
Vacation rentals with a pool in Crestline
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Crestline
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

The Rockstar By The Cohost Company
Welcome to The Rockstar By The Cohost Company! ★ 17 private acres ★ Hot tub ★ Cool-dip Cowboy Tub (Unavailable from Nov-March) ★ Propane Firepit ★ Propane Grill ★ Outdoor dining ★ Bubble chair ★ Foosball table ★ 3 en-suite bathrooms in each bedroom ★ Heating/AC ★ Full kitchen ★ 2 bedrooms in the main house ★ 3rd bedroom in the casita ★ Custom lights, furniture, decor, etc. 5 mins ➔ Pappy & Harriet's 5 mins ➔ Pioneertown 10 mins ➔ La Copine 20 mins ➔ Joshua Tree National Park ▵ @thecohos

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.

Feet Away From Slopes Modern Snow Summit Cabin
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.

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*)

Rancho Morongo| A Luxury JT Homestead|Hottub
Welcome to Rancho Morongo! A stunning rustic modern homestead built in 1954, remodeled and perfectly curated for an eco-friendly, sensory experience. Come enjoy the high desert like never before. Situated on 2.5 private acres with 3 bedrooms, 2 bathrooms, 2 wood-burning fireplaces, a hot tub, cowboy pool, stargazing deck, and a functioning outdoor bathtub... this picturesque place is what dreams are made of. Perfectly situated between Palm Springs and Joshua Tree National Park.

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.

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.

Falcon’s Nest, on the lake!
Relax with the whole family at this peaceful Boulder Bay Condo! Steps from the lake, and a short walk to Pleasure Point Marina to jump on a boat or jet ski. The rear deck looks over the lake and a big wilderness area, that is quiet and peaceful. There are TV’s in every room to keep everyone entertained. An open kitchen and living/dining area makes room for the whole crew.Located near the village, ski resorts, hiking trails and off road adventures!

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.
Popular amenities for Crestline rentals with a pool
House rentals with a pool

Rancho Contento | Spa | Plunge Pool | Ranch Eggs

Stunning Views | Stargazing | Spa | Cowboy Tub

Sage Moon By The Cohost Company

Modernized condo in the Arrowhead Village with spa

Skyline Escape | Heated Pool & Epic Views

Acres of Mid-Century Seclusion at The Mallow House

That '90s Place: Nostalgia near Joshua Tree

Quailbush Cabin - 5 Acre Peaceful Home w/King Bed
Condo rentals with a pool

Charming Condo W/ Pool, Hot Tub & Pet Friendly

Lakefront Walk 2 Village w/ Dock Access & Pets

Amazing New Condo (Victoria Garden/Ontario Mills)

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 vacation rentals with a pool

One In A Trillion • 32+ Private Acres!

Pool Home w/ Game Room near NOS Center

Nexus By The CoHost Company

The Fox Den-Located @ Snow Summit! Park Free!

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

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

Valley of Guadalupe Escape gem

The MazeHouse 3— Movie Theatre & pool
Quick stats about vacation rentals with a pool in Crestline

Total vacation rentals
Explore 10 vacation rentals in Crestline

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

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Over 170 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Crestline vacation 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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- San Bernardino National Forest
- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Anaheim Convention Center
- Disney California Adventure Park
- Big Bear Snow Play
- Honda Center
- Mountain High
- Disneyland Resort
- Angel Stadium of Anaheim
- California Institute of Technology
- Palm Springs Aerial Tramway
- The Huntington Library
- Alpine Slide at Magic Mountain
- National Orange Show Events Center
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Mt. Baldy Resort
- Whitewater Preserve
- Big Morongo Canyon Preserve




