
Holiday rentals with outdoor seating in Chebeague Island
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Top-rated rentals with outdoor seating in Chebeague Island
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Chebeague Island
House rentals with outdoor seating

By the Sea - sleeps 11! Walk to beach
The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!

Spring into the season eating lobsters w/friends
Very nice place to stay big nice and clean recommended this place to everyone looking for a good place big and clean this the right place

Tranquility, Relaxation, Family, Romance
Kathy's place a wonderful spot to settle in. We were pleasantly surprised at how clean and fresh her place was. Having a place out back for the dog to run around was an extra bonus!

LUX Designer Private Waterfront
Jon’s space was very clean, private, and presented a “wow” factor in every direction I turned. Very well thought out; a truly transformative experience!

West End | Pet Friendly | Fenced-in Yard | Grill
We had a fantastic girls weekend!! Loved the location was quiet but close to downtown which was fantastic! The kitchen had everything we needed. the living room had large sectional couch which made for a great place to sit and catch up on life! The bedrooms were spacious with ample closet space and comfortable beds! The bathroom had everything we needed and made for a good use of space off the kitchen. We would stay here again!!

Riverside
We had an amazing time over valentines day weekend. There was a snow storm and Kent snow blowed around our vehicle to make sure we could get out. The house is very comfortable and peaceful, amazing view of the river and just off the road enough to not be bothered by passing traffic. Definitely recommend!!!!

Waterfront Farmhouse with Modern Flair!
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.

Lovely, relax and cozy home!
We’ve stayed a lot of places in the area and we will be booking this one again! Very clean, spacious, convenient. We did wish there was a full size pool table! But everything was really nice and we can’t wait to book again for our next ATV adventures!
Apartment rentals with outdoor seating

Bright & Sunny Apartment with Patio
Great spot for solo traveler or traveling duo! Convenient to lots of walkable spots. Easy parking. This place really isn’t for the tall of stature, but that’s spelled out fairly clearly in the listing. Very cozy!

Sophisticated Charm at an unbeatable price!
The apartment was just as described by the host, and was very comfortable for a two night stay, for two couples. Excellent, proactive, communication by the host prior to check-in. Very clear instructions. The kitchen was well equipped for breakfast (which is the only meal we ate at the apartment during our stay). A serrated knife would be a nice addition. All of the appliances were very clean, and in good working order. Entry to the building was easy. Be comfortable climbing stairs. Five minute drive, or 15 minute walk to downtown. Quiet and peaceful neighborhood. Would definitely return, and recommended it to others. Thank you for a nice stay, Susan.

Cape Elizabeth Garden Apt+Beach+Close to Portland!
My sister and I had a great stay at David and Kate’s place . Everything we needed was right at our fingertips and the bed was SO comfortable we wanted to take it with us ! Beautiful surroundings and easy to get everywhere ! Thank you David and Kate for sharing your place with us . Hope to visit again !

Sunny West End Apartment With Private Courtyard
Delightful place to stay in Portlands West end. It is easy walking distance to everywhere…. downtown and even the East side. Great restaurants in the neighborhood from breakfast to dinner. The apartment was immaculate and was stocked with just about everything you’d need. The shared yard was charming and felt very private. We have family in the area and I hope we can stay there again and again. It was much more comfortable than a B & B. Lorie was very responsive to anything you might need.

Comfy, Convenient Studio Apartment Near Downtown
Not only is Nicole a gracious host and cheerily responsive to questions, the space is adorable! Everything you need to be comfortable, in a great neighborhood, within walking distance to EVERYTHING downtown, including a very sweet harbor! 🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟🌟

The Brew House - 2nd Floor Private Apartment
Great apartment in a very walkable part of Portland, a perfect location for exploring the city. It was clean & spacious with a very comfortable bed and we appreciated the off-street parking. The owner Jeff and his wife are very friendly and served us a fantastic meal at their small brewpub downstairs. I normally wouldn’t choose a rental above a pub, but theirs closes at 9pm every night, so noise wasn’t an issue at all. Would highly recommended this unit for a stay in Portland.

Farnham Point Retreat
The place was amazing, such a great find! The hosts laid out check-in and check-out instructions very clearly and offered an abundance of amenities to make our stay more enjoyable. They offered toiletries, tide pods, cooking spices, coffee, books- the list could really go on and on. It really felt like a home away from home! Thank you to our wonderful hosts, we hope to visit again!!

Spacious 1st floor New England charm.
There's so much that can be said about this place and the area. We stayed for a week and barely scratched the surface of what's available to do. Within 15-20 minutes of driving, you'll find both sand and rocky waterfronts to explore, Island ferries, forest hiking, and countless amazing restaurants. Coming back to this place after each day of exploring felt like coming home to rest and recharge for the next day. Comfortable places to sit/sleep, conveniently supplied snacks, and great material to review what to put on your list for the next day. Please take my advice and stay here if you want to have a peaceful and fruitful stay in the Portland, ME area.
Apartment rentals with outdoor seating

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!

Cozy condo with North Conway at your finger tips!
Great place close to North Conway, clean, would happily stay there again!

Intimate Garden Style Condo with Mountain Views
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

Cozy, clean, 2nd floor condo in Conway, NH!
A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

Cozy Family Retreat with Saco River Access
Our 3rd time staying here....great location and reasonably priced. Love the view out back to the trees and a peek of some mountains. Also great snow cleanup - we were here for a big storm and the plows cleared the car park and the paths were shoveled quickly.

Badgers Island Condo- Sweeping Portsmouth Views #1
We were pleasantly surprised by Will’s condo on Badger Island. The location was perfect with great views. There were two parking spots and easy access to all our weekend activities. The condo was simple but provided everything we needed for the weekend, including a night in for dinner. Will was very responsive. He answered all our questions in a timely manner and was flexible with check in times. We will DEFINTELY be back!

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.

Mountain views! Condo in amazing Nordic Village!
I stayed one night at Erics’ AirBnb with my girlfriend. It was amazing. Everything was very clean and it was exactly what the photos showed. The jacuzzi and views were definitely a highlight. It was 10 minutes away from Downtown North Conway which was really nice as well. Eric was very helpful and friendly, He responded to questions and comments very efficiently and was very caring. We had an amazing stay, I would 100% stay here again in the future. I highly recommend. Thank you!
Quick stats about holiday rentals with outdoor seating in Chebeague Island
Total rentals
100 properties
Nightly prices starting at
£60 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
- Family-friendly rentals Chebeague Island
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- Pet-friendly rentals Chebeague Island
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- 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
- Palace Playland
- Dunegrass Golf Club
- Pemaquid Beach
- Middle Beach
- Parsons Beach
- Mothers Beach
- Ferry Beach
- Laudholm Beach
- Portland Museum of Art