Family-friendly vacation rentals in Dedham

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Top-rated family-friendly rentals in Dedham

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

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Top guest favorite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guesthouse in Orland
4.99 out of 5 average rating, 187 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

Top guest favorite
A serene outdoor space features wooden seating facing the lake, surrounded by tall trees. The grassy area leads to a pebble fire pit, creating a cozy gathering spot. The calm water reflects the clear blue sky, enhancing the natural setting.
Home in Ellsworth
4.97 out of 5 average rating, 124 reviews

Coveside Lakehouse on Sandy Point

If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

Top guest favorite
A vibrant flower garden stretches along a pathway, featuring a variety of blooming flowers in shades of pink, purple, and yellow. Above, string lights create a warm glow as the sky transitions to evening hues of pink and purple, enhancing the outdoor ambiance.
Apartment in Hancock
4.98 out of 5 average rating, 304 reviews

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Top guest favorite
Tiny home in Surry
4.96 out of 5 average rating, 170 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Superhost
A charming house is surrounded by a snowy landscape, illuminated by soft outdoor lighting. A vehicle is parked in the snow-covered driveway, while the front porch features steps leading to the entrance. Leafless trees are seen in the background, enhancing the winter scene.
Home in Bucksport
4.89 out of 5 average rating, 119 reviews

Maine Wilderness Oasis: Hike Swim Kayak Fish

Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

Top guest favorite
An inviting living area features large windows that bring in natural light and offer views of the surrounding forest. A cozy seating area includes a gray sofa and a wooden dining table with chairs. A wooden cabinet adds warmth, while a soft area rug contrasts with the hardwood floor.
Cabin in Eastbrook
4.95 out of 5 average rating, 309 reviews

Hemlock Cabin.

Nestled in beautiful Hemlock grove is this cozy cabin. Its equiped with all the necessities of home to make your stay comfortable. Guests will have private access to Scammons Pond, also known as, R. Lyle Frost Managment Area. Its a fun place to kayak and fish. From the cabin its about a 45 minute drive to Acadia National Park or Schoodic Point. Besides Acadia, there is local hiking, nearby shopping, local restaurants, the Sunrise Trail, and other Maine adventure just waiting to be explored.

Guest favorite
A spacious room features a king-sized bed adorned with smooth linens. Elegant drapes frame the windows, allowing natural light to fill the space. An entertainment area is visible, showcasing a mini fridge and coffee maker, with tasteful décor enhancing the modern design.
Apartment in Bangor
4.88 out of 5 average rating, 165 reviews

King Bed|DTWN Historic Hotel|Fiber Wifi|50"Roku

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 3 mi. to airport 43 mi. to Acadia National Park 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Work space ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Top guest favorite
The cabin's exterior features a new blue siding with white trim, a wooden front porch, and a decorative flag. A palm tree and flower beds enhance the entryway, providing a welcoming appearance. Large windows allow natural light to brighten the interior space.
Cottage in Dedham
4.93 out of 5 average rating, 118 reviews

My Blue Heaven

The cabin is totally renovated with new appliances. Very cute and cozy, perfect for couples looking for a romantic get away. Jenkins Beach is closed for renovations this summer but you can still rent/launch boats there for a small fee. The cabin has WiFi and two TV’s, one has Apple TV, the other has streaming services as well and both have DVD players. Our cabin is not childproof, so not suitable for children under 5. Please look closely at the pictures if you’re bringing a small child.

Top guest favorite
An outdoor movie screen is positioned by the lake, reflecting a scene from a film. Warm lights are strung around the area, enhancing the ambiance. A fire pit is visible, surrounded by a rocky edge. The tranquil water and forest backdrop provide a serene setting.
Guest suite in Orrington
4.98 out of 5 average rating, 133 reviews

Lakefront Gem with Breathtaking Island Views

You didn’t know you needed this- until you arrived. A modern studio tucked right on the water’s edge, where nothing is between you and the lake but loons, sunlight, and a whole lot of time to just be. Private dock (float, fish, float again) Spa-style indoor + outdoor showers (yes, both. Why not?) Outdoor movie night under a blanket of stars Pet-friendly Swimming, stargazing, and stories you’ll be telling next year Just a short drive from town or Acadia — if you ever want to leave.

Guest favorite
A fire pit is set beside the calm waters of Long Pond, reflecting the soft colors of the evening sky. Surrounding trees create a natural frame, enhancing the serene atmosphere of this waterfront location.
Cottage in Bucksport
4.92 out of 5 average rating, 254 reviews

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe

Need to escape the hustle and bustle or a cramped work from home life? The year-round lakehouse is perfect for the outdoor recreational enthusiast, the work-from-home adventurist, a family trip to Acadia, or a cold-weather spa escape. Enjoy this spacious waterfront home in Bucksport, Maine. Relax in the spa tub, fish from the included canoe and kayak, or work remotely with a view. When you want to explore, the home's location is convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

Guest favorite
An interior view of the yurt features a full bed with floral bedding, a comfortable green sofa, and a patterned area rug. A wood stove is positioned centrally, with logs stacked nearby. Ambient lighting is provided by string lights along the interior walls.
Yurt in Dedham
4.97 out of 5 average rating, 120 reviews

Farm stay in a cozy yurt

Welcome to Bald Mountain Farm. The cold weather is coming. The yurt is now stocked with fire starter, kindling and wood. The yurt has a full bed. It is hooked up to electricity for lights and a hot plate. Pots, pans and utensils are in the drawer. The compost toilets are in the back. There is no running water but we provide a drinking fountain and a little sink to wash up. No shower. The distance between parking and the yurt is about 150 yards.

Top guest favorite
A light-filled studio space features a king-size bed with a light-coloured patterned bedspread, accompanied by two reclining chairs and a small table. Multiple windows provide ample natural light, while wood ceilings and floors enhance a warm atmosphere.
Apartment in Deer Isle
4.99 out of 5 average rating, 337 reviews

The Reach Retreat

Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!

Popular amenities for Dedham family-friendly rentals

When is the best time to visit Dedham?

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

  • Total vacation rentals

    Explore 60 vacation rentals in Dedham

  • Nightly prices starting at

    Dedham vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

  • Verified guest reviews

    Over 2,280 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Dedham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Dedham rentals

  • 4.8 Average rating

    Dedham stays are highly rated by guests—averaging 4.8 out of 5!

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