
Waterfront vacation rentals in Greenwood
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Top-rated waterfront rentals in Greenwood
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Waterfront apartment rentals

430 Luxury Apartment w/elevator Suite 430
This location is right on the small Main Street wi th a few restaurants and stores, and it’s close driving distance to everywhere we go to visit family. The neighborhood is quiet, and the unit itself was beautiful, open and spacious. It was clean, with clear instructions on how to check in. In addition, the host was very responsive and checked in with us during our stay.

Stylish Treetop Loft with Balcony and Ocean Views
We totally enjoyed our stay in Harpswell. We took several of the walks on the Land Trust list all very well sign posted off the side of the road. Don’t miss Giants steps. Lisa’s white folder had brochures that described all this. We also enjoyed popping in to the local potteries-of which there are many- the potters were very interested in talking about their craft. We liked Ash Cove especially. The house was very well situated for seeing all of the fun things around. We ate out in wonderful restaurants. We loved The Dolphin and the fabulous views from the windows and property. The Owls Nest is great too for relaxing in, we enjoyed the deck and the very comfortable living room. lots of nice amenities -nice washer and dryer, great shower. Just a great place to stay.

Sebago Retreat Suite
Susan’s place was the perfect spot for our getaway trip! The location and views were amazing and only a short trip to Portland. The space was spacious and exactly as pictured. We would stay here again.

The Landing
Jayne and Steve’s place is beautiful! Spotless, cozy accommodations in a gorgeous location. We stayed there the night before the solar eclipse to travel to totality and it was both convenient and comfortable. We would love to come back for some hiking and hope to book again!

Stone Mountain Guest House 2nd Floor Apt.
We had a wonderful stay! The apartment was clean, cozy and had a welcoming atmosphere. The location was incredibly convenient, just a short drive to Stone Mountain Arts Center. Highly recommend for anyone looking for a comfortable and hassle-free stay. Thank you Rebecca and Bradford.

White Mountains Victorian on Main Street
Suzanne was a wonderful host- very responsive to our texts. Her home is beautiful and comfortable and had everything we needed to enjoy our stay. The location is great for winter activities , restaurants and breweries.

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

Lakefront apartment near Western Maine mountains
We had a wonderful stay! Lisa is very responsive and so nice. We quickly made friends with Bella, the resident dog, and she is the sweetest pup. We were surprised with a Thanksgiving snow storm and the town lost power but there is a whole house generator, so we didn’t skip a beat or notice the power outage, which was so nice! There is a coffee pot on site (not a Keurig) and Lisa provided coffee grounds, which was amazing because we brought coffee pods. The bathroom is directly off the bedroom but there is no door, so if you need more privacy, I’d plan to tack up a blanket. The view of the lake is gorgeous and the property is peaceful. A gas station with a Dunkin is just a just a minute or two down the road and very convenient. We would definitely return.
Waterfront house rentals

Lakehouse with 100ft of private waterfront
My wife and I spent our first year anniversary in this wonderful home. We had a great time enjoying the fall colors and over looking the beautiful pond, especially in the morning as the fog broke. Within 15 minutes there were several grocery shopping options, restaurants, and breweries. Perfect balance of being in a quiet setting but having amenities nearby. Would recommend and hope to go back next autumn!

Beautiful lake-side home close to Portland Maine
Our visit to Claire and Karen's place was just what we were looking for - a cozy place to nestle in after a busy holiday season. We wanted a beautiful view of a frozen lake that would be in the background while we played family games, watched movies, and hung out, and that is just what we got! The scenery was gorgeous, the home was modern yet cozy, and the neighborhood was easy to get to, yet secluded enough to give us the quiet and privacy we were craving. We had a wonderful post-holiday vacation at Claire and Karen's!

Maine Vacation Home on the Water
House was great. Just as advertised. Actually over exceeded my expectations. Plenty of room. Plenty of bathrooms for the 10 guys we has staying the weekend. TVs is throughout the house. There were activities available such as pool table, dart board, yard games, etc to keep everyone entertained. Stocked with coffee and snacks as well. No complaints at all. Would stay again and recommend. Kate was a great host and responded to messages timely. Very friendly.

Open concept 4 bedroom Lakehouse
Great winter weekend stay in Maine, the house was very cozy and perfect for our group. The location is perfect for access to the ski mountains and the town as well. Overall highly recommend Roman’s place, I’m sure it is just as beautiful in the summer!

The Sunrise House
Stephanie is a fantastic host. She proactively communicated with us prior to our visit and was extremely kind and understanding with the changes we needed to make as well as checking in with us upon arrival and at checkout. She also promptly answered any questions we had. The Sunrise house has beautiful views, a nice sunroom, fire pit, grill and large lower deck over looking a beautiful sparsely populated, pristine pond . We were unfortunately unable to enjoy due to uncooperating weather but at the heating systems were great in all the rooms and we did make good use of their gaming shelf and get to see a one beautiful sunrise on the morning we were leaving. The house was very clean and nicely refurbished inside with modern appliances and fixtures throughout. We rate the host, the house and the experience five stars and are thinking about coming back in the summer when we can enjoy the full amenities the house has to offer.

37(A) Shore Rd, Raymond ME
Although most consider The Maine Lakes Region a summer play land, it is also an absolutely breathtaking winter wonderland and made extra special staying at this residence. The sunrise views over a frozen, snow covered Thomas Pond are very special; this open and spacious home really made us feel that we were on vacation. During our stay a little snow storm passed through, the hosts plowed and cleared immediately. Highly recommend this residence year round.

Loon's Nest on Watchic Lake
Rob’s Airbnb was wonderfully situated in the woods of Maine. Lake front access, a fire pit, wood burning stove - everything to make the perfect cabin getaway. Situated 30 minutes from Portland, we were able to enjoy both mountain and city life all in one weekend. Highly recommended!

Quiet Lake House
We had an awesome stay at this cozy, comfortable cottage—perfect for two families after a full day on the slopes. Every afternoon, we came back to the quiet and warmth of the cabin, made great meals in the super-cute kitchen, built a fire in the wood stove, and played board games around the big table. The kids loved the bunk room (especially having their own book lights!), and everything was easy to find and use. The shower was great, the space was inviting and there were many thoughtful touches such as plenty of hooks for hanging ski gear! We really appreciated how the family updated the cabin while keeping its historic charm. Such a great spot—would absolutely stay again! Thanks for making us feel so welcomed and comfortable!
Waterfront condo rentals

Storybook setting, cozy retreat
My family of 4 loved our stay at Abbey's. The place was well equipped with towels, blankets, and toiletries, as well as supplies needed for young children (the games were a plus! my kids couldn't stop playing bingo). The kitchen was a good size for the four of us, and it was helpful to have a dishwasher, toaster and coffee maker when we didn't feel like going out to eat. I recommend checking into this place during the day - we circled the property a bunch trying to find the home (the buildings are not well lit in the dark), but we eventually figured everything out from Abbey's clear instructions. We will definitely stay at this place again when we are in the area.

Don’t miss out, book for Fall NOW!
This AirBnB was a perfect winter vacation escape. It had everything we needed for our two families. The kitchen was so well stocked and we were never without. Great set up. My 5 year old begged to live there forever! We can't wait to come back!

Linderhof Chalet
The location was as advertised and we felt very much at home. Amenities were well thought out and the unit was well appointed. During our stay there was a wind storm that created a wide spread power outage. Our hosts were proactive in reaching out to see if we were alright and offer assistance if we needed something. This was not necessary as the power was back on in a couple of hours but their proactive approach was very much appreciated. I would definitely stay here again.

#1 @ AMV: Outdoors | Storyland | Hot Tubs | Pools
Located at the base of Attitash mountain resort, the condo was exactly as described and as pictured. We had a lovely stay. The outdoor hot tub was awesome and there was plenty of parking. The unit is clean and cozy, perfect for a little weekend getaway. And there was plenty of mirrors which was great for everyone getting ready at the same time! I would say if you’re planning to spend a lot of time in the condo, this probably isn’t the best choice for you as it’s on the smaller side but for our needs it was perfect. I would definitely stay here again.

The Rocky River Escape | Bartlett| On the River!
The place was beautiful and hearing the river in the back yard was peaceful. Everything was spotless and we had everything we needed. Kitchen was fully stocked. We even had a bottle of wine which was a thoughtful treat. Listening to the river when we woke up in the morning was amazing. We didn’t see any moose or bears but we did make our way down to the river bank and enjoyed the cool water. Jeremiah and Lisseth were always available to help us with any questions we had about the place. We enjoyed our stay and look forward to returning in the near future.

Harmony Hideaway - A Tranquil Getaway on the Saco
Condo was clean, well stocked, and comfortable for our family on a winter stay. Clear instructions for making the stay comfortable and easy. A very easy drive to a restaurants, activities, and anything you’d need. Would stay again!
Quick stats about waterfront rentals in Greenwood
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Sunday River Resort
- Attitash Mountain Resort
- Saddleback Ski Mountain Maine
- Story Land
- Cranmore Mountain Resort
- East End Beach
- Wildcat Mountain
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Diana's Baths
- Omni Mount Washington Resort
- Portland Museum of Art
- Jackson Xc
- Mount Washington Cog Railway
- Conway Scenic Railroad
- Echo Lake State Park
- Sunday River Golf Club
- Wolfe's Neck Woods State Park
- Mount Prospect Ski Tow
- White Lake State Park