Holiday rentals in Deer Island

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Top-rated holiday rentals in Deer Island

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

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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, 179 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

Guest favourite
The Periwinkle Cottage is illuminated by charming outdoor lights, framed by lush trees. A Canadian flag flutters beside a sign indicating the cottage name. A scenic view of the water and sunset is visible in the background, with a lighthouse standing nearby.
Cottage in Wilsons Beach
4.86 out of 5 average rating, 57 reviews

PERIWINKLE COTTAGE BY THE SEA-PRIVATE AND COZY

NEW MASTER BEDROOM OVERLOOKING OCEAN AND NEW AND LARGER SCREENED IN PORCH ADDED IN 2023. NOW 3 BR COTTAGE W/LOFT The charming Periwinkle cottage overlooks ocean, great views of sunsets, whales, eagles, seals/boats pass by.2021 Major reno w/ enlarged cottage, new kitchen, bathroom, large deck, loft area added. The screened porch leads to large open deck. Chairs overlooks the water with a small firepit. Cottage sleeps 6 with loveseat in LR making a twin bed. Loft has small bed for kids

Top guest favourite
The Carriage House is shown from outside, featuring a shingle facade and a double garage. A Canadian flag is raised beside the driveway, while a gravel path leads to the house surrounded by trees. A clear blue sky completes the serene setting.
Cottage in L'Etete
5.0 out of 5 average rating, 96 reviews

The Carriage House - Tranquility & Stunning View

Situated directly on the coastline of Passamaquoddy Bay, nestled within 28 acres, the Carriage House offers a unique opportunity for beach walks, relaxation, solace and stunning sunsets. You will have spectacular views of the Bay and across to St. Andrews and Ministers Island. Walk to our private beach and explore the beautiful coastline and experience dramatic Fundy tides (Up to 21ft between high/low water), or relax on the large deck watching bald eagles glide by. A birders paradise.

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, 218 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

Top guest favourite
Home in Dufferin
4.97 out of 5 average rating, 101 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
4.66 out of 5 average rating, 35 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.

Top guest favourite
A cozy sleeping area is presented with a colorful floral bedding set atop a spacious bed. Natural light is allowed through multiple small windows, while shelves above the bed are filled with books and decorative items. A guitar is positioned on the wall, adding character.
Farm stay in Welshpool
4.92 out of 5 average rating, 39 reviews

Cutesy Camper in the Woods!

Price includes 15% HST tax and 15.5% airbnb fee. Located on an 8-acre oceanfront property, this cutesy camper will give you the privacy, and solitude nearby public camping options can't provide. The property, affectionally known as Mother Mushroom, is home to Campobello Island's only nano-brewery, focusing on small batch, traditional ales, and local flavours. With trails to the ocean, various farm animals, and fresh veggies and beer, this is a truly one-of-a-kind farmstay opportunity.

Top guest favourite
Home in Lubec
5.0 out of 5 average rating, 7 reviews

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.

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, 149 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, 31 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.

Guest favourite
Home in Wilsons Beach
4.82 out of 5 average rating, 17 reviews

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.

Top guest favourite
A multi-level house is presented, featuring a spacious wooden deck that extends around the structure. The exterior is clad in white siding, complemented by gray roofing. Surrounding greenery includes trees and a landscaped area with stones, enhancing the natural setting.
Home in Pembroke
4.98 out of 5 average rating, 62 reviews

Full 4 bed home on Cobscook Bay

Full house on Cobscook Bay (4 bed sleeps up to 5) located walking distance from Sipp Bay Preserve (what used to be Knowlton's Seashore Campground) with hiking trails on the beach. Also access to kayaking on fresh and salt water, centrally located between Bar Harbor and Mt. Katahdin for day trips. Multiple shoreline trails and attractions between Eastport, Calais, Machias and Lubec. Private driveway and plenty of parking.

Popular amenities for Deer Island holiday rentals