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

Bridgton, Maine
$0 avg/night
Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay


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!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Cross-country Skiing And Snowboarding Nearby
  • PETS

    2 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling Reusable Coffee/tea Filters Unit Size: 1490 Sq Ft (138 Sq M) Uses Some LED Lighting Water-efficient Toilets Only
  • KITCHEN

    Blender Dishwasher Electric Kettle Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Barbecue Grill Firepit Outdoor Furniture Porch Or Lanai
  • POOL/SPA

    Outdoor Pool Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Fitness Facilities Nearby Golf Nearby Hiking/biking Trails Nearby Ice Skating Nearby Kayak On Site Mountain Biking Nearby Pickleball Court Rafting Nearby Sailing Nearby Sledding Nearby Tennis On Site
  • ENTERTAINMENT

    Arcade/game Room Books Games Video Games Smart TV
  • LIVING SPACES

    Dining Room Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Baby Monitor Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa Near A Hospital On The Lake
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Designated Smoking Areas No Elevators Note From Host: Please Use Receptacle Provided Near Firepit.

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Anita

    Submitted Aug 31, 2024

    Stayed Aug 15, 2024

    The hosts were incredibly and thought of everything! Access to the kuala and community swimming pool a great bonus!

  • Debra C.

    Submitted Mar 23, 2026

    Stayed Mar 19, 2026

    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 !!

  • Rod and Michele P.

    Submitted Mar 2, 2026

    Stayed Feb 27, 2026

    Sindi could not be any more helpful or a gracious host! It was a beautiful stay, just what we needed.

  • Tom D.

    Submitted Feb 22, 2026

    Stayed Feb 19, 2026

    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!

  • Lauren R.

    Submitted Jan 25, 2026

    Stayed Jan 23, 2026

    Amazing host and amenities! Had the best trip!

  • Colleen F.

    Submitted Jan 19, 2026

    Stayed Jan 16, 2026

    A gem. Great house for a family ski weekend. Clean and cozy. Hosts are great!

  • CHRIS H.

    Submitted Oct 26, 2025

    Stayed Oct 23, 2025

    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.

  • Melissa C.

    Submitted Oct 13, 2025

    Stayed Oct 10, 2025

    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!

  • Kathy S.

    Submitted Oct 6, 2025

    Stayed Sep 29, 2025

    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.

  • Jeff H.

    Submitted Sep 28, 2025

    Stayed Sep 26, 2025

    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!

  • Kimberly T.

    Submitted Sep 14, 2025

    Stayed Sep 11, 2025

    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!

  • Tiffinie T.

    Submitted Aug 31, 2025

    Stayed Aug 25, 2025

    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!

  • anthony j.

    Submitted Aug 24, 2025

    Stayed Aug 16, 2025

    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!

  • Diane M.

    Submitted Aug 12, 2025

    Stayed Aug 6, 2025

    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.

  • Suzi G.

    Submitted Aug 4, 2025

    Stayed Jul 31, 2025

    This was a great place to stay. Clean, well stocked and comfortable. We will stay here again

  • Alison A.

    Submitted Jul 29, 2025

    Stayed Jul 25, 2025

    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

  • Mark S.

    Submitted Jul 22, 2025

    Stayed Jul 18, 2025

    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.

  • Dana S.

    Submitted Jul 17, 2025

    Stayed Jul 9, 2025

    This house was better than expected! They have thought of everything. It was very clean, completely equipped! Games, kitchen, toys!The outdoor space was great! We had fires outside and watched some wildlife. The screened in pouch was great for dinners and rain. The front pouch was perfect for enjoying our morning coffee. Our son enjoyed the kids toys, board games and Nintendo Wii. The pool was nice but we loved the beach area more. It was never very crowded and the house had everything we needed for the pool and beach. We enjoyed the kayaks a lot! The lake is very peaceful and also not very busy. Both beach and pool were very easy to get to. Driving was a must for us.The kitchen had every appliance you could ever need! We were able to bring our dog which was a first for us and he loved it too! We were able to adventure around the wood right in the back yard!Bridgeton was a great little town. Lots of great food! We highly recommend Queen’s Head pub, Elevation sushi and Tacos and Maine street ice cream. So many cute little shops and a great book store.When we did have question the owners got back to very quickly!We would absolutely rent this house again!

  • Kristen H.

    Submitted Jul 7, 2025

    Stayed Jul 2, 2025

    Wonderful stay at The Bear’s Den. Great property with plenty of amenities and things to do! Great for families with kids.

  • Mary ellen B.

    Submitted Jun 30, 2025

    Stayed Jun 22, 2025

    The Bears Den is an amazing lake house! More than amazing! Sindi has everything you need waiting for you! We really enjoyed the fire pit! So nice to have the family all together relaxing. The kids loved the bears that decorated the cabin. So many Bears! We were within an hr of so many places to visit. We went to Storyland, Conway Scenic Railroad, Cog Railroad on Mount Washington, Portland beaches, swam in the Soco river, enjoyed a beautiful scenic drive thru the New Hampshire White Mountains and even the Clarks Bear Show. My daughters and grandchildren are still raving how nice the cabin is. Our hosts made sure that all our needs were met. Check out the town of Brighton. You can find anything at Reny's. Beth's on the main street has the best omlets and oatmeal. Ate there twice. You also have to check out Cool Moose. A tee shirt shop in Brighton, Family owned since 1968. We all loved Bears Den and are planning to make a return trip soon!

  • Gretta J.

    Submitted Jun 20, 2025

    Stayed Jun 10, 2025

    The Bears Den was the perfect launching pad for my exploration of Bridgton and surrounding communities while searching for my retirement home. My friend and I felt right at home in the well stocked kitchen. We arrived with plenty of groceries but it was nice to have spices, coffee filters and creamers already stocked for us!The home was comfortable and clean, and the three bedrooms are perfect size for families with children. The main living area and 1st floor playroom boast large screen TVs so that adults and kids can watch different programs at the same time!Having a washer and dryer on the first floor along with detergent was very convenient!The neighborhood where The Bears Den is located is quiet and serene. I loved waking up to early morning bird song and a cup of coffee on the back, screened deck!I highly recommend staying at this VRBO if ever in the Bridgton area!Thanks so much, Sindi

  • Debra C.

    Submitted Mar 25, 2025

    Stayed Mar 21, 2025

    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!!

  • Julie D.

    Submitted Mar 10, 2025

    Stayed Mar 7, 2025

    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!

  • Caleigh A.

    Submitted Feb 23, 2025

    Stayed Feb 21, 2025

    Sindi and Doug were excellent hosts! The property was extremely clean, welcoming and full stocked with everything needed for a ski weekend!

  • Amy M.

    Submitted Feb 22, 2025

    Stayed Feb 18, 2025

    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.

  • Anna S.

    Submitted Jan 20, 2025

    Stayed Jan 17, 2025

    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 :-)

  • Joyanna F.

    Submitted Oct 14, 2024

    Stayed Oct 11, 2024

    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.

  • Shelby Chadwick

    Submitted Oct 6, 2024

    Stayed Sep 27, 2024

    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.

  • Kathy S.

    Submitted Oct 5, 2024

    Stayed Oct 1, 2024

    The house was absolutely amazing, The pictures dont do it justice. The owners have decorated wonderfully and have thought of everything, I mean EVERYTHING. It was Perfect

  • Nicole J.

    Submitted Sep 24, 2024

    Stayed Sep 20, 2024

    Everything was exactly as it said it would be. The hosts thought of everything. I can't wait to go back during the summer. Thanks for everything!

  • Melanie M.

    Submitted Sep 16, 2024

    Stayed Sep 13, 2024

    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!

Your dates are Available!

Total

Includes taxes and fees