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 cozy cabin interior with two leather sofas, a wooden ceiling, and large windows.
A snow-covered forest with a fire pit, skis, and benches.
A cozy cabin interior with a wooden ceiling, a dining area, a kitchen, and a living room with a leather sofa and a blanket.
A two-story lodge with a balcony, surrounded by a snowy forest.
A house with a dock extending into a calm lake surrounded by dense trees and reeds.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Moose Pond

Popular amenities

  • Outdoor pool
  • Dog-friendly
  • Toys
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Bridgton, ME
  • Place, Moose Pond
    ‪11 min walk‬
  • Place, Shawnee Peak
    ‪5 min drive‬
  • Place, Conway Scenic Railway
    ‪34 min drive‬
  • Airport, Fryeburg, ME (FRY-Eastern Slopes Regional)
    ‪23 min drive‬

Rooms & beds

3 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Bunk Beds

Bedroom 3

1 Queen Bed

Office 1

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Dining area

Add dates for prices

Similar properties

About the area

Bridgton

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 sledging and snowmobiling.
Map
Bridgton, ME

What's nearby

  • Moose Pond - 11 min walk - 1.0 km
  • Shawnee Peak - 5 min drive - 3.3 km
  • Highland Lake - 9 min drive - 11.9 km
  • Conway Scenic Railway - 34 min drive - 42.5 km
  • Cranmore Mountain Resort - 35 min drive - 43.3 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
  • ‪Maine Lobster Express - ‬11 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

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
Response from VrboOwner on 6 July 2026
You and your family are always such wonderful guests, Kristen! We have thoroughly enjoyed your stays with us as well! From the bottom of our hearts, thank you for choosing The Bear's Den!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The most gracious hosts I have ever rented from. They thought of everything you could possibly need and more. Simply perfect..We are sad this will be our last visit but is was a memorable one for sure. We all wish you the best on your new chapter and send lots of Love. Thank you for everything and sharing you beautiful home.
Stayed 8 nights in Oct 2026
Response from VrboOwner on 12 October 2026
Thank you for your kind words, Kathy. So very much appreciated. You have all been such wonderful guests over the years. We will truly miss you! Thank you for making The Bear‘s Den such a special part of your family memories!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stays here! Everything was set up for us and there were lots of amenities. We found everything we needed and lots of entertainment ideas for rainy days. Great location for day trips to Portland, Conway or just shopping in Bridgton. Super pet friendly.
Stayed 4 nights in Aug 2026
Response from VrboOwner on 20 August 2026
Thank you, Kimberly! We have absolutely loved having you as guests! Thank you so very much for choosing to make your family memories at The Bear's Den! It truly means the world to us!
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
Response from VrboOwner on 12 August 2026
Best guests evah!!!! Your group is always such a pleasure, Suzi!! From soup to nuts you guys have always been great!! Thank you for making The Bear's Den part of your special vacation memories!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful,home stocked with anything you might need! They left gifts for the children & had toys to keep them very happy. I would come stay another time for sure! Very happy with our pick to stay at the Bears Den! 10/10
Stayed 3 nights in Aug 2026
Response from VrboOwner on 30 August 2026
We are so happy you and your family had such a lovely time at The Bear's Den! You were all such wonderful guests!! Thank you again for choosing The Bear's Den, Marianne!
Verified review

10/10 Excellent

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
Response from VrboOwner on 3 March 2026
Thank you, Rod and Michele! We are so happy you enjoyed your stay at The Bear's Den! It was a pleasure to host you! You were wonderful guests!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing host and amenities! Had the best trip!
Stayed 2 nights in Jan 2026
Response from VrboOwner on 26 January 2026
Thank you, Lauren! We are so honored that your group chose to stay at The Bear's Den! You were all outstanding guests! We are super pumped about your new little mascot, too!
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
Response from VrboOwner on 8 July 2025
Thank you, Kristen! We are so happy that your family had another great stay at The Bear's Den! You are always the perfect guests! We are looking forward to your return next year!!
Verified review

10/10 Excellent

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
Response from VrboOwner on 7 August 2025
Thank you! We are so glad that you had a nice stay at The Bear's Den! We look forward to your return!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The bears den is the best family gathering place bar none !! The owners have given so much thought and consideration to the smallest details.. we felt like part of their family !!
Stayed 4 nights in Mar 2026
Response from VrboOwner on 25 March 2026
Thank you, Debra! You are so very kind! We absolutely love having you all as guests! We hope you return to The Bear's Den very soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were very excited to spend a few days in the Maine woods at the Bear's Den. The cabin was spotless and super clean. The hosts left us a great S'mores kit, and several bear themes mementos to welcome us. The A/C was already on and was nice after a hot drive. The house was well stocked and everything was as described. Our teen son and his friends loved the bunka, the fire pit and the game room. They walked everyday to either the pool or the awesome beach. We spent nights around the fire pit and plainy games on the screened porch. We. Had a great time and enjoyed the proximity to Bridgton.Would recommend and would definitely stay again if availableThanks for a great stay!
Stayed 4 nights in Aug 2026
Response from VrboOwner on 15 August 2026
Thank you, Jackie!! We are thrilled you all enjoyed your stay at The Bear's Den! You certainly can't beat a quintessential summer vacation in the Maine woods, especially on Moose Pond! Thank you for choosing The Bear's Den! We are so happy you did!
Verified review

10/10 Excellent

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
Response from VrboOwner on 27 October 2025
Thank you, Chris! You were fantastic guests and we are so happy you all enjoyed your stay at The Bear's Den!
Verified review

10/10 Excellent

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
Response from VrboOwner on 25 February 2026
Thank you, Tom! Your group was an absolute delight! We look forward to your return!
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
Response from VrboOwner on 25 February 2024
Thank you, John! We are so happy you enjoyed your stay at The Bear's Den! We look forward to having you and your family stay with us again!!
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
Response from VrboOwner on 26 January 2026
Thank you, Colleen! We are so happy that you all enjoyed your weekend at The Bear's Den! Eat, sleep, ski, repeat!!
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
Response from VrboOwner on 16 September 2024
We are so happy that you and your family had a wonderful stay at The Bear's Den! We hope you can join us again soon, Melanie! You were fantastic guests!
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
Response from VrboOwner on 24 February 2025
Thank you, Caleigh!! Wow! We would not have know that one of you stayed here, let alone an entire group!! You were the ultimate guests from start to finish and we hope you stay with us again! Your beautiful bear gift is hanging on the kitchen birch tree! Thank you all so very much!!
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
Response from VrboOwner on 7 September 2024
Thank you, Eric!! We are so happy that you enjoyed one of our favorite parts of The Bear's Den, as well! We would love for you to be our guests again!
Verified review

10/10 Excellent

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 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
Response from VrboOwner on 18 January 2024
Thank you, Scott! You and your family were an absolute pleasure to have as guests! We look forward to your next stay with us!
Verified review

10/10 Excellent

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
Response from VrboOwner on 18 August 2025
Thank you! We LOVE that you already miss The Bear's Den! We are very happy you had such a wonderful family vacation!
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
Response from VrboOwner on 7 September 2024
Oh, thank you, Andrea!! This makes our hearts so full! Come back and stay longer next time! You were absolutely delightful guests!
Verified review

10/10 Excellent

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
Response from VrboOwner on 20 July 2024
Thank you, Christina! We are so happy you had such a good vacation at The Bear's Den!! Hope to see you again in the future!!
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
Response from VrboOwner on 21 January 2025
Thank you, Anna! We are very happy that you and your family had such a great time at The Bear's Den! You were wonderful guests and we look forward to your return stay!!
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
Response from VrboOwner on 20 July 2024
Thank you, Julianna! We are very happy you enjoyed your stay at The Bear's Den!
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