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Family-friendly vacation rentals in Damariscotta

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Top-rated family-friendly rentals in Damariscotta

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

Guest favorite
Guesthouse in South Bristol
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)
Jan 15 – 22
$134 per night
Guest favorite
Apartment in Edgecomb
Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly
Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.
Oct 8 – 15
$86 per night
Guest favorite
Apartment in Damariscotta
Cottrill House on Damariscotta River # 1
Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with mini fridge, microwave and coffee maker. Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!
Sep 19 – 26
$102 per night

Popular amenities for Damariscotta family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
Mar 26 – Apr 2
$186 per night
Guest favorite
Apartment in Topsham
Maine Stay with private hottub, near Brunswick
Jul 17 – 24
$152 per night
Guest favorite
Guesthouse in Appleton
Raven's Crossing - Retreat Cottage
Jun 25 – Jul 2
$90 per night
Guest favorite
Apartment in Searsport
Lakefront Vacation Apartment in Searsport ME
Feb 7 – 14
$116 per night
Guest favorite
Home in Portland
Peaceful Oasis with Water Views and Hot Tub!
Oct 20 – 27
$891 per night
Guest favorite
Apartment in Falmouth
Falmouth 3br near Town landing
Sep 23 – 30
$384 per night
Guest favorite
Guest suite in Lincolnville
Waterfront Loft w/ Bold Ocean Views
Jun 2 – 9
$275 per night
Superhost
Cottage in Harpswell
Beautiful Nezinscott Cottage on Bailey Island
Apr 22 – 29
$900 per night
Guest favorite
Farm stay in Searsport
Latham Blueberry Farm for up to 6 guests.
Nov 30 – Dec 7
$253 per night
Guest favorite
Cottage in Penobscot
Beach cottage on Penobscot Bay
Jan 27 – Feb 3
$261 per night
Guest favorite
Home in Woolwich
Waterfront 4 season house near Bath
Apr 28 – May 5
$390 per night
Cabin in China
Two China lakefront cottages, hot tub & dock
Jun 1 – 8
$300 per night

Family- and pet-friendly home rentals

Guest favorite
Cabin in Nobleboro
Waterside Cabin the Woods 50 acres-No hidden fees!
Oct 17 – 24
$132 per night
Guest favorite
Cabin in Boothbay
Peaceful & private waterfront cabin
Jul 30 – Aug 6
$193 per night
Superhost
Cabin in New Harbor
Rustic Oceanfront Log Cabin
May 5 – 12
$315 per night
Guest favorite
Condo in Edgecomb
A Spacious Vacation Cottage in Sheepscot Harbour
Aug 4 – 11
$186 per night
Guest favorite
Cabin in Boothbay
Simple Boothbay Log Cabin on Water
Sep 10 – 17
$150 per night
Guest favorite
Apartment in Lisbon falls
Charming Victorian farmhouse 1880's bedrooms-2
Jan 9 – 16
$84 per night
Guest favorite
Cabin in Dresden
McKeen's Riverside Retreat
Oct 19 – 26
$126 per night
Superhost
Guest suite in Union
Farmhouse Suite w/ Private Entrance—Midcoast
Jan 22 – 29
$68 per night
Guest favorite
Island in Monmouth
Log Cabin at Naughty Dog Private Island
Jun 15 – 22
$379 per night
Guest favorite
Apartment in Harpswell
Sunny Apartment on the Ocean.
Dec 21 – 28
$100 per night
Guest favorite
Home in Rockland
Rockland Relaxing Retreat/Walk to Town (STR23-36)
Apr 16 – 23
$153 per night
Guest favorite
Cottage in Belfast
Belfast Ocean Front Cottage
Oct 7 – 14
$160 per night

Family-friendly home rentals with a pool

Guest favorite
Apartment in Brunswick
Charming Saltwater Farm apartment
Sep 12 – 19
$113 per night
Guest favorite
Apartment in Boothbay Harbor
Luxury Condo on Water's Edge in Boothbay Harbor
Jan 16 – 23
$266 per night
Guest favorite
Home in South Thomaston
Large private area, close to Rockland
Dec 28 – Jan 4
$466 per night
Guest favorite
Apartment in Falmouth
Poolside Suite-Gateway to Portland
Oct 12 – 19
$156 per night
Guest favorite
Home in Peru
the lake house
Jan 17 – 24
$200 per night
Home in Harpswell
The Point, At The Edge Of The Ocean
Sep 7 – 14
$706 per night
Guest favorite
Condo in Rockport
Oceanfront Multi-level Condo with Prime Amenities
Aug 3 – 10
$546 per night
Guest favorite
Home in Falmouth
Andy's Retreat-Heated pool, Hot Spring jacuzzi, AC
May 19 – 26
$549 per night
Cottage in Belfast
Shore Cottage
Nov 2 – 9
$229 per night
Apartment in Rockland
Heart of Rockland Maine
Apr 12 – 19
$216 per night

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

Total rentals

40 properties

Wifi availability

40 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Total number of reviews

1.6K reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore