
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 G$25,094 GYD 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.

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 spacesFamilyCheck-in

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 spacesKitchenNearby

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.
KitchenIndoor spacesTV

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 spacesAmenities

Hand built cabin overlooking a pond
Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.
FamilyIndoor spacesGetting around

Rustic Chic Private Getaway Cabin @Diagonair
Pet-friendly Maine cabin on 12 private acres of woods and blueberry fields, 1 hour to Acadia National Park. A favorite of couples visiting Maine for the first time. • 15 minutes to shopping, hiking, swimming • Open kitchen and sitting room with new appliances and gas fireplace • Screened porch with rocking chairs and chaise • Loft bedroom with full bed and new linens • WiFi, Roku TV, gas grill, stocked bar • EV charger • Seasonal wild blueberries • Dark skies, slow mornings, quiet nights
KitchenFamilyPets

"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.
Indoor spacesKitchenComfort

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.
KitchenIndoor spacesWalkability

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.
FamilyKitchenBiking

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.
KitchenIndoor spacesCondition

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).
KitchenIndoor spacesParks

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
Indoor spacesKitchenView
Popular amenities for Islesboro family-friendly rentals
Family-friendly home rentals with a hot tub

Cute Midcoast Cottage w Hot Tub
FamilyIndoor spacesGrill

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

Modern Cabin in the Pines • Hot Tub + Near Acadia
KitchenIndoor spacesCleanliness

[Trending Now]Belfast City Park Ocean House
FamilyIndoor spacesWifi

Hot Tub Art Sail Loft. Swans Island
Indoor spacesKitchenCleanliness

SkyView Treehouse | Lakefront • Private Hot Tub
KitchenFamilyHospitality

Penobscot Bayview Fireplace Hot tub
Indoor spacesKitchenDecor

Secluded Retreat w/ Luxe Hot Tub & Forest Views
FamilyKitchenSleep quality
Family- and pet-friendly home rentals

The Birch Bark Cabin
FamilyIndoor spacesBeach

Timeless Tides Cottage
FamilyIndoor spacesLayout

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

Ferry Keeper’s Cottage: Deer Isle (Waterviews)
Indoor spacesFamilyValue

Cottage by the sea private oceanfront shoreline
FamilyKitchenSleep quality

The Apple Blossom Cottage
KitchenFamilyPets

Cabin on the rocks
FamilyKitchenCheckout

Private Lakeside Camping in Penobscot, Maine
KitchenIndoor spacesQuiet
Family-friendly home rentals with a pool

Large private area, close to Rockland
Indoor spacesFamilySleep quality

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
Indoor spacesKitchenOutdoor spaces

Camping Cabin
FamilyLocationAccuracy

Gorgeous house with a view
KitchenIndoor spacesPool

Ocean View Lawn Cottage - Newly Renovated 2024
FamilyKitchenQuiet

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

House in the woods
Indoor spacesKitchenHospitality

Coastal Retreat with Pool and Cheerful Vibes
FamilyKitchenNearby
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$64,616 GYD | G$62,316 GYD | G$62,734 GYD | G$61,689 GYD | G$41,823 GYD | G$62,734 GYD | G$71,308 GYD | G$67,962 GYD | G$62,734 GYD | G$62,734 GYD | G$61,689 GYD | G$62,734 GYD |
| 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
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- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
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