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Vacation Home Specials and Packages

Check back frequently for featured properties and upcoming events! Have any questions?
Give us a call 1-800-823-9501 or email us!



Celebrate Boothbay's 250th Anniversary, Stay to Enjoy Harborfest and Labor Day!
So Much To Do! So Little Time!
So How About We Give You 4 Extra Days?
August 23 to Septemer 1, 2014
Have an End of Summer Fling! Come on! Gather the family and friends for summer’s last hurrah! Arrive Saturday, August 23 and stay through Labor Day, Monday, September 1st . Stay for 9 and only pay for 5 – a 30% discount! See, we’re giving you 4 extra days!!! We have two excellent cottages to choose from!

Atlantic Sunset – located in beautiful Boothbay Harbor with a small shared beach, sleeps 12 and is pet friendly. Excellent multi-family/generational cottage with a great room that accommodates everyone, a smaller living room with fireplace in the in-law apartment and a family room on the lower level. Plus, the enclosed porch facing the water, an open deck and side terrace to enjoy as well. (The owners of this cottage also supply passes allowing access to some of the amenities at a nearby Inn -some amenities are free, some require an additional fee.)

Captain’s Quarters! Looking to pull the family together for one last fling or to celebrate a milestone? Check out this last minute opportunity for one of our favorite properties in East Boothbay. This eight bedroom cottage accommodates 16 people -well behaved pets are welcome too! The incredible wrap around porch at this cottage will be your all-time favorite place to relax, eat and just hang out with multiple comfortable furniture groupings, al fresco dining, Foosball and Ping Pong tables, Games, Puzzles and more. Inside the large fireplaced living room has a Large HD TV and High Speed Wireless Internet. A formal dining room and eat kitchen and a large, beautifully landscaped yard with BBQ and outdoor dining are also there to enjoy! The deep water dock and float and stunning views will take your breath away! Each of the bedrooms has a unique theme making this a very memorable cottage your family will love!

Fine PrintThis offer is specific to these two cottages (Atlantic Sunset and Captain’s Quarters) and these specific dates (Pay for the five nights Saturday, August 23rd thru Wednesday, August 27th and receive for free the next four nights Thursday August 28th – Monday, September 1st). No substitutions of dates or cottages. This offer may not be combined with any others. Please call and mention this offer to receive these four free nights! Taxes and fees are not included.

Stay 5 Nights, Get 2 Additional Nights Free
That's right! Stay with us for 5 nights and get 2 additional nights free! Be sure to mention this offer at the time of booking! Some restrictions apply. The additional two nights are offered consecutively with original booking. In other words, they are not something you can 'save' for another visit or a different cottage. Based on availability. Situationally, it is possible to combine this offer with others, so be sure to ask!

Golf Memberships
Boothbay Harbor Country Club
We are pleased to offer a special Golf Membership opportunity for guests of any Cottage Connection of Maine rentals! That's right! Rent from us and enjoy a temporary membership, have access to golf clubs and special clinics just for our guests!

    • Weekend Membership (Individual) - $250.00 • Weekend Membership (Family) - $375.00 • 1 week Membership (Individual) - $350.00 • 1 week Membership (Family) - $525.00 • 2 week Membership (Individual) - $500.00 • 2 week Membership (Family) - $750.00
Rental Sets are Available in the pro shop and may be requested 24 hours in advance: 18 Hole Rental - $35.00 // 9 Hole Rental - $20.00

Get tuned up for the course with an exclusive Cottage Connection Clinic $35 Per Person | Mondays from 5 – 6 pm | Group Lesson with a BBCC Pro Minimum of 4 ppl required

Five East Boothbay Condos at Ocean's Edge
Five units in one spot make the perfect site for a mini-reunion!

Family, college buddies, girls get-a-way, your favorite neighbors. These condos offer the best combination of being together without actually being together!

Each unit is a stand-alone condo complete with kitchenette, bathroom, living and sleeping spaces and private entrances.

The property features a shared beach, dock and float, outdoor grills and did we mention the views? This is a great spot to watch the schooners play when they are in the area in June and makes a great home-base for all the Windjammer Days festivities!

Mainsail and Jib can be adjoining suites if you want -great for two families or multiple generations traveling together. Oceanscape, Sunfish, and Second Mate are equally beautiful and unique!

Book Today!

Two Hour Private Charter of Linekin Bay
Rent Linekin Bay Lookout for a week and enjoy a two-hour private tour of Linekin Bay Book Linekin Bay Lookout for a week and enjoy a private charter tour of this amazing and beautiful Bay! The owners of the Lookout want to personally welcome you to their home and thank you for choosing their cabin by giving you a private, two-hour tour. Tour Linekin Bay with a guide who knows the Bay, the history and the wildlife! You will learn all about this incredible body of water and see some of the most amazing sights in the area! Be sure to bring your camera! more info