Blue Hill Maine Vacation Rentals and  vacation rentals in Brooklin Maine, Castine Maine, Sedgwick Maine,
  Deer Isle Maine, Stonington Maine, Surry Maine
, and Lamoine Maine.

Oceanfront and lakefront cottages, cabins, condos, villas, and estates. 
For more details and availability, just click on the listings below.

Most rentals go from Saturday to Saturday with check in: 3 PM-----Check out:  10 AM unless listed otherwise.
Most listings have 2 photos or more and a detailed description with prices. Although these pages
are frequently updated, please check with our office to confirm current prices & availability.


Rental rates are quoted to reflect the discounted price for each property.
Preferred payment is in the form of a cash, personal check, cashier’s or certified bank check. 

Contact a rental agent (at 207 374 5300) to discuss alternative payment options.

Maine vacation rental sale tax effective January 1, 2016 is 9%


Need special requirements?  Please email us or fill out the Inquiry Form

Indicates waterfront or water view
Indicates pet friendly vacation rentals possible with owner's permission

Have a rental you want to list? It's Free.  You only pay when we rent it.  
(Click Here!)       ( Rental Inquiry Form )           (Map)


Greater Blue Hill Peninsula Area And Points Downeast

Janes Retreat (ID# HC2-A1) Brooklin $690 & up    Max people - 2 .........(Click Here For Availability)*NEW RENTAL*
Newly renovated apartment nestled in the trees almost like a tree house. Water views that can be seen from two sides of the apartment.Access to a wonderful sandy beach just across the owners property. Private and conveniently located a few minutes from Wooden Boat School. 

Mountainside (ID# HC2-G2) Blue Hill  $990 & up    Max people - 2 .........(Click Here For Availability)
Contemporary studio apartment in quiet country setting, 3 minutes to restaurants, park, harbor, beach, galleries and shopping. Offers many hiking paths, quiet serenity and comfort.
Gray Rock (ID# HC3-G1) Blue Hill  $595 & up    Max people - 3 .........(Click Here For Availability)
Gray Rock is a small cottage located just feet away from Woods Pond(Third Pond) in Blue Hill. For someone looking to enjoy the simple camp or just to get away from the normal every day life this cottage is for you! Located on the property is the owners compass workshop, he may occasionally stop in for a tool or piece of equipment.

Beechwood Cottage (ID# HC3-G3) Blue Hill  $700 & up    Max people - 3 .........(Click Here For Availability)*NEW RENTAL*
Located centrally to Bar Harbor, Deer Isle, Ellsworth, Belfast, Castine and more. Beechwood Cottage is located only 3 miles from town where you will find stores, parks, restaurants, galleries and more. The rental includes a Sun Room, Screened Porch, trails for walking, hiking, biking and jogging. Enjoy the wildlife and experience the peaceful surroundings. 

Accommodations For 4 - 6 or More

Couples Sunset Retreat (ID# HC4-A1) Orland  $600 & up    Max people - 4 .........(Click Here For Availability) *NEW RENTAL*
Looking for a getaway for you and your significant other , Couples Retreat has an ideal location it is located an hour to Bar Harbor, 15 minutes to Blue Hill, 15 minutes to Bucksport and 30 minutes to Ellsworth if you like to explore, or for those who just like to have time to relax and enjoy a peaceful setting, there is patio furniture on the deck. There is also water access just a short walk down a path to the dock if you would like to take a refreshing swim. And for those chilly nights sit and enjoy the gas fireplace inside.

Shawgashee  (ID# HC4-C1) Surry   $750 & up    Max people - 4 .........(Click Here For Availability)
This cute, clean cottage on Toddy Pond, is 100 feet from the water's edge. Relax on the screened porch or bring your beach chair down to the dock and get some sun - the view of this 9 miles long lake is awesome! Swim, fish and listen to the loons. Acadia National Park and Mount Desert Island is just 60 minutes away and Ellsworth is just 30 minutes away.

Cova Bella Getaway  (ID# HC4-C2), Blue Hill, $700 & up    Max people - 4.........(Click Here For Availability) 
Newly Renovated One Bedroom one bath apartment all on one level, with a beautiful water view and a path to the water. 

Eagles Nest (ID# HC4-C3) Surry  $2200 & up    Max people - 4 .........(Click Here For Availability) *NEW RENTAL*
Rent this beautifully landscaped cottage on Newbury Neck. Lovely gardens, beautiful trees, unique sculptures and benches line the driveway."Eagles Nest" was built with many unique features even including a balcony for each bedroom. Enjoy walking miles of recreational trails or play tennis on the private court. Stroll down the trail to the beach. Spectacular views and sunsets. If you do not want to cook, Perry's Lobster Shack is near by for your dining out.

Evergreen House (ID# HC4-G2),  Blue Hill,    $790 & up    Max people - 4.........(Click Here For Availability) 
Contemporary (built 2003) spacious three bedroom home nestled in the woods.  Home has second floor deck off  master bedroom and screened porch off  family room on first level with a nice yard. 

Calling Loon (ID# HC4-G3) Blue Hill  $600 & up    Max people - 4 .........(Click Here For Availability)
Calling Loon is a one level two bedroom, one bath house. With access to Woods pond (Third Pond)a great place to go for a swim or relax with a book. Calling Loon has a nicely equipped kitchen for cooking and conveniently located close to town.

Goose Falls (ID# HC4-G4) Brooksville  $700 & up    Max people - 4 .........(Click Here For Availability)
Peaceful studio apartment located in Holbrook Sanctuary in Brooksville. Goose Falls has great views of Penobscot Bay, occasional wild life sitings and ocean access. The apartment is named after Goose Falls Bridge located only a few feet away where you will see reverse falls means the tides from low to high switch from one side of the bridge to the other.

Winch House  (ID# HC4-H3) Brooklin $800 & up    Max people - 4 .........(Click Here For Availability) *NEW RENTAL*
A boaters delight! Unique ocean front rental located at the local Atlantic Boat Company. The Winch House has cool breezes, amazing views and the wonderful smell of the ocean. Relax on the deck, enjoy the the boat traffic passing by or explore on the beach. Winch House has an open floor concept Living room, Kitchen, Bath and two sleeping quarters one with a Full size bed and one with two twins. Ideal rental for boaters as deep water moorings are available at your cost, bring your own boat in tow or arrive by water! Or just come to take in the view.

Bayview  (ID# HC4-T1) Brooksville   $ & up    Max people - 4.........(Click Here For Availability)
A property for all seasons, this lovely appointed contemporary cottage with 2 car garage is nestled above Bucks Harbor with sweeping southerly Bay Views from open and screened porches, balconies and almost every window. Sun filled rooms with an open design, comfortable furnishings and propane fireplace provide a welcome retreat after a great day enjoying nearby Holbrook Sanctuary, the beauty of Cape Rosier, water sports, biking or hiking. Enjoy warm summer evenings and moonlit skies in the entertainment room with wet bar adjoining balcony on the second floor.

Lone Pine Cape (ID# HC4-T2) Blue Hill  $1000 & up   Max people - 4........(Click Here For Availability)

A property with unique features! This cozy cottage is quiet and secluded. Conveniently located about 5 minutes from Downtown Blue Hill and 20 minutes from Ellsworth. The perfect setting whether it be for star gazing in the evening or, cook a meal in the outdoors kitchen located on back deck, relaxing in the wood fired hot tub or sauna, or just sipping your morning coffee/tea on the farmers porch. 

Campo Verde  (ID# HC4-W2) Brooksville  $840 & up    Max people - 4
.........(Click Here For Availability)
This cottage was the first cottage built on the property it has a whimsical feel and features two bedrooms and one full bath. Also boasting an open design, its spacious interior has lovely views.

Woodsmere(ID#HC5-C1) Blue Hill, $1000 & up Max people- 5.........(Click Here For Availability)
This cozy Ranch has fantastic views and is access to the Salt Pond. One can enjoy swimming and kayaking right from the front yard. Only a few miles from picturesque Blue Hill village where you can enjoy amenities such as shopping, restaurants, galleries, the library and more.

Lords Cove (ID# HC5-P1) Brooksville   $700 & up   Max people - 5........(Click Here For Availability)

Cozy cottage nestled among woods, fields and the sea. The cottage is secluded and quiet and just a short hike from the shore (approximately 100 yards from the shore

Sky On Water (ID#HC5-W1) Brooksville, $1000 & up Max people- 6.........(Click Here For Availability)
Set in a beautifully landscaped 3.63 acre meadow with 352’ deep water on the Bagaduce River, the views and easy access to the water for recreational activities are fabulous. With Blue Hill in the background and inspired by a post card view, "Sky on Water , a very sweet two bedroom, two bath bungalow built in 2009, takes full advantage of the expansive Bagaduce River views from every room and two open decks. With great care and the spirit of carefree summer days, this home was built with an open design, skylights to provide optimal  sunlight and a lushly planted meadow with direct and easy access to the gardens and river.

Osprey Nest House (ID# HC5-R2) Brooklin  $1600 & up    Max people - 6  ...... (Click Here For Availability)
A contemporary house, featured in premier architectural magazine, offers dramatic  views of Eggemoggin Reach, its boats, islands and pointed fir. A private work/craft room is located beyond the bath/shower and 1/2 bath. A soapstone wood burning stove can be used for chilly evenings.

Crabapple Cottage (ID# HC5-R3) Blue Hill  $1015 & up    Max people - 5  ...... (Click Here For Availability)
Updated late 1800's cape farmhouse tucked into a Christmas Tree farm in the quintessential lobster town of Blue Hill, Maine. Ample parking for a modest boat to launch at Blue Hill dock. Wade at low tide at the beach/park overlooking nearby islands. There's a very nice, clean, playground there. Well appointed, comfortable and exceedingly unique. Bright colors, sunny rooms, clean and refreshed farmhouse cape that is at once quaint and cheery. A great place to write a novel! Three separate sleeping areas with two private rooms and a sleeping loft. A petite flat screen TV/DVD player for late night movies and Flashback Atari showdowns!Eat lunch outside on the picnic table, or have an evening cocktail via outdoor lantern-light. Fire pit to roast weenies or make smores, or just get warm on a chilly evening.

RiverView (ID# HC6-A1) Sedgwick  $800 & up    Max people - 6  ...... (Click Here For Availability) *NEW RENTAL*
Cozy quiet cabin in Sedgwick with access to the Bagaduce River for launching kayaks, canoes, paddle boards. Ideal for nature lovers, with many wildlife sanctuaries and nature preserves in the vicinity for hiking, birding, and wild life observation. Convenient to Blue Hill shopping, restaurants, and galleries.

Allen Cove Cottage (ID# HC6-G3) Brooklin  $950 & up    Max people - 6  ...... (Click Here For Availability)
This waterfront rental is located on Blue Hill Bay in the town of Brooklin, ME. The 5 acre property has a private beach and easy access to Mt Desert Island and Acadia National Park, either by boat or auto. Our location provides unparalleled scenic beauty, peace and quiet. For sailing enthusiasts we have a deep-water mooring - 18 feet at mean low water - and the myriad of islands and coves in the area makes for ideal boating experiences.      

Whereaway (ID #HC6-H1), Brooklin,   $1500 & up  Max people - 6 .... Click Here For Availability)
Charming New England two story cape with large yard and beautiful vista shore front on Center Harbor off of Herrick Bay.  Sand beach shore front  and  sailboat rental  possible for experienced sailors.  See extra photos to appreciate the charm and uniqueness of this lovely Maine rental property.

Treetops on Penobscot Bay (ID #HC6-L1), Harborside,   $1800 & up  Max people - 6 .... Click Here For Availability)
Arts and crafts style bungalow built circa 1920. Westerly Penobscot Bay views allow for beautiful sunsets and cooling sea breezes. Fireplace and foundation built from beach cobblestone and even have barnacles "here and there". The cottage features a newly renovated gourmet kitchen and all of the amenities. An oceanfront enclosed porch provides fantastic views!

Tree House Cottage (ID# HC6-L2) Surry  $1000 & up    Max people - 6  ...... (Click Here For Availability) *NEW RENTAL*
This sweet Cottage may remind you of a tree house, it is located approximately 30 feet from the water's edge of Toddy Pond. With lovely views and unique features including "Rain Drop" separate sleeping quarters and spiral stairs Tree House Cottage is located about 25 miles to Acadia National Park and about 12 miles to Blue Hill if you like to site see and explore. If you enjoy flowers and plants including some rare ones Surry Gardens is also near by.Or Tree House would be the perfect getaway, somewhere  relaxing, many places to curl up with a good book and enjoy the surroundings!  

Tide Watch (ID #HC6-N2), East Blue Hill,   $1500 & up  Max people - 6 .... Click Here For Availability) *NEW RENTAL*
Located in the center of East Blue Hill, Tide Watch provides water access and scenic views! Sliding glass doors opens to the patio where you can overlook McHeard Cove and can enjoy the private back yard on those warm summer evenings. Forgot a book? The Library is within walking distance. The play ground and boat ramp are just past the Post Office, where they have picnic tables overlooking the boats and water. If you have a boat and would like to bring it along, the boat ramp is close by and has easy access. This is also a great area to to kayak or canoe. If you don't have one you can rent locally. Curtis Cove is just a short walk where you will find great rocks and sandy beaches. You may even see wildlife such as deer, foxes, racoons, skunks and lots of birds during your stay!

Walker's Pond Cottage (ID #HC6-P1), Brooksville   $1100 & up    Max people - 6  .... Click Here For Availability
Rustic, open beam, pond front cabin with 200 feet of frontage on Walker's Pond with a dock.

Center Harbor House (ID #HC6-P3), Brooklin,   $1300  & up    Max people - 6.... Click Here For Availability
Charming and spacious traditional New England home on Blue Hill Peninsula with expansive lawns, large wrap around sun porch facing the views, two acres of privacy with stunning views of Center Harbor.  Nicely furnished with quaint ambiance of  antique and modern furnishings. Enjoy watching sailboats and lobster men from the lawn, deck or sun porch and take a  walk  to shore less than 100 yds away.  At the shore is a  public boat launch.

Great Pond Retreat (ID# HC6-S1) Great Pond,  $1200 & up    Max people - 6  ...... (Click Here For Availability)
Custom built lake front home with all the comforts. The home also features
CENTRAL AIR CONDITIONING for those hot summer days & nights! At home, on the lake, guest will enjoy peace and quiet as power boats and jet ski's are not permitted. The property has a large camp fire pit, shore side deck and of course a dock and float in the water.also  There are trophy brown trout in the lake for fishing and the spring fed water is pristine for swimming. A traditional Maine wooden row boat and canoe are also provided for use.
Eggemoggin Waltz (ID# HC6-S2) Brooklin,  $800 & up    Max people - 6  ...... (Click Here For Availability)
145 year old newly renovated Victorian Cottage convenient to Wooden boat and Center Harbor

Newbury Neck Cottage on Patten Bay (ID# HC6-S5) Surry,  $1100 & up    Max people - 6  ...... (Click Here For Availability)
Located on Patten Bay this charming home is conveniently right between Blue Hill and Ellsworth. Approximately 30 miles to Acadia National Park in Bar Harbor and 10 minutes (4.9 miles) to Perry's Lobster Shack where a Maine traditional Lobster dinner can be enjoyed on the wharf. Or stop by Carrying Cove Place Beach to enjoy the water and views.

Low Tide (ID# HC6-T1) Sedgwick,  $1000 & up    Max people - 6 
...... (Click Here For Availability)*NEW RENTAL*
A true Maine vacation, waterfront cottage on Eggemoggin Reach with a private dock. Spectacular water views of the tidal protected Harbor. Great area for walking, biking, or boating. Public landing right down the road for launching, 15-20 minutes from Blue Hill and fresh lobster sold right across the street.You can enjoy those warm summer evenings cooking out on the grill, gazing at the stars or possibly a sunset cruise on the owners charter boat for a fee, who lives conveniently close by.

The Red Camp (ID# HC6-W1) Surry,   $850 & up    Max people - 6  ...... (Click Here For Availability)
Sweet cottage on Toddy Pond. This cottage sits almost on the water with great wading for small children. Easy access to all the local area has to offer such as walking, antiquing, bird watching and ANP only 35 minutes away.

Accommodations For 7 - 9 or More

Haven House  (ID# HC7-G1) Blue Hill,  $800 & up    Max people - 7  ..... (Click Here For Availability)
Located in the picturesque village of East Blue Hill, this cottage is the perfect rental for any budget minded family or two couples traveling together. Completely renovated in '07 "Copper Penny Cottage" is bright and clean and well equipped so you will find everything you need, including a lobster pot! Only minutes from Blue Hill or an hours drive from the well know Acadia National Park and Bar Harbor. There are miles of coastline and charming waterfront towns to visit. Another plus is that is is one of the few rentals that rent Sunday to Sunday, but whatever your needs, give us a call.

Forest "Saltwater" Farm  (ID# HC7-J1) Harborside,  $1000 & up    Max people - 7  ...... (Click Here For Availability)
Bring your canoe, bicycle, swimming gear and hiking boots.  Located in Brooksville with access to Orr Cove. 300 feet of Water Frontage. This 2500 sq/ ft, 3 bedroom, 1 bath house sits on 22 acres of walking trails. House faces South West with views of sunsets from the beach. There is also a little pond in front of the house if you want to practice rowing your own boat/canoe in. The property is very private and was used in the past as an organic farm. A short wall on a private path leads you to a 500' pebble and sandy beach.

Dow Cottage  (ID# HC8-D1) Brooklin,  $750 & up    Max people - 8  ...... (Click Here For Availability)
This Cozy and clean cottage located in Brooklin is Situated in a quiet neighborhood. Dow cottage has the home away from home feeling and also has a beautiful view from the side deck. Dow cottage would be a great for a family vacation or even just a nice quiet get away to sit back and relax.

The Anchorage (ID# HC8-F2) Sargentville, $1200 & up    Max people - 8 ...... (Click Here For Availability) *NEW RENTAL*
This six bedroom traditional farmhouse was first occupied by the Blue Hill Peninsula’s original settlers. It has been lovingly tended over the years and adapted to modern life without losing any of its original charm. The layout of three wings radiating out from the central kitchen/dining/living rooms makes this place perfect for two families traveling together,but it is also suitable for one big family or group of friends

Whitney House  (ID# HC8-K2) Castine,   $2200 & up    Max people - 8  ...... (Click Here For Availability)
Whitney House, in Castine, built in 1810 by Henry Whitney for his bride Lucy Perkins on original Perkins land.  The house remained in the same family until 1982, when the current owner acquired the property from the family.  The house has been gradually updated, while maintaining the original charm. The House is located by the historic town Common, two blocks from the Castine Harbor and the Castine Yacht Club and also from the 1st Tee of the Castine Golf Course.  The back of the property borders the 5th hole of the golf course and looks out over woods and fairways.  The back and side yards are large and quite private.


                                                                                                      Accommodations For 10 or More

Rockweed Retreat  (ID# HC10-W1) Brooklin,  $1800 & up    Max people - 10  ...... (Click Here For Availability)
Charming oceanfront cottage overlooking Blue Hill Bay with scenic views of the mountains in Acadia. Walk the shorefront , barbecue on the grill or stargaze on warm Summer nights. Spacious yard for children to run and play, in the evening enjoy the family room with additional sleeping quarters that are unique. 20 minutes to Blue Hill where you will find shops, Restaurants, Galleries and more.

Seal Ledge (ID #HC10-S1), Blue Hill,   $3800    Max people - 10 .... Click Here For Availability)
Enjoy the beautiful sandy beach in front of the picturesque cottage.

Need a Special Rentals for Weddings, Family Reunions, etc.
Requiring Accommodations for 12 or More click here

Mount Desert Island Vacation Rentals
Bar Harbor Maine  Northeast Harbor, Seal Harbor, Somesville Maine, Southwest Harbor Maine,
Bass Harbor Maine,

We are continually putting new listing online.
If you don't see what you want, please fill out the Inquiry Form, email us
or give us a call at 207 374 5300 and we'll be pleased to help.

Make your vacation memorable!  Enjoy!

For Specific Requirements And availability,
Try Our Search Program or
Scroll  Below In Ascending order


Indicates non smoking
                            FriendlyIndicates Pet Friendly
Indicates waterfront or water view

Most of our vacation rentals are non smoking and we have many
"Pet Friendly Vacation Rentals"


Bar Harbor Vacation Rentals
BH Series

Southwest Harbor Vacation Rentals
SW Series

Northeast Harbor
Seal Harbor Vacation Rentals
 MD Series

Bass Harbor & Tremont Rentals
TR Series

Lake front Properties
LK Series



Additional Info

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Ferry Schedules

Baby/Child Equipment Rentals

Driving Directions

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Blue Hill Peninsula
Deer Isle
Bar Harbor
SW Harbor, NE Harbor,
Cranberry Islands

Mount Desert Island
Bass Harbor
Swans Island

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