
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.

The Cottage
A rustic cottage in the middle of Darthia Farm. The farm sits along the shore of West Bay and a short walking trail brings you from the cottage to the salt water. We grow organic mixed vegetables, herbs and flowers, raise sheep, ducks, chickens, pigs, and work with Haflinger horses. We have a farm store that is open everyday except Tuesdays and Sundays. The property is 15 minutes away from the Schoodic Section of Acadia and is surronded is by countless hiking trails and access to fresh water.

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.

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.

Lillebo
Lillebo is set near the end of a dead end road with a five minute walk yielding views over Frenchman's bay with Sorrento in the near view and Winter Harbor and Bar Harbor in the long view. This homey house is set about 200 feet from the road with no neighbors in direct view. There’s a screen porch on one end of the house and a garage on the other. In the garage there is a ping pong table, corn hole, darts and bikes. There are three adult bikes, one youth bike and one kids bike.

*Stunning Views* Oceanfront Nordic House
Oceanfront Nordic cabin perched on the edge of Dyer Bay surrounded by large cedar and spruce trees. A perfect retreat nestled in a quiet, private neighborhood off the beaten path. This is where you get away from it all, and enjoy proximity to all the best of Downeast. The view is spectacular, and wildlife abounds. Watch the lobster boats work their traps just in front of the house. Not appropriate for small children. Sorry, NO PETS, we're allergic :-(

Shore Haven - Oceanfront Home in Corea by the Sea
New gas fireplace insert of fall 2025** Peak season-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.

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

Meadow Point Cottage
Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Acadia’s Schoodic Oceanfront Cabin
Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).

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.

320 Ft Of Private Beachfront w/ Stargaze Platform!
🌊 Welcome To Compass Point Cottage 🌊 Placed Below A Winding Driveway At The Edge Of Compass Point, Our Beachfront Cottage Rests 20 Feet From The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance!
Popular amenities for outdoor seating rentals in Winter Harbor
House rentals with outdoor seating

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Bayview House 1br 2ba Stunning Harbor Views

In town retreat close to Acadia

5 Mins to Acadia - Elegant Coastal Maine Retreat

Hulls Cove Cottage

Lamoine Modern

The Arthaus, an eclectic retreat for two

Moss Mountain Cottage - 2025 updated kitchen
Apartment rentals with outdoor seating

Acadia Adventures

Hummingbird Suite

On Island Time - Southwest Harbor - Acadia

Clean and cozy studio

Flower Farm Loft

Duck Cove Apartment

Lovely two bedroom detached apartment.

2 bedroom apartment in Trenton, near Acadia
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

Modern Condo #3!

Toddy Haven: A Lakeside Condo Near Acadia.

Mountain Views in the Heart of Bar Harbor

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $223 SGD | $277 SGD | $260 SGD | $301 SGD | $324 SGD | $414 SGD | $415 SGD | $377 SGD | $365 SGD | $319 SGD | $300 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 $115 SGD per night before taxes and fees

Verified guest reviews
Over 3,260 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
70 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
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Island of Montreal Holiday rentals
- Quebec City Area Holiday rentals
- Halifax Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Portland Holiday rentals
- Newport Holiday rentals
- Martha's Vineyard Holiday rentals
- Lanaudière Holiday rentals
- Rentals with beach access Winter Harbor
- Pet-friendly rentals Winter Harbor
- Rentals with a washing machine and dryer Winter Harbor
- Rentals with a patio Winter Harbor
- Rentals with a firepit Winter Harbor
- Rentals with a fireplace Winter Harbor
- Waterfront rentals Winter Harbor
- Family-friendly rentals Winter Harbor
- House rentals Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with outdoor seating Hancock County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States





