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

Maine Country Home Young
Take it easy at this unique and tranquil getaway. This little country home sits in town in the fishing village of Winter Harbor, Maine. Explore Schoodic Point, a part of Acadia National Park, while hiking, fishing, bicycling, kayaking, and picnicking at Frazer Point.Several area restaurants are within walking distance and serve up Maine traditional fare.Want to enjoy Bar Harbor as well? Take the ferry from the marina and experience sea life such as dolphins, seals, or a bald eagle on your trip.

Schoodic Loft Cabin "The Roost" with Kayaks
This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

Hemlock Cabin.
Nestled in beautiful Hemlock grove is this cozy cabin. Its equiped with all the necessities of home to make your stay comfortable. Guests will have private access to Scammons Pond, also known as, R. Lyle Frost Managment Area. Its a fun place to kayak and fish. From the cabin its about a 45 minute drive to Acadia National Park or Schoodic Point. Besides Acadia, there is local hiking, nearby shopping, local restaurants, the Sunrise Trail, and other Maine adventure just waiting to be explored.

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Cozy & Walkable Winter Harbor Home next to Acadia
Walk everywhere in Winter Harbor while enjoying picturesque Downeast Maine right next to the most peaceful section of Acadia National Park on the Schoodic Peninsula. This vintage cottage has everything you need to relax in a quintessential fishing village. Walk to coffee shops, restaurants, bars, a grocery store, the Bar Harbor Ferry and gorgeous harbor views. Avoid the traffic and congestion of Bar Harbor and come experience Downeast Maine's best kept secret! Sorry no dogs allowed.

Artsy Tiny House & Cedar Sauna
Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

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.

Otter Creek Retreat hosted by Elaine & Richard
Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

40 Acre Wooded Paradise w/ Firepit Near Acadia
🌲 Welcome To Rocky Roods Cabin 🌲 Nestled In A Clearing and Surrounded By Woods, You'll Find Our Serene & Modern Log Cabin Awaiting Your Adventurous Spirit. Experience 40 Acres Of Privacy w/ On-Site Hiking Trails , Deeded Beach Access and Land Untouched By Light Pollution Where The Night Sky Shines Bright Around Your Own Wood-Burning Outdoor Firepit! 🎅 Ho, Ho Ho...Tis The Season 🎅 Rocky Woods Cabin Will Be Decorated For The Holidays Through December!

Shore Haven - Oceanfront Home in Corea by the Sea
New gas fireplace insert of fall 2025** Peak season- Jun 14 to Sep 13, 2026- weekly bookings only with arrival/departure on Sunday***. This cedar shingled cottage home boasts 1850 sq ft of living space on one level. It has open concept Kitchen/Dining/Living/Sun room with spectacular ocean views; 3 bedrooms; 2 baths; and a library/reading room with a double bed. The property is nicely landscaped with a gently sloping lawn to 240 ft. of bold oceanfront.

Cozy Seal Harbor Cottage
We request anyone who stays on our property be fully vaccinated. Thank you for helping to keep our community healthy! This stand along cottage is on the same property as owner's home and includes 1 parking space. 2 bedrooms with full bath, laundry, and a fully stocked kitchen. House abuts Acadia National Park; Seal Harbor Beach and carriage roads are easy walking or biking distance! Only 12 minutes to Bar Harbor and 5 to Northeast Harbor.

The Tiny House with the Enormous View of Acadia
The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.
Popular amenities for outdoor seating rentals in Winter Harbor
House rentals with outdoor seating

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Quiet home near Acadia

Vernon's View

Cute Midcoast Cottage w Hot Tub

DT BarHarbor Walk to YMCA, PickleBall and Tennis

Quiet 2-bedroom house on Acadia's doorstep.

Water's Edge-Oceanfront with Stellar View

In town retreat close to Acadia
Apartment rentals with outdoor seating

Hummingbird Suite

NEW MaineStay near Bangor Airport & Acadia Park

Lighthouse Retreat, 200 ft from Acadia Nat'l Park!

Comfy, Convenient Studio Apartment Near Downtown

Duck Cove Apartment

Sunny In-Town Camden Studio, 10% weekly discount

Bright Apartment in Great Location

Lakeside Studio with hot tub, kayaks and canoe
Apartment rentals with outdoor seating

BLUE HILL Village Condo - Great In-Town Location

Acadia Village Resort 1 Bedroom Manor

Two-bedroom condo near Acadia National Park, Maine

Marina side Stern condo

16 Apartment near Acadia Open Hearth Inn

Toddy Haven: A Lakeside Condo Near Acadia.

Harbor View Cottage Unit A 2 bedroom downtown

Sunset Studio in the Heart of Bar Harbor
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £150 | £170 | £150 | £154 | £178 | £192 | £245 | £245 | £223 | £194 | £171 | £170 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Quick stats about holiday rentals with outdoor seating in Winter Harbor

Total holiday rentals
Explore 70 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 3,130 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Winter Harbor holiday rentals include wifi access

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

4.9 Average rating
Winter Harbor stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Rentals with a firepit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Pet-friendly rentals Winter Harbor
- Rentals with beach access Winter Harbor
- House rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Waterfront rentals Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with a washing machine and dryer Winter Harbor
- Family-friendly rentals Winter Harbor
- Rentals with outdoor seating Hancock County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Acadia National Park
- Northeast Harbour Golf Club
- Acadia National Park Pond
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Lighthouse Beach
- Wadsworth Cove Beach
- Kebo Valley Golf Club
- Spragues Beach
- Narrow Place Beach
- Islesboro Town Beach
- Three Island Beach
- Driftwood Beach
- North Point Beach
- Hero Beach
- Billys Shore
- Gilley Beach
- Hunters Beach
- Cellardoor Winery
- Asper Beach
- Penobscot Valley Country Club
- Echo Lake Beach
- Bartlett Maine Estate Winery and Distillery




