Waterfront vacation rentals in Windham

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Windham waterfront rentals

Waterfront apartment rentals

Guest favorite
A comfortable blue armchair is positioned next to a small table with a lamp, illuminating the cozy corner. Light walls enhance the airy feel, while a glimpse of the living area is visible through an open door in the background, where additional soft lighting creates a welcoming ambiance.
Apartment in Richmond
4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

PamelaRating, 5 stars4 months ago
This apartment was spacious, quiet and comfortable. Perfect for two couples.
Guest favorite
A view from the entry steps shows a well-maintained lawn bordered by trees. Across the street, vehicles are parked along a scenic road, with the water of Casco Bay visible in the background under a clear sky.
Apartment in East End
4.92 out of 5 average rating, 153 reviews

Two-Story, Direct Ocean Views on Eastern Promenade

AveryRating, 5 stars3 weeks ago
This spot was perfect for a weekend getaway! The Airbnb was clean with spacious accommodations. The apartment has an amazing view of the ocean. Adilah was great to work with! I would highly recommend this stay!
Top guest favorite
An aerial view captures the layout of the nearby area, highlighting the rental's proximity to the beach. The coastline is visible along with surrounding buildings, including houses and amenities. The rental unit is situated in a quiet neighborhood, accessible to local attractions and beach access.
Apartment in Old Orchard Beach
4.91 out of 5 average rating, 183 reviews

Beachside Penthouse Paradise on Old Orchard Beach

MartinRating, 5 stars6 months ago
My family had a great a stay at this Air B&B! Peaceful, scenic, and clean. This was exactly what we were looking for and more.
Top guest favorite
A bright living room features a gray sofa with orange accent pillows, paired with an orange armchair and matching ottoman. Natural light streams in through large windows, illuminating the hardwood floor and a circular woven area rug that adds texture to the space.
Apartment in Cape Elizabeth
4.98 out of 5 average rating, 107 reviews

Beautiful Kettle Cove Apt Steps to Beaches

NicoleRating, 5 stars6 months ago
Loved staying here! It's a very short walk to Kettle Cove State Park and Crescent Beach. Cape Elizabeth is a charming, quiet little town. If you're looking for a peaceful relaxing getaway spot, this is it. You'll feel right at home. Plus the hosts are very responsive and friendly. I'm already thinking about when I can return!
Superhost
A small rocky island is seen in the middle of a calm blue river, surrounded by lush green trees. A distant building is visible along the shoreline, partially obscured by vegetation.
Apartment in Berlin
4.85 out of 5 average rating, 125 reviews

The Landing

LaurenRating, 5 stars12 months ago
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!
Guest favorite
A comfortable living area is showcased, featuring a grey couch and a blue armchair, paired with a wooden coffee table. Soft, natural light filters through light grey curtains, illuminating the cozy space. A round mirror and wall art add visual interest to the room.
Apartment in Dover
4.86 out of 5 average rating, 166 reviews

🌹Lovely 3Bed-2Flrs✌🏼Free Wine🍷Portsmouth-UNH-Dover

Sue EllenRating, 5 stars6 months ago
Cozy, clean apartment within walking distance to shops and restaurants. Wine and toiletries were an extra nice extra touch! Great communication!
Guest favorite
Apartment in Kennebunkport
4.91 out of 5 average rating, 128 reviews

Marsh Views#3:Cozy/quiet spot on a preserve&river

DianneRating, 5 stars6 months ago
Great clean place in Kennebunkport. Friendly, helpful and responsive host. Beautiful views of marshes with outdoor activities to enjoy! Will definitely stay here again!
Guest favorite
A bright and airy living space is showcased, featuring a spacious gray sectional sofa and two teal armchairs. A wooden coffee table sits at the center, with a flat-screen television mounted on the wall. Natural light filters through two windows, adding warmth to the room.
Apartment in Falmouth
4.96 out of 5 average rating, 153 reviews

Falmouth Waterfront Carriage House Apt

MichaelRating, 5 stars3 months ago
I have stayed at Anne’s place many times. Anne and her husband are always very nice and friendly. The apartment is spotless, comfortable and you can’t beat the location, just up the hill from charming Falmouth Town Landing and beach and an easy drive to downtown Portland.

Waterfront house rentals

Guest favorite
A spacious waterfront property is surrounded by lush greenery, featuring a sandy beach and a dock. Colorful chairs and lounge beds are arranged on the lawn, while a kayak rests on the shore. An American flag is displayed proudly beside the dock.
Home in Alton
4.92 out of 5 average rating, 127 reviews

WATERFRONT Mountain View Getaway

AlexRating, 5 stars7 months ago
Our stay at Hills Pond was wonderful. The weather was not on our side but we were able to make the best of it and had an incredible stay. The location couldn’t have been better and all of the amenities made it the perfect getaway spot. Highly recommend booking a stay at Shannon’s home!
Guest favorite
The home stands amid lush greenery, featuring large windows that allow natural light to fill the space. Colorful Adirondack chairs are arranged on the lawn, offering a relaxed seating area. A fire pit is visible on the grass, inviting outdoor gatherings.
Home in Fayette
4.9 out of 5 average rating, 21 reviews

Lakehouse with 100ft of private waterfront

GeorgeRating, 5 stars6 months ago
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!
Superhost
A modern home is set amidst a lush green landscape, featuring a metal roof and large windows. A gravel driveway leads to the entrance, with a small seating area of colorful chairs positioned around a fire pit nearby. Trees provide shade and privacy.
Home in Belgrade
4.83 out of 5 average rating, 18 reviews

5Bed- Hot Tub - Sauna-Pool Table -Lake Front, Pets

RebekahRating, 5 stars1 month ago
We had a great, low key girls weekend at Alanna’s place. The hot tub was great for soaking in, and right off the deck. We brought our snowshoes and enjoyed snowshoeing down to the lake and around the property. The tvs in the living room felt a bit over powering, but we figured out how to put two to sleep so we could just listen to music on the third.
Guest favorite
Home in Bath
4.92 out of 5 average rating, 124 reviews

Spring River Retreat with Hiking Trails

JessicaRating, 5 stars3 weeks ago
We had an amazing stay at this beautiful, spotless property in the perfect location. The river views were breathtaking, and watching the snowfall by the wood fire was magical. The kitchen was one of the best we’ve seen in an Airbnb—fully equipped with everything from a French press to baking sheets. Plenty of towels, linens, and great communication from the owners. One note—some of the artwork wasn’t our style and felt a bit intense, which we didn’t notice much in the listing photos. It’s purely personal preference and didn’t take away from the beauty of the space, but it didn’t create the most relaxing atmosphere for us. That said, the home itself was fantastic. Overall, this place felt like a private retreat with all the amenities nearby. We loved Burano’s Sicilian Pizza and Café Crème in town. Thank you for hosting us.
Top guest favorite
A wooden dock extends towards a lake house nestled among trees, surrounded by greenery. The house features large windows and a classic roofline. Canoes and kayaks are visible on the shore beside large, flat rocks and lily pads floating in the calm water.
Home in Stoneham
4.98 out of 5 average rating, 53 reviews

Quiet Lake House

JessicaRating, 5 stars1 month ago
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!
Guest favorite
A peaceful outdoor seating area is positioned on a wooden deck, featuring two chairs and a small table. A red umbrella stands nearby. Lush green grass and trees frame the serene waterfront view of Horseshoe Pond in the background.
Home in West Gardiner
4.96 out of 5 average rating, 26 reviews

2 BR Waterfront house with stunning view.

KristenRating, 5 stars6 months ago
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.
Guest favorite
Home in Shapleigh
4.96 out of 5 average rating, 145 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

CarlyRating, 5 stars3 weeks ago
We had a wonderful stay at this home for a mother daughter weekend end of March. Great location for each of us coming from different states in New England. The home was very clean, each of us commented on how comfortable the beds were, also loved the good quality linens. The huge dining table was unique for a rental and was awesome for sharing meals and doing arts & crafts. Lots of space and seating in the living room as well. Highly recommend staying here!
Superhost
A cozy sleeping area features a spacious bed adorned with decorative cushions. An enclosed porch overlooking the lake offers comfortable seating and a tranquil view. A private beach area is visible alongside dock access, surrounded by green trees. The inviting living space includes a couch with accent pillows.
Home in Barnstead
4.89 out of 5 average rating, 110 reviews

Family lake house with pvt beach, dock

EnriqueRating, 5 stars3 days ago
Had a great stay! The house was clean, cozy, and just steps away from the lake—perfect for a relaxing getaway. The view was beautiful, especially at sunrise. Would definitely come back!

Waterfront condo rentals

Guest favorite
An inviting dining area offers a large wooden table paired with several grey chairs, positioned beside wide windows that frame ocean views. A kitchen bar with stools provides additional seating, while soft natural light fills the space, highlighting a serene coastal atmosphere.
Condo in York
5 out of 5 average rating, 20 reviews

Rising Tide at Long Sands Beach!

ShannonRating, 5 stars7 months ago
We loved our stay! CONVENIENT!! Perfect for a small family or couple. Right across the street from the beach. Two lovely restaurants right next door, the general store for quick snacks. Walk to the town, park, arcade. The beach was lovely and the tide never came in too close! The rental was very clean, had everything you would need. View and sunrise were amazing. Allee was very responsive! Would definitely come back with my family!
Superhost
A private balcony is showcased with comfortable outdoor seating and large potted plants. Vibrant flowers are visible in the background, enhancing the serene environment. The ocean can be seen in the distance, providing a calming coastal view.
Condo in Old Orchard Beach
4.91 out of 5 average rating, 416 reviews

Luxury Beach Front Condo! Prime Location!

DebbieRating, 5 stars2 weeks ago
Excellent place, sunset and sunrise is just beautiful right from your private balcony, plenty of things to do even on rainy days, huge selection of places to eat, great bands play right on the premises, great people and atmosphere. The condo was very clean and has everything you need. I would love to stay again!
Top guest favorite
An open living area features a high wooden ceiling and light-colored walls. Two sofas and two leather chairs are arranged around a wooden coffee table. A Foosball table is visible in the background, along with a stairwell leading to the upper level.
Condo in Bartlett
4.98 out of 5 average rating, 130 reviews

Don’t miss out, book for Fall NOW!

CARISSARating, 5 stars2 months ago
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!
Guest favorite
A sweeping view of a sandy beach stretches along the coastline, bordered by the ocean on one side. The horizon showcases a mix of blue sky and gentle clouds. A distant expanse of beach is visible, with sparse vegetation and occasional structures lining the shore.
Condo in Old Orchard Beach
4.89 out of 5 average rating, 103 reviews

Oceanfront Condo with Awesome Views

AimeeRating, 5 stars1 month ago
This was my 3rd time staying at Kevin's AirBnB and it is always great! The bed is very comfortable and the entire place feels cozy. To top it off, there is the perfect view of the water from the balcony. It has everything you need for a little beach getaway. Will be staying again!
Guest favorite
An aerial view captures the scenic layout of Compass Pointe Club, featuring a cluster of modern buildings surrounded by lush greenery. The Ogunquit River basin meanders through the landscape, leading towards the Atlantic Ocean, with glimpses of the adjoining areas in the background.
Condo in Wells
4.84 out of 5 average rating, 178 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

EverRating, 5 stars1 week ago
100 percent recommended!!
Guest favorite
A spacious deck is furnished with white wicker chairs and a glass table, offering a relaxing spot to enjoy ocean views. The sun shines brightly over the water, and the sandy beach is visible in the distance, enhancing the serene atmosphere.
Condo in Old Orchard Beach
4.84 out of 5 average rating, 89 reviews

The Brunswick

EileenRating, 5 stars1 month ago
The location is amazing. The view is amazing as shown in the pictures. The apartment was actually pretty quiet, we couldn’t hear anyone in other units and little to no noise from the beach or bar below, though we stayed in the off-season. The balcony is huge and plenty of seating options and the living room is spacious and lots of seating. We had two young kids with us and we all had a great time. Would stay again.
Guest favorite
A sandy pathway bordered by a weathered wooden fence leads toward the ocean, flanked by charming coastal homes. Lush green vegetation and colorful flowers add to the natural beauty, with glimpses of the blue water visible at the end of the path.
Condo in Wells
4.97 out of 5 average rating, 38 reviews

NEW Beachside Wells Beach Condo with Pool

MarilynRating, 5 stars2 days ago
The Wells Beach condo was very comfortable and clean. It was off season so it was pleasantly quiet. It is very close to a great beach with a long stretch to walk and great for swimming and sunbathing in the good weather. There was a pool right outside the condo door which would be super convenient in the warm weather. The condo is well maintained and the ability to walk across the street to the beach is a great benefit. Plus there are restaurants and shops close by,
Guest favorite
A cozy living area features a brown leather sofa and two woven armchairs flanking a wooden coffee table. Light flows in through two large windows with sheer curtains, creating a bright, inviting space. A decorative rug adds warmth to the floor.
Condo in South Portland
4.95 out of 5 average rating, 168 reviews

Rustic Willard Beach condo ten mins from Old Port!

NaimaRating, 5 stars1 week ago
What a wonderful place in a lovely neighborhood. The condo exceeded our expectations—it was even more beautiful in person. We had a comfortable, happy stay with our small children. Scratch Bakery and an ice cream parlor are right across the street! And the book collection was great. Highly recommend!

Quick stats about waterfront rentals in Windham

  • Total rentals

    70 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Windham
  6. Waterfront rentals