Holiday rentals in Perry

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.

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.

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

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.

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

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.

Cannery Bunkhouse on Private Beach

Historically used to house cannery workers , this renovated cottage is centrally located yet quiet and private with its own beach access. Spectacular views across Johnsons and Cobscook Bays to Eastport and beyond. The sweet cottage is close to the restaurants intown, the bridge to Campabello, many beaches and the myriad of hiking trails. Open sleeping loft with a queen and twin bed. Extra sleeping option for one child on futon on first floor. Kitchen has new appliances but no oven.

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**

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.

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 :)

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.

Secluded waterfront escape. Canoe, Fish, Stargaze

Escape to your very own slice of paradise at our charming waterfront cottage on the St. Croix River! If you’re craving some quality family time, or special times with friends, this is the perfect retreat for you. Nestled in a serene and private setting, our off-grid cottage offers the ideal atmosphere for relaxation and making unforgettable memories together. Book your getaway today and let the adventure begin!