
Vacation 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.

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun
Located in canyon country near the Cajon Pass, where rural serenity meets comfort, charm & luxury, all enhanced by the DMO's famous top-tier privacy, views and quiet surroundings. The Suite's Double French Door entry is accessed within a guest only area where a scenic, 5-star resort type setting, that includes a private patio, Deck, Gazebo, Pool & Spa. Inside is a Queen Bed, Queen sofa, kitchen, dining table, games, 75" TV, and a Luxurious 5-star bath. The separate Bedroom includes a King bed.

Hilltop Retreat | Heated Pool + Spectacular Views
Welcome to The Vibe Estate 🌴✨ A hilltop retreat designed for meaningful moments with family and friends. Enjoy breathtaking views 🌄, a heated cocktail pool 💧, and a spacious home perfect for meals, games 🎲, and connection. A peaceful escape to unwind, recharge, and create unforgettable memories together 💛. 🆓 Enjoy the Heated Pool and Propane BBQ Grill free of charge. Everything is set up to help families and friends spend quality time together. Please message host with special requests.
Ski-In/Ski-Out Cozy 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.

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.

OESTE HOME // A DESERT RETREAT IN MORONGO VALLEY
@OESTEHOME Nestled on 5 private acres amongst wild flowers, boulders, & wildlife, Oeste Home is the desert escape you've been looking for. Thoughtfully styled, every part in this private oasis is special - with a a chef's kitchen, 3 bedrooms outfitted with Coyuchi bedding & Avocado Mattresses, an outdoor bathtub for relaxing under the stars, a stock tank soaking pool, bocce court, & meditation labyrinth. Events and Shoots require a separate permit through SB County, contact us for more info.
Modern Farmhouse Condo steps from Lake | Jacuzzi
This modern farmhouse style condo is perfectly located just steps from the lake. The front deck offers gorgeous sunset views of the mountains. A short path from the private back deck leads straight to the heated pool and jacuzzi. Thoughtfully designed interior has eye-catching details including floating wood shelves, cedar beams, a river-rock fireplace, and historical Big Bear photos. Adjustable wall lighting creates a perfect relaxing atmosphere. Kayak and paddleboard rental is next door.

Acres of Mid-Century Seclusion at The Mallow House
The Mallow House is a fully restored 1952 mid-century estate at the end of a private drive, bordering 100s of acres of Sand to Snow Monument. This premier home rests on 5 private acres of pristine desert land, complete with vintage furnishings and modern upgrades including a hot tub, EV Supercharger, and separate studio space. Enjoy breathtaking views of San Jacinto and the valley floor. Explore hiking and biking trails from the property. Close to Palm Springs & Joshua Tree National Park.

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*)

Indigotopia Joshua Tree- Pool, Soundbath, hiking
A comfortable place place to Retreat-Relax-ReCharge, and heal! Beautiful home, new construction, set on plenty of land. We are tucked away, where desert meets the mountains, in a special energy vortex in the High Desert. Breathtaking views of the Sawtooth Mtn range & Pipes Canyon in Pioneertown, CA. This listing is for the main house. We also have our other listings, "ZEN DEN at INDIGOTOPIA" as well as the entire property listed as "INDIGOTOPIA - a sacred desert retreat space"

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.

New listing *King bed/pool +WiFi
Relax with the whole family! Spacious 3 bedroom+guest room/ two 1/2 bath Home. Located in a safe and friendly centrally located community. The entire home is the true definition of comfort living with accents and furnishings. The fully equipped home offers comfortable living w/Wi-Fi, smart TV, coffee maker, washer + dryer, pool, bbq, fire pit and more! Close to restaurants, Victor Valley Mall, Scandia, Movies, 15 FWY, 395 HWY, Ontario Mills & Airport.
Popular amenities for Crestline rentals with a pool
House rentals with a pool

Mountaintop Pool Paradise | Mins to NOS Center

Unexpected-Secluded Desert Oasis

Peaceful Stay • Pool • EV Charger • Roku TV • 420

New Clean Safe 4BR*Pool*Jacuzzi*BBQIslandBar*King

Modernized condo in the Arrowhead Village with spa

Saltwater Pool/Spa | VIEWS | Firepit | Style | EV

Scenic views pool/spa/bbq/karaoke/games No Parties

Honey Bee Hideaway
Condo rentals with a pool

Charming Condo W/ Pool, Hot Tub & Pet Friendly

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Lakefront Walk 2 Village w/ Dock Access & Pets

Next to Lake. Close to Village and Slopes. BBQ.

Amazing New Condo (Victoria Garden/Ontario Mills)

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

Lakeside condo

The best memories are made here.
Other vacation rentals with a pool

Home in Pioneertown

One In A Trillion • 32+ Private Acres!

Pool Home w/ Game Room near NOS Center

The Maze House—Pool & Theatre Room

So. Cal. Living near Redlands-Beautiful 3,000+Home

Adorable Cottage, base of Beautiful Mountains

Lakefront Condo! Firework views! Village Location!

Cabin: Grey Squirrel
Quick stats about vacation rentals with a pool in Crestline

Total vacation rentals
Explore 20 vacation rentals in Crestline

Nightly prices starting at
Crestline vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 140 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Crestline vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Crestline rentals
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- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Disney California Adventure Park
- Honda Center
- Angel Stadium of Anaheim
- California Institute of Technology
- The Huntington Library
- Alpine Slide at Magic Mountain
- Palm Springs Aerial Tramway
- Mountain High
- Dos Lagos Golf Course
- Big Bear Alpine Zoo
- Chino Hills State Park
- Big Morongo Canyon Preserve
- Mt. Baldy Resort
- Snow Valley Mountain Resort
- Whitewater Preserve
- Knott's Soak City U.S.A.
- Discovery Cube Orange County
- Mt. Waterman Ski Resort
- Black Gold Golf Club




