Vacation rentals in Perry

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Top-rated vacation rentals in Perry

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A view from a covered porch showcases a lush, wooded area with tall trees. Sunlight filters through the foliage, illuminating the green grass below. A tranquil lake can be seen in the background, enhancing the connection to nature.
Home in Robbinston
4.96 out of 5 average rating, 26 reviews

Blueberry Hill Lakeside Retreat

A house on the lake is the perfect family escape—peaceful, cozy, and surrounded by nature. Spend your days swimming, kayaking, or just watching the sunset from the porch. With no distractions and plenty of quiet beauty, it’s a place to slow down, reconnect, and make memories that last a lifetime. It is important to note that this house is "off grid". There is electricity and wi-fi internet, but was designed with the idea of being able to get away and relax. Heat and appliances are all propane.

Top guest favorite
The exterior of a modern two-story studio apartment is shown, featuring a private deck with a striped umbrella. Stairs lead up to the deck from the ground level, and the building is adorned with multiple windows and light gray siding.
Guest suite in Eastport
4.99 out of 5 average rating, 130 reviews

Studio @ Chadbourne House: Private deck and more!

Modern studio apartment in a historic building in Eastport Maine. 460 sq ft with private deck, king-sized bed, sitting area w/gas stove, galley kitchen, and bathroom. Walk-out second story deck overlooks large side-yard and has table, umbrella, and chairs for outside dining or simply enjoying the day. Private entrance and off-street parking. Well-equipped kitchen w/ refrigerator/freezer, Keurig, kettle, toaster oven, cookware, knives, utensils, dinnerware. Large closet with vacuum and heater.

Top guest favorite
A charming lakeside cottage is framed by lush greenery, showcasing a large deck with seating. Expansive windows reflect the serene waters of the lake, creating a harmonious connection between nature and the retreat.
Cottage in Moores Mills
5 out of 5 average rating, 179 reviews

Luxury Lakefront Cottage w/Hot Tub/Kayaks-Sleeps 6

Escape to an enchanting cottage retreat, nestled on the shores of Moores Mills lake. Immerse yourself in the serene beauty of nature as you soak in the hot tub and gaze out over the tranquil waters. Everything you need to make beautiful memories! #cozycanadiancottage ✅ Swimming, Kayaking ✅ Fishing, Pedal boating ✅ Arcade Pac-Man, Record Player w/ 45’s ✅ Bonfire pit - free firewood ✅ Outdoor BBQ ✅ Sleeps 6: 2 King, 1 Queen bed ✅ 51 inch Smart Roku TV ✅ Amazon Prime, Roku ✅ Screened in porch

Superhost
The exterior of the log cabin is showcased, with a wooden staircase leading up from the grassy yard to the entrance. The cabin is framed by tall trees, with a view of the calm waterfront and distant land under a clear blue sky.
Cabin in Eastport
4.66 out of 5 average rating, 35 reviews

Peaceful Oceanfront Cabin

Relax in nature at this peaceful log cabin on the ocean. Perfect romantic getaway for couples or a great family friendly retreat! This cozy log cabin is located *right* on the waterfront, only set back a few yards from the gorgeous views overlooking Canada's Deer Island. Spend your days relaxing outside on the ~1 acre property or around the fire-pit, have a picnic on the rocks overlooking the water at high tide, or explore the wide variety of ocean critters that can be found at low tide.

Top guest favorite
A lakefront home features a spacious wooden deck that extends along the side, providing views of the water. Large windows offer ample natural light, while the surrounding grass creates an inviting outdoor space. The warm glow of sunset reflects off the exterior, enhancing the serene setting.
Cottage in Whiting
4.96 out of 5 average rating, 113 reviews

Gardner Lake home with access and view

Lakefront home steps from Gardner Lake, Whiting, Maine. Tile floors, wood interior, granite countertops, dishwasher, w/d, radiant heat and heat pump. Awesome views/sunsets. Deck/grill. Shared water access with adjacent cabin. Wi Fi. Roku tv - No cable. Message owner for long term rates. Long term stays require references. Extra twin bed and cot in basement living area. Adjacent cabin if available in summer for additional fee. No pets. No smoking of anything or vaping on premises.

Guest favorite
A two-story cottage features a broad front porch with several seating options, inviting outdoor relaxation. The structure's white exterior contrasts with the lush greenery surrounding it. A gently sloped lawn leads to the entrance, enhancing the serene, rural ambiance of the property.
Home in Perry
5 out of 5 average rating, 10 reviews

Shore Road Cottage

Unwind in this charming 180-year-old cottage—a retreat where history and seaside tranquility converge. Every room brims with character, featuring original hardwood floors, antique furnishings, and whimsical touches that make this home irresistibly inviting. This is a haven for those seeking an escape. Whether you're sightseeing or lost in a good book by the window, you'll find this historic gem to be a delightful blend of past and present, promising a stay that's as relaxing as charming

Guest favorite
A colorful sunset is displayed over a tranquil body of water, with layered clouds in shades of pink, purple, and orange. A small island with trees is visible in the foreground, contrasting against the vibrant sky and reflecting softly on the water's surface.
Home in Eastport
5 out of 5 average rating, 14 reviews

Relaxing Sunset Getaway!

This 3 bedroom home has stunning views of Half Moon Bay and the sunsets are SPECTACULAR! Fits 6 people comfortably with two queen bedrooms and one room with twin beds. This property has everything you will need to enjoy a relaxing week away from it all. Enjoy this serene setting, relax around the fire pit and spot the abundant wildlife. Just minutes to downtown Eastport. Near beautiful Campobello Island. Open concept home with large kitchen, flat screen smart tv, WiFi and phone access.

Top guest favorite
A geodesic dome is nestled among tall trees, surrounded by a natural landscape of pine needles and earth. A wooden deck extends from the dome, offering a seamless connection to the tranquil forest setting. The secluded environment creates a sense of privacy.
Dome in Bayside
4.98 out of 5 average rating, 150 reviews

The River Dome

Escape into nature with a stay in one of our luxury domes. Fully equipped kitchen with cookware, dishes, utensils, etc, as well as coffee and tea. Private bathroom with a toilet, shower, and essential toiletries. Two queen size beds with a loft space. The outdoor area includes a BBQ, private electric hot tub, and patio furniture. Kayaks are available during the summer months, as well as a communal fire pit. **Please note, there is a short walk down a hill to get to the dome**

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Dome in Back Bay
4.75 out of 5 average rating, 4 reviews

Fundy Coastal Dome | Hot Tub & Spectacular Sunsets

Perched on the Bay of Fundy, our Boho Dome offers a unique and romantic escape. Relax in the hot tub, enjoy breathtaking sunsets, and watch Eagles glide overhead. Experience the ever-changing tides, enjoy views of Back Bay’s fishing harbor, or explore by kayak. Whether you’re celebrating a special occasion, seeking a romantic escape, or simply looking to disconnect and recharge, our dome offers an unforgettable stay where nature, comfort, and coastal charm come together.

Top guest favorite
A spacious outdoor area features a well-maintained lawn, bordered by a charming white picket fence. Lush greenery includes a large tree and budding shrubs, enhancing the serene setting. The house is partially visible, showcasing a gabled roof and large windows that invite natural light.
Guesthouse in Pembroke
4.99 out of 5 average rating, 224 reviews

Cobscook Bay Farmhouse on the Bay

One large bedroom with bath and beautiful water view. Key pad entry. The suite is a newly built totally private, extension on the house. You can walk to the beach and to local trails. Hike, clam, birdwatch, bike, sit and read.... There are several restaurants in or near Pembroke. It is 13 miles to Eastport for whale watching, shopping, restaurants and cafes. Lubec is a 45 minute drive away. Your private entrance by keypad. Your driveway space is yours.

Top guest favorite
A sunlit sunroom features a cozy blue couch and two colorful chairs with striped cushions. A vibrant circular rug adds a lively touch to the space. A small green table holds various magazines, while large windows allow natural light to fill the room.
Home in Eastport
4.96 out of 5 average rating, 206 reviews

Mermaid's Mini Mansion

With peak ocean views as well as the first sunrise in the nation from our location across from Todd's Head, the mini-mansion offers a full kitchen, comfortable bedroom, outdoor 3 person hot tub, washer dryer, yard and ocean breezes. Strolling distance to the pier for a whale watch, the artistic downtown, and the brewery! There is a Weber grill, outdoor seating, bikes to use, books, games, record player and WIFI. We welcome your pets and your children :)

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Home in Perry
5 out of 5 average rating, 3 reviews

The Knowlton Home

Step back in time at The Knowlton Home, a turn-of-the-century farmhouse in Perry, Maine. Nestled at the head of Burby Rd leading to Sipp Bay Preserve, it's centrally located between Calais, Eastport, Lubec, and Machias. This historic family home, occupied only by Knowltons, features 2 bedrooms (1 twin, 2 fulls), 1 bath, and a queen sleeper sofa for up to 5 guests. Relax on the porch or enjoy the beautiful lawn and gardens.

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