
House holiday rentals in Monhegan Island
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Top-rated house rentals in Monhegan 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.

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba
Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Five Islands Waterfront Retreat
Your ultimate Maine vacation home: Five Islands charm, modern comfort & ocean views. Escape to Five Islands, in our newly renovated home. Designed for relaxation, this property boasts a custom kitchen, expansive deck, air conditioning, and panoramic views of Five Islands. Enjoy unparalleled convenience: 30 second stroll puts you at Maine's iconic Lobster Shack, a public dock, kayak rentals, and a general store. Perfect for families, couples, or anyone seeking a Maine coastal experience.

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

Maine Waterfront Hideaway
You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

Pinkham Cove - Water Front Cottage
Authentic oceanfront Maine home, with stunning views and amazing sunsets. Located on Pinkham Cove at the mouth of Boothbay Harbor. Experience the village of BBH , hiking trails, Botanical Gardens and explore the tranquility of Maine. This is the perfect getaway cottage. Enjoy the deck and beach access. The home was recently remodeled. The kitchen is a gem with quartz countertops and Bosch appliances. Curl up by the cozy fireplace, enjoy the amazing harbor view!!

Dockside Retreat - few summer openings remain
This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Vintage ISLAND farmhouse, BYO boat/kayak. Unique!
A Midcoast Maine island paradise. Bring (or rent) your boat/kayak and taste for adventure. Secluded circa-1850 saltwater farmhouse, 1/4-mile private shore. No plumbing (outhouse, rain-barrel showers). No electricity (candles, lamps, flashlights; solar phone-charging). One mile from Friendship Harbor town landing. Beach, wharf, boathouse, forest trails, blueberries, kayak adventures, dark night skies, lobsters, peace, quiet. Note: Inaccessible at dead-low tide.

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.

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!

Cottage on the sea
The Cottage rests directly on the sparkling shores of Muscongus Bay in Bremen, Maine. This serene retreat invites you to swim, dine, and unwind as seabirds call, seals play, and lobster boats pass. Inspired by Scandinavian elegance, the home offers privacy and calm, with a private beach and direct access to the waters of the bay —perfect for a morning swim, a peaceful paddle, or simply soaking in the beauty of the Maine coast.

Waterfront Cottage On Basin Cove - Amazing Sunsets
Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.
Popular amenities for Monhegan Island house rentals
House rentals with a pool

Large private area, close to Rockland

Large Historic 7 Bedroom home with Pool & Hot Tub

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

There's No Place Like Home

Stay Together in Style

Gorgeous house with a view

Ocean View Retreat with Heated Pool / Hot Tub

The Jarvis Homestead | Historic Maine Mansion
Weekly house rentals

Mermaid's Chair | Private Beach | Hot Tub

Tranquil Woodland Retreat + Private Beach Access

Seal Ledge Retreat

Extreme Sunrise - Oceanfront Cottage

The Happy Harbor House! Walk to town!

Family-Friendly Retreat: Stella House, Cushing, ME

Hall Bay Haven

"Periwinkle" ~ a Charming Oceanfront Cottage
Private house rentals

Relax, listen to the waves, or play in the water

Sunset Stunner w/summer dock

Maine Coastal Retreat

Cozy cottage with dock on river

Steps to Water | Wood-Burning Sauna Maine Retreat

Cozy Midcoast Island Cottage

Greenland Cove Coastal Cabin

Southport, views of Christmas cove (Boothbay area)
Destinations to explore
- Popham Beach, Phippsburg
- Willard Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- East End Beach
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- The Camden Snow Bowl
- Portland Museum of Art
- Maine Maritime Museum
- Rockland Breakwater Light
- Bradbury Mountain State Park
- Sand Beach
- Reid State Park
- Bug Light Park
- Camden Hills State Park
- Farnsworth Art Museum
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Hadlock Field
- Pineland Farms





