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Vacation rentals with beach access in Windham

Find and book unique beach access rentals on Airbnb

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Popular amenities for Windham beach access rentals

Apartment rentals with beach access

Superhost
Apartment in Old Orchard Beach
4.73 out of 5 average rating, 114 reviews

Cheerful 1 bedroom cottage only 50ft from beach #5

JessicaRating, 5 stars5 months ago
Sick a cozy and comfy little place. It was small but in a nice and cozy way. Extra linens and pulled provided and batteries were supplied within minutes of request. The beautiful beach was steps from the front door. Prefect getaway for a couple weekend.
Top guest favorite
Apartment in East End
5 out of 5 average rating, 183 reviews

Private Garden Retreat on Munjoy Hill

BriannaRating, 5 stars5 days ago
We had such a cozy and comfortable stay! The space was thoughtfully stocked with everything we needed and the little touches made it feel extra welcoming. The location is also superb! Extremely walkable and close to tons of amazing restaurants. One of our favorite parts was starting each day with a walk along the Eastern Promenade which then led us to make our way into beautiful Old Port. Meredith is a wonderful host- so kind and friendly. Her pup is extra cute too. Highly recommend staying here if you’re visiting the area!
Top guest favorite
Apartment in Cape Elizabeth
4.98 out of 5 average rating, 264 reviews

Cape Elizabeth Garden Apt+Beach+Close to Portland!

EmilyRating, 5 stars1 week ago
Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!
Top guest favorite
Apartment in Harpswell
4.92 out of 5 average rating, 199 reviews

Comfortable studio apartment in quiet location

StephanieRating, 5 stars1 week ago
We always love our stay here and will always be our first choice in the area!
Top guest favorite
Apartment in Gorham
4.98 out of 5 average rating, 206 reviews

White Mountains Riverfront Studio

LuAnnRating, 5 stars1 week ago
We really enjoyed Suzanne’s charming apartment. It had everything that we needed and a lovely porch off the kitchen overlooking the river. Great coffee shop next door! Nonna’s Italian restaurant and Big Day brewery are excellent. There is a cool art shop across the street from Nonna’s
Top guest favorite
Apartment in East End
4.98 out of 5 average rating, 152 reviews

Modern Luxury with Bay Views * 5 Star Location!

ZachRating, 5 stars1 day ago
Great stay at Susan’s place! Everything you could need for a stay in Portland with a great host. Spotless and private apartment with great local recommendations, and Susan left us donuts on the day we left! Would absolutely stay again.
Top guest favorite
Apartment in Peaks Island
4.98 out of 5 average rating, 154 reviews

Peaks Island Master Bedroom Suite

MackenzieRating, 5 stars2 days ago
Jeanne’s place was absolutely perfect for what we needed! Clean, exactly as expected, and walkable to everything which was key for us. Would recommend to anyone going to Peaks!
Guest favorite
Apartment in East End
4.86 out of 5 average rating, 190 reviews

Oceanside Modern Victorian 2BR- East End/ Downtown

AlyssaRating, 5 stars1 week ago
Great stay! Location is perfect for everything we wanted to do, be by the water, stay right next to downtown, and a short walk from our tour with Eco Adventures. Furniture was very comfortable and everything was clean. Great restaurants in the area. Would return back!

House rentals with beach access

Guest favorite
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Guest favorite
Home in Wells
4.87 out of 5 average rating, 119 reviews

Drakes Island Beach Front Breathtaking Property !

PhilippeRating, 5 stars3 weeks ago
We had a wonderful stay at this beautiful beachfront home with our extended family, including a total of 6 adults and 5 kids. We had two additional adults spend one night, there was plenty of room for everyone. The house was spacious, comfortable, and perfectly suited for a group of our size. The location is unbeatable, right on Drakes Island Beach, with incredible views and direct access to the sand. While we didn’t go in the water, we spent plenty of time relaxing on the beach, walking along the shore, and enjoying the peaceful setting. The home was clean, well-maintained, and stocked with everything we needed. The large deck and open living spaces gave us plenty of room to spend time together and unwind. This was a perfect spot for a relaxing family getaway, and we’d absolutely return again. Highly recommended!
Guest favorite
Home in Windham
4.96 out of 5 average rating, 45 reviews

Lakehouse on Highland Lake

SusanRating, 5 stars3 days ago
The house was prefect for our family, plenty of space. The house provided a number of great amenities from linens and towels to canoe and kayaks .We enjoyed sitting out on the deck overlooking the lake. If you enjoy fishing this lake is for you. Great location to restaurants, shopping and site seeing. Timissa was an attentive host, she answered all my questions and made my family feel very welcomed at her lake house. Thank you for all the wonderful memories.
Top guest favorite
Home in Bath
5 out of 5 average rating, 104 reviews

Waterfront Farmhouse with Modern Flair!

BrendanRating, 5 stars3 weeks ago
We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!
Guest favorite
Home in Old Orchard Beach
4.95 out of 5 average rating, 168 reviews

New build with hot tub in Old Orchard Beach

AlenaRating, 5 stars1 week ago
The host was very accommodating and responsive! The place was spotless clean and even left us a complimentary bottle of wine. Would 100% recommend staying here! Perfect size for 4 people
Top guest favorite
Home in Canton
4.99 out of 5 average rating, 154 reviews

Private Lakehouse, Firepit & Amazing Sunset Views

JaneRating, 5 stars2 weeks ago
fantastic stay. clean and well equipped. the lake is even more beautiful than the pictures! Roman was very responsive and went above and beyond in providing helpful information about the area and place.
Top guest favorite
Home in East End
4.98 out of 5 average rating, 179 reviews

Modern & Sunny East End House. Private Parking!

MargaretRating, 5 stars4 days ago
Can’t recommend this AirBnB more if you’re staying in Portland! Jennifer was a responsive, helpful host & the home is lovely with a lot of small details really thought through. The location is perfect - walkable to so many great restaurants, cafes, breweries, & the Eastern Promenade. This was our first trip with our 3 month daughter and Jennifer had the pack & play set up for us (which worked out perfectly), allowed us to check in a little early so we could feed her after a long trip, & had the perfect space for her (including blackout curtains)! Overall one of the best AirBnB’s I’ve stayed in!
Guest favorite
Home in Arundel
4.97 out of 5 average rating, 181 reviews

NewBuilt/HotTub/Great Location-4 min Kennebunkport

BrittanyRating, 5 stars1 week ago
Beautiful home with everything and more for our girls trip. The hosts were incredibly hospitable and prompt to answer all of our questions. Can't wait to go back!

Condo rentals with beach access

Guest favorite
Condo in Old Orchard Beach
4.91 out of 5 average rating, 432 reviews

Luxury Beach Front Condo! Prime Location!

KellyRating, 5 stars4 days ago
This place is gorgeous and right on the ocean!!
Guest favorite
Condo in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

NadiaRating, 5 stars1 month ago
I would recommend it 100%
Superhost
Condo in Scarborough
4.77 out of 5 average rating, 269 reviews

Modern Industrial Beach Cottage

Anne-SophieRating, 5 stars3 weeks ago
Very nice stay! The location is perfect, everything you need is on site. Recommended!
Guest favorite
Condo in Scarborough
4.96 out of 5 average rating, 351 reviews

Cozy condo by the beach!

JoshuaRating, 5 stars2 weeks ago
Wonderful little spot very close to the beach. Plenty of places to walk to from the location as well as a short drive to Old Orchard Beach. Would come back in a heartbeat!
Guest favorite
Condo in Portland
4.94 out of 5 average rating, 105 reviews

Top Of The Line Stay!

CelesteRating, 5 stars1 week ago
Great place to stay if you want to be close to downtown but with a larger, comfortable space. The place is exactly as described, exceptionally clean and tastefully decorated. No dollar store products here! The ground coffee and half and half really made it feel like we were staying at a friend’s home.
Top guest favorite
Condo in Bartlett
4.99 out of 5 average rating, 142 reviews

KimBills’ on the Saco

SaraRating, 5 stars3 months ago
We are a family of four and we stayed for four nights. It was larger than we expected and we were all quite comfortable. We loved that we could ski, swim, and have dinner without getting into our car on an extremely frigid (-17 degree windchill) day! It was a fun atmosphere and we loved our stay!
Guest favorite
Condo in Scarborough
4.96 out of 5 average rating, 240 reviews

Comfy condo with loft by the beach!

CaitrinRating, 5 stars2 weeks ago
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.
Guest favorite
Condo in South Portland
4.95 out of 5 average rating, 179 reviews

Rustic Willard Beach condo ten mins from Old Port!

CeliaRating, 5 stars1 week ago
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.

Quick stats about vacation rentals with beach access in Windham

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    40 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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