
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.

Country home ~ Family friendly
Our converted barn is located on a little used road with easy access to miles of trails. Our road is little used but intersects with US 1.There is a downstairs bedroom with an open loft on the second floor. Wonderful light and views. A fire-pit, swings, hammocks, and playground structures make this a perfect place to stay with your family. A peaceful place to visit for all ages. World famous Moody's diner, a grocery store and gas stations etc. are just 3 miles away! Perfect for young children.

1820s Maine Cottage with Garden
Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Cozy Forest Loft (15 min to 3 cute towns)
Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. 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 - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Cozy Carriage House in Downtown Damariscotta
Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

"Ship Shape": waterfront, cozy studio- downtown
Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

Private Guest Apartment with separate entrance.
Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking. sitting room with a dining table that looks out onto the deck, queen bedroom, private bathroom with jetted tub and separate shower, fully equipped kitchenette; NEW FURNACE-quiet and efficient.

Fernald's Backside
Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

Historic charm, Modern amenities, Walk downtown
Newcastle historic district charm, modern amenities, walking distance to restaurants. Fast Wi-Fi, A/C, great bathroom, full laundry and kitchen plus two bedrooms with queen beds. Pet friendly and handicap accessible, single floor design with parking right in front. Ideal for a MidCoast escape or remote work change of scenery.

Midcoast In-Town Retreat
Prime Maine coast location, private, tranquil, steps away from downtown cafes, bookshops, markets, fine pub/restaurants, hospital, and river. A one-bedroom luxury apartment and a stuffed lounge chair that turns into a twin in the living area with all the amenities.
Popular amenities for Damariscotta family-friendly rentals
Family-friendly home rentals with a hot tub

Cute Midcoast Cottage w Hot Tub

Hallowell Hilltop Home with Hot Tub & Sauna

Cozy, Efficiency Apartment with Hot Tub

Tiny A-Frame Romantic Getaway

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Birch Hill Cabin w/Hot Tub

Raven's Crossing - Retreat Cottage

Cozy Rock Cabin #thewaylifeshouldbe
Family- and pet-friendly home rentals

McKeen's Riverside Retreat

Little Apple Cabin on 5 acres, amazing stargazing!

Waterfront Private Apartment just 5 min to LLBean!

Peaceful & private waterfront cabin

Hermit Thrush House

Linekin Guest Suite

Romantic Coastal Escape near Harbor

Cottage on an island on the end of a peninsula N
Family-friendly home rentals with a pool

Cozy Studio Flat, Belgrade Lakes Region

Resort-like 2 bed/1 bath - seasonal pool/hot tub

Luxe Liberty: Getaway with Heated Indoor Pool!

Coastal Retreat with Pool and Cheerful Vibes

Stay Together in Style

House in the woods

Ocean View Retreat with Heated Pool / Hot Tub

Poolside Suite-Gateway to Portland
When is the best time to visit Damariscotta?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 | $235 | $236 | $229 | $282 | $264 | $295 | $276 | $286 | $240 | $200 | $234 |
| Avg. temp | 21°F | 23°F | 32°F | 43°F | 54°F | 63°F | 69°F | 68°F | 60°F | 49°F | 38°F | 28°F |
Quick stats about vacation rentals that are family-friendly in Damariscotta

Total vacation rentals
Explore 30 vacation rentals in Damariscotta

Nightly prices starting at
Damariscotta vacation rentals start at $50 per night before taxes and fees

Verified guest reviews
Over 2,030 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Damariscotta vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Damariscotta rentals

4.9 Average rating
Damariscotta stays are highly rated by guests—averaging 4.9 out of 5!
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