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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.

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Guest favorite
Townhouse in Big Bear Lake
4.84 out of 5 average rating, 114 reviews

Lakeside Condo with Hot Tub, Fireplace, Lake View!

You just found the sweetest Lakeside vacation destination!This condo near Boulder Bay has a Lake view spa & lush greenbelts right out your door. Pleasure point Marina is a super easy 5 minute walk where you can rent boats or kayaks. Your family & friends will love gathering on the comfy couches or the big well lit dining room table(perfect for competitive board gamers).Bar seating around kitchen so cooking is fun for everyone! Only a 5 minute drive to the village & 10 minutes to the ski resorts.

Top guest favorite
Home in San Bernardino
4.99 out of 5 average rating, 103 reviews

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.

Guest favorite
A comfortable living room is featured with a spacious grey sectional sofa, complemented by a coffee table. Natural light enters through large windows, adorned with light blue curtains. A stylish art piece hangs on the wall near an electric fireplace, enhancing the cozy atmosphere.
Cabin in Big Bear Lake
4.85 out of 5 average rating, 509 reviews

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.

Guest favorite
A spacious living area features a cozy, light brown couch facing a stone fireplace. Complemented by a large mirror and dining area in the background, the room is enhanced by natural light from windows adorned with dark curtains.
Condo in Big Bear Lake
4.93 out of 5 average rating, 120 reviews

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.

Guest favorite
The backyard features a heated pool surrounded by lush green grass. Lounge chairs are positioned neatly on one side of the pool. A colorful inflatable pool toy rests on the grass, while tall trees provide shade and privacy.
Cabin in Big Bear
4.9 out of 5 average rating, 171 reviews

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.

Guest favorite
The kitchen features a spacious countertop with gold pendant lights above. White cabinetry complements the granite surface. Floating wood shelves display glassware, while a stone accent wall adds texture. A stainless-steel dishwasher and modern sink enhance functionality, and a mounted television is positioned nearby.
Condo in Big Bear Lake
4.91 out of 5 average rating, 342 reviews

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.

Guest favorite
A two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.
Guesthouse in Fontana
4.95 out of 5 average rating, 220 reviews

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*)

Guest favorite
An outdoor space is presented, featuring a sparkling pool and a relaxing Jacuzzi under a wooden gazebo. Colorful murals adorn the surrounding wall, with warm light illuminating the area at dusk. Comfortable lounge chairs are positioned around the pool for leisure.
Home in Wildwood Park
4.82 out of 5 average rating, 201 reviews

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.

Top guest favorite
A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.
Guesthouse in Highland
4.96 out of 5 average rating, 270 reviews

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.

Guest favorite
A comfortable living area features a brown sofa and two green chairs arranged around a circular black table. Light streams through sheer curtains, enhancing the warmth from a fireplace. Decorative plants and a subtle lamp complete the inviting space.
Condo in Big Bear Lake
4.94 out of 5 average rating, 173 reviews

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.

Guest favorite
A well-maintained yard is shown, featuring a small wooden bridge leading over a stream. Lush green grass contrasts with the surrounding autumn foliage, including tall trees and bushes. Clear blue skies create a serene backdrop to the peaceful outdoor space.
Townhouse in Big Bear Lake
4.84 out of 5 average rating, 106 reviews

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!

Top guest favorite
A dining area features a large wooden table surrounded by eight chairs, highlighted by colorful flowers in a vase at the center. Textured stone walls add warmth and character, while a cozy seating area with a blue sofa is visible in the background.
Townhouse in Big Bear Lake
4.9 out of 5 average rating, 207 reviews

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

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 ﺩ.ﺇ147 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

  • Wi-Fi availability

    20 of Crestline vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Crestline rentals

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