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Vacation rentals with a pool in Crestline

Find and book unique homes with a pool on Airbnb

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 G$8,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 230 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

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
Townhouse in Big Bear Lake
4.85 out of 5 average rating, 128 reviews

Lakeside Condo with Pool, Hot Tub and 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
Cottage in San Bernardino
4.94 out of 5 average rating, 342 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Guest favorite
Cabin in Big Bear Lake
4.91 out of 5 average rating, 355 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 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
4.88 out of 5 average rating, 377 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, 206 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
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
4.94 out of 5 average rating, 112 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.

Top guest favorite
A refreshing pool reflects the clear blue sky, surrounded by a spacious deck. Colorful lounge chairs and umbrellas provide shaded seating areas. Steps lead from the pool to a welcoming green building, framed by trees and decorative landscaping.
Guest suite in Oak Hills
4.96 out of 5 average rating, 300 reviews

Exclusive Private 1Bdr+Suite. Peaceful Luxury, Fun

Located in the Exclusive Summit Estates, where 2 acres of rural serenity meets comfort, charm & luxury, all enhanced by the famous top-tier privacy, views, and quiet surroundings. The Suite's French Door entry is accessed via a private boutique style setting. Guests enjoy a large 2-tier Patio/Deck, Furnished Gazebo, Pool & 4 person Hot Tub. Inside is a Queen Bed, Queen sofa, full kitchenette, dining table, games, 75" TV, and a Luxurious 5-star bath. The separate Bedroom includes a King bed.

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 San Bernardino
4.82 out of 5 average rating, 224 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 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, 131 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.

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, 190 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.

Top guest favorite
A private pool area features a clear, inviting swimming pool surrounded by paved decking. Tall pine trees provide natural shade, while vibrant greenery enhances the tranquil atmosphere. Safety cones are positioned nearby, indicating maintenance, and a multi-story building is visible in the background.
Townhouse in Big Bear Lake
4.85 out of 5 average rating, 120 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!

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, 209 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

When is the best time to visit Crestline?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,656 GYDG$19,866 GYDG$17,774 GYDG$21,538 GYDG$20,911 GYDG$21,748 GYDG$20,075 GYDG$19,447 GYDG$20,284 GYDG$23,002 GYDG$19,447 GYDG$22,375 GYD
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