Holiday houses in Perry

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Top-rated holiday rentals in Perry

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Top Guest favourite
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, 127 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 favourite
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
4.95 out of 5 average rating, 21 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.

Superhost
The kitchen area features modern appliances, including a microwave and a stove, set against a granite countertop. Upper cabinets provide storage and are adorned with decorative items. A red retro-style mini fridge is also visible, along with various kitchen utensils neatly arranged.
Tiny home in Eastport
4.82 out of 5 average rating, 137 reviews

Immaculate tiny house,walk to everything Eastport!

This is a new tiny house, walk to everything.The oceans at the bottom of the hill! Quick walk to the public beach access, and everything else Eastport has to offer.You can be anywhere in town in 5 minutes but located on a quiet street.Such a quaint New England town.You will love this place.Cozy, comfy, has everything you need and then some!Full size shower and tub, big where it counts! Well appointed, nice finishes and linens.Great for a quick visit or an extended stay, you'll love it!Historic

Top Guest favourite
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
5.0 out of 5 average rating, 177 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

Top Guest favourite
Home in Dufferin
4.97 out of 5 average rating, 100 reviews

Luxury w/fire pit & hot tub on deck by the water!

Welcome US guests! Romantic getaway, near St. Andrew's, Canada's #1 tourist destination! Secluded luxury accommodation w/ hot tub & firepit, on water - 38 foot tides! See seals and porpoise! Access to a table reserved for SEAWINDS guests every Saturday night at the Rossmount, one of Canada's top 10 restaurants! ( Difficult to get reservations in the summer.) Queen bed w/remote, mini fridge, Kureig, microwave, air-conditioning, safe to drink well water, 4K TV & the most spectacular view!

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
4.64 out of 5 average rating, 33 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.

Guest favourite
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
5.0 out of 5 average rating, 9 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 favourite
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
5.0 out of 5 average rating, 13 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.

Guest favourite
A serene landscape is captured at sunset, with soft hues of orange and pink reflecting off calm waters. A grassy area extends towards the shoreline, and a fire pit is situated in the foreground, surrounded by greenery and gentle hills.
Cottage in Robbinston
4.91 out of 5 average rating, 56 reviews

Cottage by the bay

Welcome to serene Robbinston, Maine. This magical place is one of the last wild places on the east coast where the Atlantic Ocean meets the Maine wilderness. From the back deck you can enjoy watching whales in the bay, seals on the beach, and eagles soaring the sky. Additional wildlife include moose, deer, bear, lynx, and fox. Enjoy a campfire in the backyard or on the beach and lose yourself in the details of the Milky Way spreading out above you or the occasional Aurora Borealis.

Top Guest favourite
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, 145 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**

Top Guest favourite
An aerial view captures a secluded property surrounded by water, with lush greenery framing the landscape. The winding road leads to the home, positioned on a small peninsula. Various tidal flats and islands are visible in the expansive blue water.
Home in Fairhaven
5.0 out of 5 average rating, 26 reviews

Birch Point Retreat

Experience island living with all the comforts of home in this modern cottage finished in 2025. Wake up in your king size bed to a different view every morning as the tide transforms the landscape from the ocean floor to a 30-foot deep harbour. Watch the wildlife put on amazing shows while you relax or bbq on the wraparound deck. Catch the sunset from huge picture windows or soak in the tub after a long day exploring the acres of private land that surround you.

Top Guest favourite
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, 217 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.

Popular amenities for Perry holiday rentals

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  2. United States
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  4. Washington County
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