Family-friendly holiday rentals in Orland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Orland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Orland family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Verona Island
4.88 out of 5 average rating, 154 reviewsNashport on the Penobscot
9–16 Jan
Home in Surry
4.89 out of 5 average rating, 168 reviewsPeaceful retreat on Newbury Neck
26 Dec – 2 Jan
Guesthouse in Appleton
4.9 out of 5 average rating, 266 reviewsRaven's Crossing - Retreat Cottage
23–30 Nov
Guest suite in Lincolnville
4.95 out of 5 average rating, 44 reviewsWaterfront Loft w/ Bold Ocean Views
11–18 Oct
Farm stay in Searsport
4.92 out of 5 average rating, 105 reviewsLatham Blueberry Farm for up to 6 guests.
22–29 Dec
Cottage in Penobscot
4.88 out of 5 average rating, 41 reviewsBeach cottage on Penobscot Bay
27 Jan – 3 Feb
Cabin in Bucksport
4.82 out of 5 average rating, 178 reviewsBUCKET LIST! 100+Yr.Old Bonnie Lass Cabin in Maine
20–25 Oct
Cabin in China
4.84 out of 5 average rating, 57 reviewsTwo China lakefront cottages, hot tub & dock
23–30 Sep
Family- and pet-friendly home rentals
Guest suite in Brooksville
4.83 out of 5 average rating, 117 reviewsWaterfront at Tapley Farms Apartment, Acadia, Pets
25 Nov – 2 Dec
Cabin in Deer Isle
4.89 out of 5 average rating, 129 reviewsLong Cove Artist Cottage
12–19 May
Dome in Tremont
4.82 out of 5 average rating, 198 reviewsLittle Frog at The Howling Woods
28 Aug – 4 Sep
Home in Stetson
4.96 out of 5 average rating, 151 reviewsLakefront Log Cabin on Pleasant Lake
9–16 Jan
Treehouse in Hancock
4.95 out of 5 average rating, 493 reviewsTreehouse near Bar Harbor. Luxurious and private!
25 Jun – 2 Jul
Apartment in Belfast
4.96 out of 5 average rating, 341 reviewsBelfast Harbor Loft
19–26 Feb
Home in sullivan
5.0 out of 5 average rating, 138 reviewsPlovers Cottage, Waterfront
14–21 Apr
Cottage in Belfast
4.9 out of 5 average rating, 111 reviewsBelfast Ocean Front Cottage
25 Oct – 1 Nov
Family-friendly home rentals with a pool
Home in South Thomaston
4.95 out of 5 average rating, 83 reviewsLarge private area, close to Rockland
22–29 Aug
Cottage in Belfast
4.58 out of 5 average rating, 12 reviewsShore Cottage
16–23 Nov
Home in Benton
5.0 out of 5 average rating, 13 reviewsRiverside home in Central Maine near Colleges
16–23 Jul
Home in Tremont
5.0 out of 5 average rating, 5 reviewsTremont, ME. Shorefront compound for 7-12
10–17 Sep
Apartment in Stonington
4.92 out of 5 average rating, 12 reviewsThe Carriage House at Spruce Harbor
12–19 Jun
Apartment in Rockland
Heart of Rockland Maine
30 Nov – 7 Dec
Townhouse in Ellsworth
1 Bed Suite in a Resort near Acadia National Park
28 Jul – 4 Aug
Home in Lamoine
Close to Acadia National Park
5–12 Nov
Quick stats about holiday rentals that are family-friendly in Orland
Total rentals
60 properties
Wi-Fi availability
50 properties include access to Wi-Fi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Total number of reviews
1.7K reviews
Nightly prices starting at
$151 NZD before taxes and fees
Destinations to explore
- Portland Holiday rentals
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