Family-friendly holiday 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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Guest favourite
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, 129 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 favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 430 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 140 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top guest favourite
A modern cabin is nestled among trees, supported by stilts within the forest. Sunlight filters through the foliage, highlighting the cabin's wooden exterior and windows. The surrounding greenery creates a serene, natural setting that offers a sense of privacy and tranquility.
Cabin in Sedgwick
4.98 out of 5 average rating, 104 reviews

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. The Cabins at Currier Landing - featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest” - are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Top guest favourite
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 favourite
A rustic lakefront cabin is positioned near the water's edge, featuring a spacious screened-in porch. The surrounding area includes natural stone and vibrant autumn foliage. The cabin's exterior is painted green, complemented by a wooden deck offering a view of the lake.
Cabin in Otis
4.96 out of 5 average rating, 192 reviews

Rustic Cabin on Beech Hill Pond near Acadia

Our rustic lakefront cabin is on beautiful crystal clear Beech Hill Pond near Acadia National Park and Bar Harbor, Maine. The cabin has 2 bedrooms and is suitable for 1 to 4 guests. It is furnished with the amenities listed as well as a dock, swimming float, fire pit with firewood, gas grill, and table and chairs. Enjoy the peacefulness from the screened in porch which overlooks the lake after a day of hiking in Acadia National Park. You will hear the call of the loons while relaxing.

Top guest favourite
A fire pit surrounded by four chairs is positioned by the tranquil waters of Molasses Pond. The scene is framed by a grove of trees, with a dramatic sky stretching overhead, reflecting the calmness of the lake.
Home in Eastbrook
4.99 out of 5 average rating, 153 reviews

The Maine Getaway - Lakefront with Beach

If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Top guest favourite
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 favourite
Tiny home in Bangor
4.85 out of 5 average rating, 158 reviews

Field of Dreams Tiny Home

Cozy Tiny Home with Stunning Views Escape the hustle and bustle in this charming tiny home with serene field views. Enjoy the tranquility of nature while still being conveniently located just minutes from Bangor's airport and town center. Relax and unwind in the private Jacuzzi with stunning views of the endless field or gather around the fire pit for a cozy evening under the stars. The projector screen offers endless entertainment options, perfect for movie nights or gaming.

Top guest favourite
A rustic log cabin is surrounded by lush greenery, featuring a stone chimney and a flag displayed proudly. A pathway leads to the entrance, with vibrant flowers and neatly trimmed hedges flanking the cabin. The scenic lake is visible in the background, complemented by tall pine trees.
Cabin in Bucksport
4.92 out of 5 average rating, 117 reviews

Authentic Maine Log Cabin | Lakefront | Cozy

Cozy log cabin lake house is perfect for those seeking outdoor recreational adventures visiting Acadia National Park, a relaxing family lake trip, or a true Maine historic log cabin experience. Enjoy this unique home with a spacious waterfront in Bucksport, Maine. Relax in the shade of the tall pine trees, go fishing, or swimming in the lake. When you want to explore, the cabin’s location is perfectly convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

Guest favourite
A charming lakefront home showcases large windows and a spacious deck. The exterior features a mix of green siding and natural stone pathways, with a fire pit surrounded by seating. Nearby, seasonal foliage adds vibrant color to the serene landscape.
Home in Otis
4.95 out of 5 average rating, 101 reviews

Tranquil lakefront retreat for nature lovers

Lakefront home with gorgeous views of Springy Pond. Experience the best of Maine living! Enjoy four-season comfort in this home away from home! Idyllic Maine summers, breathtaking fall foliage, or a range of winter activities await. This beautiful house boasts private lake access and spacious grounds, making it a perfect location all year round. You can relax by the fire, or unwind in the hot tub as you create wonderful memories with friends and family.

Guest favourite
A geodesic dome is prominently situated on an elevated deck, surrounded by vibrant fall foliage. The structure showcases a wooden finish, and a small detached building is visible nearby. Clear blue skies add to the serene outdoor setting, providing a peaceful ambiance.
Dome in Ellsworth
4.98 out of 5 average rating, 218 reviews

Nomad's Rest-Secluded Modern Camp 30 miles to MDI

The modern Maine camping experience. Enjoy an unforgettable stay in a geodesic dome outfitted with detached bathroom and shower. A fantastic jumping-off point for your favorite outdoor sports with hiking and biking trails within 10 minutes of the property and 30 miles from Acadia National Park. Return from a day of exploration to views of Maine lakes, the national park and a roaring fire pit! @nomaddomehome on Insta for more pictures.

Popular amenities for Dedham family-friendly rentals

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Avg. price$217 SGD$225 SGD$225 SGD$250 SGD$329 SGD$379 SGD$423 SGD$398 SGD$328 SGD$321 SGD$261 SGD$263 SGD
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Quick stats about holiday rentals that are family-friendly in Dedham

  • Total holiday rentals

    Explore 50 holiday rentals in Dedham

  • Nightly prices starting at

    Dedham holiday rentals start at $141 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,330 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Dedham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Dedham rentals

  • 4.9 Average rating

    Dedham stays are highly rated by guests – averaging 4.9 out of 5!

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