RENTAL LISTINGS
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2 POINT

Pemaquid Beach
In-Season Price: $1,675/week
Off-Season Price: $1,375/week
Damage Deposit: $300

This property is located right on the water on Pemaquid Trail. Neat as a pin, this one story cottage is perfect for 2-4 people. The covered porch...



22 OLD MILL ROAD

New Harbor, ME
In-Season Price: $1,400/week
Off-Season Price: $1,100/week
Damage Deposit: $250

Large family home located off of the desirable McFarland Shore Road. Minimal views of the ocean from some front rooms and located just across the...



4 STARS

New Harbor, ME
In-Season Price: $1,300/week
Off-Season Price: $1,100/week
Damage Deposit: $300

Bright cedar log cabin - 150 steps to crescent shape white sand beach. You are welcomed with a cathedral ceiling, skylights and exposed beams....



9 SALT POND POINT

Chamberlain, ME
In-Season Price: $2,200/week
Off-Season Price: $1,800/week
Damage Deposit: $500

New rental constructed in 2014! This brand new home offers open ocean views from nearly every room. Light and airy with all wood floors, this...



A YELLOW COTTAGE

Chamberlain, ME
In-Season Price: $1,800/week
Off-Season Price: $1,400/week
Damage Deposit: $300

This charming cottage is located on the peaceful loop of homes on Long Cove, in Chamberlain, about two miles from New Harbor. You will enjoy the...



ABACOVE

New Harbor, ME
In-Season Price: $975/week
Off-Season Price: $850/week
Damage Deposit: $200

Within walking distance of Pemaquid Beach and "Little Beach". Located at head of Heron Cove, this cottage has been freshly painted, inside and...



ABERNATHY

Pemaquid, ME
In-Season Price: $1,400/week
Off-Season Price: $1,100/week
Damage Deposit: $300

This little gem of a property is located in Coomb's Cove off of John's River. Located at the end of a private road, it offers quiet seclusion....



ABSOLUTE PRIVACY

Pemaquid Harbor, ME
In-Season Price: $1,700/week
Off-Season Price: $1,200/week
Damage Deposit: $300

This quaint cottage has it all from a king size bed to a deep water dock and screened-in porch with TV and cozy patio furniture. Located at the...



ALICE DOHERTY COTTAGE

New Harbor, ME
In-Season Price: $1,050/week
Off-Season Price: $795/week
Damage Deposit: $250

This cozy cottage in the historic and quaint Village of Pemaquid Beach is next to the most kid friendly beach in Maine. Two restaurants are within...



ARTIST COTTAGE

Chamberlain, ME
In-Season Price: $1,500/week
Off-Season Price: $1,200/week
Damage Deposit: $300

Welcoming cottage located on a private road and in a secluded spot. Beautiful ocean view from the deck, lawn and the living area. There is a sun...



ARTIST'S MODERN HOME

New Harbor, ME
In-Season Price: $1,200/week
Off-Season Price: $950/week
Damage Deposit: $500

An updated modern home. If you are looking for a secluded, quiet get-away this is the place. Enjoy your morning coffee or afternoon cocktail on...



AUNT MAUDE'S

New Harbor, ME
In-Season Price: $995/week
Off-Season Price: $795/week
Damage Deposit: $300

Charming Cottage located on the Pemaquid Trail. Large screen porch to enjoy afternoon sunsets. All 3 bedrooms are located upstairs. Short walk...



BACK COVE VIEW

New Harbor, ME
In-Season Price: $1,100/week
Off-Season Price: $950/week
Damage Deposit: $300

This home is located "up the hill" from the popular Back Cove. Immaculate with a country decor, this cottage is a true gem for those seeking to be...



BAYBERRY

New Harbor, ME
In-Season Price: $1,275/week
Off-Season Price: $1,065/week
Damage Deposit: $300

Part of the Heron Cove complex of cottages, Bayberry sits near the water's edge of John's Bay. A screened-in porch on waterside adds living space...



BAYSIDE

New Harbor, ME
In-Season Price: $950/week
Off-Season Price: $895/week
Damage Deposit: $250

One of the few remaining authentic 1930's-era log cottages on the Pemaquid peninsula. From its scenic location near the tip of Pemaquid Point, on a...



BEACH ROSE

New Harbor, ME
In-Season Price: $1,500/week
Off-Season Price: $1,100/week
Damage Deposit: $500

Newly constructed cottage located close to many Pemaquid attractions, Beach Rose is situated on a hill with excellent views of Johns Bay and a...



BEACH TRAIL COTTAGE

New Harbor, ME
In-Season Price: $2,350/week
Off-Season Price: $1,800/week
Damage Deposit: $300

Located in one of the most popular and desirable areas on the peninsula. Home is within a stone's throw of John's Bay and just 1/2 mile from...



BERNSTEIN

New Harbor, ME
In-Season Price: $2,200/week
Off-Season Price: $1,500/week
Damage Deposit: $300

A great location for those loving water activities such as kayaking, canoeing, or just fishing from the rocks. An expansive front deck expands the...



BIRCH VIEW

New Harbor, ME
In-Season Price: $995/week
Off-Season Price: $850/week
Damage Deposit: $300

New Listing on Pemaquid Point! Charming three-bedroom cottage on Pemaquid Point, just 1/2 a mile from the famous lighthouse. Located on a quiet...



BRADLEY SHORES

New Harbor, ME
In-Season Price: $795/week
Off-Season Price: $695/week
Damage Deposit: $300

This tidy summer home is located in a quiet neighborhood on John's Bay with views from sun room and bedrooms. Brand new kitchen and additional...



BY THE SEA

New Harbor, ME
In-Season Price: $1,600/week
Off-Season Price: $1,100/week
Damage Deposit: $300

Located on the ocean's edge and situated on the very desirable Pemaquid Trail, this property is very cozy and offers everything a vacationer needs....



CAPTAIN'S CATCH

New Harbor, ME
In-Season Price: $625/week
Off-Season Price: $495/week
Damage Deposit: $200

New Listing 2015! The old Captain's Catch has been transformed into an adorable studio apartment with sleeping for 3 - 4. Wood floors throughout...



CLARK

Pemaquid Point, ME
In-Season Price: $1,295/week
Off-Season Price: $1,000/week
Damage Deposit: $300

This cottage is location on a quiet private road in the heart of Pemaquid Point. Contemporary cottage, all on one level, located within walking...



CLIFFSIDE

Pemaquid Point, ME
In-Season Price: $4,000/week
Off-Season Price: $3,500/week
Damage Deposit: $800

This luxurious architectural built home offers panoramic views of the open ocean from nearly every room. You will find the utmost attention to...



COTTAGE BY THE SEA

New Harbor, ME
In-Season Price: $2,200/week
Off-Season Price: $1,900/week
Damage Deposit: $300

A recently constructed contemporary log home sitting on a private way at the tip of Pemaquid Point. Open westerly views to the ocean and rocky...



CRANBERRY POINT

New Harbor, ME
In-Season Price: $1,500/week
Off-Season Price: $1,050/week
Damage Deposit: $250

Large home with beautiful water views from the front porch, master bedroom, and sun room. Upon entering the home, there is a large dining/living...



DAICEY

New Harbor, ME
In-Season Price: $1,200/week
Off-Season Price: $950/week
Damage Deposit: $250

Turn of century, authentic cottage, located on John's Bay. While it has been updated, care has been taken to maintain the charm of an earlier age....



DALTON

New Harbor, ME
In-Season Price: $2,350/week
Off-Season Price: $1,800/week
Damage Deposit: $300

Located in one of the most unique spots on the coast with prominent views of Monhegan, this newly renovated home features a cook's kitchen and...



EDGE CLIFF

New Harbor, ME
In-Season Price: $2,850/week
Off-Season Price: $2,150/week
Damage Deposit: $500

Stunning year round home located on the beautiful Pemaquid Point. Located right on the open ocean with views of the rocky coastline, open ocean,...



EVERGREEN COTTAGE

New Harbor, ME
In-Season Price: $1,200/week
Off-Season Price: $950/week
Damage Deposit: $300

This neat and well-kept Cape Cod Cottage is tucked in the woods a wonderful addition to our inventory just around the corner from Pemaquid Beach....



FELDSPAR

New Harbor, ME
In-Season Price: $1,260/week
Off-Season Price: $980/week
Damage Deposit: $250

Located on Johns Bay, this modern cottage is a dream for those with small kids (dock & float usage also). Screened porch with is nice for meals...



FINISTERE

Chamberlain, ME
In-Season Price: $1,800/week
Off-Season Price: $1,200/week
Damage Deposit: $300

This cottage is unique in classic Maine style with exposed wood and pine floors. The main floor consists of a living room with large picture...



FISHERMAN'S LOFT

New Harbor, ME
In-Season Price: $850/week
Off-Season Price: $700/week
Damage Deposit: $200

Upstairs apartment perched between woods and sea near the Pemaquid Point Lighthouse. Attractively furnished, converted fisherman's loft....



HANSEL & GRETEL COTTAGE

New Harbor, ME
In-Season Price: $1,325/week
Off-Season Price: $1,025/week
Damage Deposit: $300

Located in a very serene slope nestled under 100 year-old pine trees. Just a minutes walk to Pemaquid Beach or five minute walk to the center of...



HARBOR VIEW

New Harbor, ME
In-Season Price: $1,650/week
Off-Season Price: $1,150/week
Damage Deposit: $300

This wonderful two story home looks out over the working harbor of New Harbor. Guests have front row seats to observe the daily routines of the...



HART

South Bristol, ME
In-Season Price: $1,700/week
Off-Season Price: $1,300/week
Damage Deposit: $250

Truly charming "On Golden Pond" cottage from the turn of the century. Located right at waters edge with its own white sandy beach. Complete...



HILLTOP RETREAT

Chamberlain, ME
In-Season Price: $1,600/week
Off-Season Price: $1,150/week
Damage Deposit: $300

Year round home on 4 acres facing ocean with views of water to Monhegan Island from wrap-around-deck,with gas BBQ. Newly renovated gourmet kitchen...



HOMEPORT

Chamberlain, ME
In-Season Price: $1,200/week
Off-Season Price: $1,000/week
Damage Deposit: $250

Long Cove Point is a private peninsula loacated 2 miles north of New Harbor. This one story home has a white sandy beach surrounded by rocky...



HUDDLE HIDEAWAY

New Harbor, ME
In-Season Price: $700/week
Off-Season Price: $600/week
Damage Deposit: $150

New Listing! Perfect little hideaway, just minutes from the heart of New Harbor Village, Fort William Henry, Pemaquid Beach and the local town...



JENNY'S COTTAGE

New Harbor, ME
In-Season Price: $1,500/week
Off-Season Price: $1,000/week
Damage Deposit: $300

Completed in July, 2007, Jenny's Cottage is located on idyllic McFarland Shore. The large covered porch allows for guests to glimpse views of the...



JOHNSEN

Christmas Cove, ME
In-Season Price: $1,750/week
Off-Season Price: $1,500/week
Damage Deposit: $250

Totally private, this wonderful turn of the century cottage captures the essence of a true Maine coastal cottage. All amenities included. Working...



KELLEHER

New Harbor, ME
In-Season Price: $3,850/week
Off-Season Price: $2,975/week
Damage Deposit: $500

A large in ground swimming pool and hot tub located right on the rocks of John's Bay make this one of our most desirable homes - great views and...



LAKIN COTTAGE

New Harbor, ME
In-Season Price: $1,350/week
Off-Season Price: $995/week
Damage Deposit: $300

Breathtaking views and spectacular sunsets greet you from your private waterfront deck in this cozy cottage, just a mile from Pemaquid Beach....



LAKIN HOUSE

New Harbor, ME
In-Season Price: $1,800/week
Off-Season Price: $1,500/week
Damage Deposit: $600

This large waterfront home features a full length deck overlooking John's Bay. Large living room is very comfortable with it's brick hearth and...



LAMKIN COTTAGE

New Harbor, ME
In-Season Price: $925/week
Off-Season Price: $775/week
Damage Deposit: $200

This is a cozy cottage located on the breathtaking shores of John's Bay. This cottage offers a comfortable living room with a wonderful screened...



LATHAM

New Harbor, ME
In-Season Price: $1,400/week
Off-Season Price: $1,050/week
Damage Deposit: $250

Large cottage sitting right on rocks with ocean just feet away. Panoramic views from picture windows located thru out 1st floor. Master bedroom &...



LICERO

New Harbor, ME
In-Season Price: $2,900/week
Off-Season Price: $2,500/week
Damage Deposit: $500

Located on private road, close to Pemaquid Lighthouse, this beautiful Victorian home is perched high above the rocky coast at the end of the road....



LOYAL SON

New Harbor, ME
In-Season Price: $995/week
Off-Season Price: $850/week
Damage Deposit: $250

Great new listing located in the Heron Cove complex on Johns Bay. Cottage is across from the shared dock. Front deck extends entire front of...



LUCY'S COTTAGE

New Harbor, ME
In-Season Price: $1,600/week
Off-Season Price: $1,100/week
Damage Deposit: $300

New Listing on McFarland Shore with water view. More information coming soon!



LUPINE

New Harbor, ME
In-Season Price: $1,050/week
Off-Season Price: $800/week
Damage Deposit: $200

This unique property recently renovated offers a fully equipped kitchen, water views from upper deck and many rooms inside. Walking distance to...



NEPTUNE

Chamberlain, ME
In-Season Price: $2,100/week
Off-Season Price: $1,600/week
Damage Deposit: $500

New Listing on the tip of Long Cove Point! New for 2017! Located on the picturesque Long Cove Point in Chamberlain offers an uninterrupted view...



ON THE ROCKS

New Harbor, ME
In-Season Price: $2,700/week
Off-Season Price: $2,400/week
Damage Deposit: $500

Newly listed one floor living cottage is perched on a cliff at Pemaquid Point. This oceanfront hideaway offers the sights and sounds of crashing...



PERIWINKLE

New Harbor, ME
In-Season Price: $900/week
Off-Season Price: $725/week
Damage Deposit: $200

Located on Johns Bay, this cottage has been completely remodeled with new appliances and furniture. A lovely arch window has been added, as well...



PUFFIN

New Harbor, ME
In-Season Price: $950/week
Off-Season Price: $800/week
Damage Deposit: $200

Located at Heron Cove. This cottage shares the community dock and float of other Heron Cove properties. Wonderful stone fireplace in living room,...



PUMPKIN LEDGE

Pemaquid Point, ME
In-Season Price: $4,100/week
Off-Season Price: $3,600/week
Damage Deposit: $500

Sitting high above the rocks, facing easterly, this magnificent home captures the essence of the rocky coast of Maine and the crashing surf. Views...



PUMPKIN SPICE

New Harbor, ME
In-Season Price: $1,295/week
Off-Season Price: $995/week
Damage Deposit: $300

Newly constructed home located near Pemaquid Lighthouse in a private, wooded setting. The home features a gourmet kitchen, large deck, full...



QUINN COTTAGE

Chamberlain, ME
In-Season Price: $2,000/week
Off-Season Price: $1,500/week
Damage Deposit: $300

Fantastic views of the open ocean and Monhegan Island from dining, living and large deck. Located near the Rachel Carson preserve, this newly...



RAINBOW LANE

New Harbor, ME
In-Season Price: $1,400/week
Off-Season Price: $950/week
Damage Deposit: $300

Year round cottage located off Paradise Lane. Great harbor views in a quiet setting. Recently renovated and tastefully done with large open...



RED HOUSE ON THE SHORE

New Harbor, ME
In-Season Price: $1,850/week
Off-Season Price: $995/week
Damage Deposit: $250

Wonderful home located at the end of a private road on the ocean/bay and surrounded by trees. Just minutes from the Pemaquid Point Lighthouse....



ROBIN'S NEST

New Harbor, ME
In-Season Price: $1,100/week
Off-Season Price: $900/week
Damage Deposit: $300

Great family home located just a mile from Pemaquid Point Lighthouse, just over a mile from Pemaquid Beach, and a walk from center of New Harbor....



ROCK BOUND

Chamberlain, ME
In-Season Price: $2,450/week
Off-Season Price: $1,950/week
Damage Deposit: $300

This seaside cottage is brightened by sweeping unobstructed views of open ocean and surf crashing on the rocks. Long Cove Point is a charming...



ROCK HAPPY

New Harbor, ME
In-Season Price: $1,300/week
Off-Season Price: $950/week
Damage Deposit: $300

Beautiful secluded family home located off of the attractive McFarland Shore Road. This property is privately located with a deck on the front...



ROOKWOOD

New Harbor, ME
In-Season Price: $1,650/week
Off-Season Price: $1,200/week
Damage Deposit: $250

Located at water's edge on Pemaquid Trail, this is a comfortable, well-equipped home with views of water from every room. Pemaquid Beach is within...



SAIL LOFT

New Harbor, ME
In-Season Price: $2,200/week
Off-Season Price: $1,950/week
Damage Deposit: $800

New Listing! This Sail Loft originally build in 1840 has just been restored keep much of the old and adding only the best of the new. Nestled...



SANDPIPER

New Harbor, ME
In-Season Price: $950/week
Off-Season Price: $800/week
Damage Deposit: $200

Meticulously maintained, in a serene setting, this cottage is located on Johns Bay at Heron Cove. Wonderful master bedroom with picture window onto...



SEA CHANGE

New Harbor, ME
In-Season Price: $2,250/week
Off-Season Price: $1,750/week
Damage Deposit: $300

Waterfront home, located only feet from the open ocean and granite rocks of coastline. Lots of arches, peaks and windows, giving a light, open...



SEA FEVER

New Harbor, ME
In-Season Price: $1,150/week
Off-Season Price: $1,000/week
Damage Deposit: $300

Nestled in the trees complete with a picket fence, this quaint home offers a full kitchen with new flat top cooking stove. Attached garage leads...



SEA GULL COTTAGE

New Harbor, ME
In-Season Price: $2,900/week
Off-Season Price: $2,100/week
Damage Deposit: $600

Spectacular New Listing on Pemaquid Point. This modern, year round home offers five bedrooms and sleeps 10. Located on the much desired Pemaquid...



SEA OWL

Chamberlain, ME
In-Season Price: $1,400/week
Off-Season Price: $1,200/week
Damage Deposit: $300

This new Listing is cozy family home, located on the desirable Long Cove Point Road. The property is at the beginning of the cove, just steps from...



SEACREST

Round Pond, ME
In-Season Price: $1,250/week
Off-Season Price: $1,100/week
Damage Deposit: $500

This pleasant home was just built and finished in fall of 2005. The site was carefully chosen to ensure sunlight at all times of the day. Woods on...



SEASIDE HAVEN

New Harbor, ME
In-Season Price: $1,900/week
Off-Season Price: $1,400/week
Damage Deposit: $300

Just completed in 2013! This new listing located on the desirable Pemaquid Trail has it all. Light and airy, wood floors surrounded by beadboard...



SEASWEPT

New Harbor, ME
In-Season Price: $1,850/week
Off-Season Price: $1,200/week
Damage Deposit: $250

Traditional Maine Cottage located at the end of a private access road on John's Bay. Lawn ambles to a rocky coastline and water's edge. Located...



SPRUCEHOLM

Chamberlain, ME
In-Season Price: $1,500/week
Off-Season Price: $995/week
Damage Deposit: $250

Spruceholm, is located off Route 32 in scenic Chamberlain. You will feel as though you are on top of the ocean with panoramic open views to be...



STARKE

New Harbor, ME
In-Season Price: $1,450/week
Off-Season Price: $1,150/week
Damage Deposit: $250

Large traditional high-ceiling New England cottage located right on the open ocean in a wonderfully private setting. Front porch stretches across...



SUITE THYME CARRIAGE HOUSE

New Harbor, ME
In-Season Price: $1,800/week
Off-Season Price: $1,495/week
Damage Deposit: $400

Carriage House Cottage with 210 feet of private bold ocean frontage; located in New Harbor, one of Maine's most picturesque fishing villages and...



SUNSET COVE

New Harbor, ME
In-Season Price: $1,250/week
Off-Season Price: $950/week
Damage Deposit: $300

This beautiful open concept home offers lots of light achieved through the use of cathedral ceilings, large windows and French doors along front...



THE COAST HOUSE

New Harbor, ME
In-Season Price: $3,000/week
Off-Season Price: $2,500/week
Damage Deposit: $400

Elegant 3 bedroom home located on McFarland Shores, an area known for its breathtaking views. Relax on the wrap around deck or dine on the large...



TIMBEROCK

New Harbor, ME
In-Season Price: $1,600/week
Off-Season Price: $1,400/week
Damage Deposit: $250

This is truly the classic New England Log Cabin nestled on the rocks of the coast of Maine. This home has two wonderstone fireplaces, built using...



VAUGHANHAVEN

New Harbor, ME
In-Season Price: $2,500/week
Off-Season Price: $1,800/week
Damage Deposit: $400

This prime lot was the first purchased along this gorgeous stretch of coast. The wraparound deck offers a feeling of total privacy, while large...



WATERLOT

New Harbor, ME
In-Season Price: $3,750/week
Off-Season Price: $2,450/week
Damage Deposit: $750

New Listing! Construction just completed in June, 2013. This one of a kind Maine getaway is located in the heart of New Harbor, atop a...



YOUNG

New Harbor, ME
In-Season Price: $2,575/week
Off-Season Price: $2,150/week
Damage Deposit: $500

Perhaps the Young home is the most picturesque and unique of any on "The Trail". English tudor in design it is surrounded by well landscaped...