Some info has been automatically translated. Show original language

Holiday rentals with outdoor seating in Chebeague Island

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chebeague Island outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Windham
4.94 out of 5 average rating, 141 reviews

Waterfront Gem walkable to Restaurants!

WindyRating, 5 stars1 week ago
a wonderful place to stay.
Top Guest favourite
Home in Bridgton
5 out of 5 average rating, 105 reviews

Wren Cabin + Wood fired Sauna

AmyRating, 5 stars1 day ago
Great spot for a private getaway! Hosts were very friendly, flexible and ensured we had everything we needed. Would absolutely visit again and recommend 100%
Guest favourite
Home in Naples
4.99 out of 5 average rating, 125 reviews

LUX Designer Private Waterfront

CodyRating, 5 stars3 weeks ago
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10
Superhost
Home in Falmouth
4.86 out of 5 average rating, 118 reviews

Oceanside Escape ◆ Perfect family Getaway!

NateRating, 5 stars2 weeks ago
We stayed a few days at Michael's place and it was perfect for our family of 4. The bedrooms were all very comfortable and the A/C units worked great. The kitchen was well stocked for our cooking needs and it and the bathrooms were very clean. The neighborhood the house is in is very quiet and peaceful...and we LOVED that it was just 3/4 mile from the trail around Mackworth Island State Park. We would definitely recommend this place to others looking for a peaceful home in the Portland area.
Guest favourite
Home in Yarmouth
4.92 out of 5 average rating, 540 reviews

Beautiful Coastal Maine Getaway

AnnRating, 5 stars1 week ago
Stop scrolling & just book this amazing home! Randy is an excellent, gracious & very responsive host! Check-in was a breeze w/ wonderful detailed instructions for the house and region sent in advance. This house is awesome, pristine clean, beautifully decorated and outfitted. Totally turnkey set up as they thought of everything one might need to cook, relax, sleep, explore and enjoy your visit! It's very evident that these hosts want their guests to have an exceptional experience and we did! Beds were comfy along with plenty of high quality linens and supplies. We truly cannot wait to return on what will be our regular road trips to Maine! We toured Boothbay, Chebeague Island, Brunswick, Portland, Kennebunkport, Freeport and Ogunquit while we were there. Yarmouth is awesome with super friendly locals! Close by, we found Rosemont Market, Maggie Mae's Cafe and Royal River Grille convenient options among many good ones in the area. Thanks to our host for the wine & chocolate!
Guest favourite
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
Guest favourite
Home in Portland
4.89 out of 5 average rating, 152 reviews

Grandma's 2 Bedroom Bungalow with loft

DianneRating, 5 stars6 days ago
Rhonda’s house was so charming with its many decorations from the 1940s, 1950s. It felt very cozy and completely comfortable there for the five of us. The grands loved the loft with the toys, and we adults appreciated the awesome shower and towel filled bathroom. So nice! Very comfortable beds, well equipped kitchen, easy to get into entrance, porch a nice place to relax. Great AC, too. Beautifully clean and tidy. Very close to downtown Portland for all of the going’s on and super restaurants. We would definitely stay again.
Guest favourite
Home in Freeport
4.95 out of 5 average rating, 153 reviews

Spacious costal home in Freeport, ME

LoganRating, 5 stars1 week ago
This is such a beautiful space! Very cozy and tucked away in a residential area. The home felt safe and was very close to downtown Freeport, where there are great options for food/beverage and shopping.

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Downtown Portland
4.98 out of 5 average rating, 313 reviews

Light-Filled Getaway with Private Porch

BrookRating, 5 stars2 weeks ago
Great location close to downtown Portland. Lots of walkable places close by for coffee and breakfast. A little farther to some unique restaurants. We Uber'd a lot which worked out great to avoid parking around Portland. We would definitely secure this nice place the next time we come to Portland!
Guest favourite
Apartment in West End
4.92 out of 5 average rating, 237 reviews

Charming Modern West End Gem

Kim-HuyRating, 5 stars3 days ago
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!
Guest favourite
Apartment in West End
4.8 out of 5 average rating, 269 reviews

Charming 1 Bedroom Flat in the Heart of Portland

EmmaRating, 5 stars2 weeks ago
Cozy place in a nice area! Walkable to downtown. Great communication - very nice and accommodating! We had a great trip :-)
Superhost
Apartment in Portland
4.84 out of 5 average rating, 557 reviews

Clean & Safe Apt w/Parking-Close to Downtown

Mitch (Michele)Rating, 5 stars3 weeks ago
Great little place. We parked our car and trailer right in front of the house, had takeout and a few groceries delivered (I think we used DoorDash or GrubHub), and got rested up for the next leg of our trip. Hyeri was super kind and responsive.
Superhost
Apartment in Portland
4.9 out of 5 average rating, 286 reviews

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

JaredRating, 5 stars2 weeks ago
Great location just a short drive into downtown. Also, we really enjoyed the local restaurants, ice cream stand, and coffee shop all within a few blocks of the place. The beds and coach are very comfortable, we would consider staying again upon our return. As other comments have mentioned, there is resident family above which I believe includes a younger child who can be heard running around a lot. This is an older building so I am guessing hardwood floors are throughout and that accentuated the noise.
Guest favourite
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!
Top Guest favourite
Apartment in West End
4.99 out of 5 average rating, 348 reviews

Quiet West End Retreat - parking - 100% Non Smoker

DanielaRating, 5 stars6 days ago
A perfect stay. The accommodation is superbly located and you can easily explore Portland on foot. There are many restaurants, etc. nearby, the selection is great. Sharon and Eric were perfect hosts and we felt completely comfortable. The accommodation is very clean and has everything you need. The private parking space is also a big plus. Thank you Sharon & Eric for a great stay and for making us feel at home. We will be back!
Guest favourite
Apartment in East End
4.76 out of 5 average rating, 258 reviews

The Aerie

JenessaRating, 5 stars2 weeks ago
would 1000% stay here again! Dax was incredibly kind and hospitable, and the space itself was everything I needed for a week-long stay. Within easy walking distance to a lot of shops, restaurants, as well as the Eastern Promenade and bus stops. Absolutely loved my time here!

Condo rentals with outdoor seating

Guest favourite
Condo in Old Orchard Beach
4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

karriRating, 5 stars2 months ago
Great stay
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. I recommend it!
Guest favourite
Condo in Conway
4.83 out of 5 average rating, 176 reviews

Cozy condo with North Conway at your finger tips!

TalRating, 5 stars3 weeks ago
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!
Guest favourite
Condo in Scarborough
4.96 out of 5 average rating, 351 reviews

Cozy condo by the beach!

JoshuaRating, 5 stars3 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 favourite
Condo in Portland
4.94 out of 5 average rating, 106 reviews

Top Of The Line Stay!

MaryellenRating, 5 stars1 week ago
We had a great stay at Tysons place. Its a perfect location, only like 5-10 minutes drive from Old Port. The home is clean and beautiful. Street parking was super easy. Always space right on the side of the home. Each room has its own A/C. Would definitely recommend staying at Tysons place!
Guest favourite
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 favourite
Condo in South Portland
4.95 out of 5 average rating, 180 reviews

Rustic Willard Beach condo ten mins from Old Port!

SaskiaRating, 5 stars2 days ago
You cannot beat the location with this rental. We love coming to Willard Beach with our pup, and when our old go-to BNB stopped renting we were so worried we wouldn’t find another. But this condo worked out so perfectly in terms of location (across the road from both Scratch Bakery and Willard Scoops, comfortable walk to the beach with several entrance options) and the actual comfort of the condo itself. The proximity to the beach was really a plus for us, as we didn’t have to get up as early to make the dog friendly beach hours! Host is responsive, and any household items (eg. soap, coffee filters) that were missing from the condo we could easily run down to get from Hannaford. The downsides: It is on a second floor walk up, which may be challenging for those with mobility issues. Hand railing is odd too. Bit pricey, couldn’t swing a full week this time around as the price shot up dramatically when I added Friday to the duration. But overall, really lovely!
Guest favourite
Condo in Old Orchard Beach
4.84 out of 5 average rating, 112 reviews

Oceanfront condo, spectacular views

ErikRating, 5 stars1 week ago
We’ve stayed here 3x so far and will always come back. This place is such a unique stay with live music right below. You can open the balcony doors and see and hear the ocean. The home is always clean and feels very homey. We truly love it here and will always choose to stay at this airbnb.

Quick stats about holiday rentals with outdoor seating in Chebeague Island

  • Total rentals

    100 properties

  • Nightly prices starting at

    $124 AUD before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore