Family-friendly vacation rentals in Damariscotta Lake

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Top-rated family-friendly rentals in Damariscotta Lake

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

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Top guest favorite

The exterior of a three-story house is presented, featuring a modern porch with steps leading to a dark front door. Flanked by lush greenery and vibrant orange flowers, the property is highlighted by tall windows that allow natural light indoors.

Apartment in Portland

4.96 out of 5 average rating, 559 reviews

Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

Superhost

Apartment in Damariscotta

4.85 out of 5 average rating, 102 reviews

Cottrill House on Damariscotta River #2

A convenient and newly renovated apartment. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, two bedrooms, private bathroom, living room, 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 across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. 32 miles to Popham Beach and Reid State Park. No smoking!

Guest favorite

The exterior of a blue house is shown, featuring white trim and a welcoming front door. Lush greenery and vibrant hydrangea flowers frame the entrance, creating a charming appearance. A few windows allow natural light to enter, and the house is complemented by a well-maintained lawn.

Home in Rockland

4.98 out of 5 average rating, 109 reviews

Charming, Family-Friendly Historical In Town Home

STR24-11 Sadler House is an in-town historic home located just blocks from Main Street. We have made it truly convenient for families, with flexible sleeping arrangements in three cozy upstairs bedrooms, two full baths, a fully equipped kitchen, large dining table, living room, and sun room. Walk to shops, restaurants, museums and the harbor in minutes. Our house is the perfect home base for exploring all that the beautiful midcoast has to offer. Ask us about free delivery from Ruckus Donuts!

Top guest favorite

A well-maintained backyard garden features a stone fire pit surrounded by seating. Flower beds with various plants provide color and texture. A wooden swing set and a shed are visible in the background, with a stone path leading through the grassy area.

Home in South Portland

4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

Comfortable Cottage style home with 3 bedrooms, private baths. Many amenities. Two living areas for everyone's comfort, a beautiful kitchen, a large private outdoor patio with multiple seating, a fire pit and a gas grill. Backyard is partially shared. We are close to the Portland nightlife, airport, shopping, restaurants and family-friendly activities. We are in a community that offers biking , running routes, parks and History. Warm, welcoming home. In law attached with private entrance.

Guest favorite

A spacious lawn area surrounds a two-story house, featuring a stone fire pit positioned in the foreground. Lush greenery and trees provide a natural backdrop, while windows on the lower level reveal inviting views of the outdoor space.

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Superhost

A playground structure is situated on sandy terrain, featuring a slide, climbing structures, and various play areas. The background reveals a view of the beach and water, complemented by distant greenery and a calm sky.

Apartment in South Portland

4.79 out of 5 average rating, 192 reviews

Bay Windows at Willard Beach, 3 BR, 1 BA

Perfect home base for your visit. One block from Willard Beach and next to Scratch Bakery. Beautiful, sunny, 3 BR, sleeps five. Comfortable Tempur-Pedic beds (queen, full, twin), AC, fully stocked kitchen, 42" flat screen TV with Netflix, Wi-Fi. Off-street parking for 2 vehicles and complimentary laundry in the basement. Perfect Willard Beach plug & play vacation only 10-minute drive to Portland, 5 to Fort Williams, and restaurants within walking distance. Family friendly neighborhood.

Top guest favorite

An airy upstairs room features a large skylight, allowing natural light to fill the space. A yoga mat is positioned on the carpet alongside a soft red bean bag, two green blocks, and a small yellow toy truck. A wooden table sits to the right, complemented by a potted plant.

Apartment in Falmouth

4.9 out of 5 average rating, 195 reviews

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

Top guest favorite

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

4.95 out of 5 average rating, 104 reviews

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 :-)

Superhost

A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.

Cottage in Harpswell

4.89 out of 5 average rating, 153 reviews

Classic Maine Cottage - dock, sauna & kayaks

The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Superhost

The kitchen features modern cabinetry and stainless-steel appliances, with an open layout leading to a dining area. A wooden table with four chairs is positioned near a window, allowing natural light to fill the space. Slate tile flooring provides a stylish element.

Home in Portland

4.89 out of 5 average rating, 151 reviews

Great Modern Space and House

Beautiful house, updated and renovated by the owners. Very nice, quiet and friendly neighborhood on a dead end street. Clean, simple and modern home. Natural light in every space. Nice Bathrooms and updated Ikea kitchen. Open space in living room, very nice fence yard to watch from the living room and for kids to play. Wood and tile floors on the first floor. Carpet only on the bedrooms in the second floor. A lot of Storage and closets to make your stay very comfortable.

Superhost

A spacious dining room features a large glass table surrounded by six dark wooden chairs. Natural light floods in through multiple large windows, illuminating the patterned area rug beneath. A side table holds decorative items, and a chalkboard wall adds a unique touch.

Apartment in Portland

4.83 out of 5 average rating, 140 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

Top guest favorite

An open kitchen and dining area features a rustic wooden table surrounded by metal chairs. The modern kitchen is equipped with new appliances and dark blue cabinetry. Natural light fills the space, highlighting the wood-look tile flooring and charming wall accents.

Apartment in Waterville

5 out of 5 average rating, 113 reviews

Sweet Retreat: 3 BDR Stylish Home Mins To Colby

This spacious home of approximately 1,200 square feet is just 1.1 miles from I-95 and located on the ground floor of a charming, two family home completely renovated and tastefully furnished in 2020. Here the “modern design” and “charming rustic feel” mix perfectly. BONUS: Guests have access to the backyard! The private yard boasts a patio set, fire pit, garden, fence and trees along the property line.