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Family-friendly holiday rentals in Damariscotta

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

  • Total holiday rentals

    Explore 40 holiday rentals in Damariscotta

  • Nightly prices starting at

    Damariscotta holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,910 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Damariscotta holiday 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!

Top-rated family-friendly rentals in Damariscotta

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

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Top Guest favourite
The exterior of a converted barn is showcased, featuring a spacious backyard with lush green grass and several trees. A deck is visible on the upper level, while a playground structure and a long log add elements for outdoor leisure.
Home in Nobleboro

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.

FamilyKitchenPets

4.99 out of 5 average rating, 114 reviews
Top Guest favourite
A bright kitchen area features four wooden stools set at a white counter, illuminated by natural light from large windows. Soft yellow walls complement white cabinetry, with a granite countertop adding a touch of elegance to the space.
Condo in Damariscotta

River Escape - Studio Apt. with River Access

Large sunny basement studio apt. in private home with access to clean river! River down the hill 1/2 mile. 2 miles from town. Propane woodstove, lg. tile shower, deep claw-foot tub, soft water. new pillowtop queen bed. Open fields & path to river. Extra room with full fold out couch. Kid & pet friendly! Spectacular view from upper deck. Steps to bathroom and some to enter apt. Fresh flowers provided. Pick asparagus in spring! Warm cookies! Kayak nearby. Generator for storms. My artwork.

KitchenFamilyOutdoor spaces

4.9 out of 5 average rating, 191 reviews
Guest favourite
A serene waterfront view captures calm waters reflecting the sky and surrounding landscape. Lush greenery is visible along the shore, while scattered clouds drift across the blue sky. The tranquil scene invites relaxation and appreciation of nature.
Home in Newcastle

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!

Indoor spacesFamilyCheckout

4.98 out of 5 average rating, 209 reviews
Top Guest favourite
The living room features a bright green accent wall, complemented by a cozy sofa with floral patterns. A wooden coffee table sits at the center, surrounded by a patterned area rug. A kitchenette is visible, alongside a water cooler and a large window providing natural light.
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 a kitchenette, not a full kitchen. No CLEANING FEE! 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!

KitchenFamilyQuiet

4.94 out of 5 average rating, 399 reviews
Top Guest favourite
A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.
Home in Friendship

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

FamilyKitchenCleanliness

4.96 out of 5 average rating, 130 reviews
Guest favourite
The yacht, Nebi, is depicted docked on calm waters. Its sleek white exterior is complemented by blue canopy awnings. Surrounding scenery includes charming buildings, suggesting a lively marina environment, while a church steeple is visible in the background against a partially cloudy sky.
Boat in Damariscotta

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Indoor spacesKitchenLayout

4.89 out of 5 average rating, 142 reviews
Guest favourite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb

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.

FamilyKitchenPets

4.97 out of 5 average rating, 381 reviews
Top Guest favourite
A spacious studio apartment features wooden paneling and warm lighting. A queen bed with white linens is flanked by two bedside tables with lamps. A small breakfast nook with a checked tablecloth is visible, along with a desk and wooden chair.
Guest suite in Damariscotta

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.

Indoor spacesFamilyCleanliness

4.94 out of 5 average rating, 263 reviews
Guest favourite
Apartment in Damariscotta

"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.

Indoor spacesFamilyView

4.85 out of 5 average rating, 613 reviews
Top Guest favourite
The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.
Guesthouse in Newcastle

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

FamilyIndoor spacesLayout

4.99 out of 5 average rating, 136 reviews
Top Guest favourite
The two-story cottage features a welcoming front porch with a green roof and an American flag. A gravel driveway leads to the house, surrounded by trees and green lawns, offering a peaceful and private setting.
Home in Bristol

Coastal Maine Retreat · Fire Pit · Walk to Harbor

Tucked into the woods of Round Pond, one of Maine's most beloved working harbor villages, The Round Pond Getaway at Moxie Cove is your base for the best of Midcoast Maine. Walk five minutes to the water, spend evenings around the fire pit, and wake up to nothing but birdsong on the screened porch. Pemaquid Lighthouse, fresh lobster at Muscongus Bay, and the Coastal Maine Botanical Gardens are all within easy reach.

KitchenFamilyBackyard

4.96 out of 5 average rating, 105 reviews
Top Guest favourite
A cozy corner of the studio apartment features a tan armchair with decorative stitching. A small dining table is set nearby, and the kitchenette is visible in the background, equipped with wooden cabinets, plates, and essential appliances.
Apartment in Damariscotta

Mystical Mary Howe Room, Downtown Damariscotta

This spacious studio apartment is perfect for relaxing after a day of exploring beautiful Damariscotta and surrounding communities. Situated on the third floor of one of Damariscotta's many historical buildings this apartment consists of a large living room area with kitchenette and a separate large bedroom with bath. Parking is right next to the building and a key will be provided for your apartment.

FamilyKitchenRiver

4.91 out of 5 average rating, 257 reviews

Popular amenities for Damariscotta family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
The tree dwelling is elevated among sturdy trees, featuring a wraparound balcony surrounded by foliage. Large windows invite natural light, offering views of the lush surroundings. A rope bridge connects to another elevated structure, enhancing the unique treehouse experience.
Treehouse in Georgetown

Modern Treehouse w/Water Views+Cedar Hot Tub

KitchenFamilyCondition

4.98 out of 5 average rating, 467 reviews
Top Guest favourite
Cabin in Chesterville

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

FamilyIndoor spacesAmenities

5.0 out of 5 average rating, 209 reviews
Top Guest favourite
A charming off-grid cabin stands amidst lush greenery, featuring large front windows framed by wooden trim. A picnic table with potted flowers occupies a gravel area in front, inviting outdoor gatherings. Solar panels are visible on the roof, showcasing eco-friendly energy use.
Place to stay in Owls Head

A comforting sweet off grid cabin near the beach!

KitchenIndoor spacesCheck-in

4.98 out of 5 average rating, 307 reviews
Top Guest favourite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

KitchenFamilyBiking

4.99 out of 5 average rating, 389 reviews
Top Guest favourite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta

Lakefront: Private Hot Tub, Sauna & Free Massages!

Indoor spacesFamilyPets

4.96 out of 5 average rating, 231 reviews
Guest favourite
Bus in Durham

Solar Powered Bus in Forest | Hot Tub + Wellness

Indoor spacesKitchenLocation

4.9 out of 5 average rating, 145 reviews
Guest favourite
A modern A-frame structure is nestled within a wooded setting, featuring a dark exterior with wooden accents. Adjacent, a spacious gazebo is set on a gravel patio, furnished with a dining table and a comfortable seating area, surrounded by trees offering a sense of privacy.
Tiny home in Wiscasset

Tiny A-Frame Romantic Getaway

FamilyKitchenHeating

4.91 out of 5 average rating, 169 reviews
Top Guest favourite
Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

FamilyIndoor spacesHeating

4.98 out of 5 average rating, 173 reviews

Family- and pet-friendly home rentals

Top Guest favourite
The exterior of a rustic mid-century cabin is framed by lush greenery, featuring a screened-in porch and wooden deck. Stairs lead up to the entrance, and natural stone accents create a seamless blend with the surrounding landscape.
Cabin in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

Indoor spacesFamilySleep quality

4.98 out of 5 average rating, 284 reviews
Top Guest favourite
A rustic cabin is nestled among tall trees, featuring large glass windows that allow natural light to fill the interior. The wooden exterior blends harmoniously with the surrounding greenery, while a small deck extends from the front, offering a serene view of the landscape.
Cabin in Boothbay

Peaceful & private waterfront cabin

Indoor spacesKitchenCondition

4.94 out of 5 average rating, 239 reviews
Top Guest favourite
A charming log cabin nestled among lush greenery, featuring a sloped roof and multiple windows. A picnic table is positioned in front, surrounded by natural landscaping. The peaceful outdoor setting invites relaxation and exploration in the surrounding forest.
Cabin in Boothbay

Simple Boothbay Log Cabin on Water

Indoor spacesKitchenHospitality

4.94 out of 5 average rating, 500 reviews
Top Guest favourite
A bright living area features wooden walls and natural light from two large windows. A dining table with four chairs is central, accompanied by a coffee table and two floral-patterned sofas. A wall-mounted television is visible, alongside an air conditioning unit.
Cottage in South Bristol

Cottage on an island on the end of a peninsula N

KitchenIndoor spacesHospitality

4.93 out of 5 average rating, 154 reviews
Top Guest favourite
An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.
Cottage in South Thomaston

Timeless Tides Cottage

FamilyIndoor spacesWi-Fi

4.96 out of 5 average rating, 212 reviews
Top Guest favourite
A charming cottage is nestled among tall trees, featuring a welcoming entrance with wooden doors. A small porch is adorned with a chair, providing a peaceful spot to enjoy the surrounding woodland. Multiple windows enhance the cabin's light-filled exterior.
Cottage in Wiscasset

Waterscape Cottage - private waterfront

KitchenIndoor spacesWalkability

4.89 out of 5 average rating, 325 reviews
Top Guest favourite
A circular tree swing hangs from a sturdy branch, overlooking a spacious green yard. The view includes a serene body of water with a dock and distant islands framed by trees under a clear blue sky.
Cottage in Friendship

Our charming,oceanfront, Bradford point cottage

KitchenFamilyHeating

4.92 out of 5 average rating, 335 reviews
Guest favourite
A charming cottage is nestled among trees, showcasing a tranquil setting. Two Adirondack chairs are positioned on the grass, inviting relaxation while offering a view of the water in the distance. A well-maintained garden features vibrant greenery and blooming white flowers.
Cottage in Edgecomb

Spectacular Water View Cottage

KitchenIndoor spacesCleanliness

4.92 out of 5 average rating, 179 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in South Thomaston

Large private area, close to Rockland

FamilyKitchenOutdoor spaces

4.94 out of 5 average rating, 113 reviews
Top Guest favourite
A charming exterior of the historic residence showcases a well-maintained garden filled with vibrant purple flowers and greenery. The pale yellow siding of the house complements the octagonal window and green door, offering a welcoming appearance.
Apartment in Brunswick

Charming Saltwater Farm apartment

Indoor spacesKitchenCondition

4.99 out of 5 average rating, 245 reviews
Guest favourite
The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.
Loft in Falmouth

Loft Apartment on Tree-Lined Street in Falmouth

KitchenIndoor spacesBackyard

4.95 out of 5 average rating, 700 reviews
Top Guest favourite
A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.
Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

FamilyKitchenBarbecue

4.97 out of 5 average rating, 174 reviews
Top Guest favourite
A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.
Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

FamilyKitchenHeating

5.0 out of 5 average rating, 113 reviews
Guest favourite
The outdoor area features a circular pool surrounded by reclining lounge chairs with blue and white stripes. A stone patio is adorned with a wooden table and chairs, while lush greenery and flowering shrubs frame the scene under a clear blue sky.
Guest suite in Portland

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

FamilyIndoor spacesTV

4.93 out of 5 average rating, 145 reviews
Top Guest favourite
Apartment in Portland

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool

FamilyIndoor spacesBreakfast

4.97 out of 5 average rating, 518 reviews
Guest favourite
A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.
Home in Peru

the lake house

FamilyKitchenOutdoor spaces

4.94 out of 5 average rating, 236 reviews

When is the best time to visit Damariscotta?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$416 NZD$438 NZD$438 NZD$397 NZD$458 NZD$509 NZD$501 NZD$468 NZD$485 NZD$438 NZD$456 NZD$484 NZD
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

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