
Holiday rentals with outdoor seating in Islesboro
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Islesboro
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Modern Lakefront Home w/ Hot Tub • Winter Escape
Grace's Cottage is a charming 1860's cottage on Lake Saint George. Newly remodeled, the 3 bedroom, 1 bath cottage offers a perfect blend of old-world charm and modern amenities. A spacious screened porch overlooks the lake, and a year-round hot tub provides a perfect spot to relax & unwind. This living space is perfect for gathering with family & friends. Whether you're seeking a romantic getaway or a fun-filled family vacation, Grace's Cottage is the perfect home base for your Maine adventure.

Quiet cottage on the bay
Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

Eco-friendly studio - ocean views, close to beach
Sunny eco-friendly cottage on Route 1, steps from the beach! A cozy studio with a Murphy bed, a full bath, and kitchenette - stovetop, fridge, toaster, & microwave. Beautiful views of Penobscot Bay – don't worry, the blinds will keep the sunshine at bay when you need a nap! You're within easy walking distance of sandy beaches, restaurants, shops, a coffee roaster, and a market. Explore nearby hiking trails, Mount Battie, and the charming towns of Belfast, Camden, Rockport, and Rockland.

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and private, this 2,000 sf modern luxury cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * One hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Room with a Brew
Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Ocean View Beach Loft Carriage House Lincolnville
This charming spot overlooking the bay is laid back and welcoming. Fully furnished, including linens, basic beach supplies —towels, chairs and umbrella. There is wi-fi and a Roku TV included (you will need your own streaming accounts), an air conditioner, and balcony with a view of Penobscot Bay. We strive to be an allergen free space so do not allow animals. We use all essential oil natural products (bleach disinfectant where needed) and natural laundry soap for our linens.

Little Apple Cabin on 5 acres, amazing stargazing!
Little Apple Cabin is a private tiny cabin on five wooded acres, created for guests who want quiet, space, and deep rest. Surrounded by trees and farmland, it’s a simple, intentional place to slow down, sleep well, and enjoy Maine without crowds or noise. The cabin features a king bed on the main level, a cozy wood stove, and a wrap-around cedar deck for coffee, reading, and stargazing. Camden and Rockland are about 25 minutes away, and Belfast is about 30 minutes.

Gateway Cottage Acadia National Park Bar Harbor
Keep life simple at this cozy, peaceful and private little "cottage in the woods". Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, Lobster Fishing tours. Less than 5 minutes from local Ellsworth restaurants, unique shops, gas stations and supermarkets. The enclosed sunroom is perfect for morning coffee, winding down at the end of the day with a glass of wine or curling up with a good book on the boat bed.

Cozy Lakefront Cabin in Freedom, ME
Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Our geodesic domes sit in on 10 acres of our property . In total come spring farm is 28 acres , you will have access to round pond to kayak , fish or swim. You may also visit the Alpacas , bunnies , pigs , sheep and our new lounge area opening June . The bathroom facilities are private for each dome, no sharing .You will need to walk to bathhouse . Pocket WiFi can be provided if requested . Follow us on IG at Comespringfarm .
Popular amenities for Islesboro outdoor seating rentals
Holiday House Rentals with Outdoor Seating

[Trending Now]Belfast Ocean Breeze

Cute Midcoast Cottage w Hot Tub

"The Roost" Cottage

Walk Anywhere, Immaculate , Fishing, Pet Friendly

Hidden Gem

Treetop Vista: stunning views, modern farmhouse

Sea Breeze Cottage in idyllic Castine Maine!

Cozy Cottage With River View
Apartment rentals with outdoor seating

Clean and cozy studio

Flower Farm Loft

Duck Cove Apartment

Echo Woods Loft with view of Acadia Mountain

The perfect getaway - Camden/Rockport/Rockland

Bangor Comfort B

Sunny In-Town Camden Studio, 10% weekly discount

2 bedroom apartment in Trenton, near Acadia
Condo rentals with outdoor seating

Battered Buoy - Newly renovated, two bedroom condo

Marina side Stern condo

16 Apartment near Acadia Open Hearth Inn

Toddy Haven: A Lakeside Condo Near Acadia.

Home away from home cozy new Apartment in Oakland

2BR Condo + Ocean Views in Downtown SW [Seaglass]

Waterfront|Sunsets|Boothbay Harbor

Harbor View Cottage Unit A 2 bedroom downtown
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 AUD | $304 AUD | $275 AUD | $270 AUD | $287 AUD | $388 AUD | $415 AUD | $415 AUD | $360 AUD | $340 AUD | $282 AUD | $297 AUD |
| 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 Islesboro

Total holiday rentals
Explore 130 holiday rentals in Islesboro

Nightly prices starting at
Islesboro holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 4,210 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wi-Fi availability
120 of Islesboro holiday rentals include Wi-Fi access

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

4.9 Average rating
Islesboro stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating Waldo County
- Rentals with outdoor seating Maine
- Rentals with outdoor seating United States
- Acadia National Park
- Acadia National Park Pond
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- University of Maine
- Rockland Breakwater Light
- Maine Discovery Museum
- Schoodic Peninsula
- Hollywood Slots Hotel & Raceway
- Bass Harbor Head Light Station
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Camden Hills State Park




