
Family-friendly vacation rentals in Islesboro
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Islesboro

Total vacation rentals
Explore 160 vacation rentals in Islesboro

Nightly prices starting at
Islesboro vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 3,560 verified reviews to help you choose

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
150 of Islesboro vacation 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!
Top-rated family-friendly rentals in Islesboro
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cute Midcoast Cottage w Hot Tub
Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.
FamilyIndoor spacesLaundry

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.
Indoor spacesKitchenAccuracy

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.
FamilyIndoor spacesView

Off-Grid Oasis with Ocean Views, Near Rt. 1
Take in the ocean views from our quiet hilltop just 20 minutes from downtown Camden and 10 minutes from Belfast. This newly constructed above garage studio apartment is private, full of light, and effortlessly off-grid. The studio features a king-sized bed, table and chairs, comfy chair and bean bag, as well as a full bath. The patio area gives breathtaking views of the bay and island. A perfect oasis amid sight seeing! We also offer $20 back for multi-night stays. Please message for details.
Indoor spacesKitchenGetting around

Downtown-Walk to All Things Rockland
Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!
FamilyIndoor spacesBackyard

The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.
FamilyIndoor spacesLocation

"The Lair" Guesthouse
"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee from 8 am to 4 pm everyday! We are closed for Winter, will re-open Mid-April. Thank you.
KitchenIndoor spacesPets

Sunny 2 Bedroom cottage - Walk to the beach!
Single story cottage in the heart of Midcoast Maine! This 2 bedroom cottage is in the Lincolnville Beach area. Located within eyesight and walking distance of the public beach, the Islesboro Ferry terminal, McLaughlin’s restaurant, and the Beach Store. Property is located on US route 1- just 6 miles north of Camden (8 minute drive), and less than 15 minutes south of Belfast. This year-round cottage provides a lovely retreat for resting while exploring all the Midcoast has to offer.
FamilyKitchenLocation

SILVER MOON, a Yurt for All Seasons
Silver Moon at The Appleton Retreat is quite private, check out the Trail Map. This contemporary yurt features a private therapeutic hot tub on the wrap around deck, a fire pit, and fast wifi. Silver Moon is located in a wooded area close to a bog that attracts a variety of wildlife. 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.
FamilyKitchenSolo travel

Waterfront Tipi Glamping // Phoenix Landing
Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.
KitchenFamilyAccuracy

Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit
Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.
Indoor spacesKitchenBeach

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).
FamilyIndoor spacesAir conditioning
Popular amenities for Islesboro family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Cabin in the Pines • Hot Tub + Near Acadia
FamilyIndoor spacesLocation

Beachfront Guest Cottage - Year-round Hot Tub!
Indoor spacesKitchenGrill

Hot Tub Art Sail Loft. Swans Island
FamilyIndoor spacesHot tub

Secluded Retreat w/ Luxe Hot Tub & Forest Views
KitchenIndoor spacesCleanliness

Acadia Treehouse near Bar Harbor - Private Luxury
FamilyIndoor spacesBathroom

Penobscot Bayview Fireplace Hot tub
KitchenIndoor spacesAccuracy

SkyView Treehouse | Lakefront • Private Hot Tub
FamilyIndoor spacesBackyard

Birch Hill Cabin w/Hot Tub
KitchenFamilySolo travel
Family- and pet-friendly home rentals

Timeless Tides Cottage
Indoor spacesKitchenLocation

Ferry Keeper’s Cottage: Deer Isle (Waterviews)
FamilyIndoor spacesQuiet

‘Round the Bend Farm - private, modern cabin
Indoor spacesKitchenBiking

The Birch Bark Cabin
KitchenFamilyPets

Cottage by the sea private oceanfront shoreline
Indoor spacesKitchenHiking

Rustic Chic Private Getaway Cabin @Diagonair
Indoor spacesFamilyLocation

Bayview House 1br 2ba Stunning Harbor Views
FamilyKitchenSleep quality

Hobb’s House - Year Round Log Cabin on the Water
FamilyKitchenCleanliness
Family-friendly home rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
KitchenFamilyBackyard

Large private area, close to Rockland
KitchenFamilyBathroom

Gorgeous house with a view
FamilyKitchenPool

Ocean View Lawn Cottage - Newly Renovated 2024
Indoor spacesFamilyOutdoor spaces

Camping Cabin
FamilyNearbyCleanliness

Coastal Retreat with Pool and Cheerful Vibes
Indoor spacesFamilyAccuracy

Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
Indoor spacesFamilyAmenities

Camping Cabin at Wild Acadia
KitchenIndoor spacesOutdoor spaces
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,135 | ﺩ.ﺇ 1,094 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 735 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,252 | ﺩ.ﺇ 1,194 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,083 | ﺩ.ﺇ 1,102 |
| 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 |
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- Acadia National Park
- Acadia National Park Pond
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
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