A newly renovated New Englander style home on the southern tip of Orr's Island.

Orrs Island, Maine
$347 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Welcome to Orr's Overlook!

Perched at the southern tip of Orr's Island, this classic New Englander blends coastal charm with thoughtful updates, creating a comfortable retreat in one of Harpswell's most beloved locations. Whether you're seeking peaceful ocean views, easy access to local cafés and restaurants, or sunset strolls with your four-legged companion, Orr's Overlook is pet friendly and ready to welcome the entire family.

The Space
Step inside to find a beautifully renovated kitchen featuring new appliances, fresh flooring, and plenty of natural light. Enjoy breakfast in the cozy nook, gather at the kitchen island, or head out to the new side deck to dine in the salty Maine breeze. The open dining and living area provide plenty of space to unwind after a day of exploring, while a half bath downstairs adds convenience for everyone.

Upstairs, three inviting bedrooms, two with queen beds and one with two twins, offer room for a family or small group to spread out comfortably. The full bathroom on this floor boasts a large walk-in shower, perfect for rinsing off after a day on the water or at the beach. New flooring runs throughout the home, giving Orr's Overlook a clean, refreshed feel, complemented by its wrap-around yard—ideal for lawn games, relaxing, or letting your pet explore.

Above-Garage Lookout Deck
One of the most unique highlights of this property is the elevated viewing deck above the detached garage. Just steps away from the main house, this quiet perch offers some of the best views on Orr's Island. Bring your morning coffee, settle in with a good book, or enjoy an evening cocktail as the sun sets over the water. From here, you can watch lobster boats work the coves, spot seabirds and local wildlife, and soak in panoramic views of nearby islands. It's also a picture-perfect place to take in sunrise, sunset, or Maine's incredible night sky.

The Location
Orr's Overlook is ideally positioned for walking, sightseeing, and adventure. Take a short stroll to the world-famous Cribstone Bridge or launch the provided kayaks just feet from it to explore the waterways up close. You're also within easy walking distance to:
Salt Cod Café & H2O Outfitters – 0.1 miles
Island Candy Company – 0.4 miles
Sundrenched – 0.4 miles
Cook's Lobster & Ale House – 1 mile
A local general store (BIGS on Bailey Island) is just over a mile away, and full grocery stores are a quick drive back into Brunswick.

Whether you're dreaming of quiet mornings by the water, afternoons spent kayaking, or evenings relaxing on your private lookout deck with your pet at your side, Orr's Overlook offers a quintessential Maine experience with comfort, charm, and unbeatable convenience.

BOOK YOUR ISLAND GETAWAY TODAY!

Please Note:
The fireplace is NOT available for tenant use.
Kayaks and bicycles are provided and used at tenants' own risk.

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability

Feature Features

  • PETS

    Pet Friendly Service Animals Exempt From Fees
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1297 Sq Ft (121 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Electric Car Charging Station On Site Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Cycling Nearby Fitness Facilities Nearby Hiking/biking Trails Nearby Kayak On Site Marina Nearby Mountain Biking Nearby Mountain Climbing Nearby Sailing Nearby Snorkeling Nearby Tennis On Site Whale Watching Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books Smart TV
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Heating
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Bay Near The Sea
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Your dates are Available!

Total

Includes taxes and fees
$349+
View details