Vacation rentals with outdoor seating in Winthrop

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Winthrop

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Superhost

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Top guest favorite

Apartment in East End

4.96 out of 5 average rating, 562 reviews

Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

Guest favorite

Cabin in Bethel

4.96 out of 5 average rating, 118 reviews

Luxury Cabin, A/C, Screened Gazebo! 2020 Hot Tub

*NEW A/C and HEAT PUMP, a ductless system that enhances your indoor air quality. *2020 Jubilee hot tub *20 kW Generator powers the entire home. *Large, 14'x20' screened Amish Country Gazebo with 6-person hot tub and dining for 8. Large fire pit with benches near the gazebo. *Dining table seats 12 comfortably. Basement dining for four. *Two living areas w/ Smart TVs, Wii, games, DVDs. *Outdoor firepit w/ benches. *Memory foam pillows & beds, luxury linens *Propane grill. *Large cap washer/dryer

Guest favorite

Apartment in East End

4.96 out of 5 average rating, 397 reviews

Munjoy Hill, East End 1 BR Portland, ME

The Portland Observatory marks your way home to this apartment atop Munjoy Hill. Furnished for guests, private entrance, 1st floor unit of our 2 unit home of twenty years. BEST LOCATION! Skip the car. WALK to restaurants, music, shops, breweries, beach, parks, & historic Old Port. Stones throw to fresh produce, bakeries, wine & spirits. Furnished with LOCAL ART (made by your host in adjacent studio) the cozy apartment offers humble elegance. Just arrive, fun awaits. All are welcome here.

Guest favorite

Home in Portland

4.95 out of 5 average rating, 136 reviews

Lovely 3Bdrm Home w/ AC & BBQ 10min to DT Portland

Enjoy your visit to Portland at our beautiful, newly renovated home, equipped with everything for a perfect, stress-free stay! This spacious, stylish house has lots of natural light, a fully-fenced backyard with a firepit and BBQ, laundry, a full kitchen, and a double farmer’s porch! There is a desk and wifi, perfect for guests working from home! Get to downtown Portland in 10 minutes, where you will find coffee shops, great bars and restaurants, museums, shopping, and plenty more to explore!

Guest favorite

Home in West Bath

4.86 out of 5 average rating, 108 reviews

Oak Leaf

Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

Top guest favorite

Guest suite in Hanover

4.94 out of 5 average rating, 62 reviews

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, daylight basement in lower level of our home. There is a key code box to obtain access, and guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this location anytime of the year.

Top guest favorite

Cabin in Strong

4.99 out of 5 average rating, 78 reviews

Terrapin Station @ Porter Lake – Lakefront Living

Several acres directly on a secluded portion of Porter Lake so you can bring your boat or enjoy the local trails with your ATV in the summer. Enjoy ice fishing, snowmobiling and snowshoeing in the winter. This 1500 square foot cabin offers all the modern conveniences. Close to area hiking and mountain climbing in summer and Sugarloaf and Saddleback skiing in winter. Awesome colors of foliage changes during the fall. Optional hookup for motorhome and plenty of space for tenting.

Superhost

Guesthouse in Bridgton

4.88 out of 5 average rating, 120 reviews

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Superhost

Cabin in Phillips

4.82 out of 5 average rating, 17 reviews

Cub Cabin- a Peaceful Paradise at Fox Carlton Pond

Welcome to Fox Carlton Pond! Settle into our Cub Cabin surrounded by the beauty of nature at a peaceful resort on our 5 acre private pond alongside the Sandy River. Our Cub Cabin is furnished with a bunk bed (see photos) with a double mattress on the bottom bunk that sleeps 2 and a single mattress on top bunk that sleeps 1. Enjoy walking trails, lawn games, fire pit, pickle ball, use of canoes, kayaks, peddle boat and docks for exploring, fishing and swimming.

Guest favorite

Campsite in Friendship

4.86 out of 5 average rating, 29 reviews

Seaside Glamping in Retro Camper for 2 guests

Glamp in style in our vintage camper at Snug Harbor Camps! The 1959 Trotwood is bursting with retro flare, and sits on a tidal cove minutes from bustling Friendship Harbor, where lobsters are the daily catch. Your coastal vacation will be complete with our firepit and Adirondacks, hammocks, kayaks, rowboat, and beach. Enjoy the beautiful landscape, vintage nautical decor, and all the necessities to enjoy oceanside glamping in midcoast Maine!

Guest favorite

Tent in Liberty

5 out of 5 average rating, 11 reviews

Porcupine Creek Rustic Camping - Owls Nest

The Owls Nest Tent is a luxury platform tent that sits on a rise overlooking a small field. Inside, there is a comfortable queen-sized bed. Outside, the tent canopy extends over the tent deck to provide a shaded place to sit in one of two comfortable Adirondack chairs. This is a perfect place to enjoy a morning cup of coffee or afternoon cup of tea! Additional information can be found on our website: Porcupine Creek Rustic Camping