
House holiday rentals in Orr's Island
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Top-rated house rentals in Orr's Island
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Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Sunset Stunner w/summer dock
Relax with the family at this peaceful place to stay. This cozy waterfront home offers a tranquil escape with breathtaking ocean sunset views that paint the sky each evening. Lots of windows and open concept living area provide uninterrupted vistas of the water, allowing golden light to flood the space. The wrap around deck just steps from the water's edge is an ideal spot for morning coffee or evening dinners as the sun dips below the horizon. This charming home blends comfort and nature.

Brand new Scandinavian cottage: dock & kayaks!
Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

oceans edge private home | full AC
Uniquely private location, down the peninsula in Harpswell. Perched on the rocky shore. Open ocean, crashing waves, distant islands, birds and breezes. An uncluttered classic Maine home in a remarkable location. Walk to local cove beach. Secluded. Flanked by two shingled homes only visible through the trees. Two large decks, one covered. Guests and neighbors do swim off the rocks at low tide, but it looks precarious to me. Lounge on the rocks in comfy chairs or just never leave the decks.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

Rising Tide Times - quintessential Maine cottage
Out of State guests please read the Maine State COVID-19 restrictions currently in affect. Classic Maine cottage on the end of a point, surrounded by water on 3 sides provides stunning views. The perfect backdrop for the quintessential cottage vacation. Features spacious decks, direct tidal access for kayaking, and outdoor firepit. 15 min to downtown Brunswick/45 min to Portland. We even have Kayaks onsite for guests to paddle around Cards Cove. Perfect for couples and families!

Mermaid's Chair | Private Beach | Hot Tub
A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport and Portland are just minutes down the road.

Gurnet Summer Home "Beau Sejour"
Welcome to Beau Sejour. Authentic Maine property with two brand new balcony’s overhanging the ocean. Attached to the lower balcony includes a staircase- offering direct access to water/beach. A beautiful seating area and outdoor dining table rests on the upper deck, giving panoramic views of the cove and coastal wildlife. Sunrises are especially beautiful, with frequent sightings of bald eagles, osprey, and seals. An authentic Maine experience.

Lakefront summer getaway for 6
Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Experience authentic Midcoast Maine at this private and secluded waterfront home on Atkins Bay with unobstructed views of Popham Beach State Park’s unique flood plains, rocky coast, and 12-foot tides. The house is a recently renovated 3-bed, 2-bath with a large open living space, wrap-around screened porch, hot tub, and seating area overlooking Atkins Bay. Located two minutes driving from Popham Beach, Maine’s most beautiful beach!
Popular amenities for house rentals in Orr's Island
House rentals with a pool

Faith Lane with community pool

35x18Pool| Hot Tub| Private Oasis w/ Deck | Yard

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

Old Falls Retreat-4BR w Gorgeous River View & Pool

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

The Getaway - A River Paradise

There's No Place Like Home

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Weekly house rentals

Waterfront Cottage in Freeport

Maine Coastal Retreat

Captain's House near Henry Allen's Lobster Shack

Freeport Retreat

Cottage on the sea

Little Harbor Cottage

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Southport, views of Christmas cove (Boothbay area)
Private house rentals

Great Island Oasis

Spacious waterfront home - Book Now

Coastal Maine Waterfront Retreat

The Cottage at Red Top - Cozy Lakeside Year-Round

The Nest on Sawyers Island

"Periwinkle" ~ a Charming Oceanfront Cottage

Moody Farm Retreat

Lake front home on Little Sebago
Destinations to explore
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- Family-friendly rentals Orr's Island
- Rentals with a washing machine and dryer Orr's Island
- Waterfront rentals Orr's Island
- Rentals with a patio Orr's Island
- Rentals with beach access Orr's Island
- Rentals with outdoor seating Orr's Island
- House rentals Harpswell
- House rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
- Palace Playland
- Portland Museum of Art
- Bradbury Mountain State Park
- Maine Maritime Museum
- Fortunes Rocks Beach
- Ogunquit Playhouse





