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Vacation rentals in Dedham

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Top-rated vacation rentals in Dedham

Guests agree: these stays 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, 194 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 rustic cottage is viewed at sunset, with vibrant hues of orange and pink illuminating the sky. A gravel pathway leads to the entrance, framed by green lawns and decorative flower pots. Trees are visible in the background, enhancing the natural setting.
Guesthouse in Orland
5 out of 5 average rating, 127 reviews

The Greenhouse Cottage

We feel that the best way to describe our getaway to be “Rustic Elegance”. When you walk through the door you will instantly feel the warmth of a uniquely styled Adirondack cottage. Located nearby to the Acadia Highway (aka Route 1), we are close by to historic Fort Knox, Castine, and Acadia. Enjoy our attached “Greenhouse” which has been made over into a delightful screenhouse/patio, the country setting, blueberry fields, and the beautiful sunrises and sunsets! Fire pit, horseshoes, more!!!

Top guest favorite
The modern cabin is set against a backdrop of trees at dusk, showcasing large windows that emit a warm glow. The structure's unique angled roof adds interest, while the surrounding area features a grassy yard with outdoor seating and a path leading towards the entrance.
Home in Surry
4.84 out of 5 average rating, 573 reviews

Modern Maine Beach House

Welcome to our 1970’s modern architecture house meets rustic cabin. Nestled along the coast, this property offers breathtaking ocean walks and serene atmosphere. The house boasts an open concept layout with sunken living room. Featuring expansive windows that flood the space with natural light and invite the beauty of the outdoors in. Art lovers will appreciate our curated collection thoughtfully selected to enhance the mid-century modern design. Deeded beach access; 300 feet to the ocean

Top guest favorite
The modern luxury cottage is surrounded by lush greenery, featuring a striking exterior with large windows and a prominent chimney. A small deck with seating is visible, providing a serene outdoor space. The design harmonizes with the natural landscape, inviting relaxation and seclusion.
Bungalow in Sedgwick
4.99 out of 5 average rating, 234 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

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, 124 reviews

Farm stay in a cozy yurt

Welcome to Bald Mountain Farm. 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 little foot pump sink. Note that in the winter months, the foot pump sink is out of order. There is no shower. The distance between parking and the yurt is about 150 yards.

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
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.

Guest favorite
Tiny home in Bangor
4.86 out of 5 average rating, 165 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 favorite
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
4.93 out of 5 average rating, 122 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!

Top guest favorite
An aerial view of a single-story waterfront home is presented, showcasing a gray exterior with a sloped roof. A paved driveway leads to a two-car garage on the right. The surrounding landscape consists of green grass and trees, with a serene body of water visible in the background.
Home in Ellsworth
4.97 out of 5 average rating, 115 reviews

Graham Lakeview Retreat

Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.

Guest favorite
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.

Top guest favorite
Two red chairs are positioned on a wooden deck overlooking Beech Hill Pond. A small table is placed between the chairs, providing a perfect spot for relaxation while enjoying views of the calm water and surrounding trees.
Home in Otis
4.95 out of 5 average rating, 112 reviews

Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia

Welcome to Beech Hill Pond! Whether you're looking for a landing spot to explore Bar Harbor and Acadia National Park, a gathering place for a friends and family getaway, or a quiet place to listen to the loons and cook up s'mores by the fire - The Beech House is the place for you! Take a break from work and jump in a kayak at The Beech House! Let us help you enjoy the great state of Maine - The Way Life Should Be

Popular amenities for Dedham vacation rentals

When is the best time to visit Dedham?

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Avg. priceﺩ.ﺇ610ﺩ.ﺇ716ﺩ.ﺇ577ﺩ.ﺇ599ﺩ.ﺇ760ﺩ.ﺇ903ﺩ.ﺇ889ﺩ.ﺇ914ﺩ.ﺇ823ﺩ.ﺇ771ﺩ.ﺇ650ﺩ.ﺇ606
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Dedham?

    Dedham has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Dedham?

    Experience the best of Dedham with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Dedham?

    Four-legged friends are welcome in Dedham. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Dedham?

    Yes! Work meets play with ease at over 30 vacation rentals in Dedham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Dedham have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Dedham. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Dedham have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Dedham. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Dedham have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Dedham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Dedham have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Dedham. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Dedham

  • Total vacation rentals

    Explore 70 vacation rentals in Dedham

  • Nightly prices starting at

    Dedham vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,010 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 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

  • 4.9 Average rating

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

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