
Holiday rentals with outdoor seating in Hallowell
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Top-rated Holiday Houses with Outdoor Seating in Hallowell
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Holiday House Rentals with Outdoor Seating

Farmington! Walk to town & trails! Family-Friendly
Corey’s place was perfect for our long Memorial Day weekend in Farmington! He was very responsive to messages. The house was clean and decorated with adorable Maine memorabilia. We would definitely stay at Corey’s again!

LUX Designer Private Waterfront
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

The Nifty Village House
We came up for a wedding and could only stay one night... I would love to come back and stay longer and explore the surrounding area and it's natural beauty. The house was spotless and relaxing and had everything you might need for your stay. Highly recommend!!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
My wife and I completely enjoyed our stay at Ani’s place. She literally thought of everything any guest could ever want. Beautiful surroundings…walking distance to the Fish Ladder….a couple of miles to all the restaurants downtown. And the place itself is immaculate. The kitchen was perfect for eating in every night. This place is an absolute no-brainer to rent and we can’t wait to return!!!

Private Lakehouse, Firepit & Amazing Sunset Views
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.

Brook Ridge Retreat
Such a beautiful property! The river & waterfall are gorgeous! Would live to come back in summer to enjoy the outside. We visited in Jan for my sons wedding but would love to come back in warmer weather. The hone is so cozy and was very clean. Definitely enjoyed our stay!

The Barn
We enjoyed staying at the Barn. Easy access very private and quiet. Very good connectivity.

Heavenly 4bd farmhouse in Maine.
Great place out in the country! Beautiful view of the meadow from the bedrooms. Spacious living area with plenty of space for cots or sleeping bags. Really liked the pkace and location!!
Apartment rentals with outdoor seating

Fernald's Backside
We had a great stay at Sumners place. It's location is very cool being right downtown but at the same time it is quiet and peaceful. He has it set up with everything you need and more. We appreciated his friendliness and great communication!

Harbor Duet Apartment
As described! Located right behind Farnsworth Museum and walking distance to Main St. Had everything we needed in the kitchen, bedroom and bathroom. Rosemary was very prompt in responding to questions. We had total privacy with easy parking. Nice upper deck for breakfast and a sitting area in the yard below. Main bed was super comfy. There’s a daybed in living room. (However, the daybed mattress may not be comfy for an adult.)

Sweet Retreat: 2 BDR Home Mins to Colby
We had a great stay. The location was ideal and everything we needed was supplied. The house was exactly as pictured and well stocked and very clean. Chelsey was very responsive to any questions and they also dropped off some very thoughtful sweet treats! Highly recommend and we would definitely stay again!

William Larrabee House
Boo and Jonathan’s place is the definition of “the perfect air bnb”. This place truly felt like home - it was well designed, inviting, and charming. The small details (such as the delicious homemade pumpkin bread), the cozy blankets, fresh flowers and binder of local recommendations were all noticed and appreciated. We had the most wonderful stay - thank you!

The perfect getaway - Camden/Rockport/Rockland
If you’re looking for a peaceful, safe, clean, well-stocked and adorable place to stay in mid-Maine, I 100% recommend! It’s a quick drive to Camden which is chock full of restaurants, shops and a view of the water. It’s also a perfect central place to drive up or down the coast on your adventures. Cat was a great host and was able to answer any questions I had.

Oceanside Modern Victorian 2BR- East End/ Downtown
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!

Cottrill House on Damariscotta River # 1
We absolutely loved our stay here! The location was perfect, right in town and right by the water. Lissette was very attentive, gave us a coupon for the place we were going to dinner in town, and then we mentioned we were wanting to do a bonfire and she started it for us! We loved sitting on the private dock and enjoying the river views and being able to walk to get breakfast, lunch, or dinner in town. Highly recommend staying here!

Southside Suites
I cannot say enough about Emily's place. My wife and I needed a place to stay for one night to attend a function in Bath. The place was more than charming with every little detail well thought out. Next time we will need to stay longer and do more in the area. We highly recommend Emily's place, walking distance to the downtown area, clean, comfortable, spacious and as I said earlier charming as all get up!
Condo rentals with outdoor seating

Charming, newly remodeled space atop Munjoy Hill.
Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)

Battered Buoy - Newly renovated, two bedroom condo
We had a wonderful stay at Heather's condo. It was cozy, clean and the location was perfect! I would definitely recommend Heather's place to anyone looking to stay in Boothbay Harbor.

Charming 2-Bedroom Back Cove Retreat
Julia’s place is super clean, well-appointed with everything you need in the kitchen and bath. The water pressure is excellent, the beds are comfortable and the other tenants in the house were very quiet & respectful. The unit is easy to find situated in a quiet, friendly neighborhood, perfect for walking the dog, running & cycling. It is within walking distance to Payton Park, the Back Cove Trail and good restaurants and an easy drive to the Eastern Promenade, downtown Portland & breweries. Julia, the host was very communicative & created a comfortable homey environment. Overall, we had a great 5-day stay and would highly recommend this hidden gem.

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!

Home away from home cozy new Apartment in Oakland
We enjoyed a wonderful evening at Diane's. Not far from the Oakland Overlook, great view for while you're there. Would highly recommend.

Top Of The Line Stay!
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!

Rustic Willard Beach condo ten mins from Old Port!
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!

Walk to downtown ! Free Parking! Private Entrance!
Michael's place was perfect for our group of 7. Well equipped kitchen (even has a citrus squeezer!). The living room has a nice big couch which was great for us to all hang out at. We were able to fit 3 cars in the driveway with no issues. The best part is how walkable it is from lots of great places in Portland! Overall, we would recommend this place to others.
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- Sebago Lake
- Popham Beach State Park
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Spragues Beach
- Eaton Mountain Ski Resort
- Three Island Beach
- Pinnacle Park
- Rockland Breakwater Light
- Head Beach
- Pebbly Beach
- Pebble Beach
- Bear Island Beach