
Holiday rentals with outdoor seating in Winterport
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Winterport
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Lakefront Cottage on Tracy Pond
Lakefront private cottage right on 47 acre Tracy pond. This pond has no public access so it is very quiet with only my home and another Air BnB rental on the 25 acre parcel. Loons, eagle, deer, otter and beaver are around. It has a fully equipped kitchen, deck and gas grill along with a stone firepit. Minutes to Bangor airport and downtown and one hour to Acadia National Park. You can swim and boat on the pond with kayaks and a canoe provided. Pets welcome but keep on leash and clean up after.

Lakefront Log Cabin on Pleasant Lake
Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Hidden Gem
This recently renovated home is located in the heart of historic Winterport, Maine. It’s located on a quiet street with views of the Penobscot River. Winterport is an old fashion, quaint town, where everyone is very friendly. The home has three bedrooms and one bath with plenty of room to spread out. This house is so centrally located its only 52 miles to Bar Harbor and Acadia National Park, 21 miles to Belfast and 40 miles to Camden just to name a few of the beautiful coastal towns in Maine.

Winterport Evergreen Farm - Guest House
Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

NEW MaineStay near Bangor Airport & Acadia Park
Just 5 minutes from the airport and minutes from many Bangor favorites and a fun drive to the beautiful Acadia National Park - this town house has it all! Featuring a Maine inspired reading corner, 3 smart TVs, board games, and many personal touches this is the perfect sanctuary after a long day. A fully stocked coffee bar with everything you need to make the perfect cup of coffee to sip on your private back patio. We have a washer & dryer, cooler, beach towels, chairs, so on in the basement!

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinme.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Secluded Retreat w/ Luxe Hot Tub & Forest Views
Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.

Authentic Maine Log Cabin | Lakefront | Cozy
Cozy log cabin lake house is perfect for those seeking outdoor recreational adventures visiting Acadia National Park, a relaxing family lake trip, or a true Maine historic log cabin experience. Enjoy this unique home with a spacious waterfront in Bucksport, Maine. Relax in the shade of the tall pine trees, go fishing, or swimming in the lake. When you want to explore, the cabin’s location is perfectly convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

Sunrise Views Cabin with King Bed, Bar & Game Room
Beautiful views of Hermon Pond from almost every window of this unique camp. There are 2 bedrooms, a king bed in master & two full/full bunk comfortable beds in the second bedroom. Newly renovated full basement combination bar & game room for your enjoyment. The large lot allows for family games while the large oak trees provides privacy. In the evenings, spark up the fire pit & roast some s'mores. A beautiful retreat to make lasting memories.

Cozy Cottage in the Woods
Our open concept 2 bedroom home nestled in the woods has the charm of a cottage but the comforts of home. Morning coffee on the porch is often accompanied by sightings of deer in the large field out the front door and hummingbirds busy at the feeder. Get away from it all while being only 25 min from Bangor, under an hour from Belfast & Camden, and 45 min to an hour from Acadia & Bar Harbor!
Popular amenities for outdoor seating rentals in Winterport
House rentals with outdoor seating

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

NEW! Beautiful Modern Farmhouse

Come relax in our cozy and fresh home!

Quiet 2-bedroom house on Acadia's doorstep.

the organic house

Close to Restaurants, Acadia, Casino, Concerts!

Maine Wilderness Oasis: Hike Swim Kayak Fish

Entire House/Mill/modern vintage on 35 Acre Pond
Apartment rentals with outdoor seating

Tapley Farm Waterfront Apartment, Acadia, Pets

2 bedroom furnished apartment

Flower Farm Loft

Comfy, Convenient Studio Apartment Near Downtown

The perfect getaway - Camden/Rockport/Rockland

Cozy 2 Bedroom Apartment

Bangor Comfort B

Sunny In-Town Camden Studio, 10% weekly discount
Apartment rentals with outdoor seating

BLUE HILL Village Condo - Great In-Town Location

Acadia Village Resort 1 Bedroom Manor

Marina side Stern condo

16 Apartment near Acadia Open Hearth Inn

Modern Condo #3!

Toddy Haven: A Lakeside Condo Near Acadia.

Best views on MDI 2 bdrm 2 bth condo waterfront

2BR Condo + Ocean Views in Downtown SW [Seaglass]
Quick stats about holiday rentals with outdoor seating in Winterport

Total holiday rentals
Explore 10 holiday rentals in Winterport

Nightly prices starting at
Winterport holiday rentals start at £91 per night before taxes and fees

Verified guest reviews
Over 710 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Winterport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winterport rentals

4.6 Average rating
Winterport stays receive an average rating of 4.6 out of 5 from guests
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- Acadia National Park
- Northeast Harbour Golf Club
- Hermon Mountain Ski Area
- Acadia National Park Pond
- Dragonfly Farm & Winery
- Sandy Point Beach
- Bear Island Beach
- Sand Beach
- Lighthouse Beach
- Eaton Mountain Ski Resort
- Kebo Valley Golf Club
- The Camden Snow Bowl
- Spragues Beach
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Rockland Breakwater Light
- Driftwood Beach
- Three Island Beach
- Islesboro Town Beach
- North Point Beach
- Hero Beach
- Pinnacle Park
- Billys Shore




