
Vacation rentals with a patio in Chebeague Island
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Top-rated patio rentals in Chebeague Island
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Popular amenities for Chebeague Island patio rentals
Apartment rentals with a patio

Bright & Sunny Apartment with Patio
My boyfriend and I had a lovely stay. We enjoyed drinking coffee out on the patio in the mornings and cooking meals in the kitchen. The place was clean and just what we needed for the week. Victoria and Tanner were also very friendly and quick to reply to our messages. We would come back!

Charming Modern West End Gem
This is one of our best Airbnb. The place is huge and very comfortable, it is very well situated being close to downtown. It was nice to come back to this place after our busy day and rest, watch TV (casting to the TV), and eat lobsters we got from the fish market. Susan, the host, was also very nice and helpful! 5 stars!

Lovely 4 Bedroom with free parking
This Airbnb was amazing! It was extremely clean and looked exactly like the pictures. Haley and Diane were wonderful hosts and made sure we had a smooth check-in. The location is perfect because it is so close to downtown Portland and there are so many restaurants and activities to choose from. Furthermore, we had a group of 7 on our trip and we had plenty of space in this airbnb. 5/5 stars. I highly recommend this location!!

Spacious, relaxing, Back Cove 3 bed
John was responsive and flexible. The area was quiet, an easy walk to the water and close to some nice restaurants. Also, an easy and quick ride to downtown. His place was clean and comfortable. Great place to stay if you are visiting Portland.

Spacious, Sunny, Three-Bedroom In Great Location
This was a great place to accommodate five or six people. The kitchen was well equipped with all the tools we needed to cook at home, including several spices. We enjoyed a lovely patio to sit on in the back. There were a few board games available that we enjoyed. This was a great option!

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!

East End Guesthouse
Perfect spot to stay in when you’re in Portland- even for just a night! This place felt clean, private, quiet and was in a great location. 100% will book here again if it’s available next time I have a Portland trip!

Bright 1 Bd w/full kitchen, quick drive to beaches
Lovely, tastefully decorated, place tucked in the beautiful area of Wells! We could tell from the moment we walked in that there was a thorough clean of the apartment prior to our arrival. Additionally, the attention to detail was amazing, from pamphlets about the area to beach towels to borrow in the bathroom. Though we weren’t in the area for the beach, we found it conveniently located to Ogunquit (specifically for the Ogunquit Playhouse, which was the reason for our little weekend trip). We’d happily choose this AirBnB again for any future visits :)
House rentals with a patio

Charming Coastal Home
Kelsey was a great host, super responsive and allowed us to check in earlier due travel changes. The home was well-stocked with everything we needed for a ten-day stay and very clean upon arrival. Location is great; central to both small town and urban charm. Would definitely stay again!

Quiet and Private in Oxford Hills – Dog Friendly!
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!

Hilltop Retreat with Hot Tub & Sauna near Downtown
Everything was as described and more! With a wonderful location close to town, good privacy, and so much space inside with many commodities we wouldn’t even think of. Even our dog had a fun filled week with us. We hope to visit again, it’s just the perfect home away from home. Couldn’t recommend a better place to stay.

Cheerful, Sunny, 3 Bedroom Island Home
We had a great stay at Capt Gene's! He was very helpful before our trip with giving ferry instructions which made our first day less stressful and more enjoyable! I would definitely recommend anyone to stay at Capt Gene's!

Cute Craftsman Bungalow home w/ fenced in yard
Such a cute, quiet, well-designed bungalow! The beds and couches were super comfortable, at times it was hard to get up! But we managed to run the half-marathon around the bay, walk the nearby trails and visit downtown. I hope 42 Vermont is available for our next visit to Portland. THANK YOU. The plentiful coffee pods were a bonus!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Angela was a fantastic host, responding quickly to any questions. The home was nice, close to downtown, and a HUGE yard for the dogs

Newly Renovated Barn, A Short Walk To Casco Bay
Heidi is an excellent host! She is welcoming, responsive and proactive. Her home is as beautiful as promised in the listing. The space is carefully curated with comfortable furnishings, a well stocked kitchen, a cozy fireplace and lovely artwork done by the host herself. We would definitely stay again!

Central Portland Retreat - Charming Group Stay
Great space! Tons of room for our group of 8 to spread out. Quick drive or Uber to Old Port. Can't wait to get back!
Condo rentals with a patio

Cozy Beach Condo in Wells - Hot Tub & Pool!
Kathleen’s Airbnb has quite literally everything that you need. We have stayed in airbnbs before but none compare to the amenities she had. The welcome note and snacks was greatly appreciated! She was amazing with communication and had a binder at her Airbnb with reccomendations and rules which was very helpful. Definitely a great place to stay !

Arlie's Digs! - One Block To Willard Beach!
This is the second time staying at David's and it's even better than the first time. Very comfortable space in the best location. Look forward to coming back.

Light-filled Modern Central Penthouse w/Views
The apartment was just as lovely as it appeared in the photos online, and the sunlight was fantastic. The location was also great, with many terrific restaurants and bars within easy walking distance. I would definitely want to stay at Taryn's place again the next time I'm visiting Portland!

Attractive 1 bedroom cabin only 50 ft from beach#1
This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

2-Bedroom Condo Close to Downtown
What a great location for a quiet stay in Portland! It’s 5 minutes by car to the Old Port and easily walkable/runnable to the Back Cove Trail and even to downtown Portland itself. The condo is lovely and just as described. My family (2 adults, 2 kids ages 3 and 7) was very comfortable during our 3-night stay. Lastly, Colin was responsive and a great host.

Comfy condo with loft by the beach!
Great place! Close to the beach. Easy and fast communication when we needed to specify parking questions.

Comfy Beach Retreat - Pine Point
First time coming down to maine. Right in the center of everything. 10-20 minute drives (not bad). We ate at Pine Point Grille the first night and it was amazing. Second, we tried Dunstan’s Tap and Table. Had to wait 30 minutes, but was worth it. Great area, felt very homey. I would come back.

The Observatory Retreat
Excellent location with great restaurants & shops within walking distance, ample street parking, accommodating and friendly hosts, and a clean, bright space stocked with everything we needed for our long weekend in Portland!
Quick stats about vacation rentals with a patio in Chebeague Island
Total rentals
110 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Long Beach
- Surfside Beach
- Long Sands Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Purity Spring Resort
- King Pine Ski Area
- Dunegrass Golf Club
- Ogunquit Playhouse
- Laudholm Beach
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