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

[Trending Now]Sail Loft
Just 1 hour from Acadia National Park, "Mayor's Mansion", home to Ralph Johnson, the first Mayor of Belfast and William V Pratt, Chief of Naval Operations during the Depression. Built in 1812 just as the war of 1812 was beginning, this historic Greek Revival is located in the center of Belfast Maine sited along the waters of Penboscot Bay. 2 min walk to the downtown square. 2 bedrooms and 2.5 baths with full kitchen, washer/dryer, and desk for work. No parties that could cause damage or a mess

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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.

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.

Exquisitely Modern Stargazing Cottage @Diagonair
Romantic and secluded, this 2,000 sf modern luxury cottage nestled on 12 private acres is a favorite of honeymooners and lovers of modern design * 1 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

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.

The Acadia House on Westwood
Relax with the whole family at this tranquil centrally located place to stay. Slowly unwind at this lovingly remodeled entire home. Enjoy a peaceful walk down the quiet family friendly street its nestled on, or quickly arrive at all the areas attractions. The house is located in Ellsworth Maine and although shops, restaurants, local lakes, Acadia National Park and area attractions are only a quick drive away, the home feels soothing, very safe, secluded and welcoming to all.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Peaceful Guesthouse in Rockport
This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.
Popular amenities for outdoor seating rentals in Islesboro
House rentals with outdoor seating

Harbor Breeze Camden - location , location

Coveside Lakehouse on Sandy Point

Cute Midcoast Cottage w Hot Tub

1830s Cape hosted by George & Paul

"The Roost" Cottage

Quiet 2-bedroom house on Acadia's doorstep.

Delight<Farmhouse

Romantic Coastal Escape near Harbor
Apartment rentals with outdoor seating

Comfy, Convenient Studio Apartment Near Downtown

Coastal, relaxing, light-filled + walkable

The perfect getaway - Camden/Rockport/Rockland

Coastal Vintage Living

Oceanview Escape near Maine Beaches

Convenient 1 BR in Center of Acadia! [Willowbrook]

Private Apartment at Cabin Cove

Coastal Studio in Ellsworth
Apartment rentals with outdoor seating

BLUE HILL Village Condo - Great In-Town Location

16 Apartment near Acadia Open Hearth Inn

Toddy Haven: A Lakeside Condo Near Acadia.

Home away from home cozy new Apartment in Oakland

Waterfront|Sunsets|Boothbay Harbor

Harbor View Cottage Unit A 2 bedroom downtown

Sunset Studio the Heart of Bar Harbor (King Bed)

Acadia Basecamp| Walk to Lobster, Coffee, Bakery 8
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £155 | £159 | £144 | £141 | £150 | £203 | £217 | £217 | £188 | £178 | £148 | £155 |
| 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 £44 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
120 of Islesboro holiday rentals include wifi 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!
Destinations to explore
- Boston Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Quebec City Area Holiday rentals
- Halifax Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Lanaudière Holiday rentals
- Portland Holiday rentals
- Cambridge Holiday rentals
- Rentals with a patio Islesboro
- Waterfront rentals Islesboro
- Fitness-friendly rentals Islesboro
- Rentals with a washing machine and dryer Islesboro
- Flat rentals Islesboro
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- Beachfront rentals Islesboro
- Rentals with breakfast Islesboro
- Rentals with a firepit Islesboro
- Cottage rentals Islesboro
- Rentals with a fireplace Islesboro
- Rentals with beach access Islesboro
- Pet-friendly rentals Islesboro
- House rentals Islesboro
- 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
- Moose Point State Park
- Maine Lighthouse Museum
- Cellardoor Winery
- Camden Hills State Park




