Holiday rentals with a pool in Crestline

Lakeside Condo with Hot Tub, Fireplace, 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.

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

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.

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.

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.

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.

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.

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.

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!

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.

Boulder Bay Retreat | Steps to the Lake & Hot Tub

Welcome to your upgraded lake escape—guests love the unbeatable walkable location and easy access to outdoor fun year-round. Perfect for couples or small families. Sleeps 4 | 2 bedrooms | 3 beds | 2 baths Steps to Boulder Bay, lake & park Near hiking, fishing & rentals Short drive to Village shops & dining Minutes to ski resorts & snow play Private deck for relaxing outdoors Close to shuttle stop for easy exploring.

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

A true mountain cabin feel, steps away from beautiful Big Bear Lake! Enjoy the Lumberjack Lodge with its vaulted ceilings, red retro fridge, pool/jacuzzi, and balcony with beautiful lake and park views. Perfect for small families or couples looking for a spring or summer mountain retreat. Just 2 miles from The Village, 8 minutes to the slopes, and a 1 minute walk from Boulder Bay Park and the lake! VRR-2026-0599