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Highland Lake House

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Aerial view
Miscellaneous
Exterior
Exterior
Aerial view

Reviews

9.8 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 7204.4 sq m

Popular amenities

  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen
  • Air conditioning
  • Pet-friendly

Explore the area

Map
Windham, ME
  • Maine Wildlife Park
    ‪13 min drive‬
  • University of New England
    ‪18 min drive‬
  • Thompson's Point
    ‪21 min drive‬
  • Portland, ME (PWM-Portland Intl. Jetport)
    ‪23 min drive‬

Rooms & beds

4 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

Sunroom

1 Single Bed

2 bathrooms

Downstairs Bathroom

Soap · Towels provided · Bathtub or shower · Toilet

Upstairs bathroom

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

Highland Lake House

Highland Lake House is a rare example of a private lakeside retreat, sited on level, natural terrain with over 250' of water frontage. Situated on a point, this is one of the few places on the lake where you can enjoy both full sunrise and partial sunset. This property comes with 2 docks and the deepest part of the lake is just a stone's throw away to enjoy boating, fishing and water sports. Highland Lake is 2 hours by car from Boston and 20 minutes from Portland. This 3 bedroom home with 4 beds (1 king, 1 queen, 2 twins), 1 folding bed, and 2 full baths, was originally built as a cottage in 1910, and since then has been converted to a year round home with a modern kitchen and amenities. Memorable features include a sandy beach, garage, on demand generator and a classic Victorian cottage look, complete with a turret and large wrap around porch with gorgeous panoramic views of Highland Lake. This is an excellent place to stay anytime of the year. In the spring the new plant and leaf growth is pretty, in the summer the lake is very nice for many activities, in the fall the leaf colors are beautiful, and in the winter the frozen lake offers interesting views and adventures.

Property manager

Matthew Thomas
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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Miscellaneous

Lakefront House

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, (24 reviews)
Lakefront House

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted

Important information

You need to know

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
Parties and events (including family gatherings) are allowed on site. Maximum attendees: 10
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 first aid kit and a deadlock

About the area

Windham

Located in Windham, this holiday home is on the waterfront. Shoppers can check out Maine Mall, while everyone can enjoy the natural beauty of Sebago Lake and Thompson's Point. Maine Wildlife Park and Seacoast Adventure are also worth visiting. With kayaking, fishing and swimming nearby, you'll find plenty of adventures in the water.
Map
Windham, ME

What's nearby

  • Maine Wildlife Park - 13 min drive - 9.7 km
  • University of New England - 18 min drive - 14.9 km
  • State Theatre - 20 min drive - 18.2 km
  • Maine Medical Center - 20 min drive - 18.0 km
  • Thompson's Point - 21 min drive - 18.6 km

Getting around

  • Portland Transportation Center - 29 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 23 min drive

Restaurants

  • ‪Falmouth Service Plaza - ‬23 min drive
  • ‪Dairy Queen - ‬12 min drive
  • ‪Harmon's Lunch - ‬17 min drive
  • ‪Aroma Joe's - ‬12 min drive
  • ‪Amato's Sandwich Shops - ‬12 min drive

Frequently asked questions

Is Highland Lake House pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

What time is check-in at Highland Lake House?

Check-in begins at 4:00 PM.

What time is check-out at Highland Lake House?

Checkout is at 11:00 AM.

Where is Highland Lake House located?

Situated on the waterfront, this holiday home is within 6 miles (10 km) of Mercy Primary Care, MAGAN Trailhead and Maine Wildlife Park. Riverside Municipal Golf Course and Sebago Lake are also within 9 miles (15 km).

Reviews

9.8

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. 25 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Norm D.

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

Perfect Lake getaway

This place was perfect! It's spacious, clean and well equipped with everything you need. The lake views are breathtaking! Amazing location, 15 minutes from everything in north Windham, 20 minutes from Portland
Stayed 5 nights in Feb 2025

10/10 Excellent

Christine v.

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

Fantastic location/Amazing views

We had the best visit to Portland, Windham and surrounding areas and the house was simply awesome. Very clean, fully appointed with towels, comfortable linens and beds, and all the kitchen gadgets needed. Matt was very helpful in answering questions ahead of time and made the process easy! The lake views were stunning and the outside area provided a great space for kids to explore a bit. The house is centrally located with easy access to several great spots. We had quick trips to snow tubing, dog sledding, ice fishing and several lighthouses and hikes along the coast. Highly recommend this property!!!
Stayed 4 nights in Dec 2024

10/10 Excellent

Kenneth P.

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

Early winter stay in Windham area

Property was very nice & convenient to Windham & Portland restaurants & activities. House was well maintained, and exceptionally cozy with the wood stove. Best coffee setup for any rental I have ever used which was a big plus for our crowd. Thanks
Stayed 3 nights in Dec 2024

10/10 Excellent

Ben C.

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

Holiday Getaway

Very nice and quiet location (in December) for our family to celebrate the holidays Plenty of space in the house for 5 or 6 adults and nice views on the lake. Well equipped and modern kitchen and convenient to Portland. We enjoyed the stay very much.
Stayed 4 nights in Dec 2024

10/10 Excellent

Stephen D.

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

Excellent Lake House Stay

The property is fantastic with games for the family. Every window on the house has a view of the lake. Matt the owner was very helpful on the check in. Will stay again!!
Stayed 5 nights in Nov 2024

10/10 Excellent

Julie B.

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

Relaxing Family vacation

We had a lovely stay at Matthew’s property. A great location, with beautiful views, and everything we might need. This was our second time renting here and there were some nice upgrades, new mattresses, a new TV upstairs with sleep sofa. Highly recommend for off season for a quiet getaway to watch the sun set off the porch and listen to the Loons. Also close to Portland.
Stayed 7 nights in Aug 2024

10/10 Excellent

Daniel H.

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

Mainestay

The home is right on the lake. We kayaked which was fun. There is a wrap around porch which is great for relaxing and reading. Very enjoyable place
Stayed 32 nights in Jul 2024

10/10 Excellent

Marc S.

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

Lakehouse wonderful time

We had a wonderful time staying at this property, and it exceeded our expectations. The photos don't do the property justice. Great front porch to loll away the hours; read, jump on a paddleboard, go for a swim, prepare a great meal in the well equipped kitchen, and repeat. A/c was essential for the climate and it worked well. Lots of seating in the living areas as well as two tables to play games. Loved the covered part of the porch where we watched a lightening storm one night - spectacular!
Stayed 5 nights in Jul 2024

10/10 Excellent

Jenny B.

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

Can I live here?!?!?

This house has me rethinking my life’s choices. Thus far, my choices in life have resulted in me NOT living in nor owning a lake house in Maine. After spending a long weekend at the Highland Lake House, I am regretting this. My friends and I enjoyed our long weekend here so much that we were all sad to leave and we were trying to figure out some way to exert eminent domain/squatter’s rights to stay forever. The house was well-appointed, clean, and the location….perfection. The pictures on VRBO really don’t do it justice. The addition of the kayaks, paddle boards, firepit, and such were a lovely and fun addition to the amenities of the property. I also very much appreciated the super comfortable beds and modern upgrades that did not detract from the charm of this old home. I will definitely be trying to talk future vacation partners into booking this home. Thank you.
Stayed 4 nights in Jul 2024

10/10 Excellent

Diane H.

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

Wonderful!

Enjoyed our stay at the Highland Lake House. The house was very comfortable with room enough for four adults and two teens. We loved the beds and wrap around porch and appreciated the air conditioning as the weather was very hot. The lake was quiet and we made good use of the pedal boat, paddle boards and kayaks. Thanks Matt and looking forward to renting again! Looking forward to renting again Looking forward to ren
Stayed 7 nights in Jul 2024

10/10 Excellent

Catharine M.

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

Lake view on three sides

Three generations family of 5 and two dogs enjoyed July 4th week in this amazing Victorian cottage. Owner Matt was super responsive from first inquiry to questions during our stay. Watercraft as advertised, extensive kitchen provisions including vinegars, oils, and so many spices—vanilla, garlic and onion powder, even cream of tartar!—blenders, two outdoor grills ready-to-go, handsome tableware. Two nights of quality fireworks from all around the Lake. We made one half-day excursion to Cape Elizabeth and Portland for lobster rolls and Beals ice cream. Highland Lake is mostly quiet, with only occasional jet skiers or tubers. Awesome wrap-around porch great for reading, relaxing. Massive flat-screen TVs. My favorite room, the single-bed sleeping porch, and downstairs bathroom worked well for me, a grandmother with limited mobility. Worth SIX STARS or more!
Stayed 7 nights in Jun 2024

8/10 Good

Melissa C.

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

Family Getaway

Our family had a nice relaxing weekend
Stayed 3 nights in Feb 2024

10/10 Excellent

Elana R.

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

Thanksgiving

Really lovely lakefront and well supplied home.
Stayed 2 nights in Nov 2023

10/10 Excellent

Dennis D.

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

Two Great Weeks

We enjoyed everything about the Highland Lake House! Matt has made sure that everything you could need for a relaxing, fun vacation is provided. Kitchen’s well stocked, we loved using the kayaks, paddle boards, and pedal boats, beds are comfy, AC if you need it, great wrap around porch and screened in porch, plenty of room for our family of 6. We highly recommend this great home!
Stayed 14 nights in Aug 2023

10/10 Excellent

Tina T.

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

Highly recommend

Amazing view, clean, and fully equipped with anything you may need. Matt was easily accessible, always responded quickly. Close to Portland and local neighborhood had awesome restaurants. Highly recommend this listing, you wont be disappointed.
Stayed 3 nights in Sep 2023

10/10 Excellent

Jessica A.

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

beautiful well appointed property

We had 6 adults and there was plenty of space. Two large bathrooms very well appointed. The property was neat and clean. We enjoyed paddle boarding on the lake and going to Portland. Highly recommend this property. The kitchen was a hit with the folks on our trip who like to cook. The AC in each room kept the home cool even in the heat wave. Owner was responsive and easy to work with.
Stayed 7 nights in Aug 2023

10/10 Excellent

Warren W., Williamsburg, Va.

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

2nd time here’s .

This was our second time here. wonderful deck view, great sunrises. Nice improvements with better bedding, more a/c: would like a nicer beach but space doesn’t allow
Stayed 14 nights in Jul 2023

8/10 Good

diane p.

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

Great Family Spot

We very much enjoyed our stay at the Highland Lake House. It is an older home that has a mixture of old and new inside. The views are beautiful and can be seen just about everywhere from the property. The home was clean and well stocked. We did appreciate the upstairs air conditioning and the newer beds which are adjustable. My kids loved the huge tv's, games/puzzels, and all the lake activities that are available. Kayaking was their favorite and they were excited to try the paddle boards. The location is fabulous. It is close to Portland and Freeport and even closer to Allagash Brewing Company and other local breweries. There was even a bowling alley that the kids enjoyed. As beautiful as the views are from the Highland Lake House, it is not a five star property. The home is Mainely weathered and it shows. While the kitchen was well stocked, it was odd that there was leftover food in the fridge and cabinets. There was a bed on the screen porch which we could not use because the sleeping conditions was just too warm and my kids felt like it was more outside of the house than inside. While an air mattress was provided, I think that a daybed in the upstairs common area would be a better situation for families with children. Overall, I would recommend a stay at the Highland Lake House and I could see my family doing a return trip.
Stayed 4 nights in Jul 2023

8/10 Good

Michelle M.

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

Amazing house

We stayed for 5 nights 6 days. Beautiful location, house was big enough for our family. House itself was upgraded so beautifully. My favorite was the wrap around porch. The only thing I wish was different was the lake area, not so good for swimming. I was lucky enough to know neighbors to swim from their area.
Stayed 4 nights in Jul 2023

10/10 Excellent

Ron B.

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

Beautiful, clean home that the pictures don't do justice

The location of the lake is wonderful, with views from almost every window. The kitchen is well stocked with everything you'd need, plenty of small items like chargers throughout the house, games, puzzles, and clean bathrooms with plenty of towels. It rained about half the time we were there, but we had plenty to do in the house and around the area. Lake is steps from the porch, so we could easily spend the whole day outside on the lake, grilling up our meals. Easy driving distance to Portland and many other areas. We recommend Chipman's farm stand up in Raymond (it's a further drive than the smaller stand, but worth it), and for lobster we went to Ancient Mariner in Westbrook (seemed to be the best price around). Matt was extremely responsive to any questions we had. Can't say enough good things about this place. Beautiful lake we were able to explore with the kayaks, paddleboards, and paddle boats provided. Even saw a bald eagle!
Stayed 10 nights in Jun 2023

10/10 Excellent

Lisa H.

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

Perfect for family vacation!

Lovely home, 3 sides on the water, 2 docks, tons of water vehicles. Nice kitchen, comfy beds, lovely tub!
Stayed 7 nights in Jun 2023

10/10 Excellent

Autumn S.

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

Great family spot

This is a great spot with beautiful views of the lake surrounding the house. There was a bald Eagle in the tree next to the front door when we arrived :) We were there for thanksgiving and it was very quiet and comfortable. The living room is great for a family visit because it’s got different places to sit- it was much more spacious than I expected. Check in was very straightforward.
Stayed 3 nights in Nov 2022

10/10 Excellent

CAROLYN B., Millsboro

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

Johnson Road

Awesome spot
Stayed 3 nights in Dec 2022

10/10 Excellent

Shana S.

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

Beautiful Location!

We thoroughly enjoyed staying at this lake house! The scenery was beautiful and the house was spacious and gave off such a cozy vibe!
Stayed 3 nights in Oct 2022

10/10 Excellent

Julie B., Norwell, MA

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

Wonderful house for family vacation

We had a wonderful week at this house. The house was beautiful—a mix of old charm and modern updates making it a wonderful place to relax and get away. The host had everything we needed at the house, the kitchen was well equipped, it included access to the kayaks, and the Porch has a spectacular 180 view of the lake. And the easy access to Portland was a real plus. We hope to be back.
Stayed 7 nights in Aug 2022

About the host

Hosted by Matthew Thomas

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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