Cottage holiday rentals in Cobscook Bay

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Top-rated cottage rentals in Cobscook Bay

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Guest favourite
A spacious pool area is highlighted, featuring a crystal-clear swimming pool surrounded by white lounge chairs with navy cushions. The tranquil water reflects the sky, with views of the coastline visible in the background, creating a serene environment for relaxation.
Cottage in Eastport
4.95 out of 5 average rating, 20 reviews

Oceanfront with pool and restaurant amenities

Discover the ultimate oceanfront retreat with our charming 1-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.

Top Guest favourite
A view from a deck overlooking Holmes Bay, showcasing a grassy landscape with colorful foliage. A modern mini-home resembling a boat is positioned nearby, contrasting with the natural surroundings. The sky is bright with scattered clouds, enhancing the scenic ambiance.
Cottage in Machiasport
4.98 out of 5 average rating, 240 reviews

Cottage/w beach, hiking, boat lounge, shown on HBO

Overlooking Holmes Bay and lovely Long Point nature reserve, the Dock House is a stylish mini-home connected to a lobster boat library & lounge. Enjoy sun-filled spaces and mid-century modern decor, as well as access to a small beach. Hike some of Maine's best trails (minutes away) or drive to Acadia, Campobello, Eastport, the Schoodic Peninsula and much more. Visit tourist-free coastal towns or go antiquing. Buy fresh lobster, grill on the deck, or dine in-town at renowned Helen's restaurant.

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 out of 5 average rating, 176 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 inporch

Guest favourite
A serene waterfront scene is captured at sunrise, showcasing boats gently bobbing in calm waters. The sky is painted in soft pink and orange hues, reflecting on the water's surface. A swing set is positioned nearby, framed by trees and distant hills.
Cottage in Lubec
4.88 out of 5 average rating, 68 reviews

Lubec Home with a View -Globe Cove Cottage

Wake to stunning sunrises, sip your coffee on the deck and ponder your day. For the active, put your kayak in at Globe Cove, or bike, hike/ jog to enjoy the winding North Lubec Road’s many memorable vistas. Just a 10 minute drive to Quoddy Head and the famous lighthouse. Enjoy the regions many hiking trail systems, or the village restaurants. Lubec provides great views at every turn , fresh locally caught seafood and opportunities for wildlife viewing, includes eagles, seals and whales.

Guest favourite
A calm body of water reflects the surrounding landscape, framed by tall trees and lush greenery. The stillness of the evening is captured, with soft light illuminating the distant shoreline and forested island.
Cottage in Oak Haven
4.86 out of 5 average rating, 106 reviews

Coastal Waterfront Cottage, by St. Andrews Private

Welcome to our cottage. 15 mins from resort town St Andrews by the Sea, 10 mins to NB's Chocolate town St Stephen. Private oceanfront property, with 400' of shoreline.Enjoy beautiful sunrises & sunsets, starry nights Unplug, relax, curl up on the couch and read some of those books you never have time for., in the nostalgic feeling décor, Enjoy the natural environment , beach walks, Ocean Floor walks. Amazing tides, completely empties the bay every 12hrs and then 6 hours later is full again

Top Guest favourite
The exterior of a historic cape cottage is displayed, featuring a grey shingle facade with red doors. A well-kept lawn surrounds the property, and a blue sky is visible in the background, indicating a sunny day. Access to nearby natural scenery is suggested.
Cottage in Roque Bluffs
5 out of 5 average rating, 165 reviews

Historic Cottage -Roque Bluffs Beach, Pond, & Park

Relax with your family at our peaceful home just a few short steps from the beach, pond, and hiking trails of Roque Bluffs State Park. Hummingbird Hollow, aka Schoppee House, is a lovingly updated two bedroom cottage nestled between the ocean and state park land. Enjoy ocean views, salt air, and the sound of waves. A quick walk to the beach or pond, you’re not too far away to run back for lunch or take an afternoon nap. Also, the house is fully heated and is suitable for the cooler months!

Guest favourite
The cottage sits beside a calm river, surrounded by vibrant autumn foliage. Red and orange leaves reflect on the water's surface, creating a serene scene. The quaint structure features large windows, allowing for natural light to illuminate the interior.
Cottage in Whiting
4.94 out of 5 average rating, 103 reviews

Little Green Cottage

The Little Green Cottage is a peaceful location, on the edge of a calm river, where you can frequently see turtles and frogs. Truly a place to see the night sky and experience nature. Acadia is a little over 2 hours away. Quoddy Head State Park and Campobello Island (Canada - bring your passport), is within 30 minutes. Take a break and unwind at this peaceful oasis. We just added an office shed for those who have to work on vacation. Additional fee to rent so please request in the booking.

Top Guest favourite
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, 107 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.

Top Guest favourite
Two wooden Adirondack chairs sit on a deck overlooking tranquil waters, framed by lush greenery. The sunset casts a warm glow across the expansive view, with gentle ripples on the surface reflecting the surrounding nature.
Cottage in Lubec
5 out of 5 average rating, 40 reviews

Cobscook Lodge

Cobscook Lodge faces west for perfect water sunsets, with 1/3 mile of private bay shoreline, and 30 wooded acres to explore. Cliffs, ledges, pebble beaches, observation points, and 21 foot tides make for any adventure. The Bold Coast’s 43 parks (incl the 20 parklands of Cobscook Shores) with 150 miles of trails and 90 miles of coastline, is a rare wild getaway. The farmhouse is available on a five night minimum stay. Please contact us for scheduling help. We hope you can visit!

Top Guest favourite
A game of Connect Four is positioned on a woven placemat, set against a backdrop of large windows. The serene view displays the water of Flat Bay and surrounding trees, illuminated by golden sunlight from the setting sun.
Cottage in Milbridge
4.96 out of 5 average rating, 233 reviews

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay

Summer 2026 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

Top Guest favourite
Cottage in St. Andrews
4.98 out of 5 average rating, 179 reviews

Gull's Landing Guest Cottage

We are located in the heart of downtown St. Andrews, and free parking is provided for one vehicle. No need to drive anywhere! Everything is within walking distance. Whatever you are looking for, we have! Restaurants, pubs, pharmacy, grocery store, liquor store, boutiques, hardware store, recreational activities, whale watching, kayaking, bike tours, ghost tours, museums, kids activities, etc. The list goes on and on! Hope to see you this soon!

Top Guest favourite
A stone pathway leads to the entrance of a log home, surrounded by trees and offering views of the tidal river in the background. The sky is partly cloudy, with patches of blue visible.
Cottage in Machiasport
4.96 out of 5 average rating, 162 reviews

The Maine Salt River Cottage

This waterfront eco-friendly log home, located in an Audubon Important Bird Area and NWF Certified Wildlife Habitat, comfortably accommodates 6 guests. Perched on a bluff overlooking two of Maine's beautiful tidal rivers, it’s home to bald eagles, osprey, and harbor seals and boasts a dazzling night sky and dynamic water views. Salt River Cottage is a proud signatory of the Glasgow Declaration on Climate Action in Tourism.

Popular amenities for Cobscook Bay cottage rentals