
Vacation rentals with beach access in Chebeague Island
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Top-rated beach access rentals in Chebeague Island
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Popular amenities for Chebeague Island beach access rentals
Apartment rentals with beach access

Cozy East End 2 Bdrm. with Private Entrance
We had an excellent stay at this property. The host was wonderful, providing us with plenty of local recommendations and always friendly. The house was easy to find and exactly as described in the listing. It was spacious with plenty of amenities and a well-stocked kitchen. The decor was upscale and tasteful. The only downside was some noise from people walking upstairs, as the house is quite old. The neighborhood was lovely and it was easy to get downtown via Uber. Overall, we highly recommend this property, especially for friends and couples.

History Steps from the Beach
This is an historic home with nice modern touches to make it convenient and comfortable. Great location with a short walk to the beach. The house was very clean and cozy. Jean sent out a welcoming message with clear instructions on how to find the house, open the lockbox to get the house key, and how to log in to wifi. There are two stovetop burners, a fridge and plenty of utensils and plates for basic meal prep. Overall I enjoyed this place and would stay again.

Welcome to Old Orchard Beach
This place was amazing, great location and so peaceful! I loved that I could walk to the beach and the Main Street. It was also nice that it was only a 20 min drive from the main city Portland

Willard Square - The View
My husband and I enjoyed staying at Glenn Mary Jane’s place. The bed was incredibly comfortable and the apartment had plenty of amenities. We enjoyed walking to the bakery across the street for breakfast and it was also a short walk to Willard Beach. The neighborhood was beautiful, peaceful and colorful. Overall the location was superb and Glenn Mary Jane was incredibly friendly and welcoming throughout our stay.

Clean East Bayside Apartment- Amazing Location!!
The apartment was a perfect place for my friends and I to crash while we attended a concert in the area and hung around for an extra two days to explore! With 4 adult women, it was pretty cozy, but I thought the apartment was spotless, easy to find, and easy to access (and we got in late). Honestly, I’m not the heaviest sleeper, and I didn’t hear neighbors at all. I think one of my friends mentioned hearing the dog upstairs but didn’t find it disturbing. We moved the car both days and had to park the car either around the corner and then one street over—totally normal for this type of area. Plenty of great restaurants within walking distance.

Cute 1-Bedroom apartment in the woods by the sea
Very sweet and well-appointed space. Check-in was easy and the stay was super pleasant and peaceful. Would definitely return!

Charming apartment near ocean and fab restaurants
My wife and I stayed at Lisa's place for 3 days arriving very late on the first night. Lisa was very accommodating to our late arrival. The place was clean, very comfortable with a very well lit entrance, very safe for late night. The next day, we woke up and saw we were in a gorgeous area of the city and could walk to all the places we planned. Lisa had put together some information on local events for us and had sent us several links with information that we appreciated greatly. I could say a lot of things about the unit, but the best part was Lisa herself. This was the first time I had actually met a host and she was extremely friendly and engaging. I would stay here again or in any unit associated with Lisa.

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking
Ani's place is AMAZING! The pictures don't do it justice actually. The apartment is far more spacious than it seems and it was decorated in a way that was very comfortable. There wasn't a bunch of unnecessary clutter, the beds were all comfy and the linens were spotless. This is a whole house that is comfortable and homey in the best kind of ways. The kitchen has everything you'll need and then some. Munjoy Hill is a fun area that is great for accessing downtown or the coast. There's a shop around the corner for anything you might have forgotten, coffee shops and restaurants within just a few blocks, and only a 20 minute walk to downtown. I love this area of Portland and Ani's place was sooooo much nicer than other places I've stayed. I'd highly encourage everyone to stay there.
House rentals with beach access

Waterfront Gem walkable to Restaurants!
It’s very cute little house. We’re enjoy it. Thank you so much.

Drakes Island Beach Front Breathtaking Property !
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!

Booking Now: Year-Round Peaceful Island Getaway
Can’t say enough about how great our stay was! Andrew was incredibly responsive, let us check in early and check out late without even asking. It was a great location on the island, very walkable, even for my mother with a bad knee (she was exhausted after the first day though). Would absolutely stay again!! 10/10

2 bed house w/king bed, pets & off-street parking!
Had a short but lovely stay here. Awesome location and Kathleen was very responsive and gave us great recommendations. Only wish we had planned to stay longer!

East End Unit
My wife, myself and our pup loved our time at Christine’s. Thought it was a great value for the area and we appreciated how many little extras were included (snacks, beer, wine, seltzer, toiletries). Location is great for walks to East Prom or Old Port, and parking is a breeze with the dedicated driveway. It is a cozy fit if you’re a bigger person (I’m 6’ and I had just a few inches of clearance from the ceiling).

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!
Bellissimo soggiorno in luogo incantevole. la casa è calda, accogliente, spaziosa, bene arredata, con gusto e classe. La vista è meravigliosa. Siamo stati benissimo!!!

New build with hot tub in Old Orchard Beach
An absolutely charming property that is close to the beach, the boardwalk and close to shops and restaurants. The property is very well designed for function, is very appealing and had a lot of features and the amenities that we were looking. Plus, the overall style was clean and appealing. The host is amazing and I highly recommend staying at this property. I will definitely go back.

Breathtaking Bay Views!
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.
Condo rentals with beach access

Luxury Beach Front Condo! Prime Location!
Wonderful place, beautiful view, clean home, would Definitely rebooked in the near future! 100% recommend

Oceanfront Condo with Awesome Views
Je recommande à 100%

Modern Industrial Beach Cottage
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!

Cozy condo by the beach!
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!

Top Of The Line Stay!
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.

Comfy condo with loft by the beach!
This was a teeny tiny condo (<200 sq ft!) but spotlessly clean, well appropriated, and a great location. The bed was comfy and the loft area was tall enough to sit up and move around. It was a 5 minute walk to Pine Point Beach. There are about dozen other tiny cottages in the condo association, clustered around a central parking lot, so if all of them were full there wouldn’t be a ton of privacy but we were there in the off season and it was peaceful and quiet.

Rustic Willard Beach condo ten mins from Old Port!
Amazing apartment at a great location! Lots of character and the newly renovated kitchen was a plus. Very quiet neighborhood that allowed us to relax. Dave is a great host and was very helpful and flexible when it came to our check in time. We definitely recommend his place and will be back soon! Thank you Dave!

Cozy studio-5 minute walk to Perkins Cove!
Great place to stay, Ogunquit is such an endearing place to be 😄
Quick stats about vacation rentals with beach access in Chebeague Island
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Coastal Maine Botanical Gardens
- East End Beach
- Ferry Beach
- Palace Playland
- Cliff House Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Purity Spring Resort
- Ogunquit Playhouse
- Parsons Beach
- Laudholm Beach
- Dunegrass Golf Club