50 Best Sugarloaf Estates on Holiday Lettings - Apartments

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50 Vacation rentals

(1) Excellent 

12

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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

$1050 / week

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from $150 / night

(16) Excellent 

25

Vacation log cabin in Sugarloaf

Big Bear Region / Sugarloaf

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $155 / night

$700 - $1999 / week

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from $155 / night

(1) Very Good 

12

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $99 / night

$299 - $999 / week

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from $99 / night

24

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Description: Gracie's Cabin #1518 is a great two story family retreat with a practical kitchen, relaxing living room with wood burning fireplace, and nice property within walking distance to the National Forest and hiking trails. Sleeping Arrangements: Bedroom 1: Queen …see more

from $106 / night

$742 / week

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from $106 / night

(1) Very Good 

24

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Storybook Chalet - Nice and cozy Story Book cabin. Family getaway in a quiet neighborhood close to the Sugarloaf Park and a short drive to the ski slopes and Village. Three bedroom (one is a loft), one bath, cable TVs, DVD player, WiFi and washer/dryer. Fitted with all …see more

from $100 / night

$625 / week

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from $100 / night

(6) Excellent 

31

Log cabin rental in Sugarloaf

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Ask about pets
Are you looking for a home away from home? A cabin that is nestled close to the National Forest? A cabin that is kept clean, clean clean? A cabin that is so peaceful you don't want to leave? A cabin you can hike from in the summer and snowshoe and sled from in the win …see more

from $114 / night

$798 / week

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from $114 / night

(5) Excellent 

27

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 $149 / night

$1043 / week

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from $149 / night

(5) Excellent 

Certificate of Excellence

24

Vacation home rental

Big Bear Region / Sugarloaf

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
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

(3) Very Good 

24

Vacation home rental

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Granny's Love Shack - Great cozy two bedroom and one bathroom getaway with wood burning fireplace, 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, blen …see more

from $75 / night

$600 - $1000 / week

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from $75 / night

25

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Sugar Shack #1530 is a two story log-style home located in an especially calm and serene neighborhood, close to the National Forest for hiking, and a short drive to all of the local attractions that Big Bear has to offer. The equipped kitchen has cooking essentials and …see more

from $131 / night

$917 / week

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from $131 / night

23

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Description: 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 i …see more

from $111 / night

$777 / week

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from $111 / night

(2) Very Good 

16

Vacation home rental

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $295 / night

$2065 / week

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from $295 / night

27

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Description Honeycomb #1570 is  an awesome single story cabin on a very quiet street and within walking distance to the National forest, and about ten minutes drive to the downtown area and ski resorts. There is a practical kitchen which has the basics including cookwar …see more

from $111 / night

$777 / week

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from $111 / night

30

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Description: 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 resort …see more

from $143 / night

$1001 / week

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from $143 / 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

25

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
Description: Magic Haus 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 …see more

from $127 / night

$889 / week

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from $127 / night

26

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 $168 / night

$1176 / week

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from $168 / night

9

Vacation log cabin in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Beautiful cabin in the heart of Big Bear, CA. Only 6 miles from both ski resorts and Big Bear Lake. Cabin includes: -Master Bedroom with King Size Bed. -Bunk Bed. (sleeps 2) -2 Double Hide-away beds . -Microwave/all the kitchen stuff you need No smoking INSIDE EVER!!! …see more

from $49 / night

$500 / week

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from $49 / night

(3) Good 

24

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

1 8 Min stay varies

  • 1 bedroom
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Tree House - One bedroom plus additional alcove, one bath cabin with fireplace, cable TV, DVD player, and WiFi. Fitted with all the conveniences of home, Tree House has a full kitchen with stove/oven, refrigerator, microwave, blender, toaster, coffee maker, dishes, pots …see more

from $100 / night

$750 / week

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from $100 / 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
  • Child friendly
  • Pet friendly
Sugar Shack - Two bedroom, one bathroom cabin with a wood burning fireplace, WiFi, cable TVs, DVD players with movies, board games, and washer/dryer. Fitted with all the conveniences of home, Sugar Shack has a full kitchen with stove/oven, refrigerator, microwave, blend …see more

from $75 / night

$500 / week

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from $75 / night

(18) Good 

29

Ski home to rent in Sugarloaf

Big Bear Region / Sugarloaf

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
Description: A Warmest of Welcomes #1166 is a comfortable and relaxing two story home located in an especially calm neighborhood, with a front terrace and expansive decking plus a big yard and charcoal BBQ are available. There is an equipped kitchen with cooking essenti …see more

from $143 / night

$1001 / week

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from $143 / night

26

Vacation log cabin in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
This property has a 4PM Check-in Time and a 10AM Check-out Time 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 …see more

from $225 / night

$1575 - $3745 / week

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from $225 / night

25

Vacation log cabin in Sugarloaf

Big Bear Region / Sugarloaf

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Suitable for children age 5+
  • Pet friendly
A relaxing cabin with three bedrooms, one bathroom, fireplace, WiiFi, TV, DVD players, and full kitchen with stove/oven, refrigerator, dishwasher, microwave, blender, toaster, coffee maker, dishes, pots/pans, and more. Deck with charcoal barbecue. Forest views in a ve …see more

from $155 / night

$795 - $8940 / week

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from $155 / night

13

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
ROUND HOUSE A Unique Mountain Getaway - The Round House offers breathtaking views from all three levels. This home is ideal for families or couples and the game room with a pool table and darts doubles as a third bedroom. You'll also appreciate the outdoor hot tub and b …see more

from $140 / night

$1160 - $2870 / week

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from $140 / night

41

Home rental in Sugarloaf

Big Bear Region / Sugarloaf

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Description Sugar Chalet #1560 is a charming Victorian style home which has 2 1/2 levels, with 3 bedrooms and 2 bathrooms on the entry level. The step-down kitchen is quite spacious offering marble counters, appliances and a dishwasher plus a separate laundry room area …see more

from $207 / night

$1449 / week

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from $207 / night

16

Vacation home accommodation

Big Bear Region / Sugarloaf

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
GREATVIEW LODGE A Truly Amazing Getaway - The mountain views are beyond incredible from this 4 bedroom luxury log style cabin home. This unique getaway offers two full kitchens, a game room with a pool table/ping pong table, four comfortable bedrooms and flat screen TVs …see more

from $175 / night

$1435 - $5565 / week

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from $175 / night

(11) Excellent 

15

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Private garden
Fully furnished, 5BR 2BTH 1 king bed, 1 queen bed 5 twin beds, 1 full bed, 1 toddler bed. Perfect for multiple families. kitchen fully equipped with appliances, pots and pans, dishes and glasses, fireplace in the living room, forced air heating, ceiling fans throughout …see more

from $300 / night

$1651 / week

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from $300 / night

17

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
This is a beautiful custom home in the mountains 15 minutes from the ski slopes. Very serene and quiet setting. Large 2200 sq. ft spread out and perfect for 2-3 families. Includes a foosball table and a 60 game arcade game with all of the old school games from Pac-Man …see more

from $265 / night

$1350 / week

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from $265 / night

(1) Excellent 

24

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
A Sleepy Bear's Hideaway - This is an adorable Gambrel style cabin on a triple lot in Sugarloaf. A Sleepy Bear’s Hideaway has three cozy bedrooms, one and a half bathrooms, wood burning fireplace, WiFi, satellite TV, surround sound, Wii video gaming system, DVD player, …see more

from $116 / night

$625 / week

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from $116 / night

17

Sugarloaf Vacation home rental

Big Bear Region / Sugarloaf

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
ARIZONA BEAR A Cozy Mountain Getaway - This very comfortable three bedroom is located in a quiet neighborhood and offers a rare indoor hot tub room, a wrap around deck with views and two fireplaces. Enjoy being on the outskirts of town yet only minutes from the lake and …see more

from $120 / night

$960 - $3290 / week

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from $120 / night

25

Vacation home rental

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This property has a 4PM Check-in Time and a 10AM Check-out Time Sugar Shack #1530 is a two story log-style home located in an especially calm and serene neighborhood, close to the National Forest for hiking, and a short drive to all of the local attractions that Bi …see more

from $175 / night

$1225 - $2940 / week

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from $175 / night

29

Ski home to rent in Sugarloaf

Big Bear Region / Sugarloaf

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly
  • Private garden
Home Away From Home is a gorgeous one of a kind custom mountain home that is fully furnished and sitting on a secluded and well treed lot in the Sugarloaf area, just minutes by car to all of the local activities that Big Bear has to offer. Entering this home you are gre …see more

from $111 / night

$777 / week

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from $111 / night

29

Vacation log cabin in Sugarloaf

Big Bear Region / Sugarloaf

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
This property has a 4PM Check-in Time and a 10AM Check-out Time A Warmest of Welcomes #1166 is a comfortable and relaxing two story home located in an especially calm neighborhood, with a front terrace and expansive decking plus a big yard and charcoal BBQ are avai …see more

from $180 / night

$1260 - $5670 / week

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from $180 / night

30

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • 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 $143 / night

$1001 / week

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from $143 / night

30

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
MOONRIDGE MANOR A Unique Mansion Home - This tri-level victorian style home features five spacious bedrooms, a library, a sauna room, an indoor hot tub and a game room. You are close to the slopes, the lake, shopping and a short drive to the village! Perfect for familie …see more

from $270 / night

$2160 - $8190 / week

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from $270 / night

24

Vacation home accommodation

Big Bear Region / Sugarloaf

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Description: Sugar Bear #1576 is a charming and warm two story retreat with a basic kitchen and dining area, and a comfortable living room with sectional couch, wood burning fireplace, flat screen TV/DVD/NetFlix and a nice front porch with patio furnishings and a propan …see more

from $96 / night

$666 / week

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from $96 / 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 $155 / night

$1085 - $3675 / week

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from $155 / night

25

Vacation home in Sugarloaf

Big Bear Region / Sugarloaf

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Child friendly
Magic Haus 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 spacious o …see more

from $170 / night

$1190 - $5040 / week

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from $170 / night

19

Home accommodation in Sugarloaf

Big Bear Region / Sugarloaf

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Pet friendly
PARADISE HIDEAWAY A Custom Mountain Home Tucked Away in the Trees - Ideal for couples or families, this mountain home is surrounded by trees and offers spectacular mountain and forest views. This home offers a private outdoor hot tub, an entertainment room, upscale deco …see more

from $225 / night

$1725 - $6230 / week

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from $225 / night

30

Vacation home rental

Big Bear Region / Sugarloaf

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
1640 - Cedar Hideaway Description: Cedar Hideaway is the ultimate family getaway. You are walking distance to beautiful hiking and bike trails. When you're not outside climbing Sugarloaf Mountain, enjoy the amazing game room that this cabin has to offer. With a po …see more

from $200 / night

$1400 - $6300 / week

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from $200 / night

1