Family-friendly vacation rentals in Litchfield

4.96 out of 5 average rating, 558 reviews

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 East End

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.

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!

4.91 out of 5 average rating, 116 reviews

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

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.

4.88 out of 5 average rating, 126 reviews

A two-story home is situated on a grassy area adorned with colorful chairs, contrasting with a vibrant patch of blooming flowers. A spacious deck extends from the house, and an American flag gently waves in the breeze. Tall trees provide a natural backdrop.

Home in Buxton

Charming 4 bedroom lake front, with private beach

Will not consider less than weekly rentals for July and August and the last week in June.The house sits 80 ft off the lake. It has over 150 ft of lake shore and own private beach. We supply several kayaks paddle boards canoes and tubes . You will be required to sign a waiver to use them and you Must wear lifejackets .The home is located down a private gravel road .We are only 20 miles from the city of Portland, Old Orchard beach, Lake Sebago. Come explore and relax. 2 hours from Boston

4.9 out of 5 average rating, 195 reviews

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

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.

4.89 out of 5 average rating, 151 reviews

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

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.

4.92 out of 5 average rating, 118 reviews

The bathroom features a well-lit space with a modern sink and a shower area. A turquoise shower curtain contrasts with the beige tiles, while a toilet is conveniently positioned nearby. Fresh towels and toiletries are neatly arranged for guest use.

Cottage in Standish

Peaceful Lakeside Maine Retreat

Beautiful and peaceful lakeside retreat in Maine. With plenty of space for you and your family or friends to spread out and relax, this fully updated home has all of the features you'll need to enjoy your vacation on the water. Or get away from it all while working remotely using our reliable WiFi. Only half an hour from Portland's lighthouses and exceptional seafood and craft beer. Just two hours from Boston, come and experience Maine - "the way life should be!"

4.83 out of 5 average rating, 140 reviews

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 East End

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!

5 out of 5 average rating, 113 reviews

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

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.

4.96 out of 5 average rating, 116 reviews

The exterior of the cozy rental home is seen blanketed in snow, showcasing its blue siding and white roof. The large front porch is prominent, while snowflakes gently fall, creating a serene winter landscape with trees in the background.

Home in Bethel

Sunday River Bethel Village ! Walk to Restaurants

2 Bdrm, 1 Bth, Cozy Rental located in Bethel Village. 400 yds from The Bethel Inn. Walk to Bethel Village Restaurants & Shops. Home is in residential area with plowed sidewalks and well lit street. Ideal for a mature quiet couple or similar who are into skiing / enjoying the Bethel area and respectful of the property and neighbors. small dog ok, no cats.

4.92 out of 5 average rating, 146 reviews

A single-story mobile home is set among trees, featuring a light yellow exterior with maroon shutters. A small porch is positioned at the front, while flower beds with blooming plants and a stone border enhance the well-maintained yard.

Home in Paris

Just a get away!!

My place is close to great views - for fall time - half hour to ski area's -oxford casino 7 miles away - hour drive to Mt Washington or Portland - Plenty of hiking area's- Oxford plains speed way 3 miles - , restaurants and dining . Read all { House Rules } it's under things to know, on the bottom left, before making reservation - Thank You