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Waterfront vacation rentals in Chester

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Chester waterfront rentals

Waterfront apartment rentals

Top guest favorite
Apartment in Orono
5 out of 5 average rating, 7 reviews

Riverview Cabin - Near UMO

DustinRating, 5 stars1 week ago
Rochelle was very communicative and thought of everything. She remembered why were visiting and checked in. The home was a great place to stay with everything we needed. The art was an added bonus. 😌
Guest favorite
Apartment in Bangor
4.86 out of 5 average rating, 108 reviews

Canal View|DTWN Bangor|Steps to great Restaurants

AlliRating, 5 stars1 week ago
The Phoenix was very clean, walkable to the waterfront concert, and hosts were responsive. The hotel had an old school vibe which was unique. we definitely will look to stay here for next concert!
Guest favorite
Apartment in Eastbrook
4.93 out of 5 average rating, 46 reviews

"The Overlook" Studio Apartment on Molasses Pond

DevanshiRating, 5 stars7 months ago
Had a great weekend staying at Naomi’s Airbnb while visiting Acadia! The apartment has a very modern finish to it and has all the amenities you might need while spending a cozy weekend in nature. The drive to Acadia is close to an hour but the location of the property is quite peaceful and right next to a lake.
Guest favorite
Apartment in Sebec
5 out of 5 average rating, 23 reviews

Sebec Lakeside Condo. TRAVEL NURSES WELCOME

BrandyRating, 5 stars3 months ago
Very clean and easy to get in and out! Being from Sebec and knowing what those units used to look like, I was pleasantly surprised! Awesome place to stay.
Guest favorite
Apartment in Brewer
4.98 out of 5 average rating, 91 reviews

2 bedroom furnished apartment

Laura LeighRating, 5 stars3 weeks ago
We were in town for a graduation so that’s all we really did but Reed’s place was perfect for us. Very clean and all in good condition, easy to find, parking, responsive and friendly host. Having the convenience store below was only a bonus, no downside. Little deck on back to enjoy the river was also a bonus. Would definitely stay there again! Thank you Reed!
Top guest favorite
Apartment in Dexter
5 out of 5 average rating, 18 reviews

Relaxing apartment in Dexter

RichardRating, 5 stars2 weeks ago
very peaceful stay. Had a great time on the Rail trail with mountain bike this time around.
Guest favorite
Apartment in Otis
4.97 out of 5 average rating, 32 reviews

Lakefront Log Cabin

Ruth AnnRating, 5 stars8 months ago
We loved our week long stay! The cabin is awesome and location is perfect. We spent time at Bar Harbor and Acadia. The lake is beautiful and so peaceful. John and Maria were great.
Apartment in Lincoln
5 out of 5 average rating, 5 reviews

Lakeside studio apartment

ShannenRating, 5 stars9 months ago
We didn't actually get to stay at Angel's place because our plans changed. She offered to change the dates of our stay or refund us 100% even though our plans changed at the last minute. Angel was great to communicate with. She was very understanding and helpful towards our situation. She made a stressful situation less stressful. If we're ever in the Lincoln area again, we will not hesitate to seek out Angel's place and to enjoy the water right outside her backyard with our dogs! Thank you Angel for being kind!!

Waterfront house rentals

Guest favorite
Home in Newport
4.94 out of 5 average rating, 126 reviews

Sugarmaple Lakehouse - Sebasticook Lake Newport ME

DanielleRating, 5 stars1 week ago
Great location. Woke up to the sounds of birds. very responsive. I would have given it a 5 star all the way, David was amazing and responded in a very timely manner. But, the turn over service could have been much better. The previous guest left a wine bottle in the automatic fridge ice dispenser and it was unfounded until my family found a large peice of glass in their drink, serious hazard to drink glass. Should have been spotted by the turn over service but, who would check the ice maker for a bottle a wine? I understand that. Very uncommon and unfortunate for us. David responded in a very fast manner and gave us options to accommodate the situation. I would have left a 5 star if this was the only thing but everything was so unorganized in the kitchen, they had everything but nothing made sense to why it was there. Sink didn't drain. There were also stains on the sheets and a pizza box left by the fridge that wasn't ours. Little things but the turn over service was a let down.
Guest favorite
Home in Jonesboro
4.94 out of 5 average rating, 132 reviews

The Chandler House with private waterfront.

TroyRating, 5 stars2 weeks ago
Great hosts! The house was exactly as described and offered a peaceful getaway. Wouldn’t hesitate to stay again!
Top guest favorite
Home in Holden
5 out of 5 average rating, 30 reviews

Sunset Retreat on Brewer Lake

VanessaRating, 5 stars2 days ago
My husband and I really enjoyed our stay in Holden, ME! This Airbnb was so nice and clean and pretty close to Acadia National Park. I needed to stay close to work in the park and this spot was the perfect distance away. It was quiet, peaceful, and away from tourist traffic. Also close to gas stations and a grocery store. The hosts were so friendly and nice and we would highly recommend anyone stay here! Thank you Dana + family!
Superhost
Home in Pittsfield
4.82 out of 5 average rating, 123 reviews

Cozy Waterfront Home With Breathtaking Views!!!

MarisRating, 5 stars2 months ago
LOVED Tj's place! Wish I were staying there for vacation purposes, instead it was just while I was moving and movers had already taken all my furniture. But, right when you walk in, there's the water... The interior felt like home. Was able to walk down to a restaurant and there's a park across the street and a smaller one right next to the house. Didn't get to use the kayak since it was snowing... :-) Highly recommend Tj's home for whatever purpose. I will definitely try to get this home when I make it back up there!
Top guest favorite
Home in Glenburn
5 out of 5 average rating, 22 reviews

Majestic Point

SamRating, 5 stars5 days ago
I couldn't ask for a better, home location and host. Thanks for everything.
Guest favorite
Home in Bowerbank
4.97 out of 5 average rating, 118 reviews

Lakefront|Sebec Lake|Private dock|WiFi|Dogs ok|

PatriciaRating, 5 stars8 months ago
Beautiful location, accommodating host and very responsive and flexible. The place is a hidden gem right next to the lake. It is in a very secluded setting, definitely worth it.
Guest favorite
Home in Beaver Cove
4.92 out of 5 average rating, 112 reviews

Moosehead Lake, Snowmobile Trails, Hot Tub

MackenzieRating, 5 stars1 month ago
Great long weekend - the perfect “staycation” for relaxation. The walk down to the water was beautiful, the views are truly wonderful, location was awesome. Easy ride to the state park. Always nice to find a home where we can bring the dog, and have it be clean and well cared for! Hot tub did not disappoint.
Guest favorite
Home in Stetson
4.95 out of 5 average rating, 197 reviews

Lakefront Log Cabin on Pleasant Lake

LoraRating, 5 stars2 weeks ago
The lakeside cabin was just what I needed. Quiet, private, and right on the water. My dog loved running in the yard and swimming in the lake. The cabin was comfortable with all the basics, and sitting on the porch watching the water was so relaxing. Perfect spot to unwind and enjoy some peace and quiet.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Penobscot County
  5. Chester
  6. Waterfront rentals