
Waterfront vacation rentals in Windham
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Windham
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham waterfront rentals
Waterfront apartment rentals

Stunning Royal Richmond 2 Br Apartment Get Away!
This apartment was spacious, quiet and comfortable. Perfect for two couples.

Two-Story, Direct Ocean Views on Eastern Promenade
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!

Beachside Penthouse Paradise on Old Orchard Beach
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.

Beautiful Kettle Cove Apt Steps to Beaches
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!

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!

🌹Lovely 3Bed-2Flrs✌🏼Free Wine🍷Portsmouth-UNH-Dover
Cozy, clean apartment within walking distance to shops and restaurants. Wine and toiletries were an extra nice extra touch! Great communication!

Marsh Views#3:Cozy/quiet spot on a preserve&river
Great clean place in Kennebunkport. Friendly, helpful and responsive host. Beautiful views of marshes with outdoor activities to enjoy! Will definitely stay here again!

Falmouth Waterfront Carriage House Apt
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

WATERFRONT Mountain View Getaway
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!

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!

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

Spring River Retreat with Hiking Trails
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.

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!

2 BR Waterfront house with stunning view.
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.

Secluded Lakehouse/2 private docks*Hottub*big yard
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!

Family lake house with pvt beach, dock
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

Rising Tide at Long Sands Beach!
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!

Luxury Beach Front Condo! Prime Location!
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!

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!

Oceanfront Condo with Awesome Views
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!

Two-Bedroom Condo on the Wells/Ogunquit town-line
100 percent recommended!!

The Brunswick
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.

NEW Beachside Wells Beach Condo with Pool
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,

Rustic Willard Beach condo ten mins from Old Port!
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
- China Vacation rentals
- Portland Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Québec City Vacation rentals
- Rentals with lake access Windham
- Kid-friendly rentals Windham
- Rentals with outdoor seating Windham
- Rentals with a washer and dryer Windham
- Rentals with beach access Windham
- Family-friendly rentals Windham
- Rentals with a fireplace Windham
- Rentals with a kayak Windham
- Rentals with a patio Windham
- House rentals Windham
- Beachfront rentals Windham
- Cottage rentals Windham
- Pet-friendly rentals Windham
- Rentals with a fire pit Windham
- Waterfront rentals Cumberland County
- Waterfront rentals Maine
- Waterfront rentals United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Wells Beach
- Attitash Mountain Resort
- Cranmore Mountain Resort
- Story Land
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Mt. Abram
- Purity Spring Resort
- King Pine Ski Area
- Popham Beach State Park
- Parsons Beach
- Laudholm Beach
- Mothers Beach
- Ferry Beach
- Palace Playland
- Portland Museum of Art
- Crescent Beach State Park
- Cliff House Beach
- Funtown Splashtown USA
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes