Holiday rentals in Perry

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Top-rated holiday rentals in Perry

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

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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
4.94 out of 5 average rating, 17 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 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, 124 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
The A-frame cabin is nestled among trees, surrounded by nature. An inviting view of Little Kennebec Bay is visible in the background, showcasing tranquil waters and coastal landscapes. The private deck with a hot tub extends from the cabin, offering a peaceful outdoor area.
Cabin in Machiasport
4.98 out of 5 average rating, 202 reviews

A-Frame, Hot Tub, Firepit, Oceanfront, Pets

Welcome to your coastal escape! Nestled in nature our cozy and unique A-frame retreat is a haven offering, seclusion, privacy and peaceful views of the ocean. Step into our stylish sanctuary where every detail whispers comfort and charm. Overlooking Little Kennebec Bay Bask in tranquility and enjoy panoramic views of the Little Kennebec Bay from your private deck. ✲ Private Hot Tub! ✲ Outdoor Fire pit! ✲ King Bed! ✲ Abundant hiking! ✲ Wood Burning Indoor Fireplace! ✲ Local Kayaking! ✲ Grill

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
4.72 out of 5 average rating, 32 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 out of 5 average rating, 8 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

Top guest favourite
A newly built cabin features a wooden exterior with a welcoming porch adorned with hanging flowers. Surrounded by lush greenery, the structure is complemented by a pathway leading to the entrance. Natural light highlights the bright and inviting atmosphere.
Cabin in Pembroke
5 out of 5 average rating, 87 reviews

New cabin. Quiet and peaceful

Take it easy at this unique and tranquil getaway. Cabin newly built and finished December 2023. Starlink, comfortable linens and bedding. Full kitchen and bathroom with shower. Vermont Casting propane stove for heat. Gas stove/oven for cooking. Microwave. Stackable w/d Easy access to ITS trails. If you are coming in late we can pick you up a meal at a takeout so it is ready for you when you arrive. Grocery pick up available on request. Come and enjoy this little piece of paradise!

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 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
The open concept space features a king size bed with white linens and two bedside lamps. A pull-out full size couch is positioned opposite a wooden table with two chairs. Natural wood paneling lines the walls, and a large window provides daylight.
Tiny home in Eastport
4.96 out of 5 average rating, 24 reviews

Cozy Tiny Cabin on Half Moon Cove

Reconnect with nature at this unforgettable escape. Open concept tiny (home) cabin with king size bed. Couch in living area pulls out to a full size bed. Kitchenette area has an electric cooktop, counter top french door oven, apartment size fridge, Keurig, and amenities to cook/eat/drink. Full separate bathroom with walk-in shower, toilet, sink/ vanity. Dining area overlooking Half Moon Cove. Quiet residential street with ocean view. A spacious deck with propane fire pit.

Guest favourite
The image showcases a tranquil waterfront view of the St. Croix River. The calm water reflects the blue sky and scattered clouds. In the foreground, rocky shorelines and patches of greenery can be seen, creating a natural frame for the serene landscape.
Home in Robbinston
4.9 out of 5 average rating, 20 reviews

Charming Waterfront Cottage -St. Croix Riverfront

Welcome to our coastal cottage, your ideal getaway! This charming retreat offers stunning waterfront views and a tranquil atmosphere. Centrally located, you're just a short stroll from the beach, shops, and restaurants. Enjoy cozy evenings listening to the waves, or explore nearby attractions. Whether you seek relaxation or adventure, our cottage is the perfect spot to unwind and create lasting memories. Book your stay today and experience the bliss of coastal living!

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.
Guest house in Pembroke
4.99 out of 5 average rating, 215 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 favourite
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
4.95 out of 5 average rating, 197 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 :)

Top guest favourite
A waterfront view captures the serene expanse of Passamaquoddy Bay. Natural light filters through large windows, illuminating the inviting living space decorated with simple furnishings. A coastal décor accent, featuring driftwood elements, brings a beachy essence to the ambiance.
Flat in St. Andrews
4.94 out of 5 average rating, 187 reviews

Cottage Chic Annex - Private Downtown Waterfront

This one bedroom waterfront apartment is located on St Andrew's historic Water Street behind a retail shop, Cottage Chic. Sunset views from the deck overlooking Passamaquoddy Bay, Navy Island and the Maine coast. Beach access. Very private yet steps away from the town wharf and other attractions, shopping and restaurants. Includes wifi, smart TV with Netflix. The maximum number of guests permitted in this space is 2. No children or pets.

Popular amenities for Perry holiday rentals

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  2. United States
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