Holiday rentals in Calimesa

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Top-rated holiday rentals in Calimesa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Apartment in Vista Las Palmas

5 out of 5 average rating, 4 reviews

Our Best Pick! Sleeps 6 +Extras!

You'll truly enjoy your Palm Springs vacation & feel right at home at Desert Vacation Villas! Great reviews! 2br/2ba condo sleeps 6 w/King in master, queen or 2 twins in 2nd BR & sleeper sofa in spacious living room. Fully equipped kitchen, 2 full baths, dining area & patio/balcony! Heated pool, hot tub, free Bike rental, BBQ grills, basketball court & ping pong. Super close to aerial tramway, dining, casino, shopping, nightlife & activities. Family-friendly resort surrounded by mountain views!

Guest favourite

Home in Palm Springs

4.97 out of 5 average rating, 556 reviews

FANTASTIC VIEW & REVIEWS Bright Relaxing Oasis!!

Welcome to Flamingo Palms, our colorful private oasis w/ a superb poolside view of Mt. San Jacinto that will lift your spirits! Remodeled w/ open concept and a fun design that will put you in "vacation mode." The home's unique layout features a large, wrap-around yard on a 1/4 acre corner lot, bocce ball court, fire pit and a modern pool with two waterfalls. The interior features an open kitchen and bar, formal dining room, brightly colored bedrooms, and 2 bathrooms adorned with flamingos!

Superhost

Cabin in Big Bear

4.73 out of 5 average rating, 131 reviews

The Kitchy Cabin: Big Bear Mountain Getaway

CHIC, STYLISH, MID CENTURY CABIN. The perfect cabin for your mountain getaway! MINUTES FROM SNOW SUMMIT and Big Bear Blvd, in the private Moonridge area, this luxurious MID CENTURY cabin has all of the features for your ultimate weekend away. With soaring A-frame ceilings, a master suite with attached balcony for morning coffee among the tree tops, a cozy GAME ROOM, open chef's kitchen, and large HOT TUB - you just might stay curled up by the fire instead of hitting the trails or the slopes.

Guest favourite

Cabin in Big Bear Lake

4.9 out of 5 average rating, 480 reviews

Cozy 5 Star Cabin -Hot Tub-Pet friendly- Sledding

Experience serenity in our remodeled cozy cabin retreat. Savor a peek-a-boo lake view, unwind in the soothing hot tub, walk to the village, and explore nearby Hiking trails, ski slopes, and sledding. Rest soundly in comfy beds. Relax in the open living area and the warmth of the fireplace. Step onto the wrap-around deck with a view of the lake. Gather around the outdoor fire pit. Close to everything yet peaceful. We look forward to hosting you during your memorable stay. License LC20170366.

Guest favourite

Cabin in Lake Arrowhead

4.95 out of 5 average rating, 175 reviews

Palisades Point Lakehouse, by @To_Dwell_Here

Everything about this lake house is stunning. The 180-degree views of the lake, stretching from one side of the lake to the other, are unparalleled. Each room and bedroom overlooks the water and 3 huge decks are perfect for spending countless hours watching boats go by as you relax in the hot tub or stay warm by the fire pit. This 1935 home is 100% remodeled and made for entertaining! No expense was spared to ensure you never want to leave, and are already booking your next trip back.

Superhost

Home in Big Bear Lake

4.91 out of 5 average rating, 235 reviews

SKI/IN-SKI/OUT: Large & Spacious + GAME ROOM + Spa

So LARGE & SPACIOUS! BEST location in Big Bear! SKI/IN-SKI/OUT thru Backyard. Shuttle to Snow Summit & Bear Mountain is just out the backdoor. Morning walks to Starbucks are a tradition, and 1/2 block walk to Walgreen's for "whatever?" is always fun! Kids safely scooter and ride bikes around flat residential neighborhood, restaurants are only a 2 min walk. The village for movies/shops/restaurants is within a mile. The lake, hiking/biking trails all within a few blocks. BEST LOCATION!

Guest favourite

Home in Palm Desert

5 out of 5 average rating, 14 reviews

Modern Desert Retreat

Overlooking the gorgeous fairways of Monterey Country Club, this chic and sophisticated 2 bedroom / 2 bath, +den (1,548 sf ) townhome is amazing! Private entry opens to a spacious dining room for entertaining, an atrium w/fountain, and a living room with vaulted ceiling. Amenities include golf course views, access to a patio, a bar, stunning marble fireplace, fashionable light fixtures, mirrored wardrobe doors, luxury vinyl flooring, garage, laundry room, and a work/hobby room.

Guest favourite

Home in Lake Arrowhead

5 out of 5 average rating, 17 reviews

Arrowhead Cabin Located next to Village & Lake

Located 5 minute walking distance to Arrowhead Village. Quick access to Stater Brothers, village shops, weekend entertainment, restaurants and the lake. Perfect cabin for connecting in a peaceful environment with friends and those you love. Newly astroturfed yard, surrounded by a grove of trees. Unique art decorates the house, with new beds and comfortable furnishings. Always kept clean and up to date. The perfect get away, to reconnect with each other, yourself and nature.

Guest favourite

Home in Desert Hot Springs

4.9 out of 5 average rating, 168 reviews

Beautiful Desert Retreat - Scenic Mountain Views!

Welcome to your vacation home! Sitting atop this quiet family friendly culdesac neighborhood, it offers some of the best views in Desert Hot Springs! Enjoy amazing sunsets poolside as you lounge, sunbathe or enjoy the hot tub. This home features a salt water pool & spa. EV Charger (Tesla adapter required). Our goal is to ensure you have the best and most relaxing vacation. Our focus is around your comfort and happiness. We hope you enjoy your stay and have an amazing time!

Guest favourite

Cabin in Big Bear Lake

4.95 out of 5 average rating, 173 reviews

Luxury Retreat -Walk to Ski Shuttle, Village, Lake

Trendy, yet warm and welcoming cabin located right in the heart of downtown. Walk one block to everything - all the Big Bear Village restaurants, shops, lake and snowboarding/ski shuttle pickups for Snow Summit and Bear Mountain in winter season. Come and enjoy a relaxing mountain getaway in this newly updated space with central heat and air conditioning, without the worry of having to hassle with finding parking on the mountain during busy season.

Guest favourite

Cabin in Big Bear Lake

5 out of 5 average rating, 5 reviews

Teddy Bear's Cabin - Lake & Village Rated #1

Amazing Luxury 2-story Cabin with 3 Bedrooms, 3 Bathrooms. Day Bed on the Mezzanine (2 extra twins). Modern Kitchen & Washer/Dryer. Jetted Bathtub in Master Bathroom, a Gas Fireplace, and Patio access. Both Bedrooms on the 2nd Floor have a Balcony. Walk to Lake, Restaurants and Shops. 1 mile to the Village area. Mini-market, Mexican Restaurant and a Bakery are at the end of the street. Up to 2 dogs are allowed. Two large couches.

Guest favourite

Home in Lake Arrowhead

4.95 out of 5 average rating, 112 reviews

Stunning A Frame, Great room, Loft, AC, In Village

Located in Lake Arrowhead Village, Treetop Cabin features 3 bedrooms, 2 baths, gourmet kitchen, great room, deck with BBQ & fire pit, fireplace, AC, high-end furnishings, appliances, and home entertainment. Professionally remodeled and decorated 2 level home sleeps 8 with parking for 2 vehicles. Dog friendly. 2-minute drive to village. 300+ Five Star guest reviews from online travel agencies.