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Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.

Photo gallery for Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.

Magical mornings on Trickey Pond.
Street Side of the house.
New for Summer 2021...GRASS! And easy-to-navigate steps to the beach.
The Fleet. Life Jackets included, but call for sizes.
Bar area

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
6 bedrooms2+ bathroomsSleeps 12

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Outdoor space

Rooms & beds

6 bedrooms (sleeps 12)

Downstairs Double, Lake Side

1 Double Bed

Downstairs Twin - Lake Side

1 Single Bed

Upstairs King - Lake Side

1 King Bed

Upstairs Master, Lake Side

1 King Bed

Upstairs Queen, Lake Side

1 Queen Bed

Upstairs Triple-Twin

3 Single Beds

2 bathrooms, 1 half bathroom

Downstairs Bathroom

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

Downstairs Powder Room

Soap · Toilet

Upstairs Bathroom+

Soap · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Office
Balcony
Outdoor play area
Garden
Dining area

About this property

Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.

Originally a modest log cabin, this home has been expanded to a generous 6 bedroom home with lake views from all living spaces. A pleasant mix of rustic and contemporary charm, this is an unforgettably pretty place to stretch out and enjoy the wonders of Trickey Pond, a true gem of the Lakes Region. A well-maintained deck stretches across the entire back of the home, wrapping around one side into a huge dining area (accommodates 10-12) with party-sized gas grill just a few steps below. Beyond the deck is a sweeping green lawn with the perfect combination: expansive water views with total privacy on either side. Beyond, 182 ft of private waterfront connects you to one of Maine's cleanest lakes, with a gradual shallow entry that is perfect for young children. Included in your rental fee are a canoe, two kayaks, 2 youth and 2 adult standup paddle boards with room for a motorboat at the dock. Back inside the house, take your pick: water-gazing from the dramatic 2-story living room, meal-making in a huge country kitchen, ping-pong-playing on the "other side" in the game room, complete with a second kitchen and bar. In between, a private office with water views means even the workaholics will be happy. This is a perfect house to spread out in. In perfect contrast to the privacy on the lake side, the house is on a residential street, perfect for walking, biking, stroller-pushing and meeting great neighbors. This is a safe, friendly neighborhood just 10 minutes from the village of Naples (groceries, shopping, dining, gas) 30 minutes to the quaint town of Bridgeton, 45 minutes to the dining, cultural, coastal offerings of Portland. Or, head west to mountain trails and vistas. So much to see and do within one hour of your tranquil Trickey Pond hub.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM

Minimum age to rent: 30

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

See Rental Policy for specific policies that override stated default on VRBO.

Important information

You need to know

Property # 627018vb
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
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, a first aid kit and a deadlock

About the area

Naples

Located in Naples, this holiday home is near a water park and on a lake. The area's natural beauty can be seen at Sebago Lake State Park and Holt Pond Preserve, while Gallery 302 and Rufus Porter Museum are cultural highlights. Travelling with kids? Consider Steamboat Landing Mini Golf and Blacksmiths. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and mountain biking.
View more Holiday homes in NaplesOpens in a new window
Map
Naples, ME

What's nearby

  • Trickey Pond - 1 min walk - 0.1 km
  • Sebago Cove - 1 min drive - 0.8 km
  • Sebago Lake - 2 min drive - 1.5 km
  • Maine Mall - 49 min drive - 62.8 km
  • Thompson's Point - 53 min drive - 64.3 km

Getting around

  • Fryeburg, ME (FRY-Eastern Slopes Regional) - 46 min drive

Restaurants

  • ‪Kindred Farms Market & Bakery - ‬17 min drive
  • ‪Dunkin' - ‬10 min drive
  • ‪Annette's Country Skillet Dinner - ‬10 min drive
  • ‪Chianti - ‬11 min drive
  • ‪Top Of The Hill Grille - ‬14 min drive

Frequently asked questions

Is Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.?

As of 14 May 2026, prices found for a 1-night stay for 2 adults at Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond. on 17 May 2026 start from £591, 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.

How much is parking at Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.?

On-site parking is available at the property.

What time is check-in at Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.?

Check-in begins at 3:00 PM.

What time is check-out at Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond.?

Checkout is at 10:00 AM.

Where is Lovely, Sprawling Log Home On Pretty, Pristine Trickey Pond. located?

This family-friendly Naples holiday home is located on a lake, within 1 mi (2 km) of Trickey Pond and Sebago Lake. Sebago Cove and Sebago Lake State Park are also within 3 miles (5 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. 52 out of 53 reviews
Rating 8 - Good. 1 out of 53 reviews
Rating 6 - Okay. 0 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Eileen F.

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

Great place for family to spend time together.

Check-in was easy and a beautiful location. Neighborhood was great for walking. Nice dock and outdoor seating for family members to enjoy.
Stayed 7 nights in Aug 2025
Response from VrboOwner on 13 Aug 2025
Always glad to have you and your extended family, Eileen. Thanks for the review!
Verified

10/10 Excellent

Barbara S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Another wonderful summer at Trickey Pond!
Stayed 14 nights in Jul 2025
Response from VrboOwner on 5 Aug 2025
Always a pleasure to have you and your family, Barbara!
Verified

10/10 Excellent

Brad A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our 2 family vacation at Leaning Pines is always the highlight of our year! The property is well maintained, large enough for 4 kids and 4 adults to have their own space (even on rainy days), and has a great outdoor area and amenities. We hope to continue coming back to this house every year. Thank you Lori for being a great property owner!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

Sandra K.

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

Great family vacation

Great property, over stocked with supplies to use. Lori was so nice and responsive. Will definitely stay again.
Stayed 7 nights in Jul 2023
Response from VrboOwner on 17 Jul 2023
Thanks, Sandra. It was great to meet you in person. So happy you had a great week with family. Lori
Verified

10/10 Excellent

Pete B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lori,Your Log Camp was great! It's eclectic nature filled with personal pictures, stories and collectibles sparked interest with the entire family. Our grand daughters, especially will remember the spiral staircase and the unique living areas for a long time. Thankyou so much,Pete & Nancy
Stayed 7 nights in Jul 2025
Response from VrboOwner on 30 Jul 2025
Pete, I so love your review. It means a lot when the personal touches touch people that way. Thanks so much.
Verified

10/10 Excellent

Lynn/Dan M.

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

Another great week at Trickey Pond

This was our third stay and wonderful as always. Such a beautiful, spacious property. Well-equipped and such an amazing location. Highly recommend!
Stayed 7 nights in Aug 2023
Response from VrboOwner on 6 Sept 2023
Thanks, Lynn and Dan. So happy to be a part of your Maine summers! Lori Miller
Verified

10/10 Excellent

Catherine D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is absolutely breath taking. Situated perfectly on the lake we enjoy everything the property has to offer! Swimming, loon watching, sunrises, paddle boarding and if it rains - a double elimination ping pong tournament. With plenty of room for everyone to spread out and an endless amount of activities this house checks ALL the boxes. Lori, the owner, is amazing as well. Responsive, accommodating, and easy to talk to. We can’t wait to come back!
Stayed 7 nights in Aug 2025
Response from VrboOwner on 19 Aug 2025
Aww, Catherine! I'm so happy that you DO come back season after season. Your words mean the world to me!
Verified

10/10 Excellent

Rishad S.

Liked: Check-in, communication, location, listing accuracy

Highly recommend

Highly recommend for families with young kids. Beautiful waterfront property and fantastic host. We have already signed up for next year.
Stayed 14 nights in Jul 2022
Response from VrboOwner on 25 Jul 2022
Thanks, Rishad. I am happy and grateful that your family found Leaning Pines! You are ideal guests in every way.
Verified

10/10 Excellent

Rose N.

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

Our visit to Trickey Pond

We love this property. It is always clean and well kept. It is so very well stocked for fun and for kitchen work. This was our third stay here and I know we will be returning again.
Stayed 7 nights in Jul 2020
Response from VrboOwner on 15 Aug 2020
I hope you'll always return, Rose. I love working with you!
Verified

10/10 Excellent

Barbara S.

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

Another amazing vacation

This was our fourth year at Leaning Pines … and that should speak for itself! You can see our other reviews under Barbara S. or Rishad S.
Stayed 14 nights in Jul 2024
Response from VrboOwner on 3 Aug 2024
Barbara, I am so happy that your family makes memories at Leaning Pines summer after summer. See you next year!
Verified

10/10 Excellent

Amanda O.

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

Wonderful!

The house is absolutely beautiful and has anything you might need. Trickey Pond is clean and clear and my kids loved swimming and using the paddle boards. The owner is super helpful and easy to communicate with. Would definitely stay again!
Stayed 7 nights in Aug 2023
Response from VrboOwner on 6 Sept 2023
Thanks, Amanda! So happy you found Leaning Pines and that you had a great week. See you again! Lori M
Verified

10/10 Excellent

Rishad S.

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

Amazing

Amazing. We’ve stayed here three years in a row. Highly recommend. Great owner and property right on the lake front. Perfect for family and friends.
Stayed 14 nights in Jul 2023
Response from VrboOwner on 31 Jul 2023
Thank you, Rishad. Happy to be your family's Happy Place in the Lakes Region of Maine! You're a great find for me, too, see you next summer!
Verified

10/10 Excellent

Patricia F.

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

Lovely Leaning Pines

Leaning Pines is on pristine Trickey Pond with beautiful views and a large comfortable home with room for our large group. This was our second year renting, and im sure we'll be back again ❤️
Stayed 7 nights in Aug 2023
Response from VrboOwner on 6 Sept 2023
Thanks, Patty. So glad it worked out for you again this summer. GREAT to see you before you left! Lori
Verified

10/10 Excellent

Rose N.

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

Wonderful Naples week

We love staying at Leaning Pines. It is always clean and we love the location. The yard is shady with waterfront access which was more important when the grandkids were smaller but they all love now anyway! The owner is always responsive should you have a problem too. This was not our first time and won't be our last visit to lovely Naples.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Lynn/Dan M.

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

Second stay as good as the first - already rebooked!

This is our second time staying at Leaning Pines and it was just as wonderful as the first time. There was a small glitch when we got there but Lori reached out immediately and it was no problem at all. She is great to work with and the property is just beautiful. We actually booked 2023 while we were there as there was an opening and we grabbed it before it was gone. I've rented many VRBOs over the years and this is by far the best property/location and owner.
Stayed 7 nights in Aug 2022
Response from VrboOwner on 29 Aug 2022
Thanks, Lynn and Dan, for your kind words. You were so gracious and easy to work with as well! I"m glad Summer '23 worked out for you, see you next year!
Verified

10/10 Excellent

Catherine D.

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

Oasis in Naples

We have stayed at this property the last coupe of years and it is a GEM. Lori is attentive and has thought of everything. Kitchen is nicely equipped with everything you need to cook a large or small meal. Questions are answered with either the adorable signage around the property or the detailed binder so there is no guesswork as to how something works, where to find things, or what to do upon checkout. We had a lovely vacation and we look forward to coming back year after year!
Stayed 7 nights in Aug 2024
Response from VrboOwner on 31 Jul 2025
Late in responding, but nevertheless: thanks for your words, Catherine. Yours is a wonderful family to provide a vacation week for! Glad you appreciate the details!
Verified

10/10 Excellent

Rose N.

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

Leaning Pines - Extra Special

This was the fourth time we rented Leaning Pines and will probably not be the last! The lake is so beautiful and the house has plenty of room to spread out. The owner makes every attempt for your comfort and enjoyment. It's not a noisy, crazy type of lakeside, great for relaxing, kayaking, paddle boards, water skiing, etc. We loved our time in Naples and hope we can return again! RMN from CT
Stayed 7 nights in Jul 2022
Response from VrboOwner on 10 Aug 2022
Rose, by now you're practically family! Thanks for all you do to be GREAT renters, 4 years strong!
Archival

10/10 Excellent

Heather S.

Lovely, clean, exactly as advertised.

We had a beautiful week with family, 6 adults and 5 children. The property was comfortable, clean, and convenient with room enough for everyone. The grounds are well kept and allow for a lot of time spent outside. We easily rented a boat and paddleboards from nearby Naples. No complaints. Lori made it easy. We would highly recommend this property and would definitely consider returning.
Stayed 7 nights in Jul 2016
Response from VrboOwner on 18 Mar 2020
Thank you! So happy you enjoyed your week at Leaning Pines. Hope to see you again next year.
Verified

10/10 Excellent

Claudine D.

Amazing

Lori, Thank-you for a great week at your beautiful home. Our family enjoyed paddle boarding and kayaking as well as ping pong tornaments. Your kitchen is well stocked with cooking and serving dishes. The wrap around deck is nice for outdoor dinners with ample room for our crew. The nice fire pit was great for sitting around at night. Trickey pond is absolutely beautiful. The cleanest pond we have been to. Thank you for allowing us to spend some time at your home. We will be back!
Stayed 8 nights in Aug 2018
Response from VrboOwner on 18 Mar 2020
Thank you, Claudine, for your kind words. It means a lot to me that your family had a great week at Leaning Pines, creating wonderful memories of the Lakes Region!
Verified

10/10 Excellent

Diana B.

Absolutely amazing!!!

The house was everything we had hoped for and more!!! It is the perfect rustic cottage!!! Lori is absolutely the nicest person to work with. We rented it for our wedding weekend and she was so sweet!!! Her home made our special day so perfect!!! If you are looking for the perfect spot on the most perfect lake..... Leaning Pines is the home for you!!! There is so much space and so much to do! It's absolutely breathtaking and perfect. Thank you Lori for helping us begin our wedding memories!!!
Stayed 4 nights in Sep 2018
Response from VrboOwner on 18 Mar 2020
Diana, I am so pleased that our house was the perfect location and situation for you and your wedding party. The fact that you connected with all that I also hold so special is heartwarming and makes my own journey that much more meaningful. I hope it works out for you to come back for your First Anniversary next fall!
Verified

10/10 Excellent

Ron B.

The best vacarion ...ever.

We don't have a family vacation often so we try to pick a great spot and this was it. Keeping everyone happy with ages ranging from 1 to 79....can be a challenge! But this place met the challenge....it was like almost everything was new. We were not in want of anything. It was all there. Even with three days of rain we had a good time and the kids never complained! My daughter said "best vacation ever".
Stayed 7 nights in Aug 2018
Response from VrboOwner on 18 Mar 2020
Thank you Ron! I'm so happy to hear how well it went. Glad the weather did not deter you from having a great vacation with your extended family. I hope you will come back again.
Verified

10/10 Excellent

Maria S.

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

Amazing Vacation

Loved our family vacation at Leaning Pines on Trickey Pond. The house was perfect for our needs. It’s a little bit unusual in its set-up, but that’s what made it so charming! It’s well stocked, from towels/basic bath items to paper goods and every type of cooking gadget or utensil you’ll ever need! The ping pong table/bar area was also well stocked for entertainment. Toys were enjoyed by all! Lots of outside toys as well! Water was beautiful- very clear and perfect for swimming. Fishing was great! Owner was extremely responsive and easy to communicate with. The house is well loved and we appreciated that! Hope to return again!
Stayed 7 nights in Jul 2023
Response from VrboOwner on 6 Sept 2023
Sorry I missed your wonderful review, Maria! Appreciate all the detail you provided. Happy it was a wonderful week for you and yours! Lori
Verified

10/10 Excellent

larry s.

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

Fantastic Week

Incredible location. Great place for the children to enjoy the water. Everyone had a week they will long remember. The kids had a great time in and on the water. Diving off the floating dock, kayaking and using the paddleboards and the canoe. It was great that the various sized life jackets are provided. Gave the parents and grandparents much comfort. The house worked really well with the number and variety of beds. The ping pong table was a plus on the one rainy day we had. Trickey Pond has the cleanest, clearest water I have ever seen! Would have giiven this more than five stars if that was an option!
Stayed 7 nights in Aug 2022
Response from VrboOwner on 23 Aug 2022
Thanks for all the useful information, Larry. It helps people envision a week at Leaning Pines with their own family. (Nice that you mentioned my investment in the multi-sized life jackets. Maybe I'll add that picture to my library.) I'm so happy you returned to Trickey Pond. Please come back again!
Verified

10/10 Excellent

Lynn/Dan M.

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

Wonderful Lake Property!

Leaning Pines was a beautiful and comfortable vacation spot. The house is spacious, well equipped and has amazing views from almost every room. Lori was great to work with and answered quickly when I texted her. We had extended family there and we did not feel crowded at all. We like to cook and the extra kitchenette was really great. The yard and lake front was perfect - we used the fire pit several nights, ate out on the deck and made full use of the paddle boards, kayaks and canoe. We also loved that it is a quieter lake - motorized boats but no jet skis. The neighborhood was great for walking but we were still close to a lot of restaurants/ice cream stands, etc. Great property worthy of 5 stars across the board. Thank you Lori!
Stayed 7 nights in Aug 2019
Response from VrboOwner on 15 Aug 2020
Thanks, Lynn and Dan. I'm sorry I never responded last year...not sure how I missed your wonderful review. Hope you are having a good summer...
Verified

10/10 Excellent

Ann B.

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

Annual Family Maine Vacation

Leaning Pines is a great setup for families. There is lots of room to spread out. We were two grandparents, four parents, one adult sibling and four who were four years old and under. The home is very well stocked with kitchen items. There is a small sandy beach for littles ones to enter the water and a dock close by for them to walk back and forth to. And the float makes for good training for paddling from the dock with life vests learning to swim. Plenty of life jackets, kayaks, a canoe and a paddle board and more. Campfires with s’mores were fun, as were adult hangouts after the kids went to bed. The only challenge is the way the bedrooms are laid out on the second floor for bathroom access. Overall, the best place we have stayed at in Maine. And the owner, Lori, is very easy to work with.
Stayed 7 nights in Aug 2024
Response from VrboOwner on 29 Aug 2024
Thanks for the detail-packed review, Ann. Glad you made good use of the firepit! Hope to see you on my reservation list again in the future.

About the host

Hosted by Lori Miller

Host profile image

My late husband and I bought our vacation home in March of 1990. We chose it based on the unique meandering layout, rustic character and proximity to either mountains or coastline within an hour’s drive. We had absolutely no clue how special that snow-covered site was until we made our first trip back from Philadelphia the following June. When we saw our gorgeous view (brilliantly blue Trickey Pond lapping up against our private waterfront with nothing but natural shoreline on the opposite side) we practically did cartwheels in our new back yard. I still feel that thrill – glee mixed with gratitude – when I first arrive, even after 32 summers.

Why they chose this property

Trickey Pond is renowned as one of Maine's cleanest lakes. The opposite shoreline is still wild and untouched as far as the eye can see. The road is paved and lined with homes, runners, walkers, cyclists, baby stroller-pushers...it's a real neighborhood and everyone's friendly. In contrast, the back yard is extremely private, while offering expansive views of the lake. The north end of the lake has 2 islands, one hosts a returning loon couple, the other has a rope swing only reachable by boat...or kayak...or canoe...or stand-up paddle board!

What makes this property unique

In the summer of 2021, the driveway and walkway were repaved, exterior re-stained, the last of the original windows updated and second-floor carpets replaced with plank flooring. On the lake side, grand stone steps to the water's edge were added to make pond access safer and easier. The distinctive steps are actually repurposed curbs from downtown Portland. This fall, 2022, I will upgrade the upstairs bathrooms.

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