
Holiday rentals with outdoor seating in Winter Harbor
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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.

Flower Farm Loft
When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

The Adventure House
The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.

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.

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.

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.

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.

Private Downtown Bar Harbor Studio
Charming cabin-inspired efficiency apartment on a quiet side street in the heart of downtown Bar Harbor. Just a stone's throw (literally) from Main St and a minute walk down the street to the ocean and Bar Harbor's famous Shore Path. High speed wifi, SmartTV with Netflix provided (HBO, Hulu, Amazon, etc. are available to use with your own account), washer/dryer, large closet, hair dryer, assorted supplies, Bose bluetooth player, and snacks.

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.

Great Timbers Retreat Minutes from Schoodic Park
This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

Anchor Down at Schoodic Point
Anchor Down in this nautically inspired salt box home in the quaint seaside town of Winter Harbor, Maine. Comfortably furnished and well equipped for your vacation getaway. At Anchor Down you will be conveniently located across the road from the entrance to Acadia National Park's Schoodic Penninsula with hiking and biking trails and gorgeous views of the ocean.
Popular amenities for outdoor seating rentals in Winter Harbor
House rentals with outdoor seating

[Trending Now]Sail Loft

Quiet home near Acadia

Acadia’s Schoodic Oceanfront Cabin

Renovated Bar Harbor Cottage just blocks from town

Quiet 2-bedroom house on Acadia's doorstep.

Captain Guptill House views of Acadia & lighthouse

Family/Friends Getaway Hidden on Mt Desert Island

Lamoine Modern
Apartment rentals with outdoor seating

NEW MaineStay near Bangor Airport & Acadia Park

Comfy, Convenient Studio Apartment Near Downtown

Coastal, relaxing, light-filled + walkable

Echo Woods Loft with view of Acadia Mountain

2 bedroom apartment in Trenton, near Acadia

Convenient 1 BR in Center of Acadia! [Willowbrook]

Lakeside Studio with hot tub, kayaks and canoe

Bright Apartment in Great Location
Apartment rentals with outdoor seating

Precipice Studio w/Loft in the Heart of Bar Harbor

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
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 SGD | $290 SGD | $256 SGD | $263 SGD | $304 SGD | $327 SGD | $417 SGD | $418 SGD | $380 SGD | $331 SGD | $292 SGD | $290 SGD |
| 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 $116 SGD 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
- Pet-friendly rentals Winter Harbor
- House rentals Winter Harbor
- Rentals with a patio Winter Harbor
- Family-friendly rentals Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with a washing machine and dryer Winter Harbor
- Waterfront rentals Winter Harbor
- Rentals with a firepit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Rentals with beach access 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
- Lighthouse Beach
- Bear Island Beach
- Spragues Beach
- Kebo Valley Golf Club
- Wadsworth Cove Beach
- Islesboro Town Beach
- Narrow Place Beach
- North Point Beach
- Hero Beach
- Driftwood Beach
- Three Island Beach
- Billys Shore
- Gilley Beach
- Hunters Beach
- Asper Beach
- Cellardoor Winery
- Bar Harbor Cellars
- Penobscot Valley Country Club
- Echo Lake Beach




