Holiday rentals in Cummings Cove

Oceanfront with pool and restaurant amenities

Discover the ultimate oceanfront retreat with our charming 2-bedroom cabin, where breathtaking sunsets and majestic whales are your daily backdrop. Nestled right on the coastline, this cozy cabin offers a perfect blend of rustic charm and modern comforts. Enjoy panoramic ocean views from the pool, a private deck for morning coffee, and evening campfires as the sun sets. Whether you’re seeking a romantic getaway or a family experience, our cabin provides a serene sanctuary with modern amenities.

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.

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

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.

"Jolly Breeze" New apartment. Deep cleaned!

Updated Granny Suite apartment in quiet location and still walking distance to downtown. Large back deck over looking a private forest on a hill that leads down to the water. (Water view peaking around the trees). One bedroom, quality latex foam queen mattress with added 3" memory foam topper. Double pine futon with thick mattress for additional guests. Garage space for bikes. Washer/dryer. High speed internet, Internet capable large screen TV, DVD player. Wood, stone and slate.

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.

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.

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 :)

Watch The Whales From This Adorable Island Cottage

This adorable two bedroom, two bath, island cottage is all you’ve dreamed of and more. Watch the whales frolic from the deck. Enjoy the seals, porpoise, bald eagles and more without leaving your vacation home. Campobello Island ‘s history and lighthouses will excite you, as will the miles of coastal hiking trails! Built in the 1940’s, it’s like taking a step back in time, but this immaculate space has the amenities of a new home.

The Healing Shack - Escaping your Trappings

Experience an authentic trappers cabin in Maine built in the 1800’s with this unique and tranquil getaway. Private yet within 5 minutes walking distance to the ocean and 2 minute drive to a beautiful lake with boat access. Spacious area for outdoor activities, where children could pitch a tent while the adults enjoy the romantic comforts of a hand hewn cabin.

Top of the Town

Individuals or a couple will be comfortable in this unique space. This is a very large apartment in downtown Eastport, with wonderful views, a great location, and a private parking place. It is a third floor walk-up, so be prepared to climb some stairs, but the views and the comfortable accommodations are worth it.

“Head Harbour Haven”oceanfront home on Campobello

Centrally located home in the heart of Wilson’s Beach. This newly renovated three bedroom home is equipped with: Washer/dryer Queen and Double size beds, also a small room with a single bed. Full deck with access from dining room & master bedroom. Fire Pit/deck area. BBQ Wifi Smart TV/satellite hook up