A mountain range with distinct ridges and a clear blue sky.

Calimesa Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Calimesa vacation rentals

A man opening a door to a cabin with a sign reading "SILVER".

1. Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
2.5 star property
Running Springs
9.4 out of 10, Exceptional, (107 reviews)
"Clean easy to access great staff"
United States
Henry
$192 nightly
The price is $205
Oct 26 - Oct 27
Total with taxes and fees
Postcard Cabins Big Bear, Outdoor Collection by Marriott Bonvoy
A hotel room with a bed, a nightstand, a vase of flowers, and a clock.

2. Harry's Man Cave: The New Star Motel Experience

Harry's Man Cave: The New Star Motel Experience
3.0 star property
Edgemont
9.8 out of 10, Exceptional, (25 reviews)
"Our stay was pleasant, office manger kind and helpful with "
United States
CLAUDIA
$121 nightly
The price is $137
Sep 27 - Sep 28
Total with taxes and fees
Harry's Man Cave: The New Star Motel Experience
A two-story building with a green roof, balconies, and a view of a lake.

3. Getaways at Lagonita Lodge

Getaways at Lagonita Lodge
3.5 star property
Big Bear Central
9.4 out of 10, Exceptional, (19 reviews)
"Large room w kitchen & 2 bathrooms. Right on the lake. We really enjoyed our stay."
United States
Thomas
$89 nightly
The price is $99
Sep 28 - Sep 29
Total with taxes and fees
Getaways at Lagonita Lodge
An outdoor swimming pool with a view of the beach and mountains.

4. Lagonita Lodge

Lagonita Lodge
3.0 star property
Big Bear Central
9.0 out of 10, Wonderful, (4,388 reviews)
"Lots of activity, perfect place for a family vac."
United States
Resurrecion
$121 nightly
The price is $136
Sep 29 - Sep 30
Total with taxes and fees
Lagonita Lodge
A two-story building with a wooden facade, a staircase, and a car parked in front.

5. Snow Lake Lodge

Snow Lake Lodge
3.0 star property
Big Bear Lake
9.2 out of 10, Wonderful, (581 reviews)
"Great overall And great prices for the season"
United States
Josue
$137 nightly
The price is $149
Oct 26 - Oct 27
Total with taxes and fees
Snow Lake Lodge
A resort with multiple swimming pools, palm trees, and a mountainous backdrop.

6. The Cottages at Golden Village Palms RV Resort

The Cottages at Golden Village Palms RV Resort
3.0 star property
Hemet
9.2 out of 10, Wonderful, (108 reviews)
"This place is great!"
United States
Amanda
$159 nightly
The price is $178
Sep 27 - Sep 28
Total with taxes and fees
The Cottages at Golden Village Palms RV Resort
A living room with a brick fireplace, wooden ceiling beams, a sofa set, and a dining area with a table and chairs.

7. Boat, Hike, Fish! Summer Cabin Near Lake Arrowhead

Boat, Hike, Fish! Summer Cabin Near Lake Arrowhead
3.0 star property
Running Springs
$339 nightly
The price is $363
Sep 27 - Sep 28
Total with taxes and fees
Boat, Hike, Fish! Summer Cabin Near Lake Arrowhead
A spacious loft with a spiral staircase, a fireplace, and a large glass door leading to an outdoor deck.

8. Acute A-frame Cabin w WiFi

Acute A-frame Cabin w WiFi
3.0 star property
Sugarloaf
8.0 out of 10, Very good, (15 reviews)
"Small cozy, good for a couple, very quiet."
United States
Pedro
$258 nightly
The price is $276
Sep 27 - Sep 28
Total with taxes and fees
Acute A-frame Cabin w WiFi
A cabin with a fire pit, two Adirondack chairs, and a deck.

9. Fox Bear Cottages Big Bear

Fox Bear Cottages Big Bear
3.0 star property
Big Bear Central
7.8 out of 10, Good, (91 reviews)
"I loved our stay was cute with a little kitchen I enjoyed it so much!!!"
United States
Aaron
$114 nightly
The price is $128
Sep 28 - Sep 29
Total with taxes and fees
Fox Bear Cottages Big Bear
A cozy living room with a stone fireplace, a television mounted on the wall, and a comfortable couch.

10. Take a Break

Take a Break
4.5 star property
Big Bear Central
6.8 out of 10, (3 reviews)
"The cabin was clean and well supplied. "
United States
Dawn
$291 nightly
The price is $329
Sep 27 - Sep 28
Total with taxes and fees
Take a Break
A cozy room with a wooden ceiling, a bed with a patterned bedspread, a television, a cabinet, a sofa, and a window with curtains.

11. Casita de Sergio

Casita de Sergio
2.0 star property
Boulder Bay
9.0 out of 10, Wonderful, (2 reviews)
"Great house "
United States
Agustin
$368 nightly
The price is $416
Sep 29 - Sep 30
Total with taxes and fees
Casita de Sergio
A row of traditional half-timbered buildings with snow-covered roofs and a clear blue sky in the background.

12. The Train Getaway

The Train Getaway
4.5 star property
Big Bear Central
7.6 out of 10, Good, (5 reviews)
"Thank you for a great stay! I definitely would recommend this place to anyone; we will be back for sure!"
United States
Ismael
$275 nightly
The price is $311
Sep 27 - Sep 28
Total with taxes and fees
The Train Getaway
A cozy cabin interior with a wooden interior, a sofa, a dining table, and a large window with a scenic view.

13. Lily's Bear Cabin #2544

Lily's Bear Cabin #2544
3.0 star property
Big Bear Lake
10.0 out of 10, Exceptional, (2 reviews)
"Place was clean in excellent condition. Beds were very comfortable."
United States
LETICIA
$306 nightly
The price is $343
Sep 29 - Sep 30
Total with taxes and fees
Lily's Bear Cabin #2544
A wooden deck with outdoor furniture, large windows, and a grill.

14. Forest Escape

Forest Escape
2.0 star property
North Shore
8.4 out of 10, Very good, (5 reviews)
"Loved our stay! The only thing we wished was there was a fan in the downstairs area. It became very stuffy and hot."
United States
Jennifer
$120 nightly
The price is $128
Oct 1 - Oct 2
Total with taxes and fees
Forest Escape
A cozy cabin interior with a stone fireplace, wooden furniture, and large windows offering a view of the outdoors.

15. Emerald Arrowhead Haus - For 6

Emerald Arrowhead Haus - For 6
3.5 star property
Cedar Glen
8.4 out of 10, Very good, (5 reviews)
"Loved the hot tub! Beds were comfy and linens, kitchen and bathrooms were clean but the place could use a deep cleaning and some updates throughout, particularly the outdoor furniture. It’s a nice outdoor space to enjoy and the neighborhood was pretty quiet even though adjacent homes are pretty close and property is situated up against the road. WiFi was good and A/C worked very well which made our stay comfy. Hosts were very responsive and kind about some last minute challenges we had on the...
United States
Carol
$397 nightly
The price is $421
Oct 7 - Oct 8
Total with taxes and fees
Emerald Arrowhead Haus - For 6
A wooden deck with outdoor seating, a hot tub, and a building with a red door labeled "1001".

16. Alpine Retreat

Alpine Retreat
2.0 star property
Moonridge
10.0 out of 10, Exceptional, (2 reviews)
"The Cabin itself was very spacious for our family of 4 plus a dog. Plenty of activities and games for the family to do together All the appliances worked great and the beds were very comfortable. We plan on doing this again. Even if it was the same cabin, we were very happy with it"
United States
Markjoseph
$338 nightly
The price is $361
Sep 27 - Sep 28
Total with taxes and fees
Alpine Retreat
A cabin with a wooden deck, surrounded by trees.

17. Idyllic Cabin in the Woods: Cozy Crestline Retreat

Idyllic Cabin in the Woods: Cozy Crestline Retreat
3.0 star property
Crestline
10.0 out of 10, Exceptional, (1 review)
"The cabin was absolutely amazing! Clean, comfortable beds, and in a beautiful location. "
United States
Nicole
$316 nightly
The price is $338
Sep 27 - Sep 28
Total with taxes and fees
Idyllic Cabin in the Woods: Cozy Crestline Retreat
A cozy living room with a stone fireplace, a ceiling fan, and a large window overlooking the outdoors.

18. StoneHauz Cabin built in 1926

StoneHauz Cabin built in 1926
4.5 star property
Big Bear Central
7.6 out of 10, Good, (4 reviews)
"Awesome place had a great time. The bike shop next door was extremely helpful for are stay. Place was very clean a little dated but so I’m I"
United States
Warren
$326 nightly
The price is $369
Sep 28 - Sep 29
Total with taxes and fees
StoneHauz Cabin built in 1926
A cozy living room with a stone fireplace, a television, and comfortable seating.

19. Whispering Pines Walk to Bear Mountain!

Whispering Pines Walk to Bear Mountain!
3.0 star property
Big Bear Lake
9.6 out of 10, Exceptional, (5 reviews)
"What a great cabin. Super close to everything, comfortably appointed, and easy to check in & out. "
United States
Lisa
$329 nightly
The price is $372
Sep 27 - Sep 28
Total with taxes and fees
Whispering Pines Walk to Bear Mountain!
A cozy living room with a fireplace, wooden beams, a sofa, and a patterned armchair.

20. Enchanted Hideaway

Enchanted Hideaway
2.0 star property
North Shore
$348 nightly
The price is $373
Sep 29 - Sep 30
Total with taxes and fees
Enchanted Hideaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Calimesa Hotel Reviews

DoubleTree by Hilton Hotel San Bernardino

DoubleTree by Hilton Hotel San Bernardino

10/10 Excellent
"Excellent service excellent staff and great location"
Shannon 1-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel San Bernardino

Find out more about Calimesa

Everything you need to know about Calimesa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Calimesa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Calimesa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Calimesa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Calimesa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Calimesa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Calimesa rentals

At Expedia, we put the best Calimesa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Calimesa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Calimesa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Calimesa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Calimesa?

Yes, we have vacation rentals close to top sights in Calimesa, or you can choose a more secluded option if you're looking for relaxation. Our travelers say Calimesa has a good selection of restaurants. Make sure you have time to check out the live music and entertainment choices during your trip.

What are some of the best vacation home rentals in Calimesa?

Bear Lake Hideaway: Two Story Log Cabin w fireplace & hot tub. Walk to the lake!: This vacation home rental near Calimesa is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What’s there to see and do in Calimesa?

Explore the area and cultural attractions such as San Bernardino County Museum, or visit a family-friendly sight such as Cabazon Dinosaurs. Yucaipa Regional Park and University of Redlands are a couple of places you'll find in the larger area.

What’s a vacation rental in Calimesa like?

A vacation rental is a private property where you can stay for several days or longer in Calimesa. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.