Holiday 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.

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Guest favourite
The living room features a comfortable sectional sofa with a neutral palette, facing a stone fireplace. Large glass doors allow natural light and provide a view of the outdoors. A wooden coffee table sits at the center, complemented by a cozy area rug.
Cabin in Big Bear Lake
4.87 out of 5 average rating, 526 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 favourite
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, 253 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
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.
Apartment 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.

Superhost
A sprawling deck showcases a heated pool surrounded by lounge chairs. A jacuzzi is situated nearby, while colorful pool floats rest in the water. Lush greenery and views of the lake and mountains are visible in the background, creating a serene outdoor setting.
Home in Fawnskin
4.82 out of 5 average rating, 102 reviews

5,000 sq ft home-Best view in Big Bear

Pool w/ water slide open & heated May 15th-October 9th only. 4,847 sq. foot custom built home on 4 levels w/ 5 bedrooms, 7 bathrooms and indescribable views of the lake/mountains one could only experience to believe. Highest elevation in Big Bear. Stare out to the lake, mountains & stars from a jacuzzi spa in the middle of the 1,000 sq ft main bedroom. Full gym in basement. 5 mile trail into remote forest 100 yds from house. Must be inside by 10 PM & respectful of full time neighbors next door

Guest favourite
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.
Apartment in Big Bear Lake
4.91 out of 5 average rating, 341 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 favourite
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.
Guest house in Fontana
4.96 out of 5 average rating, 218 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*)

Superhost
The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.
Apartment in Big Bear Lake
4.94 out of 5 average rating, 107 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

Experience the breathtaking fall scenery of Big Bear Lake from the luxury of your room at Lakefront at the Village. This 2 bedroom 2 bath home is located at Forest Shores with its own private boat dock (subject to availability) Everything is within a short 5 minute walk at this gorgeous updated retreat. Did we mention it's lakefront? To top it all off, the 4th of July Firework Show is located directly in front of this retreat. Dock is seasonal and subject to change in the winter.

Guest favourite
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, 199 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.

Superhost
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.
Apartment in Big Bear Lake
4.94 out of 5 average rating, 170 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 favourite
A stylish indoor bar area features sleek stools and illuminated counters, creating a modern social space. An outdoor scene reveals palm trees and a beautifully lit pool, creating a serene retreat. A vibrant putting green is visible, along with a red billiard table, showcasing recreational options.
Home in San Bernardino
4.89 out of 5 average rating, 123 reviews

Tropical Oasis Heated Pool & Spa/Firepit/Game Room

Pool HEATER and Jacuzzi HEATER HAVE SEPERATE ADDITIONAL FEES READ UNDER OUR POOL INFORMATION Experience a resort-style retreat nestled against the breathtaking backdrop of mountains and palm trees. Indulge in a rejuvenating stay at our home, designed to provide the perfect blend of relaxation and excitement. Located in the serene north part of San Bernardino, our inviting home is ideal for intimate getaways or gatherings with family and loved ones.

Top guest favourite
A spacious sleeping area features a queen-size bed adorned with blue and white linens. Adjacent, a small dining table with two chairs is positioned near a window dressed with dark curtains. A flat-screen TV is mounted on the ceiling, enhancing the room's comfort.
Guest house in Highland
4.93 out of 5 average rating, 160 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 favourite
An aerial view captures Lake Arrowhead at sunset, showcasing lush trees surrounding the tranquil water. The village below is illuminated with warm lights, with vibrant colors reflecting on the lake surface, creating a peaceful evening atmosphere.
Apartment in Lake Arrowhead
4.99 out of 5 average rating, 202 reviews

Lake View Mountain Getaway in the Village/Pool/Spa

Centrally situated in Lake Arrowhead Village, our updated condo offers convenience, stunning 180 lake views, garage parking, a pool, and spa. Steps away from shopping, dining, and concerts at the Village, with the lake just across the street. AC/Heat, 11:00 am check-out, thorough professional cleaning. We hold San Bernardino Permit # CESTRP-2020-00512. Signed waiver allows access to the lake! Your ideal Lake Arrowhead getaway awaits!

Popular amenities for Crestline rentals with a pool

Quick stats about holiday rentals with a pool in Crestline

  • Total holiday rentals

    Explore 20 holiday rentals in Crestline

  • Nightly prices starting at

    Crestline holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 140 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    20 of Crestline holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Crestline rentals

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