We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Family-friendly vacation rentals in Islesboro

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Islesboro

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Apartment in Searsport

4.82 out of 5 average rating, 293 reviews

Lakefront Vacation Apartment in Searsport ME

All season private top floor apartment. Hammock, loungers, floats. Acadia/State parks close. Canoe, kayaks, hot tub/wood floating dock (seasonal use), fire pit, grill, swim, fish. Modern/Antique furnished: queen bed plus loveseat twin. Massage/lounger. 2nd queen, twin inflatables. Fully equipped kitchen. Families w/kids, business guests welcome. Wifi smart TV. Great hikes, mountain bike rentals close. Snow shoes/sled included, skiing close. Separate entrance/apt above home not full home.

Oct 25 – Nov 1

R2,184 ZAR per night

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Nov 19 – 26

R2,969 ZAR per night

Cabin in Hope

4.98 out of 5 average rating, 326 reviews

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.

Jan 17 – 24

R2,682 ZAR per night

Apartment in Belfast

4.96 out of 5 average rating, 341 reviews

Belfast Harbor Loft

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Dec 23 – 30

R4,095 ZAR per night

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life

Apr 8 – 15

R2,713 ZAR per night

Guesthouse in Lincolnville

4.94 out of 5 average rating, 120 reviews

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.

Oct 29 – Nov 5

R2,960 ZAR per night

Apartment in Lincolnville

4.98 out of 5 average rating, 125 reviews

The Treehouse at Sewall Orchard

Two larger apartments on site, see "The Space" for details. Please visit our mountainside organic orchard! From the tiny, post & beam barn apartment enjoy views of the Camden Hills, or, if you hike our blueberry hill, all the way to Acadia w/ lake & ocean views. Short drive to Lincolnville Beach, Megunticook Lake, hiking trails, towns of Belfast & Camden. 1 br, pull-out sngl couch, tiny br w/ shower, "galley" kitchen, AC. Back deck for breakfast or stargazing.

Jul 3 – 10

R2,383 ZAR per night

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

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, and swim, 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.

Dec 10 – 17

R1,578 ZAR per night

Chalet in Lincolnville

4.98 out of 5 average rating, 132 reviews

Charming home near ocean & close to Camden/Belfast

Cozy coastal home within walking distance of Ducktrap Beach in Lincolnville. Enjoy a relaxing stay at our house situated on 5 private acres of wooded trails, 1/3 mile from a public beach. Private location with spacious deck and open yard, bordered by a meandering stream, beautiful Maine pine trees, wild flowers and ferns. 15 minutes to Camden or Belfast & 1.5 hours to Acadia National Park.

Jan 14 – 21

R3,778 ZAR per night

Cottage in Deer Isle

4.88 out of 5 average rating, 123 reviews

Katy's Seaside Cottage

Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.

Sep 12 – 19

R3,081 ZAR per night

Cabin in Deer Isle

4.89 out of 5 average rating, 129 reviews

Long Cove Artist Cottage

Rustic little self-contained Maine cottage on mahogany deck with outdoor shower overlooking flower gardens and Long Cove. Sweet and simple. Two rooms plus galley kitchen with eating area. Walking, swimming, and boating: everything you need in one location, the perfect retreat. Your artist hosts are available in adjacent house.

May 12 – 19

R2,140 ZAR per night

Home in Swanville

4.93 out of 5 average rating, 139 reviews

Charming home overlooking scenic Swan Lake

Coastal Maine house conveniently located near the scenic coast of Maine with a beautiful view of Swan Lake. There is lake access with the property; Swan Lake State Park is a approximately 2 miles away. Within 1 hour of Camden and Bangor and 1.5 hours from Bar Harbor. Recently added WIFI at the property.

Aug 28 – Sep 4

R2,803 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Islesboro family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Treehouse in Georgetown

4.98 out of 5 average rating, 404 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Dec 14 – 21

R6,505 ZAR per night

Cabin in Appleton

4.88 out of 5 average rating, 276 reviews

Raven's Crossing - Kate's Cottage

Oct 7 – 14

R1,741 ZAR per night

Home in Holden

4.96 out of 5 average rating, 208 reviews

Chalet Central

Jan 15 – 22

R3,286 ZAR per night

Home in Surry

4.89 out of 5 average rating, 168 reviews

Peaceful retreat on Newbury Neck

Apr 15 – 22

R5,847 ZAR per night

Cottage in Verona Island

4.88 out of 5 average rating, 154 reviews

Nashport on the Penobscot

Mar 5 – 12

R6,121 ZAR per night

Guest suite in Lincolnville

4.95 out of 5 average rating, 44 reviews

Waterfront Loft w/ Bold Ocean Views

Apr 12 – 19

R6,072 ZAR per night

Farm stay in Searsport

4.92 out of 5 average rating, 105 reviews

Latham Blueberry Farm for up to 6 guests.

Dec 21 – 28

R4,753 ZAR per night

Cottage in Penobscot

4.88 out of 5 average rating, 41 reviews

Beach cottage on Penobscot Bay

Apr 6 – 13

R5,770 ZAR per night

Family- and pet-friendly home rentals

Guest suite in Brooksville

4.83 out of 5 average rating, 117 reviews

Charming Waterfront Apartment at Tapley Farms

Oct 26 – Nov 2

R3,147 ZAR per night

Cottage in Belfast

4.9 out of 5 average rating, 111 reviews

Belfast Ocean Front Cottage

Oct 25 – Nov 1

R3,530 ZAR per night

Dome in Tremont

4.82 out of 5 average rating, 197 reviews

Little Frog at The Howling Woods

Mar 5 – 12

R1,426 ZAR per night

Cabin in Montville

4.83 out of 5 average rating, 107 reviews

Cozy Off-Grid Cabin on Organic Farm and Homestead

Jun 29 – Jul 6

R1,807 ZAR per night

Cabin in Morrill

4.96 out of 5 average rating, 101 reviews

loonsong

Oct 6 – 13

R3,955 ZAR per night

Apartment in Ellsworth

4.94 out of 5 average rating, 254 reviews

Coastal Studio in Ellsworth

Mar 1 – 8

R1,664 ZAR per night

Guest suite in Union

4.83 out of 5 average rating, 134 reviews

Farmhouse Suite w/ Private Entrance—Midcoast

Aug 17 – 24

R2,780 ZAR per night

Cottage in Sullivan

4.94 out of 5 average rating, 106 reviews

Edgewater Cabins

Jun 4 – 11

R2,328 ZAR per night

Family-friendly home rentals with a pool

Apartment in Cornville

4.85 out of 5 average rating, 123 reviews

Large Home with Great View next to horse farm

Sep 29 – Oct 6

R3,394 ZAR per night

Cottage in Belfast

4.58 out of 5 average rating, 12 reviews

Shore Cottage

Feb 23 – Mar 2

R5,014 ZAR per night

Apartment in Boothbay Harbor

5.0 out of 5 average rating, 27 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

Mar 19 – 26

R5,880 ZAR per night

Home in South Thomaston

4.95 out of 5 average rating, 83 reviews

Large private area, close to Rockland

Aug 22 – 29

R10,364 ZAR per night

Apartment in Stonington

4.92 out of 5 average rating, 12 reviews

The Carriage House at Spruce Harbor

Jun 13 – 20

R3,564 ZAR per night

Home in Benton

5.0 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

Sep 6 – 13

R4,434 ZAR per night

Home in Tremont

5.0 out of 5 average rating, 5 reviews

Tremont, ME. Shorefront compound for 7-12

Mar 24 – 31

R10,072 ZAR per night

Townhouse in Ellsworth

1 Bed Suite in a Resort near Acadia National Park

Jul 28 – Aug 4

R6,033 ZAR per night

Quick stats about vacation rentals that are family-friendly in Islesboro

Total rentals
90 properties
Wifi availability
90 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
3K reviews
Nightly prices starting at
R1,505 ZAR before taxes and fees

Destinations to explore