Vacation 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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Top 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, 261 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.

Top guest favourite
Home in San Bernardino
4.99 out of 5 average rating, 104 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 favourite
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, 510 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 favourite
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 favourite
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 favourite
A dining area features a rectangular black table paired with two wooden benches and a leather chair. Above, a rustic pendant light hangs from a ceiling with wooden beams. The walls showcase warm earth tones, accented by decorative elements and greenery.
Home in Morongo Valley
4.93 out of 5 average rating, 103 reviews

OESTE HOME // A DESERT RETREAT IN MORONGO VALLEY

@OESTEHOME Nestled on 5 private acres amongst wild flowers, boulders, & wildlife, Oeste Home is the desert escape you've been looking for. Thoughtfully styled, every part in this private oasis is special - with a a chef's kitchen, 3 bedrooms outfitted with Coyuchi bedding & Avocado Mattresses, an outdoor bathtub for relaxing under the stars, a stock tank soaking pool, bocce court, & meditation labyrinth. Events and Shoots require a separate permit through SB County, contact us for more info.

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.
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.

Top guest favourite
The mid-century estate features a pink exterior, set against a backdrop of snow-capped mountains. The surrounding desert landscape highlights the tranquility of the property, with rugged terrain and desert flora visible in the foreground, contributing to a serene desert ambiance.
Home in Morongo Valley
4.96 out of 5 average rating, 112 reviews

Acres of Mid-Century Seclusion at The Mallow House

The Mallow House is a fully restored 1952 mid-century estate at the end of a private drive, bordering 100s of acres of Sand to Snow Monument. This premier home rests on 5 private acres of pristine desert land, complete with vintage furnishings and modern upgrades including a hot tub, EV Supercharger, and separate studio space. Enjoy breathtaking views of San Jacinto and the valley floor. Explore hiking and biking trails from the property. Close to Palm Springs & Joshua Tree National Park.

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.
Guesthouse in Fontana
4.95 out of 5 average rating, 221 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 favourite
The exterior of the modern home is illuminated at dusk, showcasing a spacious patio area and a saltwater pool with integrated jacuzzi. Soft lighting reflects on the water, surrounded by lounge chairs and the natural landscape of mountains in the background.
Home in Pioneertown
4.93 out of 5 average rating, 121 reviews

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"

Top guest favourite
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 favourite
A backyard space features a swimming pool with clear water, surrounded by a stone patio. The home has a covered sitting area with chairs and table, enhanced by potted plants. A wooden fence encloses the yard, with neighboring houses visible in the background.
Home in Hesperia
4.92 out of 5 average rating, 104 reviews

New listing *King bed/pool +WiFi

Relax with the whole family! Spacious 3 bedroom+guest room/ two 1/2 bath Home. Located in a safe and friendly centrally located community. The entire home is the true definition of comfort living with accents and furnishings. The fully equipped home offers comfortable living w/Wi-Fi, smart TV, coffee maker, washer + dryer, pool, bbq, fire pit and more! Close to restaurants, Victor Valley Mall, Scandia, Movies, 15 FWY, 395 HWY, Ontario Mills & Airport.

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 $56 CAD 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

  • Wifi availability

    20 of Crestline vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Crestline rentals

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