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Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!

Holiday home in Orrs Island with kitchen and balcony

Photo gallery for Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!

Welcome to Tree Tops House! This a view of the home when pulling into the driveway.
Entry door to the home.
The home is surrounded by the privacy of trees
When walking in down the stairs you will find this bedroom with a king size bed.
The alternate view of downstairs bedroom.

Reviews

9.4 out of 10
Exceptional
5 bedrooms2 bathroomsSleeps 112972 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen
  • Outdoor space

Explore the area

View in a map
Orrs Island, ME
  • Place, Paddleworks
    ‪8 min walk‬
  • Place, Ragged Island
    ‪11 min walk‬
  • Place, Bailey Island Bridge
    ‪4 min drive‬
  • Airport, Portland, ME (PWM-Portland Intl. Jetport)
    ‪62 min drive‬

Rooms & beds

5 bedrooms (sleeps 11)

Bedroom 1

1 Queen Bed and 1 Single Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 King Bed

Bedroom 5

1 Double Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!

Welcome to Tree Tops House!

Perched at the end of a quiet island road and surrounded by whispering pines, Tree Tops House is a multi-level coastal retreat designed to bring the beauty of the Atlantic right to your doorstep. With stunning ocean views, a rooftop viewing deck, and a wonderfully private 2-acre setting, this remodeled getaway offers everything you need for a classic Maine escape—while still being just minutes from restaurants, shoreline paths, and activities on Orr's and Bailey Island.

Step inside to discover a spacious, thoughtfully updated home that comfortably accommodates up to 11 guests. Sunlight floods through picture windows on every level, making the scenery part of the décor. The fully appointed, bright kitchen opens to a large screened-in deck, perfect for morning coffee among the trees or outdoor meals without the bugs. A new addition expands the living space further with a large family room and two woodland-view bedrooms, creating ample room for families, friends, or multi-generational groups.

But the true highlight of this property awaits above it all: follow the interior staircase up to the tree-top deck, where panoramic views of the open Atlantic stretch out before you. Whether you're watching lobster boats glide past, toasting to a fiery Maine sunrise, or stargazing in the quiet night air, this rooftop perch will quickly become your favorite spot.

Back inside, the home offers multiple levels of living space, two televisions, and plenty of books and board games for rainy-day relaxation. Outside, enjoy a right of way to the shore—perfect for launching kayaks or exploring the rocky coastline.

Private, peaceful, spacious, and scenic, Tree Tops House blends the magic of Maine's forest and ocean with modern comfort. Come enjoy an island vacation from the treetops.

Please note: Fireplace is not available for renter(s) use.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Outdoor space
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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

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
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

About the area

Orrs Island

Located in Orrs Island, this holiday home is in a rural area and by the sea. Brunswick Naval Aviation Museum and Joshua L. Chamberlain Museum are cultural highlights, and some of the area's landmarks include Bailey Island Bridge and Cobwork Bridge. Paddleworks and Land's End Gift Shop are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Orrs Island, ME

What's nearby

  • Paddleworks - 8 min walk - 0.7 km
  • Ragged Island - 11 min walk - 1.0 km
  • Bailey Island Bridge - 4 min drive - 2.9 km
  • LL Bean Flagship Store - 38 min drive - 47.0 km
  • Maine Mall - 60 min drive - 88.1 km

Getting around

  • Brunswick Station - 24 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 58 min drive

Restaurants

  • ‪Iris Eats Maine - ‬11 min drive
  • ‪Dolphin Marina & Restaurant - ‬31 min drive
  • ‪Cook's Lobster & Ale House - ‬5 min drive
  • ‪Erica's Seafood & Lobster Shop - ‬30 min drive
  • ‪Anna's Water's Edge Restaurant - ‬50 min drive

Frequently asked questions

Is Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!?

On-site parking is available at the property.

What time is check-in at Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!?

Check-in begins at 4:00 PM.

What time is check-out at Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks!?

Checkout is at 10:00 AM.

Where is Spacious 5 bedroom home just a short walk to local beach and ocean views from the upper decks! located?

Situated by the sea, this holiday home is within a 10-minute walk of Casco Bay, Paddleworks and Ragged Island. Bailey Island Bridge and Cobwork Bridge are also within 3 miles (5 km).

Reviews

9.4

Exceptional

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 9 out of 12 reviews
Rating 8 - Good. 4 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

Reviews

10/10 Excellent

Kristine H.

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

july visit

we loved our visit
Stayed 7 nights in Jul 2025

10/10 Excellent

steven w.

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

Great family location

Gorgeous home with everything we could ask for. Would highly recommend for anyone especially families.
Stayed 7 nights in Aug 2023

10/10 Excellent

Daniel M.

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

Great place to stay

Very clean and well kept up. Everything we could need was there. I would highly recommend.
Stayed 7 nights in Jul 2023

10/10 Excellent

Heather R.

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

Orr’s Island Family Vaca

Clean, spacious home with large yard and numerous decks! Plenty of room to spread out for our extended family group, although we often all ended up in the large kitchen, as usual. 😄 Easy accessibility to beaches and restaurants. Good communication by Property Management company.
Stayed 7 nights in Aug 2023

10/10 Excellent

Julie W.

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

Perfect house for a large family

This property is lovely and has a lot to offer. The set up for the house was perfect for our family of adult children with also an infant. Plenty of space to be all together at times or to have space alone. Had the weather been better we would have had more time to enjoy the outdoor decks, fire pit. We did spend time in the crows nest enjoying the views. House was well appointed with everything we needed to enjoy a family week vacation.
Stayed 7 nights in Jul 2023

10/10 Excellent

Ernie K.

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

Orr's Island

We are a family with 3 generations from 13 to 75. The house fit us perfectly but beware that you have to be able to handle stairs. Everything was so clean. We did not get to sit out too often because there had been a terrific amount of rain. Things dried out for a day or two so some time was spent on the decks. The area is beautiful. Plenty of trees and the walk down to the water was a hit. Especially the frogs by the wooden bridge. It was central to what we wanted to do which included Portland and the Coastal Maine Botanical Gardens.
Stayed 8 nights in Jul 2023

10/10 Excellent

Joan L.

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

Tree tops

Wonderful location and many rooms, outdoor spaces to enjoy! Not a tourist trap at Orrs Island and so many lovely beaches, sand bars and little islands to explorei did have 2 issues One.. the laundry was a mess Shelves loaded with random bottles none of which were useful and some empty Just lying around. Dory socks I felt a few quilts should have been washed Stains Puzzles and games kids toys and prices loose Bath may always wet but hard to dry Biggy. 6 beach towels for 11,people placemats 6,,,,, We had an amazing vacation I personally wanted to stay one day and go at it
Stayed 7 nights in Aug 2024

8/10 Good

Danielle A.

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

Great property, but a lot of stairs

A group of 10 of us stayed at the property for a week so my 93 year old grandfather (who grew up in Maine) could see some family for what will likely be his last trip up there. The house is gorgeous and has a lot of outdoor seating, the only downside was the stairs. When you enter the front door you have to take stairs up yo the main level where the kitchen & one bedroom is, or stairs down to a bathroom and 2 additional bedrooms. The other bathroom, living rooms and bedrooms are1+ flights of stairs up from the kitchen level. Overall a nice place, but it was tough on my grandfather with all the stairs. But, if you have no issue with stairs, it’s a great place.
Stayed 7 nights in Jul 2023
This review was submitted before 2018 and has not been verified.

8/10 Good

Rick L.

Beautiful house and area

The house and surrounding grounds are very nice. The house is very well appointed and comfortable. The two islands are very scenic, and the kids enjoyed the kayaks. We all enjoyed the local restaurants and lobster pounds. We had a campfire in the backyard. The only downside was the neighbor on the road was a little weird, although we drove by at low speed, the lady would come out and holler. I think they resent having a rental on their road. They do have quite a junk pile on their property, but it is not in view of the rental house, only when you drive by. I also think they may have thrown a rock at one of the windows, resulting in a breakage and scaring my daughter. Although the house was great, the neighbors would make me look at other places.

10/10 Excellent

Joshua C.

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

Nice getaway

Very nice house with easy access to waterfront trails and nice restaurants (Cook’s). We really enjoyed the many decks!
Stayed 7 nights in Jul 2022

10/10 Excellent

jasley j., East hartford, CT

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

perfect getaway from a busy life

let me tell you, the pictures do NOT do this house justice, it is GORGEOUS! due to covid my friends and family really wanted to get away but not be in a busy area and this was a perfect location. Orrs Island and Bailey Island are so peaceful, reminds me of st.lucia. i loved the 2 seperated living spaces. The house also came fully stacked with board games (my husband is still waiting for a rematch in monopoly). My hubby loved that he could go fishing down by the water and get lobster down the street. Our only issue was the wifi signal in some areas of the house were, and the water dispenser does not close properly if you're not extremely careful, probably time to replace. I would rent this house over and over again with zero issues
Stayed 7 nights in Aug 2021

8/10 Good

Sarah S.

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

Loved the Treetops!

This house was perfect for our group of 8 and we had a really good time! All of the decks and outdoor space were our favorite party as well as the differing levels of the home and ability to all have our own space. It worked out really well!
Stayed 7 nights in Jul 2021
This review was submitted before 2018 and has not been verified.

8/10 Good

Sean B.

Beautiful house, great area, nice and secluded

Great house very cozy yet large, unified layout. The shower was a disappointment. Very soft water, made it feel like you never got clean taking a shower. And hard to wash hands clothes dishes etc... which is a requirement before you leave. Could use a better water heater also, water would go cold 3/4 through a shower. but all in all very nice house and yard very private! and the island is beautiful! Had a great stay besides the water issues.

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