45 Best Sugarloaf Estates on Holiday Lettings - Apartments

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1,365 Vacation rentals

(17) Excellent 

25

Vacation log cabin in Sugarloaf

Big Bear Region / Sugarloaf

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
This is not your grandpa's cabin... Sugar Loaf (Big Bear, CA) at it's best! If you prefer a lighter, brighter and more modern accommodation then this 1600sf privately owned lodge is your place. Built in 2007 this home was professionally expande …see more

from $175 / night

$700 / week

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from $175 / night

(3) Very Good 

18

Chalet rental in Sugarloaf

Big Bear Region / Sugarloaf

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
The Fey Chalet is a one bedroom/one bath cabin located in Sugarloaf, CA near Big Bear Lake. With a Queen size bed and two full-size futons it sleeps 6 people comfortably, and both a full kitchen and a kettle barbeque are available. Near all the attractions of Southern C …see more

from $99 / night

$535 / week

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from $99 / night

24

Log cabin rental in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Experience comfort and satisfaction when you stay in this charming 2-bedroom, 1.5-bathroom vacation rental cabin that sleeps 6, only a 5-mile drive from Big Bear Lake and the surrounding ski resorts! Complete with charming rustic accents and cozy furnishings, this warm …see more

from $99 / night

$693 - $1,470 / week

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Responds fast!
avg. 26 minutes

from $99 / night

(5) Excellent 

21

Ski home to rent in Sugarloaf

Big Bear Region / Sugarloaf

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
It's a Getaway with All the Space, Privacy and Comfort You Need. My place is close to great views, restaurants and dining, family-friendly activities. Same Cabin- New Management, local property manager available. Previously managed by Big Bear Cool Cabins. Oktoberfes …see more

from $139 / night

$973 / week

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Responds fast!
avg. 2 hours 7 minutes

from $139 / night

(5) Excellent 

Certificate of Excellence

25

Vacation home rental

Big Bear Region / Sugarloaf

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Sugar Mamas - Craving a sweet, romantic mountain getaway! Sugar Mamas will always treat you right! Just a few miles from the slopes and just steps from a hike in the National Forest, Sugar Mamas is nestled among trees on a double-sized lot. This charming one-bedroom cab …see more

Certificate of Excellence

from $101 / night

$707 / week

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from $101 / night

(2) Excellent 

12

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Perfect for family or multiple families. 2 downstairs bedrooms each with queen beds, flat screen HDTV’s and heaters. Living room wood burning fireplace with blower makes you feel at home. Want some quiet? Upstairs has its own ½ bathroom and living room with HDTV, fo …see more

from $150 / night

$1,050 / week

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from $150 / night

26

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Skiers looking to take a break from the big city and hit the slopes at Snow Summit or Bear Mountain will enjoy this adorable cabin complete with a wood-burning fireplace, deck, and space for up to six guests. This quaint cottage in Sugarloaf is located in a quiet, resi …see more

from $66 / night

$462 / week

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Responds fast!
avg. 35 minutes

from $66 / night

22

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Lazy Moose "N" Bear #1596 is a sweet enchanting two story home with an especially calm and serene location, a fenced yard with a nice back deck and propane BBQ, and is just down the street from the National Forest, plus only minutes by car to the ski resorts and the dow …see more

from $156 / night

$1,092 / week

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from $156 / night

13

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Gracie's Cabin #1518 is a great two story family retreat that is located on the East end of the valley in a quiet and secluded neighborhood, yet is within a ten minute drive to the local activities offered in Big Bear.  This home offers a practical kitchen with cooking …see more

from $89 / night

$623 / week

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from $89 / night

(3) Very Good 

24

Vacation home rental

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Granny's Love Shack - Great cozy two bedroom and one bathroom getaway with wood burning fireplace, FREE WiFi, cable TV, and DVD player. Fitted with all the conveniences of home, Granny's Love Shack has a full kitchen with stove/oven, refrigerator, dishwasher, microwave, …see more

from $75 / night

$525 / week

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from $75 / night

17

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Coyote Den #1628 is a fabulous two story mountain retreat which sits on a quiet and well treed lot in a nice neighborhood about a five minute drive from town. This cabin is newly upgraded and great for families looking to experience the great outdoors, as it is walking …see more

from $125 / night

$875 / week

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from $125 / night

24

Vacation log cabin rental

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Escape to this peaceful 2-bedroom, 1-bathroom vacation rental cabin in Sugarloaf. This A-frame cabin in the Big Bear Lake area provides ultimate privacy while being close to all the main street attractions. This cozy property offers all the comforts of home and features …see more

from $110 / night

$770 - $3,500 / week

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Responds fast!
avg. 26 minutes

from $110 / night

(15) Very Good 

26

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets
Fun For All - Looking for a log style cabin just steps from a hike in the National Forest? Fun For All might be just what you were searching for! This bright three bedroom, two bath cabin offers all the amenities for the perfect start to your next vacation. The spacious …see more

from $110 / night

$750 - $875 / week

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from $110 / night

(2) Very Good 

16

Vacation home rental

Big Bear Region / Sugarloaf

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Private garden
This beautiful log cabin style home is perfectly nestled in the San Bernardino Mountains. The cabin offers 3 generous size bedrooms that sleeps 8 comfortably with plenty of room to spare. With such a perfect layout you can open the front door, sit on the spacious deck, …see more

from $275 / night

$1,925 / week

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from $275 / night

24

Log cabin rental in Sugarloaf

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Experience the natural beauty and allure of Sugarloaf when you stay at this 3-bedroom, 2-bathroom vacation rental cabin, which sleeps 8! Nestled amongst stunning views, with 4 balconies, 2 wrap-around decks and a convenient location near the area's most noteworthy attra …see more

from $90 / night

$630 - $3,675 / week

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Responds fast!
avg. 7 minutes

from $90 / night

33

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
This Big Bear Lake home has a fireplace, balcony, and WiFi access, and three comfortable bedrooms to ensure the whole group (up for seven guests) thoroughly enjoys their next lake or ski getaway. You'll be just 15 minutes from skiing down the snowy mountain or wake-boa …see more

from $89 / night

$623 / week

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Responds fast!
avg. 35 minutes

from $89 / night

(1) Very Good 

12

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
If you are looking for a place that's quiet, but near all the activities you'd like to do while in the mountains, we have a great place for you. Just a few miles away (about a 10 to 15 minute drive) from 2 major Ski Slopes (Bear Mountain & Snow Summit!). 'QUIET & PEAC …see more

from $125 / night

$599 / week

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from $125 / night

25

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
Magic Haus #1650 is a truly magical little cabin, fully furnished with mountain decor,  and featuring a cozy upstairs loft, making this the perfect getaway for couples and small families. Curl up by the fire after a long day of playing in the snow, or soak in the spacio …see more

from $123 / night

$861 / week

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from $123 / night

26

Vacation home rental

Big Bear Region / Sugarloaf

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
Why settle for a boring vacation rental? Unique architecture and beautiful outdoor spaces make this Big Bear getaway one to remember. What’s nearby: Although this vacation rental feels secluded, it’s just three miles away from shopping and dining in Big Bear. In winte …see more

from $73 / night

$511 / week

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Responds fast!
avg. 35 minutes

from $73 / night

(1) Excellent 

24

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
A Sleepy Bear's Hideaway - Adorable Gambrel cabin with three bedrooms, one and a half bathrooms, wood burning fireplace, TV, surround sound, Wii video gaming system, DVD player, and washer/dryer. Fitted with all the conveniences of home, A Sleepy Bear's Hideaway has a f …see more

from $100 / night

$700 / week

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from $100 / night

(2) Very Good 

24

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Cabin a Good Time #1520 is a newly refurbished two story home located on the East end of town about a ten minute drive to the downtown Village, with a nice wrap-around deck which has great furnishings with a Charcoal BBQ grill available. The fully equipped kitchen has a …see more

from $180 / night

$1,260 / week

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from $180 / night

(13) Very Good 

24

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Sugar Shack - Two bedroom, one bathroom cabin with a wood burning fireplace, FREE WiFi, cable TV with HBO, Showtime, Cinemax, and ESPN Sports Package, DVD players with movies, board games, and washer/dryer. Fitted with all the conveniences of home, Sugar Shack has a ful …see more

from $75 / night

$525 / week

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from $75 / night

27

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Alpine adventure meets rustic comfort at this cozy Sugarloaf cabin. With a large deck and a semi-enclosed yard, it’s the perfect place to recharge after a long day of skiing or hiking. Dogs are welcome, too! What’s nearby: Big Bear is truly an all-seasons getaway. Bear …see more

from $73 / night

$511 / week

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Responds fast!
avg. 35 minutes

from $73 / night

(3) Good 

25

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Ask about pets
Tree House - One bedroom plus additional alcove, one bath cabin with fireplace, cable TV, DVD player, and FREE WiFi. Fitted with all the conveniences of home, Tree House has a full kitchen with stove/oven, refrigerator, microwave, blender, toaster, coffee maker, dishes, …see more

from $100 / night

$700 / week

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from $100 / night

(1) Excellent 

23

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
1697 - Colorful Cottage Description: True to it's name, this little cottage has no shortage of color. Colorful Cottage is a vivacious cabin that is a perfect romantic getaway for a couple, or a sweet retreat for a small family. Located close to hiking trails, and a sho …see more

from $95 / night

$665 / week

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from $95 / night

(6) Excellent 

24

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask about children
  • Ask about pets
Lews Cub House - Beautifully remodeled cabin nestled in the trees - two bedrooms, one bathroom, two fireplaces (one gas and one electric), cable TV, DVD player, FREE WiFi, and washer/dryer. Fitted with all the conveniences of home, Lews Cub House has a full kitchen with …see more

from $100 / night

$700 / week

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from $100 / night

24

Sugarloaf Vacation log cabin rental

Big Bear Region / Sugarloaf

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Escape the hustle and bustle of city life with 'Forest Edge Cabin,' a quiet 2-bedroom, 1-bathroom vacation rental cabin in Sugarloaf. Just minutes from the slopes, lake and Village attractions, this cozy property offers up to 4 guests the quintessential Big Bear area re …see more

from $105 / night

$735 - $1,295 / week

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Responds fast!
avg. 7 minutes

from $105 / night

26

Log cabin rental in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
If you're searching for a charming California mountain getaway, look no further than this 3-bedroom, 2-bath vacation rental cabin in Big Bear. This 1,906-square-foot cabin accommodates up to 6 travelers and features a private hot tub and garden in the fenced-in backyard …see more

from $175 / night

$1,225 - $4,200 / week

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Responds fast!
avg. 12 minutes

from $175 / night

24

Sugarloaf Vacation log cabin rental

Big Bear Region / Sugarloaf

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Escape to the mountains and stay at 'Highland Hideaway,' a 2-bedroom, 1.5-bathroom vacation rental cabin that sleeps 7 in Sugarloaf. This snug cabin provides all the comforts of home framed by wood beam ceilings and large windows to exude that classic mountain-home atmo …see more

from $110 / night

$770 - $1,260 / week

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Responds fast!
avg. 7 minutes

from $110 / night

25

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Ask about children
  • Ask about pets
Sugar Bear - Adorable Gambrel style cabin with open living space. Two bedrooms, one bathroom cabin with wood burning fireplace, FREE WiFi, cable TV, DVD player. Fitted with all the conveniences of home, Sugar Bear has a full kitchen with stove/oven, refrigerator, microw …see more

from $76 / night

$532 / week

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from $76 / night

25

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
A sweet cottage with a laid-back vibe and a cozy interior. The whole family—including the dog!—can join the fun here. This home is on the bus route for quick access to town. What’s nearby: Big Bear Lake and Snow Summit are about 10 minutes away. Things to know: Si …see more

from $65 / night

$455 / week

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Responds fast!
avg. 35 minutes

from $65 / night

35

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This modern mountain home is perfect for a small family or a group of friends. The spacious deck, cozy fireplace, and quiet location make this Sugarloaf getaway great for any kind of vacation. What’s nearby: A great day of skiing is a short drive away at Snow Summit or …see more

from $89 / night

$623 / week

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Responds fast!
avg. 35 minutes

from $89 / night

20

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Bear Feet Welcome #1629 is a beautiful single story home in a serene and relaxing location, yet is minutes from downtown, making this the perfect mountain getaway. Enter into a beautifully furnished and decorated living room with hardwood floors, toasty fireplace, leath …see more

from $160 / night

$1,120 / week

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from $160 / night

13

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Located just 6 miles to the resorts or Village area, this upgraded and charming mountain cabin is the perfect setting for a small family or romantic getaway experience. Freshly furnished with your vacation stay in mind, paradise is abundant in this retreat, topped off w …see more

from $104 / night

$728 / week

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from $104 / night

28

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Whether you’re packing a snowboard and ski pants or sunscreen and hiking boots, you’ll love this Sugarloaf cabin. Board games and a wood fireplace make for a cozy evening in, while mountain views and a spacious patio beckon you outside. What’s nearby: Driving distance …see more

from $89 / night

$623 / week

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Responds fast!
avg. 35 minutes

from $89 / night

27

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
#BookDirect & Save!~Packages & Activities Available! Give Our Trusted Team A Call For Exclusive Offers!~ The darling little log style cabin is so comfy and cozy, you are sure to have sweet dreams. Located in Sugarloaf, this quiet neighborhood has some of the best hiking …see more

from $125 / night

$875 / week

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from $125 / night

32

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Pine Top Retreat #1642 is a fully furnished and secluded cabin that has all that you need for a wonderful vacation and is sure to keep your family entertained anytime of the year. The unique architectural design allows families to spread out and enjoy their stay while e …see more

from $191 / night

$1,337 / week

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from $191 / night

30

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Description: Beary Deer Cottage #1564 is a sweet and enchanting two story home located in an especially calm and serene environment, within a short walk to the National Forest for hiking, and under a ten minutes drive to shopping, dining, and all that Big Bear has to of …see more

from $138 / night

$966 / week

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from $138 / night

24

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
The Cozy Cubbyhole - Cozy A-frame getaway with one bedroom, one bathroom, wood burning fireplace, TVs DVD players, and FREE WiFi. Fitted with all the conveniences of home, Cozy A-frame has a full kitchen with stove/oven, refrigerator, microwave, blender, toaster, coffee …see more

from $85 / night

$595 / week

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from $85 / night

25

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The Sweet Spot is the perfect cabin for enjoying the fresh mountain air, having great conversation, going on long adventures through the hiking trails, and a romantic snuggle by the fire, all in one! This adorable little home, located in Sugarloaf, is just a few houses …see more

from $123 / night

$861 / week

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from $123 / night