All Maine Vacation Rentals

Pet Friendly Vacation Homes

Pet friendly vacation homes located throughout Midcoast and central Maine including Boothbay, Boothbay Harbor, Edgecomb, East Boothbay, Southport, Westport, Georgetown, Phippsburg and Dresden.


View all of our Waterfront Vacation Rentals! Enjoy a seaside vacation here in Midcoast Maine. Check out our oceanfront, seaside rentals.

Lakefront Cottages

Cottages on some of Maines most beautiful lakes.

In Town/Walk To Town

In Town vacation rental cottages that are close to the shops, restaurants and boat trips to name a few.

Waterview/Public Water Access Only

View all of our Waterview Properties!

Family Reunions / Large Houses

Cottages or Groups of Cottages that are perfect for the larger family, a family reunion or small wedding (60 guests max.) Captains Quarters - East Boothbay; The Villa and Clearview at Ocean Point in East Boothbay; Johns Cottage and Three Seas; Lazy Days, Atlantic Sunset and Spruce Pt. Estate in Boothbay Harbor; Serendipity and Oh What A View with Bella Vista on Westport Island

Island Cottages

Maine has over 5,000 islands scattered along its coastline and on our many lakes. Island Life provides an opportunity to "disconnect" from the mainland via either a bridge or ferry service. Cottage Connection has properties on Barters Island, Sawyers Island, Southport Island, Westport Island, Georgetown Island, and Orrs Island.

Rentals With Or Near The Beach

Cottages with beach access on the property and cottages just a short distance from a public or assocaition beach.

In Vermont

Special Vermont Log Cabin. Perfect for your family vacation or a special getaway. Reserve on line or call 800-823-9501 for any questions

Thursday Check In Cottages

These cottages schedule arrivals from June 16 to September 8 2016 on Thursday. Please call if you need other arrival dates.

Friday Check In Cottages

These cottages schedule arrivals and departures on Friday June 24th through September 2th, 2016. If you need different dates please call us 800-823-9501

Saturday Check In Cottages

These cottages schedule their arrivals on Saturday from June 25th to September 3rd, 2016. If you need a different check in date please call the office 800-823-09501

Sunday Check In Cottages

These cottages are available to rent Sunday to Sunday in June and September.

Monthly or Seasonal

These cottages may be rented by the month or season. Please call for rates.

Winter Rental Opportunities

These properties are available for weekly or longer term winter rentals (Mid October to May). Call us for more information on pricing and availability. Minimum of a week required.

Windjammer Days

Come enjoy Windjammer Days, June 25-July 1, in Boothbay Harbor Maine. Watch as the majestic Windjammers sail into the Harbor, or, take a ride on one of the excursion boats and sail along with them. There will be a week of parades, music, food, fireworks and much, much more. Come join us as we celebrate this part of Maines Boating Heritage. Take a sail on the Eastwind or Lazy Jack (two that call Boothbay Harbor their home). Visit to check out all the activities.