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Kid-friendly vacation rentals in Islesboro

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Islesboro

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

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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

R2,136 ZAR per night

Apartment in Belfast

4.89 out of 5 average rating, 215 reviews

Comfy, Convenient Studio Apartment Near Downtown

Cozy, comfortable studio apartment in walking distance to the waterfront. This second-floor space has an open layout that includes kitchen, bathroom, dining table, queen-size bed and lounging area. A full-size futon couch accommodates extra friends or kids. Plenty of appliances for cooking. Games, books and streaming TV services for rainy days or evenings in. The well-applianced apartment overlooks a lush perennial garden in a quiet residential neighborhood. Walk to Main Street in 10 minutes.

Sep 10 – 17

R2,810 ZAR per night

Cottage in Lincolnville

4.91 out of 5 average rating, 333 reviews

Eco-friendly studio - ocean views, close to beach

Ecofriendly guest cottage in the heart of Lincolnville Beach, on Rt 1 (a busy road that runs from Maine to Florida), is a sunny studio (with blinds) with a murphy bed, full bathroom, breakfast nook (sink/fridge/microwave - no oven, no stovetop) and amazing views of Penobscot Bay. It's a quick walk to one of Maine's sandy beaches, restaurants, shops, coffee roaster, and a neighborhood market. Drive a few miles to hiking trails, Mount Battie, and the towns of Belfast, Camden, Rockport + Rockland.

Nov 13 – 20

R2,420 ZAR per night

Guesthouse in Lincolnville

4.97 out of 5 average rating, 328 reviews

"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 and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Dec 25 – Jan 1

R2,561 ZAR per night

Guesthouse in Lincolnville

4.98 out of 5 average rating, 161 reviews

Peaceful Suite - Hiking, Beach, Nature

Welcome to the “East Wing”! The complete apartment is new: salt box style with beautiful views of nature (hummingbirds, fireflies, starry skies). The East Wing is first to greet the sun in the morning. Enjoy your coffee on the private deck, or sip wine at night by the fire pit. Close to Tanglewood Rd (4H camp) , Camden Hills State Park trails, and Lincolnville Beach(1 -2 miles). The area is quiet- yet just a few miles away from shopping and restaurants in Camden, Belfast, & Rockland.

Mar 17 – 24

R2,982 ZAR per night

Guesthouse in Orland

4.99 out of 5 average rating, 105 reviews

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 400 Mbs cable 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. Pet friendly!

Dec 16 – 23

R1,993 ZAR per night

Apartment in Belfast

4.99 out of 5 average rating, 262 reviews

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.

Dec 18 – 25

R2,438 ZAR per night

Home in Appleton

4.96 out of 5 average rating, 123 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

Oct 18 – 25

R2,677 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

R2,332 ZAR per night

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Dec 8 – 15

R2,763 ZAR per night

Guest suite in Rockland

4.98 out of 5 average rating, 349 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes gets you to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOGS

Oct 17 – 24

R1,849 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

R3,697 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 kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Camden

5.0 out of 5 average rating, 157 reviews

Quaint 3 Bedroom In Town Camden Home

Feb 15 – 22

R2,633 ZAR per night

Home in Rockport

4.95 out of 5 average rating, 261 reviews

Sweet home away (pet friendly)

Oct 16 – 23

R3,215 ZAR per night

Home in Brooks

4.9 out of 5 average rating, 201 reviews

Cedar Swamp Farm

Nov 16 – 23

R2,141 ZAR per night

Home in Swanville

4.93 out of 5 average rating, 139 reviews

Charming home overlooking scenic Swan Lake

Aug 28 – Sep 4

R2,743 ZAR per night

Home in Thorndike

4.9 out of 5 average rating, 147 reviews

Rural spacious getaway with access for adventure

Jan 14 – 21

R1,926 ZAR per night

Home in Belfast

4.94 out of 5 average rating, 124 reviews

Charming Belfast home. Walk downtown/water

Feb 4 – 11

R5,369 ZAR per night

Home in Liberty

4.94 out of 5 average rating, 152 reviews

The Pearl of Lake Saint George

Feb 4 – 11

R5,059 ZAR per night

Home in Penobscot

4.86 out of 5 average rating, 150 reviews

Penny place

Dec 31 – Jan 7

R2,954 ZAR per night

Kid-friendly apartment rentals

Apartment in Rockport

4.94 out of 5 average rating, 193 reviews

Centrally Located Apartment! Rockport, Maine

Dec 22 – 29

R2,495 ZAR per night

Apartment in Camden

4.98 out of 5 average rating, 181 reviews

Mount Battie Studio

Nov 28 – Dec 5

R2,147 ZAR per night

Apartment in Rockport

4.96 out of 5 average rating, 231 reviews

The perfect getaway - Camden/Rockport/Rockland

Jan 14 – 21

R2,683 ZAR per night

Apartment in Belfast

4.99 out of 5 average rating, 108 reviews

Harborview Escape Downtown Belfast

Nov 29 – Dec 6

R3,023 ZAR per night

Apartment in Rockport

4.96 out of 5 average rating, 353 reviews

ONE BIG ROOM Studio in Rockport

Feb 7 – 14

R2,625 ZAR per night

Apartment in Camden

4.99 out of 5 average rating, 110 reviews

Sunny In-Town Camden Studio, 15% weekly discount

Oct 11 – 18

R2,789 ZAR per night

Apartment in Belfast

4.96 out of 5 average rating, 341 reviews

Belfast Harbor Loft

Dec 23 – 30

R4,009 ZAR per night

Apartment in Thomaston

4.89 out of 5 average rating, 123 reviews

A cute little gem in down east Maine

Oct 5 – 12

R1,849 ZAR per night

Kid-friendly condo rentals

Condo in Damariscotta

4.88 out of 5 average rating, 144 reviews

River Escape - Studio Apt. with River Access

Dec 12 – 19

R2,996 ZAR per night

Condo in Bar Harbor

4.83 out of 5 average rating, 172 reviews

Precipice Studio w/Loft in the Heart of Bar Harbor

Nov 11 – 18

R3,365 ZAR per night

Condo in Edgecomb

4.91 out of 5 average rating, 156 reviews

A Spacious Vacation Cottage in Sheepscot Harbour

Sep 29 – Oct 6

R4,006 ZAR per night

Condo in Southwest Harbor

4.92 out of 5 average rating, 101 reviews

2BR Condo w/ 3 min Walk to Downtown SWH [Low Tide]

Apr 8 – 15

R4,599 ZAR per night

Condo in Ellsworth

4.94 out of 5 average rating, 104 reviews

Modern 1st Floor Condo #1 (First Floor)

Nov 25 – Dec 2

R4,042 ZAR per night

Condo in Orland

4.98 out of 5 average rating, 40 reviews

Toddy Haven: A Lakeside Condo Near Acadia.

Oct 24 – 31

R5,604 ZAR per night

Condo in Rockport

5.0 out of 5 average rating, 11 reviews

Luxe Penthouse Retreat - Harbor Views, Downtown

Jan 24 – 31

R12,205 ZAR per night

Condo in Damariscotta

4.75 out of 5 average rating, 48 reviews

Beautiful Midcoast Maine Condo with inground pool

Oct 3 – 10

R3,024 ZAR per night

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

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
930 reviews
Nightly prices starting at
R941 ZAR before taxes and fees

Destinations to explore