Holiday rentals in Calimesa

4.98 out of 5 average rating, 136 reviews

Cabin in Temecula

Red Cabin Ranch Temecula Wine Country

TraceyRating, 5 stars4 days ago

The Red Cabin Ranch was beyond adorable. Situated in an Oak Grove, there are plenty of swings, benches, and even horseshoes to enjoy the beautiful outdoors. A facade of Old Temecula adds to the charm. Everything you need is provided inside. Bottled water, ice, coffee, tea, hot chocolate and marshmellows, candy, snacks and even poop bags for my pup. The decor is perfect and the place is spotless. Close to the wineries - between 7 and 15 minutes away. Great area for a morning walk. Super private too. Amazing stay!!!

4.98 out of 5 average rating, 564 reviews

Home in Palm Springs

FANTASTIC VIEW & REVIEWS Bright Relaxing Oasis!!

TylerRating, 5 stars3 weeks ago

We had an amazing visit to Palm Springs staying at Billy and Josh’s home! The pool and outdoor lighting at night was AMAZING! The home had everything that we needed + more. Thank you Billy and Josh for hosting us!

4.96 out of 5 average rating, 109 reviews

Cabin in Big Bear

Crystal Ski Castle + Hot Tub + 3 Slope Views w/AC!

ErickRating, 5 stars1 month ago

The place was in a quiet and peaceful neighborhood. The views were beautiful. The house was not too far from the village, just about maybe a 10-15 min drive. Tasha was super helpful, friendly, and accommodating! The following day after check-in it snowed so much we got snowed in lol my partner and I attempted to shovel out but we have never had to do such a task, due to us being quite new to the snow. We reached out to Tasha and she contacted Rande to help us out. Huge shout out to him btw! He was so nice and friendly as well! We will point out that the drive way was steep, and hard to drive up into due to the weather. Highly recommend 4x4 vehicles during snow season. Oh and the jacuzzi was up and running, we still managed to shovel a path into the jacuzzi, due to the inches of snow, but totally worth it! 😁

4.95 out of 5 average rating, 189 reviews

Cabin in Lake Arrowhead

Palisades Point Lakehouse, by @To_Dwell_Here

JonRating, 5 stars1 month ago

Exceeded our expectations! Gorgeous panorama view of the lake. Comfortable chairs, delightful accents and design throughout the home. My Kids LOVED the loft upstairs! They cleared the snow so we had a path to the hot tub which was ready to go! Seriously spotlessly clean… will book again!

4.92 out of 5 average rating, 238 reviews

Home in Big Bear Lake

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

OliverRating, 5 stars1 month ago

Beautiful home. Close to Bear Mountain and various shopping centers. Comfortably accommodated out group of 7 for three nights. Game room was a hit with the boys as they played ping pong til all hours. Hot tub in the fenced in backyard was perfect after a day on the slopes. Would definitely recommend and hope to stay again in the future.

5 out of 5 average rating, 23 reviews

Home in Lake Arrowhead

Arrowhead Cabin Located next to Village & Lake

KochuraniRating, 5 stars3 weeks ago

"Wonderful stay at this cozy Lake Arrowhead spot! The location is perfect—super close to the lake and just a short walk to the village, which made exploring a breeze. The property was spotless, comfortable, and exactly as described. Communication with the host was quick and easy, which made everything stress-free. We’d absolutely love to come back!"

4.84 out of 5 average rating, 107 reviews

Home in Lake Arrowhead

Lake Home in the Pines with a Dodger History

DanielaRating, 5 stars3 months ago

We had a wonderful stay at Matthew’s cabin! It was cozy, well-equipped, and perfect for the holidays. Matthew was a responsive and attentive host, making the experience even better. We’d definitely recommend this cabin for a relaxing getaway.

4.93 out of 5 average rating, 104 reviews

Home in Palm Springs

Palm Springs Poolside Retreat

SheriRating, 5 stars1 month ago

Great big backyard! Loved that there were so many places to sit. Our 2 year old grandson not only loved the pool, but all the grass to play on too. Pool got all day! House is big and was comfortable for 6 of us. Downtown Palm Springs was only a little over a mile away which allows us to walk to coffee and restaurants. Grocery store is really close too. The property management team was super responsive when we had questions. Would recommend this property!

4.9 out of 5 average rating, 196 reviews

Home in Lake Arrowhead

Terrace Lodge Game Room, Pool Table, Deck, Village

DeniseRating, 5 stars2 months ago

We Airbnb 5-8 times a year and this house was hands down one of the best. First off, it was pet friendly... there is nothing better than being able to enjoy a vacation with your ENTIRE family, we chose this home because we were able to bring our pup. The home itself was beautifully decorated, had comfortable furniture, extremely well stocked with all rhr comforts of home. This wasn't one of those places that leave you 4 keurig pods, it was stocked! There are clear instructions for all amenities in the home, and lots of areas that you could enjoy with your guests, or escape to if you needed quiet time. Jon is a great host, responsive and accommodating. We will definitely be back!

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Popular amenities for Calimesa holiday rentals

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Free parking on premises

Air conditioning

Stay near Calimesa's top sights

Morongo Golf Club at Tukwet Canyon13 locals recommend

Domenico's Italian Kitchen3 locals recommend

Oak Valley Golf Club3 locals recommend

Other great holiday rentals in Calimesa

Holiday home in Big Bear Lake

4.97 out of 5 average rating, 61 reviews

Great 4 bedroom close to lake-village- ski summit!

AntonioRating, 5 stars2 months ago

Its a great place to stay. Very comfortable and spacious, also very close to the lake which was nice. Feliks was a great host, very responsive and polite. Will definitely stay again.

4.83 out of 5 average rating, 156 reviews

Cabin in Big Bear Lake

Bear Mountain Views, Hot Tub, Gorgeous Luxury Home

NourmaRating, 5 stars3 weeks ago

the house was so beautiful and spacious. it was very clean and everything was ready for us to use. the house has an amazing view of bear mountain. We were very comfortable.

4.92 out of 5 average rating, 78 reviews

Cabin in Crestline

Sleeps 8|Hot Tub|5 Minutes to the Lake!

KimberlyRating, 5 stars1 month ago

Great stay and friendly host!

4.87 out of 5 average rating, 106 reviews

Home in Yucca Valley

Tranquil Desert Getaway: Modern Adobe Vibes + Pool

GeoffreyRating, 5 stars3 days ago

This place was fantastic for our weekend trip. Michael’s place was extremely clean, looked exactly like the pictures and made us feel right at home. The location was perfect and had views that I couldn’t believe. I will definitely be back again!

5 out of 5 average rating, 8 reviews

Cabin in Big Bear Lake

The Sun And Snow Chalet + Hot Tub

EstelaRating, 5 stars4 days ago

Absolutely loved staying here! Such a beautiful home, very clean, smelled nice and clean too. So happy I got to stay here for a few days. Will def be back in the future. Thank you so much for the hospitality.

4.88 out of 5 average rating, 33 reviews

Home in Palm Springs

Ultimate Outdoor Oasis: TV Mini Golf Pool &Hot Tub

KateRating, 5 stars4 days ago

Great host! Very communicative, responded immediately to our inquiries. The place was exactly how it looked in pictures, the pool was amazing and had beautiful Palm Springs views.

4.94 out of 5 average rating, 101 reviews

Home in Temecula

Serene getaway with Sunrise views

MeganRating, 5 stars3 weeks ago

We stayed here for one night for a coworker's wedding. Great location nearby the wedding venue. Super close to all the wineries as well. Clean and beautiful home. Easiest checkout process I've experienced at an Airbnb since you don't have to take out the trash or do any cleaning. Thank you!