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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
Cabin in Big Bear Lake
4.86 out of 5 average rating, 546 reviews

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.

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, 125 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, 187 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.

Top 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
4.92 out of 5 average rating, 355 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.

Top 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, 240 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
4.81 out of 5 average rating, 214 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.

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, 183 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, 113 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
Guesthouse in Highland
4.93 out of 5 average rating, 165 reviews

Dreamy Escape Private Entrance/pool/near Yaamava

Our location is close to dining, hiking, shopping, movie theaters, and popular attractions like the National Orange Show Event Center (NOS), Yaamava Resort & Casino, vibrant nightlife, Redlands University, and Loma Linda University. You'll love our place for its location, inviting ambiance, outdoor space, and friendly neighborhood. It's the perfect spot for couples, solo adventurers, and business travelers looking for a cozy getaway!

Guest favorite
An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.
Condo in Big Bear Lake
4.89 out of 5 average rating, 199 reviews

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.

Guest favorite
The living room features a large window and sliding glass doors leading to a deck, allowing natural light to fill the space. A stone fireplace is positioned against a textured wall, complemented by a wooden coffee table and a comfortable seating area.
Cabin in Big Bear Lake
4.73 out of 5 average rating, 300 reviews

Snow Summit Cabin in Big Bear- 25ft to Resort!

Stay at our newly remodeled and furnished cabin with a modern, fresh and cozy vibe. Our cabin townhome is literally a 2 min walk to the Lodge at Snow Summit! The mountain-facing unit has 2 decks with gorgeous views- check out the crowds before you ski, board or bike! Private parking, fireplace, a swimming pool for the warm months, outdoor grill, and all other high-end amenities you need for an amazing mountain vacation!

Guest favorite
The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.
Condo in Big Bear Lake
4.91 out of 5 average rating, 211 reviews

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

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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 ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Pet-friendly vacation rentals

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  • Wi-Fi availability

    10 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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