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!
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Charming Waterfront Cabin with Mountain View and Private Beach Access!
Bridgton
Charming Waterfront Cabin with Mountain View and Private Beach Access!
The host requires you to 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.
Important information
You need to know
Property # 3793028vb
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 Saco Valley Sports Center and Leura Hill Eastman Performing Arts Center. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as ice skating and snowmobiling.
Fryeburg, ME (FRY-Eastern Slopes Regional) - 23 min drive
Restaurants
The Queen's Head - 11 min drive
Blizzard's Pub At Shawnee Peak - 5 min drive
Black Horse Tavern - 12 min drive
Beth's Kitchen Café - 10 min drive
Subway - 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.
How much does it cost to stay at Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain!?
As of 9 May 2026, prices found for a 1-night stay for 2 adults at Welcome to The Bear's Den! Dog friendly and 5 minutes to Pleasant Mountain! on 13 May 2026 start from AU$345, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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. Pocket Swamp Preserve and Rufus Porter Museum 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.
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!
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 !!
Debra C.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 25 Mar 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!
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.
CHRIS H.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 27 Oct 2025
Thank you, Chris! You were fantastic guests and we are so happy you all enjoyed your stay at The Bear's Den!
Wonderful stay at The Bear’s Den. Great property with plenty of amenities and things to do! Great for families with kids.
Kristen H.
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!!
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.
Diane M.
Stayed 6 nights in Aug 2025
Response from VrboOwner on 18 Aug 2025
Thank you! We LOVE that you already miss The Bear's Den! We are very happy you had such a wonderful family vacation!
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!
Melissa C.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 14 Oct 2025
Thank you, Melissa! We are very happy that you and your family enjoyed your stay at The Bear's Den! You were wonderful guests!!
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!
Melanie M.
Stayed 2 nights in Sep 2024
Response from VrboOwner on 16 Sept 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!
Sindi and Doug were excellent hosts! The property was extremely clean, welcoming and full stocked with everything needed for a ski weekend!
Caleigh A.
Stayed 2 nights in Feb 2025
Response from VrboOwner on 24 Feb 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!!
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!
Jeff H.
Stayed 2 nights in Sep 2025
Response from VrboOwner on 13 Oct 2025
Thank you, Jeff! We are so happy you all enjoyed The Bear's Den! You were wonderful guests!
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!
anthony j.
Stayed 7 nights in Aug 2025
Response from VrboOwner on 31 Aug 2025
Thank you! We hope you return to celebrate many more anniversaries at The Bear's Den! Congratulations to all!!
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.
Eric G.
Stayed 4 nights in Aug 2024
Response from VrboOwner on 7 Sept 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
10/10 Excellent
Anita
31 Aug 2024
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!
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.
Mark S.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 7 Aug 2025
Thank you! We are so happy that you enjoyed your stay The Bear's Den!!
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 :-)
Anna S.
Stayed 3 nights in Jan 2025
Response from VrboOwner on 21 Jan 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!!
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.
Amy M.
Stayed 3 nights in Feb 2025
Response from VrboOwner on 23 Feb 2025
Thank you, Amy! You were fantastic guests! You are welcome back any time!
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.
Scott B.
Stayed 2 nights in Jan 2024
Response from VrboOwner on 18 Jan 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!
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.
Andrea T.
Stayed 2 nights in Aug 2024
Response from VrboOwner on 7 Sept 2024
Oh, thank you, Andrea!! This makes our hearts so full! Come back and stay longer next time! You were absolutely delightful guests!
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.
tina b.
Stayed 5 nights in Aug 2024
Response from VrboOwner on 17 Aug 2024
Thank you, Tina! We are beyond happy that you all enjoyed yourselves so very much at The Bear's Den! It is definitely a perfect spot for people of all ages to come together to make lasting vacation memories!
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!
Melanie K.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 23 July 2024
We are very happy that you enjoyed your stay at The Bear's Den! We would absolutely love to have you stay at The Bear's Den again, Melanie!!
About the host
Hosted by Sindi Card
Doug and I always dreamed of having a bed and breakfast together. Life happened and unfortunately that wasn't part of the plan; until now. We found our way to Bridgton and fell in love with it! We purchased The Bear's Den in the fall of 2022 and fell head over heels in love with it, too! The Bear's Den is a very special place and we want our guests to have the same feelings and experiences that we have had here! It is absolutely magical!!
Why they chose this property
This neighborhood and location are absolutely perfect for accessing all the best of Bridgton and the surrounding area. We really love how friendly and inviting the Knights Hill community is and we know our guests will, too!!
What makes this property unique
Our favorite part of our property is out back. We love to sit on the screened porch, while enjoying a bug free meal with our family and friends. We also enjoy cooking directly in the firepit. Foil wrapped sweet potatoes in the coals, with corn on the cob and chicken drumsticks on the grate. You also can't beat a red snapper hot dog cooked directly over the fire on stick. S'mores for dessert are a must!! We also love our morning coffee together on the back porch. If we are quiet enough, and lucky enough, we are often joined by deer and turkeys, as they meander through the tree farm ridge. You certainly can't beat a fun card or board game on the screened porch on a warm summer night or even a rainy day. Life is good at The Bear's Den!!
Languages:
English
Premier Host
They consistently provide great experiences for their guests