
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.

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

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.

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.

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, Custom Pool & 4 person Hot Tub. Inside is a Queen Bed, Queen sofa, kitchenette, dining table, games, 75" TV, and a Luxurious 5-star bath. The separate Bedroom includes a King bed.

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.
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.

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*)

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.

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.

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!

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.

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
House rentals with a pool

Mountaintop Pool Paradise | Mins to NOS Center

One In A Trillion • 32+ Private Acres!

New Clean Safe 4BR*Pool*Jacuzzi*BBQIslandBar*King

Valle de Guadalupe Escape gem

Modernized condo in the Arrowhead Village with spa

Luxe Retreat with Sauna & Hot Tub Sleeps 12

ClosetoSkiing, Lake&Village! Community Pool/Spa!

So. Cal. Living near Redlands-Beautiful 3,000+Home
Condo rentals with a pool

Steps to Boulder Bay & 4.3 miles to Snow Summit

Next to Lake. Close to Village and Slopes. BBQ.

Amazing New Condo (Victoria Garden/Ontario Mills)

Lakeside condo

The Adler's Nest | Lakefront w/ Pool & Spa

Big Bear 2BR Condo on Beautiful Resort

The best memories are made here.

Lakeview Getaway | Game Rm, Pool, Spa, Sauna!
Other vacation rentals with a pool

Mountain Oasis w/ Pool - Sleeps 10 near NOS Center

Honeypot by AvantStay | Indoor Pool & Hot Tub

Gorgeous Mountain Villa Fishing Pool Spa Gym Games

North Fontana Pool entire home

Belclare Spa Cabin – Jacuzzi, Fireplace

Honey Bee Hideaway

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

Cabin: Grey Squirrel
When is the best time to visit Crestline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ455 | ﺩ.ﺇ389 | ﺩ.ﺇ389 | ﺩ.ﺇ378 | ﺩ.ﺇ367 | ﺩ.ﺇ382 | ﺩ.ﺇ353 | ﺩ.ﺇ342 | ﺩ.ﺇ356 | ﺩ.ﺇ404 | ﺩ.ﺇ342 | ﺩ.ﺇ393 |
| Avg. temp | 8°C | 9°C | 12°C | 15°C | 20°C | 24°C | 28°C | 28°C | 24°C | 18°C | 11°C | 7°C |
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 ﺩ.ﺇ147 per night before taxes and fees

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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
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- Disneyland Park
- Knott’S Berry Farm
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Disney California Adventure Park
- Snow Summit
- Mountain High
- National Orange Show Events Center
- Honda Center
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- Disneyland Resort
- California Institute of Technology
- The Huntington Library
- Glen Ivy Hot Springs Spa
- Snow Valley Mountain Resort
- Chino Hills State Park
- Yaamava' Resort & Casino
- Big Bear Alpine Zoo
- Irvine Spectrum Center
- Whitewater Preserve
- Mt. Baldy Resort
- Alpine Slide at Magic Mountain




