
Cottage holiday rentals in Drakes Island
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Top-rated cottage rentals in Drakes Island
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Cottage on the lake! Includes kayaks & rowboat!
Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

RK North : All season Waterfront cottage with dock
Waterfront get away !You will love the cottage in any season - right on the pond! Enjoy a private dock, swimming and floating right at your door. Relax at the fireplace under twinkle lights , enjoy birdwatching, hiking and swimming during your stay. Lots of ATV and snowmobile trails near by. A close drive to Kennebunkport where your find beach’s , shops and restaurants galore. The cottage has 2 kayaks and a canoe for use during your stay. There are 2 Smart TVs for streaming. Shows and DVD

Sunny Beach Cottage / Sleeps 7 + Walk to the beach
Your perfect getaway! Just a brief walk to the beach & steps away from the trolley! This adorable, super clean 2 bedroom/ 1 bath cottage (sleeps 7) is located on a private cul-de-sac within walking distance to (.25 miles) Footbridge Beach and local restaurants, and 1 mile from Ogunquit’s center. You'll love the cottage's charming appeal, with its fresh & inviting ambiance. Every inch of this beautiful space has been thoughtfully furnished ensuring a truly memorable experience inside and out!

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

Cozy Cottage with Ocean Views, Wells Maine
Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Sunrise at 15 Mills Road. Fully renovated Cottage.
In the beautiful and quaint village of Cape Porpoise, Kennebunkport, you’ll find our cottage, just two doors down from Nunans Lobster Hut and a 3-minute walk to Cape Porpoise Kitchen and Bradbury’s Market. Built in 1880, and after a complete renovation, we’d love to have you as our guests! We added many windows, to bring the outdoors in. Lots of light! The two added balconies make for a wonderful place to sit and talk or just stare into space. Lots of stars! Air conditioning!

Deja Blue~Guesthouse-Maine’s Best Oceanfront view!
Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Adorable Cottage Steps From Dock Square
This bright and cozy cottage is perfect for a romantic getaway or a family vacation on the coast. The cottage is very well maintained and newly furnished - the bedroom features a plush king size bed, while the queen size sleeper sofa in the living room allows for 4 guests. A short stroll to many amazing restaurants, or grab your groceries nearby and use kitchen, including stove/oven, microwave, keurig coffee maker and lobster pot! Walk, bike or drive to the beach (1.3 miles).

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!
Popular amenities for Drakes Island cottage rentals
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage

Cottage in the Pines | Lakeside + Sauna + Hot Tub

Paradise Found Minutes from Ogunquit | Heated Pool

Beautiful 2 bedrm cottage in Beach Dreams complex

Fully Renovated/4min to K-port/HotTub/Game Room

Wells Maine Home with a View

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Contemporary Cottage With Ocean View 13
Pet-friendly cottage rentals

“Stay Awhile in the Lake's Region”

Bright & Cozy Beachside Cottage in Camp Ellis

Bright, clean, private cottage near Higgins Beach!

Sunset Haven - Little Sebago Lake

Cozy Maine Cottage by the Sea

Sweet cottage in quiet convenient coastal setting.

Cozy Cottage on Highland Lake

Maine Harbor Escape | Porch&BBQ, Walk 2 Portsmouth
Private cottage rentals

The Lil'house - A Mountain Top Modern Cottage

Cozy and Quiet Cottage on Lake Arrowhead

Moody Beachfront Studio Cottage

Seaside Escape

Loon Song Cottage on Kennebunk Pond

Serene Lakefront Retreat in Southern Maine

Stunning Views, Renovated Beach Cottage~Maine

Windswept: Lake Winnipesaukee Waterfront w/ dock
Destinations to explore
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- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Crane Beach
- York Harbor Beach
- Popham Beach State Park
- North Hampton Beach
- Willard Beach
- Short Sands Beach
- East End Beach
- Cape Neddick Beach
- King Pine Ski Area
- Gooch's Beach
- Gunstock Mountain Resort
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Footbridge Beach
- Funtown Splashtown USA
- Bear Brook State Park




