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Ski-In/Ski-Out Remodeled Property at Snow Summit
Experience the best of Big Bear with this remodeled townhouse, only a two-minute walk from the top snowboarding destination in town! Located adjacent to Snow Summit Ski Resort, you can enjoy skiing/snowboarding in the winter and mountain biking once summer arrives. Fantastic amenities including private parking, air conditioning, a rare gem in Big Bear. Community amenities, such as barbecue area, sauna and a seasonal pool to make your stay more enjoyable. The ultimate ski and ski out experience.

Boulder Bay Cabin Steps to the Lake & Hot Tub
Upgraded condo just steps from Boulder Bay Park, the lake, hiking trails, fishing & the main boulevard. Kayak & paddle board rentals conveniently located next door. A convenience market is just around the corner to help with any last minute needs. The Village, full of shops & restaurants, is just down the road a bit. You are only a few minutes from all major snow play & skiing on the mountain. Don't feel like driving? Hop on the Mountain Transit Shuttle with a stop located near the parking lot.

Lakeside Condo 2B/2B - Jacuzzi, 3mi to slopes
Enjoy a Santa Fe vibe with hand painted murals and other unique interior details. Play with dimmable lights to create the perfect mood. Gather by the spacious kitchen countertop. Sit by the wood burning fireplace or relax on the balcony facing the pool. Enjoy the heated spa or walk 100 yards to the picturesque Boulder Bay to fish, swim, rent a kayak or a paddle board. The popular Castle Rock trail is a walking distance away. Big Bear Village is only 2miles away and it is 4 miles to the slopes.

Mountain Paradise: Rare Pool, Spa, Fire Pit & BBQ!
Big Bear's BEST dream getaway! Completely private & unheard-of YEAR-ROUND 365 heated pool in a massive backyard, as well as an in-ground trampoline, fire pit, & dual gas/charcoal grills! 3-bed, 2.5-bath home on a 19,000 sq. ft. lot. Tons of entertainment options indoors, as well as a spacious, well-equipped kitchen. This is the height of space and luxury amenities in Big Bear. Relax, indulge, and enjoy outdoor adventures all year. BEAR MTN/SNOW SUMMIT: 5mi. BIG BEAR LAKE: 2mi. DOWNTOWN: 3-5mi.

The Blue Cabin
Relax at this unique, tranquil, and comfortable mini home in our backyard. Surrounded by a beautiful garden with a wide variety of succulents and a relaxing pool. With a space to enjoy reading or listening to music. Equipped with microwave, Keurig coffee machine, mini refrigerator, toaster, blender, washer/dryer, and tableware. The mini home has air conditioning and heating system for comfort and a smart TV. No parties allowed.(SPACE EQUIPPED ONLY FOR 2-3 PEOPLE *no more than 3 fit*)

Hot Tub, Fire Pit/Game Room/ Near NOS Center
Welcome to our meticulously clean three-bedroom, two-bath haven in San Bernardino! This gorgeous house is designed for comfort and entertainment. Unwind in the game room with a pool table or gather around the patio's fire pit. Experience the charm of our outdoor space, featuring a second fire pit in the grass area. Create lasting memories surrounded by freshly painted murals near the inviting pool and brand-new Jacuzzi – perfect for starlit evenings with friends and family.

Serene Escape Tiny House Living/pool/near Yaamava
We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Casita Condo | Jacuzzi | 3mi to slopes
Completely renovated with a unique style and trendy touches, the Casita Condo features Spanish accents throughout the home, with arches and terra-cotta details. Enjoy the brand new kitchen, with all upgraded appliances, including a wine fridge. Gather around the fireplace and Smart TV where you can access all your favorite streaming services. The two bed/two bath layout is ideal for small families or two couples looking to enjoy a mountain getaway.

Snow Summit Townhouse Unit 41
LIC VRR-2025-0380. 2 bed, 2 1/2 ba at Snow Summit. 500 ft to the Resort. 2nd floor: Kitchen, living, dining, and 1/2 bath. 1st floor bedrooms, two baths, and laundry. Relax in private spa. Full kitchen. Drip and Keurig coffee. Keurig pods and cone filters included. Gas fireplace, Living rm has 70 in TV with Cable, 200 channels & Apple TV. Master has 55 in TV with cable tv. Community pool is open May through Labor Day.

The Cozy Cottage Condo - Jacuzzi/3mi to slopes
This newly decorated home is the perfect mix of modern, boho, and mountain! Wood and greenery accents remind you that you're on a mountain retreat, while all new furnishings ensure your stay will be cozy and comfortable. Take advantage of the 2 minute walk to the lake! Our home is equipped with high speed internet, a Smart TV, wood-burning fireplace, and a Keurig coffee maker with complementary coffee, tea, and hot cocoa.

Next to Lake. Close to Village and Slopes. BBQ.
This beautiful 2 bedroom and 2 bathroom ground level condo with a heated pool is a great choice for a comfortable and easy vacation in Big Bear Lake. The Primary bedroom has a comfortable king size bed, while the 2nd bedroom has a bunk bed with a full and twin bed, as well as a twin pull out. Fast Wi-fi. Free Arcade game. Easy pool and spa access from the private outdoor deck. Walk to lake. Close to slopes and Village.

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*
A true mountain cabin feel, steps away from beautiful Big Bear Lake! Enjoy the Lumberjack Lodge with its vaulted ceilings, red retro fridge, pool/jacuzzi, and balcony with beautiful lake and park views. Perfect for small families or couples looking for a winter mountain retreat. Just 2 miles from The Village, 8 minutes to the slopes, and a 1 minute walk from Boulder Bay Park and the lake! VRR-2025-0842
Popular amenities for Crestline rentals with a pool
House rentals with a pool

Mountain Oasis w/ Pool - Sleeps 10 near NOS Center

Mountaintop Pool Paradise | Mins to NOS Center

Pool Home w/ Game Room near NOS Center

Perfect home for large groups! Newly remodeled

Valley of Guadalupe Escape gem

Modernized condo in the Arrowhead Village with spa

The MazeHouse 3— Movie Theatre & pool

So. Cal. Living near Redlands-Beautiful 3,000+Home
Apartment rentals with a pool

Charming Condo W/ Pool, Hot Tub & Pet Friendly

Fully Upgraded Lakeside Hideaway for Quiet Escapes

Lagonita Lodge - Lakefront Villa Guaranteed!

The Adler's Nest | Lakefront w/ Pool & Spa

Lakeside condo

Big Bear 2BR Condo on Beautiful Resort

The best memories are made here.

Lakeview Getaway | Game Rm, Pool, Spa, Sauna!
Other holiday rentals with a pool

Honeypot by AvantStay | Indoor Pool & Hot Tub

Snow Summit Townhouse Unit #47 With Spa and AC

Gorgeous Mountain Villa Fishing Pool Spa Gym Games

Belclare Spa Cabin – Jacuzzi, Fireplace

Crestline

Backyard Paradise – Pool, Firepit & Outdoor Dining

Spa ~ Walk to Zoo! ~ Howler Lodge

Cabin: Grey Squirrel
When is the best time to visit Crestline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 105 | € 90 | € 90 | € 87 | € 85 | € 88 | € 81 | € 79 | € 82 | € 93 | € 79 | € 91 |
| Avg. temp | 8°C | 9°C | 12°C | 15°C | 20°C | 24°C | 28°C | 28°C | 24°C | 18°C | 11°C | 7°C |
Quick stats about holiday rentals with a pool in Crestline

Total holiday rentals
Explore 10 holiday rentals in Crestline

Nightly prices starting at
Crestline holiday rentals start at € 34 per night before taxes and fees

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Over 170 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Crestline holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Crestline rentals
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- Rentals with pools San Bernardino County
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- Disneyland Park
- Big Bear Mountain Resort
- Knott’S Berry Farm
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Snow Summit
- Disney California Adventure Park
- Mountain High
- Honda Center
- Disneyland Resort
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- California Institute of Technology
- National Orange Show Events Center
- The Huntington Library
- Alpine Slide at Magic Mountain
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Mt. Baldy Resort
- Whitewater Preserve
- Big Morongo Canyon Preserve
- Glen Ivy Hot Springs Spa
- Mt. Waterman Ski Resort




