Entire home·Private host

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!

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Smart TV, fireplace, video games, books
Property grounds
Property grounds
Exterior
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 12138 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View in a map
Bridgton, ME
  • Place, Moose Pond
    ‪11 min walk‬
  • Place, Sebago Lake
    ‪28 min drive‬
  • Place, Story Land
    ‪45 min drive‬
  • Airport, Fryeburg, ME (FRY-Eastern Slopes Regional)
    ‪23 min drive‬

Room options

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!


Come stay and play at The Bear’s Den in West Bridgton, Maine!

Nestled snuggly in the woods of the Knights Hill Association, this home is situated on a wooded half-acre lot. Featuring 3 bedrooms and 2 bathrooms, it can comfortably accommodate up to 10 guests. (We also have an additional two cots with sleeping bags, and two pack and plays with mattresses and bedding for them, as well.)
From its rough-hewn boards to its modern kitchen, this home is an absolute delight. Our previous guests have described it as feeling like they were in a tree house, while others have said they feel as if the house welcomed them with a warm hug. There is something very special about The Bear’s Den and the location is perfect for experiencing all the wonderful amenities from the Lakes Region of Maine to the White Mountains of New Hampshire!
We have an automatic whole house generator, so you will never be without power and hot water should there ever be a power outage. The hot water is also on demand. That means that dishwasher can be running, while both bathrooms are in use (including the jetted tub), even if there is a load of laundry in the washer. Perfect after a fun day on the slopes, hiking, or a day at the beach!
We are a pet friendly home. We welcome up to two well-behaved dogs to accompany you during your stay. A friendly reminder that Bridgton has a leash law, and that the association does not allow pets on the beach or around the pool area.
The Knights Hill Association Moose Pond beach, playground, and clubhouse are just down the street. Less than a 10-minute walk or 2-minute car ride. We have two kayaks available at the beach for your use during the summer months. The outdoor association pool, clubhouse, playground, and tennis, pickleball, and basketball courts are located across the street and available for use in the warmer months, too. They are also less than a 10-minute walk or 2-minute car ride.
Hop in your car and you are only 5 minutes from the base of Pleasant Mountain. Hiking and biking in the warmer months and skiing and snowboarding in the winter months. There are also plenty of places to snowshoe, cross-country ski, and (ice) fish, around the Moose Pond area. Warm up at the end of the day with a meal or s’mores around the firepit, soak in the jetted tub in the main floor bathroom, and/ or curl up on the downstairs couch in front of the gas fireplace.
Whatever your pleasure, The Bear’s Den is a delightful four-season retreat! We can’t wait for you to book your stay with us and see for yourself!

FYI-The Bear's Den calendar tends to fill rather quickly. If your requested dates are not available, please reach out to us. We can add you to our wait list so you will be one of the first to know if there is a guest cancellation. Thank you!
During your stay at this vacation home, you're just a quick walk from Moose Pond. An outdoor pool, laundry facilities, and an arcade/game room are available. Enjoy your stay with amenities like free WiFi and a jetted tub in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Free WiFi (speed: 500+ Mbps (good for 6+ people or 10+ devices))
  • Take a swim in the outdoor pool
  • Amenities include laundry facilities
  • Onsite recreation includes tennis courts and a playground
  • Just a 4-minute walk from Moose Pond and a 5-minute drive from Shawnee Peak
As a guest of this vacation home, you'll find an outdoor pool, barbecue grills, and an arcade/game room. The front desk is open around the clock.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • No lift
  • Designated smoking areas
  • Note from host: Please use receptacle provided near firepit.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains
  • Near a health/beauty spa
  • Near a hospital
  • On a lake

Things to do

  • Arcade/game room
  • Kayak
  • Pickleball
  • Tennis
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Rafting nearby
  • Sailing nearby
  • Sledding nearby
  • Snowmobiling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Energy-saving switches in guestrooms
  • Recycling
  • Reusable coffee/tea filters
  • Unit size: 1,490 square feet
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Gather used towels
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking allowed: in designated areas
Please use receptacle provided near firepit.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 43 out of 43 reviews
Rating 8 - Good. 0 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Rod and Michele P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sindi could not be any more helpful or a gracious host! It was a beautiful stay, just what we needed.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Lauren R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing host and amenities! Had the best trip!
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Tom D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sindi and Doug are absolutely amazing people and there property is perfect, they have thought of everything you could possibly need from kids toys to dogs needs, beautiful house and very clean, we will not hesitate again to come back next year, I strongly recommend anyone interested in this house to book it, you will not be disappointed!
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Colleen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A gem. Great house for a family ski weekend. Clean and cozy. Hosts are great!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Suzi G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great place to stay. Clean, well stocked and comfortable. We will stay here again
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Kristen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay!

Wonderful stay at The Bear’s Den. Great property with plenty of amenities and things to do! Great for families with kids.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

CHRIS H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the best VRBO we have ever visited. From the excellent communication prior to our arrival which continued throughout our stay, to the well-stocked kitchen, to the perfect location, The Bear’s Den exceeded all of our expectations. Highly recommend this property.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

John N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place

It was a perfect place to relax with my family and ski!! Will definitely be booking this home again
Stayed 3 nights in Feb 2024
Verified

10/10 Excellent

Diane M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just got home and already miss the Bear’s Den. This home offered everything needed for the perfect family vacation from full kitchen, bedrooms and bathrooms including things you may have forgotten, game room for young and old, beautiful screened in porch and fire pit to sit and eat s’mores after day at pool or lake.
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Melanie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend get-away

Our annual get-away with our parents! We came to the area to explore some of the lakes with our pontoon and had a wonderful stay at the Bears Den!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

Caleigh A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great time at the bear den!

Sindi and Doug were excellent hosts! The property was extremely clean, welcoming and full stocked with everything needed for a ski weekend!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Melissa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is perfect for families. It has everything you could need. My kids loved the bill room and toys provided by the host. We read a new book each night from their book bin. They loved the chess set too. The backyard fire pit was great to relax by after a day exploring Portland. Very cozy. Hosts were also great!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Eric G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay, would absolutely stay again.

They’ve got all the bases covered! The screen porch is great and the inside was clean and cozy. Perfect Maine woods get away, would absolutely book this house again.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

anthony j.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Bears Den is amazing! From the location, to the amenities, to the beautiful, well stocked kitchen and bathrooms! We celebrated our 38th wedding anniversary while there, and my son proposed to his girlfriend on top of the mountain! Doug and Cindy are super nice, and even left an anniversary gift for us. I will definitely return to the Bears Den!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Anita

Liked: Cleanliness, amenities, property conditions & facilities, communication
The hosts were incredibly and thought of everything! Access to the kuala and community swimming pool a great bonus!
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Jeff H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I don't always give five stars but it is more than appropriate here. Very clean. Very comfortable. Very well equipped with anything we could need and more. Very responsive hosts. None of us wanted to leave!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Scott B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family vacation

Had the best time at The Bears Den. Felt like home from the second we got there til we left. Relaxing, cozy and perfect location, close to the mountain for skiing and close to town. Can’t wait to go back again.
Stayed 2 nights in Jan 2024
Verified

10/10 Excellent

Anna S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Experience!

Our family stayed for 3 nights and had a great time. The place was adorable, well stocked, super cozy, and VERY clean. Would definitely recommend to others and hope to stay again ourselves! Thank you :-)
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Andrea T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Rental

Loved the accommodations. This is by far the cleanest, best stocked rental property we’ve stayed at. The hosts thought of everything and staged the home for a very welcoming check-in. Thank you…..wish we could’ve stayed longer.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Amy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy cabin

This house was great. It was very clean & cozy as soon as you stepped in. Every detail was thought of. The host was very easy to communicate with prior to the stay. I would stay here again.
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

Mark S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exceptionally well kitted out. Everything from extra tooth brushes, complementary Smores kit, great screened in porch and wrap around deck, new gas grill, everything kitchen, game room and very welcoming rooms especially for young children.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Christina G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The ultimate property!!!

Everything you could ever want in a vacation experience!!!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Dennis O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing and fun

Great property! Loved fire pit, lake, pool and accessibility to shops, lakes and nature!! Owners thought of everything you need !!
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

tina b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Vacation!

My family and I just returned from a five night stay at the Bear’s Den. It was hands-down, the best vacation we’ve experienced as a family. There were Eight of us between the ages of eight and 68.
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Melanie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at the bears den

We loved this house. It was fully stocked, comfortable and spotless. Plenty of space and plenty to do on the property. Great communication and a very thoughtful welcome gift. We hope to return to Bridgton and stay at the bear’s ben again!
Stayed 3 nights in Jul 2024