Chamberlain Holiday Rentals
Holiday Rentals in Chamberlain
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Quaint one-bedroom suite
Unique oceanfront home with a deck, tons of natural light, & amazing views
A Charming Waterfront Cottage with Touches of Elegance
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
East Boothbay Waterfront One room Condo.Waterview from in side this room
Popham Beach Direct Oceanfront Cottage Steps to the sand
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Cozy Cottage with spectacular salt water view / 3 Kayaks available/
Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Oceanfront escape with deck, views of Lobster Cove & firepit - walk to town
SPRING SALE: Charming 5BR Waterfront Historic Cape on 15 acre estate
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
Chic Studio Cabin in Boothbay Harbor: Ocean Views, Sprucewold Beach Access
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms
Historic Boothbay Harbor cottage with antique decor, washer/dryer & deck
Slow Down & Go Back in Time-Relax Completely in Our Maine Home
Other types of properties in Chamberlain you may be interested in
Tugboat Inn
Boothbay Harbor Inn
Flagship Inn and Suites
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chamberlain holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Chamberlain. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chamberlain. Seeing all the best attractions is bound to make you fall in love with Chamberlain. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chamberlain short-term rentals, that won’t be hard to do.
Frequently asked questions
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