RENTAL LISTINGS
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2 POINT

Pemaquid Beach
In-Season Price: $1,350/week
Off-Season Price: $1,050/week
Damage Deposit: $250

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
In-Season Price: $1,200/week
Off-Season Price: $900/week
Damage Deposit: $250

Large family home located off of the desirable McFarland Shore Road. Views of the ocean from many rooms and located just across the road from the...



4 STARS

Pemaquid Beach
In-Season Price: $1,195/week
Off-Season Price: $995/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....



A FAMILY RETREAT

South Bristol
In-Season Price: $995/week
Off-Season Price: $895/week
Damage Deposit: $250

This charming, early 1800's extended Maine Cape Farmhouse is a perfect family vacation rental. A 12-room homestead, which sleeps eleven...



A GUT HOUSE

South Bristol
In-Season Price: $2,200/week
Off-Season Price: $1,600/week
Damage Deposit: $400

New Listing with open July and August weeks. Dock, float, covered outdoor eating area and much more. More information coming soon!



A SEA PEARL

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

New Listing 2013! This recently renovated property is nestled off of Route 32 in the heart of Chamberlain. Just a short walk to the Rachel Carson...



ABACOVE

Pemaquid Beach
In-Season Price: $950/week
Off-Season Price: $750/week
Damage Deposit: $200

Charming cottage located less then 1/2 a mile of Pemaquid Beach, "Little Beach", and Fort William Henry, makes Abacove a prime location in the New...



ABSOLUTE PRIVACY

Pemaquid Harbor
In-Season Price: $1,600/week
Off-Season Price: $1,200/week
Damage Deposit: $300

New Listing in Pemaquid Harbor! This quaint cottage has it all from a king size bed to a deep water dock and screened-in porch with TV and cozy...



ACHORN LODGE

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

A gabled, natural shingled cottage, perched on a knoll with French doors overlooking the ocean. Kitchen has an Italian country feel and open...



ALICE DOHERTY COTTAGE

Pemaquid Beach
In-Season Price: $950/week
Off-Season Price: $750/week
Damage Deposit: $250

Located in this community of summer homes, across the street from "Little Beach", this cottage is an ideal spot for small families with young...



APPLE ACRE COTTAGE

New Harbor
In-Season Price: $895/week
Off-Season Price: $795/week
Damage Deposit: $250

Recently restored New England Cape with in-law apartment. Located in the heart of New Harbor Village, minutes from Pemaquid Beach, Fort Wm. Henry...



ARTIST COTTAGE

New Harbor
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...



BACK COVE VIEW

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

New Listing with July and August Availability! This home is located "up the hill" from the popular Back Cove. Immaculate with a country decor,...



BAKER COTTAGE

New Harbor
In-Season Price: $2,100/week
Off-Season Price: $1,700/week
Damage Deposit: $500

This new listing is located in the heart of Long Cove Point Road. Situated over the rocks, the easterly views of the open ocean do not get any...



BAY PINES

Pemaquid Point
In-Season Price: $695/week
Off-Season Price: $595/week
Damage Deposit: $200

This recently built loft apartment is nice, sunny and private, located just a short distance from Pemaquid Beach and Pemaquid Point. Calming pond...



BAYBERRY

New Harbor
In-Season Price: $1,245/week
Off-Season Price: $1,025/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

Pemaquid Point
In-Season Price: $850/week
Off-Season Price: $795/week
Damage Deposit: $200

One of the few remaining authentic log cabins left on the peninsula. Located at the tip of Pemaquid Point, it is an easy stroll to the lighthouse,...



BEACH BUNGALOW

Pemaquid Beach
In-Season Price: $595/week
Off-Season Price: $595/week
Damage Deposit: $200

Newly refurbished apartment located near Pemaquid Beach. This apartment has new wooden floors, beds and top of the line linens included. The...



BEACH ROSE

Pemaquid Beach
In-Season Price: $1,350/week
Off-Season Price: $950/week
Damage Deposit: $300

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

Pemaquid Beach
In-Season Price: $2,200/week
Off-Season Price: $1,600/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. Westerly exposure allows...



BEAU RIVAGE

Pemaquid Beach
In-Season Price: $1,200/week
Off-Season Price: $995/week
Damage Deposit: $200

New rental listing! Cozy cottage at the end of Heron Cove. Enjoy one of the best views of John's River from the comfort of the large screened-in...



BERNSTEIN

Pemaquid Beach
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...



BISCUIT'S COTTAGE

New Harbor
In-Season Price: $900/week
Off-Season Price: $700/week
Damage Deposit: $250

Neatly tucked in the woods, surrounded by maples, birches and stonewalls, this uniquely designed home is the perfect spot for anyone want to escape...



BOWDEN COTTAGE

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

Large captain's home located off of the desirable McFarland Shore Road. Porch has breathtaking ocean views with natural stone steps. House is...



BRADLEY SHORES

New Harbor
In-Season Price: $795/week
Off-Season Price: $695/week
Damage Deposit: $250

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...



CLARK

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

This cottage is on a private road, thus allowing for seclusion. Contemporary cottage, all on one level, located within walking distance of the...



CLIFF HANGER

New Harbor
In-Season Price: $795/week
Off-Season Price: $645/week
Damage Deposit: $250

An old fashioned cottage, perched on the top of a hill overlooking the ocean. A wonderful porch which spans the entire front of cottage is perfect...



COTTAGE BY THE SEA

Pemaquid Point
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: $1,400/week
Off-Season Price: $995/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

Pemaquid Beach
In-Season Price: $1,200/week
Off-Season Price: $950/week
Damage Deposit: $250

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



DALTON

New Harbor
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...



EQUINOX

Pemaquid Beach
In-Season Price: $850/week
Off-Season Price: $700/week
Damage Deposit: $200

Just completely renovated, this unique property offers a fully equipped kitchen, water view from deck, front porch, 2 bedrooms and additional...



EVERGREEN COTTAGE

Pemaquid Beach
In-Season Price: $1,150/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
In-Season Price: $1,240/week
Off-Season Price: $960/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...



FISHERMAN'S LOFT

Pemaquid Point
In-Season Price: $850/week
Off-Season Price: $650/week
Damage Deposit: $200

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



GLEN LEDGES

New Harbor
In-Season Price: $1,000/week
Off-Season Price: $850/week
Damage Deposit: $250

This home is located on a private, woodland location, with views of the ocean. The appeal of being on a low granite ledge down a private road...



HANSEL & GRETEL COTTAGE

Pemaquid Beach
In-Season Price: $1,200/week
Off-Season Price: $850/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 LANE

Round Pond
In-Season Price: $1,800/week
Off-Season Price: $1,300/week
Damage Deposit: $300

Water frontage and spacious two-story country house, located on quiet private lane, with wide-angle views of Round Pond Harbor and Loud's Island....



HARBOR VIEW

New Harbor
In-Season Price: $1,600/week
Off-Season Price: $1,100/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...



HARRINGTON

Pemaquid Point
In-Season Price: $875/week
Off-Season Price: $795/week
Damage Deposit: $250

Within 2 minute walk to Pemaquid Point Lighthouse and just a 5 minute drive from the white, sandy Pemaquid Beach. This refurbished cottage is...



HART

South Bristol
In-Season Price: $1,650/week
Off-Season Price: $1,250/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

New Harbor
In-Season Price: $1,550/week
Off-Season Price: $1,100/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

New Harbor
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...



JENNY'S COTTAGE

New Harbor
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

South Bristol
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

Pemaquid Beach
In-Season Price: $3,750/week
Off-Season Price: $2,925/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

Pemaquid Beach
In-Season Price: $1,300/week
Off-Season Price: $950/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

Pemaquid Beach
In-Season Price: $1,800/week
Off-Season Price: $1,300/week
Damage Deposit: $500

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
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
In-Season Price: $1,300/week
Off-Season Price: $950/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 &...



LEDGEHOLM

New Harbor
In-Season Price: $3,400/week
Off-Season Price: $2,995/week
Damage Deposit: $500

Spectacular ocean views from every room! Spacious, classic Maine coast home, very private location on bold ocean with its own cove, offers five...



LEDGES

New Harbor
In-Season Price: $2,000/week
Damage Deposit: $300

Located at the very tip of Long Cove Point, this turn of the century cottage has been modernized and updated while still maintaining the ambiance...



LEGEND HILL

New Harbor
In-Season Price: $1,250/week
Off-Season Price: $995/week
Damage Deposit: $300

A charming log cabin home nestled on a private road within walking distance of the picturesque Pemaquid Point Lighthouse and the Atlantic Ocean,...



LICERO

Pemaquid Point
In-Season Price: $2,850/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
In-Season Price: $950/week
Off-Season Price: $800/week
Damage Deposit: $250

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



LUPINE

Pemaquid Beach
In-Season Price: $850/week
Off-Season Price: $700/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...



NO WORRIES

Round Pond
In-Season Price: $1,700/week
Damage Deposit: $300

No children due to rocky drop offs. Cell phone use only.



OCEAN VIEW

Pemaquid Beach
In-Season Price: $700/week
Off-Season Price: $550/week
Damage Deposit: $200

This camp style three room unit is located in the heart of New Harbor, just around the corner from "Little Beach". It provides near panoramic...



ON THE ROCKS

Pemaquid Point
In-Season Price: $2,500/week
Off-Season Price: $2,000/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...



PEMAQUID SUNSETS

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

Truly one of our most unique settings. In addition to the fully equipped main house, there is a "fish house" located on private dock that has been...



PERIWINKLE

New Harbor
In-Season Price: $875/week
Off-Season Price: $700/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
In-Season Price: $895/week
Off-Season Price: $750/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
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

Pemaquid Point
In-Season Price: $1,250/week
Off-Season Price: $900/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

New Harbor
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
In-Season Price: $1,300/week
Off-Season Price: $900/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...



RASPBERRY HILL

Pemaquid Point
In-Season Price: $875/week
Off-Season Price: $750/week
Damage Deposit: $250

Private and located near the end of Pemaquid Point. Wonderful deck across entire front of cottage. Large windows take full advantage of distant...



RED HOUSE ON THE SHORE

Pemaquid Point
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

Pemaquid Point
In-Season Price: $975/week
Off-Season Price: $850/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

New Harbor
In-Season Price: $2,350/week
Off-Season Price: $1,800/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...



ROOKWOOD

Pemaquid Beach
In-Season Price: $1,500/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...



SAND DOLLAR

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

Open cathedral ceiling, wonderful knotty pine walls, picture windows, large open deck running full length of front, makes this a treasure. Brand...



SANDPIPER

New Harbor
In-Season Price: $900/week
Off-Season Price: $700/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
In-Season Price: $2,150/week
Off-Season Price: $1,650/week
Damage Deposit: $250

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 GULL COTTAGE

Pemaquid Point
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 MEADOW

New Harbor
In-Season Price: $1,200/week
Off-Season Price: $995/week
Damage Deposit: $300

Brand new cozy, second story apartment overlooking the water. Open dining/living area, with open cathedral style ceilings. All natural wood...



SEA OWL

New Harbor
In-Season Price: $1,250/week
Off-Season Price: $1,050/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
In-Season Price: $1,250/week
Off-Season Price: $995/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

Pemaquid Beach
In-Season Price: $1,800/week
Off-Season Price: $1,300/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

Pemaquid Point
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...



SHORT/EVANS

Pemaquid Point
In-Season Price: $850/week
Off-Season Price: $750/week
Damage Deposit: $250

New Listing! This little gem of a cottage is located just around the corner from the Pemaquid Point Lighthouse. Located off of a private road,...



SPRUCEHOLM

New Harbor
In-Season Price: $1,400/week
Off-Season Price: $995/week
Damage Deposit: $250

New rental listing, Spruceholm, is located off Route 32 in scenic Chamberlain. You will feel as though you are on top of the ocean with panoramic...



STARKE

New Harbor
In-Season Price: $1,400/week
Off-Season Price: $1,100/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
In-Season Price: $1,550/week
Off-Season Price: $1,250/week
Damage Deposit: $300

Sparkling brand new carriage house apartment with bold ocean frontage. Two bedrooms, deck, custom kitchen, gas wood stove, washer & dryer,...



SUNSET COVE

New Harbor
In-Season Price: $1,200/week
Off-Season Price: $900/week
Damage Deposit: $250

Just ten years old, this cottage has a deck which extends along the entire front complete with porch swing. Living space is airy due to cathedral...



TED &  CATHY'S

Pemaquid Point
In-Season Price: $400/week
Off-Season Price: $400/week
Damage Deposit: $150

A small cottage located within 5 minute walk to Pemaquid Lighthouse. It is tucked next to a large field of wildflowers, has a lovely deck with...



THE COAST HOUSE

New Harbor
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...



THE TAVERN

Pemaquid Beach
In-Season Price: $900/week
Off-Season Price: $700/week
Damage Deposit: $200

This apartment style two-story home is located a short walk from Pemaquid Beach and Fort William Henry and is just around the corner from "Little...



TIMBEROCK

New Harbor
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...



TOTTEN COTTAGE

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

Charm and character are the key words to this quaint little cottage nestled in the woods of South Bristol. This cottage is perfect for a large...



UPSIDE DOWN HOUSE

Pemaquid Point
In-Season Price: $1,400/week
Off-Season Price: $900/week
Damage Deposit: $250

Year round home located in a very desirable area on Pemaquid Point. Light and airy with all amenities. Mix of collectibles and new pieces with...



VAUGHANHAVEN

New Harbor
In-Season Price: $2,500/week
Off-Season Price: $1,800/week
Damage Deposit: $300

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



WATTERSEDGE

New Harbor
In-Season Price: $2,100/week
Off-Season Price: $1,800/week
Damage Deposit: $300

This cottage is one of the prettiest on John's Bay. It actually has a guest cottage which houses the 3rd bedroom and bath. Both main cottage and...



WEBHANNET

Pemaquid Beach
In-Season Price: $950/week
Off-Season Price: $750/week
Damage Deposit: $300

Webhannet offers surprisingly roomy accommodations for its small footprint. The garage below has been converted into a gaming room. The living...



YOUNG

Pemaquid Beach
In-Season Price: $2,200/week
Off-Season Price: $1,600/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...