
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.

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.

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.

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.

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.

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.

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.

Steps to Lake. Close to Village and Spa. Pool/Spa
This beautiful and modern upper condo features high ceilings, a total of 5 beds, and heated pool and spa views from the deck. The primary bedroom has a king bed, while the 2nd bedroom has a full/twin bunk bed, and there's an additional fold-out bed in the living room. Each bedroom has its own private bathroom, and the fully stocked kitchen includes a stove, fridge, dishwasher, microwave, pots, pans, and kitchenware. Lic#VRR-2025-2128

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!

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.

Snow Summit Cabin in Big Bear- 25ft to Resort!
Stay at our newly remodeled and furnished cabin with a modern, fresh and cozy vibe. Our cabin townhome is literally a 2 min walk to the Lodge at Snow Summit! The mountain-facing unit has 2 decks with gorgeous views- check out the crowds before you ski, board or bike! Private parking, fireplace, a swimming pool for the warm months, outdoor grill, and all other high-end amenities you need for an amazing mountain vacation!
Popular amenities for Crestline rentals with a pool
House rentals with a pool

Mountaintop Pool Paradise | Mins to NOS Center

Pool Home w/ Game Room near NOS Center

Perfect home for large groups! Newly remodeled

Valley of Guadalupe Escape gem

Modernized condo in the Arrowhead Village with spa

The MazeHouse 3— Movie Theatre & pool

Hilltop Escape | Heated Pool & Epic Views

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

Charming Condo W/ Pool, Hot Tub & Pet Friendly

Fully Upgraded Lakeside Hideaway for Quiet Escapes

The Club at Big Bear Village | Stunning 2BR Suite

Amazing New Condo (Victoria Garden/Ontario Mills)

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

Lakeside condo

Big Bear 2BR Condo on Beautiful Resort

The best memories are made here.
Other holiday rentals with a pool

Juniper Lakeside Couples Retreat at Big Bear Lake

Belclare Spa Cabin – Jacuzzi, Fireplace

Cozy Stay RV

Crestline

Snow Summit Townhouse Unit 12

Spa ~ Walk to Zoo! ~ Howler Lodge

The Stag House

3 BR Lake Condo w/ Shared Pool & Spa
When is the best time to visit Crestline?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 NZD | $175 NZD | $175 NZD | $170 NZD | $165 NZD | $172 NZD | $159 NZD | $154 NZD | $160 NZD | $182 NZD | $154 NZD | $177 NZD |
| 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 holiday rentals with a pool in Crestline

Total holiday rentals
Explore 10 holiday rentals in Crestline

Nightly prices starting at
Crestline holiday rentals start at $66 NZD per night before taxes and fees

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Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Crestline holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Crestline rentals
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- Rentals with lake access Crestline
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- Disneyland Park
- Big Bear Mountain Resort
- Knott’S Berry Farm
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Snow Summit
- Disney California Adventure Park
- Mountain High
- Honda Center
- Disneyland Resort
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- California Institute of Technology
- National Orange Show Events Center
- The Huntington Library
- Alpine Slide at Magic Mountain
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Mt. Baldy Resort
- Whitewater Preserve
- Big Morongo Canyon Preserve
- Mt. Waterman Ski Resort
- Glen Ivy Hot Springs Spa




