
Waterfront holiday rentals in Windham
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Top-rated waterfront rentals in Windham
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Popular amenities for waterfront rentals in Windham
Waterfront apartment rentals

62 Views
Great host, quick to respond to questions. Nice, clean place with great views. Nicely located near downtown, easily walkable. Would recommend if visiting Portland.

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!

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.

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

2 Acre Waterfront w/Canoes & Kayaks, Game Room
I love coming to Maine, and this was my first time staying at Rob's place—it was beautiful! Rob was more than accommodating and incredibly hospitable. The home is gorgeous, super clean, cozy, and very private. The game room was such a fun bonus! It was the perfect little getaway. Thank you so much, Rob, for everything! I will definitely be keeping this place in mind for future visits!

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!

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!

Private Lake House with Docks & Views for Days
Fantastic spot. We stayed in the fall. It was quiet on the lake. We enjoyed SUPing and Kayaking. Was happy to find “one earth” natural grocer up the road a bit. We enjoyed a fire in the wood stove every night. The Loons were a special treat too. It is steep and lots of stairs to the water but worth the climb. :) Lea was so accommodating and responded immediately to every inquiry. Hoping to book again next fall!

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!
Waterfront apartment rentals

Luxury Beach Front Condo! Prime Location!
The place was beautiful and clean with a great balcony! Access to beach was so easy and so convenient. Thank you for hosting us !!

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
C’est l’endroit parfait ! Tout est très propre, et il ne manque rien! Kevin est très sympathique. Il a été de bons conseils. J’ai toujours rêvé de venir à OOB l’hiver et j’ai vraiment aimé l’expérience! Nous avons adoré notre séjour. Avec son emplacement et ses portes patios doubles, la vue est splendide! Pour les amateurs du bruit des vagues, de la vue de la mer, des levés de soleil, des longues marches à la plage… c’est l’endroit idéal!

Two-Bedroom Condo on the Wells/Ogunquit town-line
Très beau logement, propre et disposant de tout! La communication avec Christopher avant et pendant notre séjour était excellente !

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!

Oceanfront condo, spectacular views
I booked wendy's place for the wife and I's honeymoon and it was perfect, was nice and cozy and the view of the ocean was amazing. Also being so close to so many attractions gave us plenty of things to do and memories to make.
Quick stats about waterfront rentals in Windham
Total rentals
70 properties
Nightly prices starting at
£60 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
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- Wells Beach
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Mt. Abram
- Pemaquid Beach
- Bald Peak Colony Club
- Parsons Beach
- Mothers Beach
- Middle Beach
- Palace Playland
- Portland Museum of Art
- Cliff House Beach
- Dunegrass Golf Club