Entire home

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

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

A sandy area with a pond, trees, and a building with a balcony. - Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! (Bridgton)
A wooden interior with a high ceiling, a staircase, and a view of a snowy landscape through a window. - Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! (Bridgton)
A cozy cabin with a dining area, kitchen, and a loft bedroom. - Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! (Bridgton)
A cozy cabin interior with two leather sofas, a wooden ceiling, and large windows. - Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! (Bridgton)
A cozy wooden cabin with a dining area, kitchen, and a loft bedroom. - Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! (Bridgton)
Take advantage of a firepit, a playground and an arcade/games room at Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!. Free in-room WiFi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices), and laundry facilities are available to all guests.

Reviews

10 out of 10
Exceptional

Popular amenities

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

Add dates for prices

About this property

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!

Similar properties

About the area

Located in West Bridgton, a neighbourhood in Bridgton, this holiday home is in the mountains and on a lake. The area's natural beauty can be seen at White Mountain National Forest and Pocket Swamp Preserve, while Rufus Porter Museum and Gallery 302 are cultural highlights. Travelling with kids? Consider Fryeburg Fair, or check out an event or a game at Saco Valley Sports Center. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as snowmobiling and ice skating. Visit our Bridgton travel guide
View more Holiday homes in Bridgton
Map
Bridgton, ME

What's nearby

  • A maroon Scenic Railway Mount Washington train at a station.
    Conway Scenic Railway
    35 min drive - 42.9 km
  • A building with a sign that reads "Cranmore Tickets" and a parking lot in front.
    Cranmore Mountain Resort
    36 min drive - 43.6 km
  • A Story Land sign with a castle design, advertising special character appearances and operating hours.
    Story Land
    47 min drive - 57.3 km
  • Moose Pond
    11 min walk - 1.0 km
  • Shawnee Peak
    5 min drive - 3.3 km

Getting around

  • Fryeburg, ME (FRY-Eastern Slopes Regional)
    23 min drive

Restaurants

  • Bar Kosho
    4 min drive
  • Rosie's General Store
    12 min drive
  • Subway
    12 min drive
  • Beth's Kitchen Café
    10 min drive
  • Black Horse Tavern
    12 min drive

Frequently asked questions

Does Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! have a pool?

Yes, this property has an outdoor pool.

Is Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!?

On-site parking is available at the property.

What time is check-in at Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!?

Check-in begins at 4:00 PM.

What time is check-out at Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!?

Checkout is at 11:00 AM.

Where is Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! located?

This family-friendly Bridgton holiday home is located on a lake, within 2 mi (3 km) of Moose Pond and Shawnee Peak. Black Mountain and Pocket Swamp Preserve are also within 6 miles (10 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

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

10

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities
Rating 10 - Excellent. 51 out of 51 reviews
Rating 8 - Good. 0 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 0 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another wonderful stay at The Bear’s Den. Great property. My family has loved our stays here!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best VRBO ever!!!! Everything was very clean. Kitchen has everything you can think of. Great place.
Stayed 10 nights in Jul 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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

Relaxing Vacation

My family and I had a wonderful experience at the Bear’s Den. Our children loved all the games and toys through the house! We enjoyed the campfire and comfy outdoor space. We had plenty of space and all the necessities we needed! Great communication with the owners and an easy process overall! We can’t wait to come back next summer!
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

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

Perfect Family Stay

Accommodating is the main word to describe this property. Everything you needed was at The Bear Den, and everything you didn’t think you needed. Our kids ages 6, and 9) didn’t want to leave. It’s a cozy, comfy retreat that is just absolutely perfect for your family visit to Bridgton. Will be booking again!
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

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

A lovely escape

What a wonderful stay! It is clear that the hosts put a great deal of thought and effort into the guest experience. The house was incredibly warm and welcoming and had everything you could imagine. In fact, it was the best equipped house I have ever rented! The kids enjoyed the books, toys, and games, as did the adults! The whole experience was just wonderful. We will definitely be returning!
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

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

Wow !! Wonderful! Wicked good!

Best family friendly home from beginning to end !! What can I say the owners thought of everything plus some! Kids paradise! Dog heaven! After a cold icy winter we all enjoyed the spring skiing and pleasant mountain did not disappoint!! Great neighborhood for walking and playground for kids and views of mountains !! Hope to return!!
Stayed 3 nights in Mar 2025
Verified review

10/10 Excellent

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

We had a wonderful weekend at the Bear’s Den!

The Bear’s Den is a delightful home and we loved every minute of our stay. The owners really leaned into the bear theme, there are bears everywhere in a really delightful way. The firepit out back was the perfect spot to relax and hangout as a group. The lake that we had access too was beautiful! Our trip was in the fall and it was chilly but we couldn’t resist some fishing and kayaking/paddlebording at the lovely spot. We also appreciated that there was a good size deck on the front as well as a screened in porch on the back.The house has everything you could want and we really enjoyed our stay.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was so family friendly! We had a family vacation with 4 children aged 5 years and under and this rental had everything we needed. It was so nice not to worry about bringing big items like high chairs and pack and plays. Everything was set out for us including boosters and guards for the bunk beds. The kids loved having their room set up for them. The kitchen had everything we needed and we were very happy with the overall cleanliness of the kitchen, bathrooms and laundry area. We enjoyed walking down to the beach and playing on the playground, as well as having s’mores in the firepit at night!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a fantastic time at the Bears Den! The hosts were truly wonderful and very accommodating to our schedule. We were organizing a trip with teenagers, which can be challenging but the hosts were very understanding. The location is out of a fairytale, beautiful, comfortable, and very clean. The hosts have thought of every detail from s’mores and jiffy popcorn for the fire pit, to toothbrushes and anything you might forget they had covered. There were so many activities for adults and teenagers. The pool and tennis courts were a real hit. Even our dogs had fun once they settled down. We would book again in a heartbeat. Thank you Sindi and Doug for a truly memorable family vacation
Pool was a huge hit with the teenagers!
Beautiful living room!
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
There was literally everything you needed to cook anything. Very well equipped. This is the first property I've rented that had so much. Pots, pans, baking sheets, pizza pans, crock pot, air fryer, just to name a few. The fire pit is perfect, games and toys for all ages, thr kids loved it as much as we did. The screened in porch also perfect. Im afraid of running out of space writing this review, all I can say is.... we all enjoyed this property and will be going back yearly. The small personal touches are simply amazing kudos to the owners this place is heaven on earth...we cant wait to go back.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was absolutely perfect! Sindi and Doug have done a remarkable job including everything you could possibly need or want on vacation! We drove in and saw the nice lights outside creating a warm feeling already. When we went inside we realized the house had everything all the reviews stated. We were really pleased to find a bunch of firewood cut and covered with plenty of kindling and fire starter. We all enjoyed karaoke, shuffle board, and air hockey! Thank you to Doug for coming in such short notice to fix the back door handle and to grab our trash and recycling in the middle of our trip. We are hoping to come back very soon!! Thanks again!
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

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

Fun at the Bear's Den

This property is one of the cleanest and most stocked, well-planned out rental that we have stayed in. The owners have put a lot of thought into little details (like automatic stair tread lights) and have made sure the renters would not be in need of a thing; there was a variety of shampoo/soaps/medical items, ingredients for s'mores and plenty of wood, the kitchen had every gadget and appliance as well as coffee/tea//creamer/sugar. The welcome binder was helpful and clear. Owners were quick to welcome us beforehand and quick to respond with any questions. Easy check in and out. Great location and neighborhood. The property is lovely and cozy, as is the house. Their effort to welcome kids was certainly noticed and the kids enjoyed the games, toys, night lights, bath bubbles. Highly recommend because you will not be disappointed.
Stayed 4 nights in Sep 2024