
Cottage holiday rentals in Drakes Island Beach
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Top-rated cottage rentals in Drakes Island Beach
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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.

The Relax Shack
The Relax Shack is filled with thoughtful details and designed for comfort, featuring soothing coastal colors throughout. Our Moody beach house is the ideal place to begin and end your sun-soaked, salty days on vacation, offering a serene escape. With ample space for larger groups, it's also perfect for two small families. We warmly invite you to our coastal Maine retreat and hope you, your loved ones, and friends will enjoy this beautiful area as much as we have over the years. Cheers & Relax

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

5 star CLEAN-outdoor Shower Private Patio Fire Pit
The cottage offers many unique spaces to relax, both inside & out! Highlights include a private sunken patio equipped with a gas grill, a firepit, outdoor dining, lounge chairs, two hammocks, & outdoor shower, all in a nature-surrounded yard. The Corner House, a timber frame cape dating back to the 1820s, is ideal for a New England getaway. It features a relocated post-and-beam frame and is a wonderful place to gather. It’s close to many hiking trails, wedding venues, bakery & restaurant & pub.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

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.

The Loon's Nest Cottage
Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful 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.

Deja Blue Guesthouse
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.
Popular amenities for Drakes Island Beach cottage rentals
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage

Paradise Found Minutes from Ogunquit | Heated Pool

Beautiful 2 bedrm cottage in Beach Dreams complex

Wells Maine Home with a View

The Loon Nest, Waterfront Lake House, Wood Hot Tub

2 BR house, close to Ogunquit, w/ AC + golf cart!

Adorable cottage by Shorts Sands Beach

Cozy rustic cottage near the beach
Pet-friendly cottage rentals

Bright & Cozy Beachside Cottage in Camp Ellis

Bright, clean, private cottage near Higgins Beach!

Salty Mermaid Cottage/Boat House

Lovely cottage on Sunrise Lake, Middleton, NH.

Cozy Waterfront Cottage w/ Private Dock & Kayaks

The Lake house

True Maine Artist Cottage with Outdoor Shower

Sweet cottage in quiet convenient coastal setting.
Private cottage rentals

Kennebunkport Home - 1 Mile to Dock Square

Sunrise at 15 Mills Road. Fully renovated Cottage.

Classic Maine Cottage - dock, sauna & kayaks

Waterfront Escape

*River Rose Cottage* River I Tub I Fireplace

Peaceful Lakeside Maine Retreat

Serene Lakefront Retreat in Southern Maine

Coastal Cottage - Walk to Dock Square - Beach Pass
Destinations to explore
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- Sebago Lake
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Willard Beach
- Crane Beach
- Short Sands Beach
- Scarborough Beach
- North Hampton Beach
- East End Beach
- Footbridge Beach
- Popham Beach State Park
- Cape Neddick Beach
- Gooch's Beach
- Good Harbor Beach
- King Pine Ski Area
- Gunstock Mountain Resort
- Salisbury Beach
- Hills Beach
- Crescent Beach State Park





