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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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Top guest favorite
A serene outdoor space features a well-maintained pool surrounded by lounge chairs and umbrellas. Stone steps lead to a home with a large patio. A gazebo is visible, enhancing the setting with additional outdoor seating.
Guest suite in Oak Hills
4.96 out of 5 average rating, 268 reviews

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.

Superhost
Cabin in Big Bear Lake
4.9 out of 5 average rating, 340 reviews

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.

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, 122 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
A cozy living area is displayed with a stone fireplace, flickering with flames. A circular wooden coffee table, featuring a plant in a terracotta pot, is positioned in front. Brown and beige decor elements add warmth to the space, complemented by patterned wall art.
Condo in Big Bear Lake
4.87 out of 5 average rating, 366 reviews

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.

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, 179 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
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, 232 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 features a fire pit surrounded by multiple lounge chairs. In the background, a pool is illuminated as the sun sets. Vibrant murals decorate the area, and trees frame the scene, enhancing the inviting atmosphere.
Home in Wildwood Park
4.81 out of 5 average rating, 208 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, 176 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
Condo in Big Bear Lake
4.83 out of 5 average rating, 262 reviews

Steps to Lake. Close to Village and Spa. Pool/Spa

This beautiful and modern upper condo features high ceilings, a total of 5 beds, and heated pool and spa views from the deck. The primary bedroom has a king bed, while the 2nd bedroom has a full/twin bunk bed, and there's an additional fold-out bed in the living room. Each bedroom has its own private bathroom, and the fully stocked kitchen includes a stove, fridge, dishwasher, microwave, pots, pans, and kitchenware. Lic#VRR-2025-2128

Top guest favorite
Guesthouse in Highland
4.93 out of 5 average rating, 163 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!

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, 212 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.

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, 195 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.

Popular amenities for Crestline rentals with a 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 ﺩ.ﺇ147 per night before taxes and fees

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  • Pet-friendly vacation rentals

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  • Wi-Fi availability

    10 of Crestline vacation rentals include wi-fi access

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    Guests love Kitchen, Wifi, and Pool across Crestline rentals

Destinations to explore

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