Island vacation rentals in Durham

Stunning Island Home Above Treetops Near Lunenburg

SkyView on LaHave Island is car-accessible, built on the highest point of a gorgeous island like a castle on a hill. A 2-story atrium, multiple large windows and skylights reveal spectacular 360-degree views of picturesque coves, a sprawling bay and the vast Atlantic. Enjoy lounging outside on 3 decks with glass panels. High-speed Internet. 5 mins from Crescent Beach swimming, 7 mins from mainland activities on Lighthouse Route, 40 mins to Lunenburg. See our video on Youtube. A phenomenal spot!

Gwynns Island Waterfront Getaway

A lovely waterfront cottage with stunning bay views and the best sunsets on the East Coast. Sliding glass doors create the feeling of being right on the water, even when indoors. You can crab, fish, kayak, grill, and swim directly from the backyard. It's incredibly peaceful and relaxing. Just a mile away is a newly renovated island restaurant with a bar and a wide variety of food options. The house was passed down from my father, and all proceeds from Airbnb go towards making improvements.

Sealport Cottage: Full week Saturday-Saturday only

Sealport Ocean Cottage is a magical place with sparkly days and starry nights! Beautiful ocean views of Seal Cove, Blue Hill Bay on the "Quietside" of this island. Rustic, family owned for 60+ years, this comfy, quiet summer only cottage is all yours to enjoy sunsets, days on the porch, woods and seashore near Acadia National Park. Weekly rentals Saturday to Saturdays only: check-in 4pm or later, check-out 10am, with 5 safety hours between guests for professional cleanings, relax & enjoy!

The Stilt House

Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

The Stabbin Cabin Grant Island w/Boat, HotTub, Pet

Last chance to stay on Grant Island before we close — 2-Night Finale Deal ends Nov 10. The Stabbin Cabin is a unique private bungalow on Grant Island, Brantingham Lake featured on ABC & Buzzfeed. Heres Why * Experience Island Life * Dogs can run free * Steamy HotTub * Electric Boat Included * Great Fishing * Beach Area with Diving Board * Beautiful Bathroom and Shower * 20% off Jetski, Boat and ATV rentals * BBQ grill & utensils * Fast Wifi * TV with Roku (Netflix) * 420 friendly

Island Mill Suite-Waterfront Patio, Boats, Hot tub

*ALL INCLUDED* Hot Tub, Boats, Bicycles, Seasonal Provincial Park Pass At our Island Mill Getaway, a one of a kind experience is awaiting you in the Juliette Grand Suite, on the 2nd floor of our historic 1832 converted limestone flour mill, nestled between 2 waterfalls on an island in the Salmon River. The beautifully appointed 500 sq ft suite with Juliette balcony, also has a large private, outdoor patio with a covered pergola overlooking the river & waterfalls.

Eagle's Nest on 8 acres next little john preserve

Nestled on 8 acres overlooking Casco Bay, the Eagle's Nest cottage has 1 bedroom and 1 bathroom. Open plan with full-kitchen and living room including a queen-size sofa bed. Located on an island, you're only 20 minutes from downtown Portland and 10 minutes from downtown Yarmouth. Last but not least the cottage is a 5-minute walk from a 23-acre preserve that has numerous scenic viewpoints, tide pools and ledges, and picnic tables. Coastal Maine at its best!

Nova Glamping Dover Dome

Experience the natural beauty of Nova Scotia through your own island oasis experience! Our upscale, cozy Geodesic Dome is equipped with everything you need with a view you will never forget. Enjoy a unique blend of nature and luxury as you explore the island during the day and relax in your own private jacuzzi under the stars at night. We guarantee this experience will be one you’ll never forget and one that you’ll keep coming back to time and time again!

Off-Grid Private Island - Miracle Island

You Are the Miracle is a rare private island escape centred gently in the stillness of Steenburg Lake, surrounded by 360-degree views of pristine water and untouched nature. Tucked away in Limerick Township, in the heart of Ontario’s cottage country, this off-grid oasis invites you to unplug from noise and reconnect with what actually matters. This is not just a place to stay — it’s a space to slow down, soften, and return to yourself.

Island Aframe Adventure in Maine

The Island A-Frame is a gentle reminder that enough really is enough. Enough comfort, enough nature, enough quiet, and enough adventure to leave you feeling full instead of fried. Tucked into a wooded corner of 1 Big Sustainable Island, this cozy A-frame invites you to slow down: sleep deeply, cook simple meals, sway in a hammock, warm yourself by the woodstove, and listen as loons and crackling fires take turns filling the air.

Waterfront on an island (Standard) #308122

One-of-a-kind location on an island connected by a 4-arch Roman-style bridge. For a stay in the heart of nature surrounded by majestic century-old trees, just 12 minutes from the city center - it's the best of both worlds. The WiFi is ultra fast, i.e. 50 Mbits and + You can go cross-country skiing, snowshoeing, walking... The accommodation is located on the ground floor.

1 Acre Private Island Cottage (Sat Check In/Out)

Get brought out to the island on a Saturday, you and your dogs can enjoy a vacation on your own private island. And then get picked up a week later on Saturday. A week to swim, fish, bird watch, camp fires, grilling, kayaks, the works. Full functioning kitchen, indoor shower, outdoor shower, screened porch, 10 minute canoe to shore, canoe provided.