Home > Maine B&Bs > Brooksville Bed and Breakfast Inns > Oakland House Cottages by the Side of the Sea

435 Herrick Rd, Brooksville, ME 04617, USA    
(207) 359-8521
 
 

Photos

  1. Welcoming and cozy, each cottage invites relaxation and comfort. All have firepl...
  2. Crow's Nest Cottage, vintage charm, private, two bedrooms, and a view to take yo...
  3. Each cottage has a character of its own...there are some log-style, some shingle...
  4. Cozy and authentic...Maine coast comfort! This cottage is just a few feet from t...
  5. Two bedrooms, kitchenette, porch, living room with fireplace 75 feet from the sh...
  6. Bring your own kayaks or rent one and have it delivered to our beach....
  7. All cottages have real wood burning fireplaces. They are distinctive and quite d...
  8. Family reunions are special here. With so much space for all generations to rela...
  9. Take a hike and sit and relax by the shore, read or do nothing....
  10. A Welcome Breakfast Basket is available if you plan to arrive late. All cottages...
  11. Fifty coastal acres along the shore of Eggemoggin Reach, at Herrick's Landing, B...
  12. What a magnificent view out over East Penobscot Bay. That's Pumpkin Island Light...

$169
- $387


Book a Room $169 - $387

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5 based on 16 reviews
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Innkeeper/s:

Sally Littlefield

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Description

Circa 1767. Enjoy this family-owned oceanfront cottage colony on 50 private wooded acres with hiking trails, panoramic views of the islands and lighthouse in East Penobscot Bay. The wholesome environment of casual comfort and authenticity is appealing. One of Maine's few remaining original coastal vacation destinations, it was an original land grant property. Sophisticatedly rustic one- and two-bedroom historic cottages are scattered along the shore or tucked among the trees. Appointed with period furnishings and cozy linens, they boast living rooms with woodburning fireplaces and include either kitchens or kitchenettes. Relax amid a quiet setting, yet close to the myriad of restaurants, farmers markets, galleries, shops, and attractions on the Blue Hill Peninsula. Bar Harbor is only an hour away.

For more information visit the website.

Rates

$169 to $387

Off Season: $130 to $312

Payment Types Accepted Include Personal Checks, Travelers Checks, Discover, Master Card, Visa, Cash and checks.

    • A Welcome Breakfast Basket Is Available. Ask In Advance So It Will Waiting For You When You Arrive

Amenities

This property has 15 total guest accommodations, 10 cottages and 1 conference room. The types of beds available include King, Queen and Twin.

  • Bath Amenities
  • Coffeemaker
  • Family/Kid Friendly
  • Fireplace
  • Free parking on premise
  • Hair Dryer
  • Heating
  • Iron/Ironing Board
  • Kitchen
  • Refrigerator
  • Swimming
  • Wireless Internet Access

Business Traveler Amenities

A number of casual spaces for meetings and seminars. Can host small meetings of 20-45 individuals. Perfect for casual meetings and small corporate groups that benefit from the unhurried and "away from it all" natural setting we provide.
  • Wireless Internet Access
  • Internet Access
  • FAX On-site
  • Desk
  • Hair Dryer
  • Iron/Ironing Board
  • A Number Of Casual Spaces For Meetings
  • Seminars. Can Host Small Meetings Of 20-45 Individuals. Perfect For Casual Meetings
  • Small Corporate Groups That Benefit From The Unhurried
  • "away From It All" Natural Setting We Provide

Events Hosted

    • Honeymoons
    • Weddings
    • Family Reunions
    • Seminars
    • Meetings
    • Romantic Getaways
    • Honeymoons
    • Kayak Getaways
    • Catered Picnics

Foreign Languages Spoken

It varies with staff but usually German and French.

Parking

Easy, right near most cottages.

Inns Of Interest

    • Barns
    • Boats
    • Lighthouses
    • Log Cabins/Houses
    • Oldest Continuously Operated Inns
    • Still in the Family

Pet Restrictions

Welcoming a single dog with its humans to Birches Cottage.
  • Pets Allowed
  • Welcoming A Single Dog With Its Humans To Birches Cottage

Romantic Interest

Sunset over ocean & mountains, peaceful natural setting with plenty of space to dream, lawns and gardens, a swimming beach and hiking trails winding to Lookout Rock way above the Sea.

What's Green About Your Inn

Much LED and florescent lighting which saves hundreds and hundreds of dollars in Electric costs. Zone heating in winter offices. Energy efficient equipment as much as possible. Guest amenities are all organic or "green." Use of 100% recycled paper in toilet paper, paper towels, and office products. Low water consumption washing machines. Propane operated driers.

Innkeepers Association Memberships

Maine Innkeeper's Association, Maine Tourism Association, Blue Hill Peninsula Chamber of Commerce

Describe Garden and Grounds

Expansive oceanfront with two beaches, 60 natural acres with mossy wooded areas, hiking trails and great vistas.


 
Oakland House Seaside Resort: An Aerial View

A half-mile of shorefront from the lake to the sea with 10 bedroom inn, fine dining restaurant and 15 cottages with lake and ocean beaches

Type of bed: (4) King(14) , Queen(6) , Double(35) , Twin

 
Shore Oaks Seaside Inn

A 10 bedroom 1907 Arts and Crafts inn on the Maine coast. Elegantly furnished with antiques, comfortable mattresses made up with tastefully selected fine linens.

Type of bed: (3) , Queen(4) , Double(4) , Twin

 
Beyond the barn entrance you'll discover a hidden world

Large play lawns, sandy ocean & lake beaches, mossy hiking trails, lush gardens, rustic yet sophisticated cottages, boat dock, welcoming hospitality and wonderful cuisine.

 
Oakland House Seaside Resort’s “Rusticator” Restaurant

Seats about 80. Five-course dinners and a sumptuous breakfast buffet served daily through the season (mid-June through early September). Featuring wedding receptions!

 
Scallop Appetizer

Fine dining! We’ve received plenty of raves about our food. The appetizer is just the start!

 
The “Rusticator” Restaurant is casually elegant

Fresh flowers on the table and a dining room overlooking the gardens. Three additional dining rooms include a dining room for families with young children.

 
Bedrooms in cottages are homey and inviting.

The 15 cottages vary greatly from one another. Most have woodburning fireplaces in their living rooms and either kitchens or kitchenettes. Some are year-round.

Type of bed: (4) King(11) , Queen(2) , Double(31) , Twin

 
Orange Chiffon Torte with Wild Maine Blueberries

The menu changes daily with some classics everyday. Save room for dessert

 
Weddings are our specialty

This is the quintessential Maine coast wedding destination. In a relaxed coastal setting yet with cosmopolitan sophistication in food, service, flowers and entertainment.

Type of bed: (4) King(14) , Queen(6) , Double(35) , Twin

 
Festive sit-down dinner for the bride’s guests

After a garden reception, we feature a buffet dinner, full bar (to the specifications of the bride and groom) and complimentary shuttle service to wedding guests.

 
Lone Pine Cottage-available year-round

It has all the rustic charm of a log cabin, but has a modern eat-in kitchen with gas oven, side-by-side refrigerator/freezer and microwave oven.

Type of bed: Queen(2) , Twin

 
Boathouse Cottage - available year-round

It's as close to the ocean as a cottage could be. Full kitchen, living room with woodburning fireplace, deck.

Type of bed: Queen(3) , Twin

Reservation/Cancellation Policies:

Minimum Stay Requirements

Two night minimum although it is more economical to rent on a week-long basis. Arrive any day of the week.

Children Restrictions

Children and families most welcome.

Cancellation

See Web site for cancellation policy. Please ask when you make your reservation.

Check-in/Check-out

4:00 PM / 11:00 AM


Other Activities

    • Antiquing
    • Art Galleries
    • Beaches
    • Bicycling
    • Canoeing/Kayaking
    • Fishing
    • Golf
    • Hiking
    • Live Theater
    • Museums
    • Parks
    • Shopping (Local Crafts)
    • Water Sports
    • Wineries
    • Concerts
    • Musical Events
    • Boating
    • Whale Watching
    • Lobster Boat Trips
    • Schooner Day Trips

Historic Interest

The Brooksville area was a trading post of the Puritans of Plymouth in the early 1600s and was taken by the French in 1635, then captured by the Dutch and later abandoned. Fort George was the largest fort built by the British during the Revolutionary War. In the waters off nearby Castine, America suffered its greatest naval disaster until Pearl Harbor.

Historic Awards:

  • National Historical Site (Granted)
  • Awarded A Bi-centennial Farm Certificate By The Dept. Of Agriculture In 1976

Historic Memberships:

  • National Trust

Historic sites nearby:

Castine (10 miles)

Recommended Restaurant(s)

Marlintini's (casual dining) in Blue Hill., Barn Castle (pizza/Italian) in Blue Hill, Fisherman's Friend (casual seafood) in Stonington..., Buck's in Bucks Harbor (wonderful fine dining), Arborvine in Blue Hill (fine dining)..

Nearby College/University

Maine Maritime Academy in Castine. WoodenBoat School in Brooklin. Haystack Mountain School of Crafts on Deer Isle. College of the Atlantic in Bar Harbor. Kneisel Hall School of Music in Blue Hill.

Promotional Rates and Packages:

Dogs Welcome!!
If you hate leaving your dog at home, we welcome four legged friends to Birches Cottage! With a sprawling green space, Birches Cottage is primed for some serious games of fetch. Not to mention our idyllic rocky coastline, relaxing beaches, and rambling hiking trails a quick jaunt from your doorstep. We offer a slice of Maine like no other, for both you and your pooch!
Valid from 05/14/2016 through 10/11/2016.
MENTION YOU SAW THIS SPECIAL ON iloveinns.com

Leaf Peepers Days Special: 1/3 Off Stays 3 Days Or Longer
Make a date to streeetch your getaway! Choose 1 of 10 sophisticatedly rustic cottages each with 1- or 2-bedrms., full bathroom, a kitchen or kitchenette, and a living room w/ a woodburning fireplace...all sprinkled along the shore or tucked discreetly in the trees. Sixty-acres: ocean beaches, hiking trails and space to dream and relax. At the heart of the Blue Hill Peninsula within an easy drive of all sorts of activities, restaurants and events. Children welcome. Non-smoking. Dogs welcome in one select cottage. Arrivals Sept. 17 - Departures Oct. 7, 2016.
Valid from 09/17/2016 through 10/07/2016.
MENTION YOU SAW THIS SPECIAL ON iloveinns.com


Infusion Of Fresh Anise Hyssop And Candied Anise Hyssop Sprinkles

Capture the subtle scents from the summer garden. This is a simple syrup made from fresh anis hyssop leaves and flowers. Dry the candied leaves and chop them for added flavor.


Vanilla Cake For Fresh Anise Hyssop Marscapone Frosting

This is a heavenly summer dessert well worth the time. See separate recipes for my Fresh Anise Hyssop Mascarpone Frosting and Fresh Anise Hyssop Infusion (photo included) on this site.


Fresh Anise Hyssop Mascapone Frosting For Vanilla Cake

Mascapone is like the heaviest cream made into a mild cheese. Add a Fresh Anise Hyssop Infusion and whip until fluffy. Like heaven! Use to frost a delicate vanilla cake (see my recipe on this site).


Lemon Verbena Infusion (a Flavored Simple Syrup)

Superbly delicate, extraordinarily delicious. Lemon Verbena is easy to grow in in a sunny area. Its scent is my favorite in my entire garden. This infusion is good as a sweetener for tea and alcoholic drinks. Use this to make my Lemon Verbena Pound Cake.


Blueberry Compote For Lemon Verbena Scented Pound Cake

This is a marvelous addition to my Lemon Verbena Scented Pound Cake (recipe on this site), but it makes a great sauce for ice cream alone, vanilla cake or a lemon tart.


Lemon Verbena Scented Pound Cake With Blueberry Compote

I adapted this from a traditional Pound Cake and made one 6-cup size loaf. You can double the ingredients and make two. Served with Blueberry Compote and vanilla ice cream, this is a wonderful Maine summer dessert.


Gluten Free Granola With Dried Blueberries



Write a review

Relaxing, peaceful retreat.

I actually shed a tear when leaving our beautiful Ledges cottage after a week of a much needed vacation with my honey. Our cottage was perfect and very comfortable and inviting. The beach and shoreline were wonderful and the trail through the woods was magical! No doubt we will be back. -Ed and Michele D.
Michele Bolognesi
Rochester, NY

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Guest Musings Whilst Staying at Westerly Cottage

Our sixth time at Oakland House, second at Westerly. Always hard to leave this idyllic retreat by the sea. We had a wonderful time, as always, and are grateful for all the people who make this magical place so welcoming and soulful.
Dave B
9/12/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Guest Musings Whilst Staying at Homestead East Cottage

Oh terrible day, we must leave again (Our 5th Stay!). Go back t work and stop gazing out to sea, at least for another year. Thank-you dear Sally, Heather and Gay for your efforts to make this possible. Warmly, ....
Lorenzo F
9/8/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Guest Musings Whilst Staying at Ledges Cottage

I have been coming to the Blue Hill area since the 50's and didn't know this place existed. What a gem! Our two nights turned into three nights for which we were thrilled. We would highly recommend the hike to Lookout Rock which starts as a yellow blaze from here and then picks up the blue. The view from the top is spectacular and it certainly beats the crowds of Cadillac Mountain. We enjoyed being here so much we did not wander far except for dinner....
Price L
8/21/2013

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Guest Musings Whilst Staying at Birches Cottage

What a find! We feel so fortunate to have stumbled across Oakland House while searching on the internet for a place to stay w/our dog. Cabin was perfect for our needs while we explored the area. Loved the beach.
Vickey D
7/7/2013

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Guests' Musings Whilst Staying at Crow's Nest Cottage

This was an awesome week!!! What a great place to spend :) time at. The shore line is magnificent and this cabin is so peaceful. Thanks Sally and all the Staff of Oakland Houe for the Great Vacation.
Lyne E
8/3/2013

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Our favorite place to visit

We have been to Oakland House Cottages many times -- just returned from our 9th vacation there. The cottages are clean and well-kept. All the basics are provided. The kitchens are small but we managed to make a great spaghetti dinner for six, and last year we cooked our own lobster at the cottage. It is unspoiled and "uncrowded". We return as often as possible and hope that they can some day reopen the restaurant.
Barbara Ross

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Yankees return from the South

We are Yankees who moved south but this place makes us want to come back for good.
Jennifer M
8/4/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Kids Place

We are leaving in the morning after a peaceful, relaxing week. As you can see by what our kids have written, we all enjoy ourselves here.
Elaine S
8/26/2011

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Clean and quaint

The cabin is cozy and uncluttered, clean and quaint. A definite return! (grateful for the comfortable bed), thanks......
Amy H
9/20/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

That Divine Mystery

Henry Beston wrote that, "Nature is a part of our humanity, and without some awareness and experience of that divine mystery, man ceases to be man." We are always grateful for our yearly immersion into that "divine mystery" here at Oakland House.
Christy J
9/15/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Buying lobster right off the boat

We loved our stay here at the cottage. It was just soooooooooooooo....pleasant. We sailed out of Stonington and kayaked right off the beach [at Oakland House]; bought lobster right off the fishing boat at the lobster co-op in Stonington and cooked them our last night here!
Janet l
9/1/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Honeymoon

this was my 16th visit to Oakland House, and it was as wonderful as ever! I came with family every summer as a kid, but this time I was here on my honeymoon. and I could show my new husband all the best spots to go tidepooling, to explore, and to sit and daydream, my favorite things to do at Oakland House.
Annie A
9/24/2011

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Our 5th Stay!

Oh terrible day, we must leave again. Go back to work and stop gazing out to sea, at least for another year.....All of this, I take with me for a suitcase of memories that I can open when needed until next year, to fill up again.
Lorenzo F
9/8/2012

My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

We will be back

We have dreamt of visiting Maine for quite some time. Our visit here at Shore Oaks and the beautiful countryside surpassed our dreams. We will be back to enjoy it again.
Anonymous
10/21/2008

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This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

Very relaxing!

My wife and I had a great time here. Wonderful room, beautiful setting, very friendly staff. They gladly accepted the free night certificate and we enjoyed it so much that we stayed one more night to partake of the great lobster bake on the beachfront. Dinners were good at the restaurant. The only suggestion we had was that breakfast needed work. They ran out of essentials like OJ and also heard comments from others that it was fairly blah overall.
Ted Cobb
Potsdam, NY
9/3/2008

Management Response
Dear iLoveInns Staff, Mr. Todd send a slightly negative comment amid other very flattering ones. I appreciate his remarks and regret his experience with breakfast. We appreciate that he took the time to comment. This season has been one of changes. For 8 years our daughter and her husband were "in training" to take over the inn. However, last season they decided not to follow in our footsteps. Our daughter was food and beverage director. To take her place we hired a new Food and Beverage Director and hired a well known local Executive Chef who has designed our menus to utilize only the freshest locally harvested and caught ingredients. His experience and qualifications far surpass those of any chefs we've had in the past. He is truly a foodie. He thinks food, breathes food and lives for the marvelous tastes food has to offer. The personalities have changed the mix and also added many new skills. Guests who have been coming for years found changes they did not anticipate and some grumbles did fly about. During the breakfast period we did not have a "manned" omelet station in the dining room as we have in several past years. Sometimes our morning staff did not make clear for instance that guests could order a freshly prepared omelet to their specifications from the kitchen. We regret that we ran out of OJ. I do hope a substitute was made. Mr. Todd was here in July and we were fully up and running so hopefully it was not a staffing issue. All in all guest satisfaction has been high. Our pastry chef is exceptional as is our entire culinary team. Perhaps we will see Mr. Todd again and show that we do pay attention to the details. Kindly look at our web page for our Rusticator Restaurant: http://www.oaklandhouse.com/deer_isle_blue_hill_lobster_dining.html Mr. Todd would have met my son who helped at the lobster picnic on Thursday evening. This was his first season doing so. Respectfully, Sally Littlefield Oakland House Seaside Resort
This response is the subjective opinion of the management representative and not of iLoveInns.com or American Historic Inns, Inc.
My ratings for this property      
     Location
     Comfort
     Condition
     Cleanliness
     Service
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an iLoveInns.com user and not of iLoveInns.com or American Historic Inns, Inc.

At A Glance

16 Review(s)
100% would stay again
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Publicity and Press Reviews

"Sea Lullabies-At these Maine properties, let the sound of the waves coax you to sleep and inspire your dreams...." Yankee Magazine, July/August 2007.
2008 Business Person of the Year. "Presented for a lifetime of contributions"... by the Blue Hill Peninsula Chamber of Commerce to Innkeeper Jim Littlefield.
”This is old Maine, and long may it last.” Sunday Eagle- Tribune, September 25, 2005.
Victorian Homes Magazine (Oct. 2006), Sunday Eagle-Tribune (September 25, 2005),
Coastal Living (September, 2004), Newark Star Ledger (July, 2004), Boston Magazine's Elegant Wedding (Summer 2004), Maine Public Broadcasting's "Home; A Place Apart.", Yankee (April 2002), Yankee's Travel Guide to New England (2005), Metroland (August 2002).

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