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Calimesa Holiday Rentals

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50 rentals in Calimesa.
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Calimesa Gem Fully Remodeled, holiday rental in Calimesa

Calimesa Gem Fully Remodeled

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous House & views, sledding hills, game room, close to skiing & Sky Park, holiday rental in Calimesa

Gorgeous House & views, sledding hills, game room, close to skiing & Sky Park

4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Serene Charming Cabin in Arrowbear, holiday rental in Calimesa

Serene Charming Cabin in Arrowbear

2 bedrooms
1 bathroom
Sleeps 5
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Spacious Getaway ! Great Price! 4bd/2bth Snow Valley & Lake Arrowhead, holiday rental in Calimesa

Spacious Getaway ! Great Price! 4bd/2bth Snow Valley & Lake Arrowhead

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Redlands Guesthouse: Romantic Retreat w/Pool/Hot Tub in Historic District, holiday rental in Calimesa

The Redlands Guesthouse: Romantic Retreat w/Pool/Hot Tub in Historic District

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Retreat & Relax In Running Springs  With Views & Pool Table, holiday rental in Calimesa

Retreat & Relax In Running Springs With Views & Pool Table

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Renovated Sweet Cabin: Casa del Lago, holiday rental in Calimesa

Renovated Sweet Cabin: Casa del Lago

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Lakefront Cabin: Green Valley Lake - Closest to the water!  Lots of snow!, holiday rental in Calimesa

Lakefront Cabin: Green Valley Lake - Closest to the water! Lots of snow!

4 bedrooms
2 bathrooms
Sleeps 10
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Located Half way between Lake Arrowhead&Big Bear/ Level Entry, holiday rental in Calimesa

Located Half way between Lake Arrowhead&Big Bear/ Level Entry

2 bedrooms
1 bathroom
Sleeps 6
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Peaceful Cabin near Forest Falls and Big Bear, holiday rental in Calimesa

Peaceful Cabin near Forest Falls and Big Bear

2 bedrooms
1 bathroom
Sleeps 5
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Rustic Retreat Getaway!, holiday rental in Calimesa

Rustic Retreat Getaway!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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LIBERTY CABIN! Awsome Deck, Great Parking, Great Amenities, holiday rental in Calimesa

LIBERTY CABIN! Awsome Deck, Great Parking, Great Amenities

3 bedrooms
2 bathrooms
Sleeps 8
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Best View on the Mountain, All New Furniture/ Beds, Internet for Remote work!, holiday rental in Calimesa

Best View on the Mountain, All New Furniture/ Beds, Internet for Remote work!

2 bedrooms
2 bathrooms
Sleeps 7
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KHYRA BEAUCREST RANCH - MOUNTAIN VIEW FAMILY RETREAT, holiday rental in Calimesa

KHYRA BEAUCREST RANCH - MOUNTAIN VIEW FAMILY RETREAT

13 bedrooms
12 bathrooms
Sleeps 28
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Beautiful 1800 sq. ft. Cabin with sledding hills minutes from Snow Valley,, holiday rental in Calimesa

Beautiful 1800 sq. ft. Cabin with sledding hills minutes from Snow Valley,

2 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Exceptional Log Cabin (Hot Tub, BBQ, Wi-Fi, TV, Etc), holiday rental in Calimesa

Exceptional Log Cabin (Hot Tub, BBQ, Wi-Fi, TV, Etc)

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Location! Hiker's and Dogs (2) Paradise.! Walk to Trails!, holiday rental in Calimesa

Perfect Location! Hiker's and Dogs (2) Paradise.! Walk to Trails!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dog-friendly cabin w/deck & hot tub - peaceful location near hiking, holiday rental in Calimesa

Dog-friendly cabin w/deck & hot tub - peaceful location near hiking

3 bedrooms
2 bathrooms
Sleeps 8
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Cozy cabin close to Fisher Cove & Boulder Bay - short drive to ski!, holiday rental in Calimesa

Cozy cabin close to Fisher Cove & Boulder Bay - short drive to ski!

1 bedroom
1 bathroom
Sleeps 6
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Casa Pacifica-100 Mile View-A Mtn. retreat above the Clouds near Lake Arrowhead., holiday rental in Calimesa

Casa Pacifica-100 Mile View-A Mtn. retreat above the Clouds near Lake Arrowhead.

2 bedrooms
2 bathrooms
Sleeps 8
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Don't worry, we treat you like a family...!, holiday rental in Calimesa

Don't worry, we treat you like a family...!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Giant Oaks Lodge - Two Bedroom Family Cabin 114, holiday rental in Calimesa

Giant Oaks Lodge - Two Bedroom Family Cabin 114

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Newly renovated detached Santa Fe style guesthouse with 31 day minimum stay, holiday rental in Calimesa

Newly renovated detached Santa Fe style guesthouse with 31 day minimum stay

1 bedroom
2 bathrooms
Sleeps 4
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Cherry Valley Guest Cottage, holiday rental in Calimesa

Cherry Valley Guest Cottage

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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BEAUTIFUL NEW COZY HOME, holiday rental in Calimesa

BEAUTIFUL NEW COZY HOME

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Cozy and Romantic Lil Cabin in Green Valley Lake, holiday rental in Calimesa

Cozy and Romantic Lil Cabin in Green Valley Lake

1 bedroom
1 bathroom
Sleeps 4
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Majestic Mountain Retreat, holiday rental in Calimesa

Majestic Mountain Retreat

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Giant Oaks Lodge - 3 Bed Spa Lodge 109, holiday rental in Calimesa

Giant Oaks Lodge - 3 Bed Spa Lodge 109

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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LAKESIDE 3 BEDROOM, 2 BATH, holiday rental in Calimesa

LAKESIDE 3 BEDROOM, 2 BATH

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Paradise Mansion! Vacation with Backyard Canal Access, holiday rental in Calimesa

Paradise Mansion! Vacation with Backyard Canal Access

6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Central Convenient 2BD, 2BA home incl Office/deck, holiday rental in Calimesa

Central Convenient 2BD, 2BA home incl Office/deck

2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Stunning Pool Vacation Home (Newly Renovated)!, holiday rental in Calimesa

Stunning Pool Vacation Home (Newly Renovated)!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cherry Valley Guest Studio Cottage, holiday rental in Calimesa

Cherry Valley Guest Studio Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spend Your Vacation In A Cozy Beautiful Home, holiday rental in Calimesa

Spend Your Vacation In A Cozy Beautiful Home

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Small A-Frame on Dirt Road, holiday rental in Calimesa

Small A-Frame on Dirt Road

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Grand Mayan, holiday rental in Calimesa

Grand Mayan

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Redlands Gem - 4 Bedrooms with Pool, holiday rental in Calimesa

Redlands Gem - 4 Bedrooms with Pool

4 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Breathtaking View! 6BR, Perfect for Large Groups!, holiday rental in Calimesa

Breathtaking View! 6BR, Perfect for Large Groups!

6 bedrooms
7 bathrooms
Sleeps 40
Match: Sleeps
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An Amazing Place To Get Away From It All., holiday rental in Calimesa

An Amazing Place To Get Away From It All.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Panoramic Ski Lodge, holiday rental in Calimesa

The Panoramic Ski Lodge

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Juniper Hideout A-Frame .. Lake & Hikes! Join the Adventure!, holiday rental in Calimesa

The Juniper Hideout A-Frame .. Lake & Hikes! Join the Adventure!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Moon Escape Castle Rock Mountain Gem / Minutes To Town or Trails, holiday rental in Calimesa

Moon Escape Castle Rock Mountain Gem / Minutes To Town or Trails

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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1961-Moon Escape, holiday rental in Calimesa

1961-Moon Escape

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rustic Mtn Getaway#40 - NO KITCHEN + Snow Zone Tix

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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20 - Rocky Top Retreat, holiday rental in Calimesa

20 - Rocky Top Retreat

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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* Marbella Lane - 4BR Near Morongo Casino & Outlet | Ldry+P, holiday rental in Calimesa

* Marbella Lane - 4BR Near Morongo Casino & Outlet | Ldry+P

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beatiful Home at Moreno Valey with private jacuzzi, holiday rental in Calimesa

Beatiful Home at Moreno Valey with private jacuzzi

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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2100-Whisk-A-Way Cozy Cabin, holiday rental in Calimesa

2100-Whisk-A-Way Cozy Cabin

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Whisk-A-Way Cozy Cabin | Charming Boulder Bay Cottage | Walk to Lake, holiday rental in Calimesa

Whisk-A-Way Cozy Cabin | Charming Boulder Bay Cottage | Walk to Lake

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 room Central location warm &convenient luxury holiday room UCR/Moreno valley, holiday rental in Calimesa

5 room Central location warm &convenient luxury holiday room UCR/Moreno valley

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Yes, here are some popular holiday rentals in Calimesa that have internet access:\n\nSee all holiday rentals in Calimesa on Tripadvisor