
Waterfront holiday rentals in Orr's Island
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Top-rated waterfront accommodation in Orr's Island
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

LUX Designer Private Waterfront Hot Tub - Secluded
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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.

Private Sauna+Near Beach+FirePit+Forest View+Pond
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat & Backup Automatic Generator * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

Waterfront Home on Norway Lake - Hillcrest Farm
Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Oak Leaf
Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

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!

Shore House, Leona Unit - Ocean Front Property
This is the ground level of a multi-unit house. It is wheelchair friendly, with cathedral ceilings, a modern kitchen, and wide plank pine floors. The expansive deck will only enhance you experience overlooking a working wharf on Garrison Cove and Casco Bay. Dogs allowed upon approval. Must not be big barkers and owners are responsible for any waste. We want to be courteous with all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Cozy Cottage-Near Harbor & Park
Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

Perched atop the Coast of the Atlantic Ocean
Enjoy sweeping vistas of the Atlantic Ocean from this 2002 home perched among spruce trees above the rocky coast. Watch for bald eagles and seals. Fall asleep to the sound of crashing waves. Walk down to the edge of the ocean to lounge or picnic. Walk 6 minutes or drive the 0.1 miles to the park entrance. Hike the Little River Trail. The house has vaulted ceilings, panoramic views, fully equipped kitchen, and whirlpool bath.
Popular amenities for Orr's Island waterfront rentals
Waterfront apartment accommodation

Haven on the Hill

#2Marsh Views, Cozy quiet spot on river&preserve

Sail Loft: Stunning Upscale Oceanfront on a Pier.

Penthouse Two Master Waterfront Suite with Rooftop

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front

Panoramic Water Views on the Sheepscot

Welcome to "West Winds at Pemaquid"

"Ship Shape": waterfront, cozy studio- downtown
Waterfront house rentals

Stone Isle. 8 acres next 2 little john preserve.

Gorgeous Studio on the Kennebec

Wren Cabin + Wood fired Sauna

Renovated home with amazing waterfront views

Waterfront Farmhouse with Modern Flair!

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

Pinkham Cove - Water Front Cottage
Waterfront condo accommodation

Beautiful Updated Condo Steps from the Beach

Charming, newly remodeled space atop Munjoy Hill.

Luxury Beach Front Condo! Prime Location!

Oceanfront Condo with Awesome Views

Oceanfront condo with Breathtaking view remodeled

Kings Wharfe in Heart of KPT

The Brunswick

Waterfront|Sunsets|Boothbay Harbor
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Palace Playland
- Hills Beach
- Ogunquit Playhouse
- Farnsworth Art Museum
- Maine Maritime Museum
- Bradbury Mountain State Park
- Portland Museum of Art




