Vacation rentals in Cushing Island

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Top-rated vacation rentals in Cushing Island

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Top guest favorite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 306 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite
A wooden deck leads to the entrance of the yurt, featuring two green Adirondack chairs flanking the doors. The surroundings are wooded, with a carpet of forest floor visible and trees providing a natural backdrop.
Yurt in Chebeague Island
4.98 out of 5 average rating, 185 reviews

Yurt on Chebeague Island

Imagine staying in a yurt in the woods of Chebeague Island, nestled in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking: fridge, stovetop, sink, water, firepit & firewood. Outdoor shower. WiFi . Cozy heater for cool spring nights. Ferry options on Casco Bay Lines or CTC Ferry. Host provides transport to/from ferry to the yurt.

Top guest favorite
An aerial view captures a serene coastal neighborhood with waterfront homes and manicured lawns. The ocean sparkles in the distance, and several boats can be seen on the water. A well-maintained driveway leads to a residence surrounded by lush greenery.
Guest suite in South Portland
4.97 out of 5 average rating, 107 reviews

Ocean Views, work friendly

This space is the lower level of a single family residence with separate entrance with views of the Casco Bay Ship Channel. More than simply a bedroom, there is a spacious living room with tv and computer workstation. There is a patio for relaxing as you take in the scenery. We are a short walk to Willard Beach, and we provide beach towels and chairs. There is no kitchen but we provide a coffee maker, and small fridge. Places for take out abound nearby. This is a great getaway for couples.

Guest favorite
A bright bedroom features a queen bed with an ornate wooden headboard, flanked by two stylish wall lamps. Sliding glass doors provide access to the outdoors, while clerestory windows invite natural light. A cozy rug complements the wooden flooring, enhancing the spacious feel.
Apartment in South Portland
4.92 out of 5 average rating, 213 reviews

Sopo Abode

Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Guest favorite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 189 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 132 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Top guest favorite
A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.
Apartment in Portland
4.99 out of 5 average rating, 217 reviews

Peaks Island Master Bedroom Suite

Enjoy your stay at this conveniently located, light-filled, modern, chic living space--only a 4-minute walk from ferry, great sunsets, close to market and restaurants with a private entrance and deck. Walking distance to the best island beaches. Located on a quiet, dead end road off the main street. The space is found at the rear of one of Peaks Island's most beautiful, original Cape homes. Guests can enjoy a comfy queen size bed, organic cotton sheets, and a pull-out sofa bed.

Top guest favorite
A large window frames the ocean view, where waves gently roll towards rocky outcrops. A cozy seating area, featuring a leather sofa and a wooden coffee table, is positioned to allow for a serene observation of the changing tides.
Home in Cape Elizabeth
5 out of 5 average rating, 34 reviews

"Periwinkle" ~ a Charming Oceanfront Cottage

Breath taking views await you at Periwinkle, a charming cottage by the sea. Located in a private community where you’ll enjoy a common beach/cove and a beautiful stroll out onto the point where you can enjoy the sun rises and sunsets … The cottage sits on its own little private cove where you can hunt for sea glass! There are long sandy beaches nearby for strolling and swimming and plenty to do and see in the Portland area, just 5 miles or so from the cottage!

Top guest favorite
Home in Freeport
5 out of 5 average rating, 14 reviews

Mermaid's Chair | Private Beach | Hot Tub

*Hot tub not available October - April This is a rare one. A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport.

Top guest favorite
A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.
Apartment in Portland
4.97 out of 5 average rating, 316 reviews

Old Port Penthouse Suite - Amazing Harbor Views

CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Guest favorite
A spacious living area features exposed brick walls and large windows, providing ample natural light. A comfortable sofa and two accent chairs are arranged around a stylish coffee table. A chandelier hangs above, and a television is positioned on a console in view.
Apartment in Portland
4.95 out of 5 average rating, 60 reviews

Old Port Loft - 301

Discover the charm of Portland, Maine, from the comfort of our elegant 3rd-floor unit located in the heart of the Old Port. Steps from Portland’s vibrant nightlife, offering unmatched energy—but expect the buzz of the city late into the night (especially in the summer months when there is live music and outdoor dining just outside the building). Sound machines and earplugs are provided for guests comfort. Maine Lodging License #32635

Guest favorite
The geodesic dome is nestled among trees with large glass windows reflecting the warm glow inside. A wooden staircase leads up to the entrance, surrounded by autumn foliage and dappled sunlight filtering through the leaves.
Dome in Freeport
4.93 out of 5 average rating, 55 reviews

Cozy, secluded geodesic dome - 27

Enjoy a luxury outdoor camping experience like no other! Sleep out in nature in our 16' diameter geodesic with a queen bed and big windows looking out to the woods. Located in a recently renovated luxury campground with tall northern pines all around. The dome is located in the most secluded part of our campground, overlooking a beautiful stream that winds through the site.

Popular amenities for Cushing Island vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Cushing Island