
Holiday rentals with outdoor seating in Oakland
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Oakland
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in Oakland
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!

Cove House
The house on the tidal river was perfect! My wife loved the extra suite as a get away for reading and watching the wildlife on the river. Easy to get to town by taking the walkway bridge too! Kathy was a great host!

Cute Midcoast Cottage w Hot Tub
We absolutely loved our stay, the house is very private and comfy. The master bathroom and kitchen were both really nice. Beds are very comfy as well. I would definitely recommend this place to anyone

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!

LUX Designer Private Waterfront
We loved staying at this location! The setting was private and peaceful. The house was beautiful and it seemed like they had thought of everything. It was great to have the canoe and kayaks and of course we also loved the indoor and outdoor showers and indoor and outdoor fire options. This place was a splurge but I would say definitely worth it!

Cozy Waterfront Home With Breathtaking Views!!!
We had an amazing time. TJ was very responsive and gave his secrets for fishing! He also accommodated a request that was an overlook on my part. I can’t say enough good things about the place itself or how nice TJ was. It was a phenomenal experience all around!

Peaceful Getaway at The Ledges
Our stay at Margaret's home was very relaxing and comfortable. Pristine bathroom, kitchen and bedding. The lake view was so much more than we anticipated. It was serene, peaceful, and breathtaking. She went out of her way to answer questions for us about the area, and we left feeling like we just gained a new friend. Jeff and Donna

Lakefront: Private Hot Tub, Sauna & Free Massages!
Me and my friends had a lovely time at this lake house, the beds were comfy and there was more than enough room for sixteen of us. The place is very well taken care of and you can tell there is a lot of thought and work put into the home. All the amenities were amazing from the chair to the sauna everything worked great and the hot tub was to die for. We loved our stay and would 100% come again.
Apartment rentals with outdoor seating

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.

Coastal Vintage Living
We’ve been staying at Carolyn's for a few years & are always happy it’s available for the dates we like coming up. So happy we discovered it! It feels like home!

Sunny In-Town Camden Studio, 10% weekly discount
The place is very nice and private. Quiet neighborhood, yet close to the downtown area in Camden. Walking distance to the trail to Mt Battie. The apartment was very clean and comfortable. Jason was very friendly and had clear instructions on how to use everything. We really enjoyed our stay.

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

The Lodge
I cannot say enough about Nancy, the unit I stayed in, or her hospitality! This apartment was perfect and cozy for my visit, with lots of personal touches and extras - if you need it, she’s already thought of it and has it ready for you. She was also very accommodating when my flight was cancelled and I had to shift my days around a bit. The personal touches were perfect - I had farm fresh eggs for breakfast and some delicious muffins too. A wonderful stay, thank you! I will most definitely be back! ❤️

Village Top Floor With Riverview
Great place to stay! Would definitely go back!

A cute little gem in down east Maine
Really enjoyed my extended stay. Spring was so accommodating and reached out throughout my three week stay to check-in and make sure I had everything I needed. The property was tucked away, but right in town making it walkable, but also private. This is a great spot to stay with an awesome host!

"Ship Shape": waterfront, cozy studio- downtown
Grace’s studio is a delight. Was so comfortable and full of thoughtful touches. Grace stocked the kitchen with organic coffee, a fresh container of half and half, which was so generous of her. I have never encountered that in my travels. There is everything, shampoo, soap and even a little sewing kit! There are lovely artistic touches around the unit. The view of the river was sublime and the location is quiet. Close to everything, walkable, great bookstore, good restaurants, Bred in the Bone, superb. Fun shops. The unit is small. Perfect for 1, but 2 is possible. Thank you, Grace for a perfect stay.
Apartment rentals with outdoor seating

1BR water-view condo with deck & WiFi
Don’t hesitate to book this place. Very clean and everything is labeled for you. Short drive to my favorite restaurant Water Street Kitchen and Bar.

Great Location For All Your Outdoor Adventures!
Accurate listing as far as the space/amenities go. Hard to say it's truly ski on/ski off as there's a bit of a walk to the Sawduster lift (2-chair that brings you to the base lodge) 5-10min. $1450 for 2 nights in the spring time ( reggae fest) felt a bit much we booked late. Lots of instructions to follow but that seems like all AirBnBs these days.

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.

Stylish 2BR | Balcony | River Views
This was the first time I used Airbnb and I have to say it was a awesome experience the house we rented was very clean and exactly what the pictures show

Home away from home cozy new Apartment in Oakland
We had only a day there but it was very nice. Will definitely stay there again if get back up that way. Thanks for a great evening.

Ski In/Ski Out Sugarloaf Sugartree 2 Deluxe Studio
This was an excellent condo for us before and after the Sugarloaf road race. It was very clean and welcoming. The hosts were attentive and proactive with information. We would absolutely stay here again!

Harbor View Cottage Unit A 2 bedroom downtown
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.

Ocean Front - Penobscot Bay - New 4 season home
Simply perfect! Everything in the kitchen is new, in working order, extremely well-stocked. The home is clean and comfortable with amazing fine art everywhere. And the view! We couldn't get enough of the beauty, watching the Ospreys fishing, walking the little beach. Lots of hiking close-by. Rockland has great seafood market, bakery, bookstore. The Transportation Museum is excellent.
Quick stats about holiday rentals with outdoor seating in Oakland
Total rentals
40 properties
Nightly prices starting at
₹8,598 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Samoset Resort
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Saddleback Ski Mountain Maine
- Sugarloaf Golf Club
- Hermon Mountain Ski Area
- Maine Maritime Museum
- Dragonfly Farm & Winery
- Rockland Breakwater Light
- Eaton Mountain Ski Resort
- Pinnacle Park
- Three Island Beach
- Spragues Beach
- Lost Valley Ski Area
- Bear Island Beach
- The Camden Snow Bowl
- Pebble Beach
- Narrow Place Beach
- Black Mountain of Maine
- Titcomb Mountain
- Martindale Country Club