
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.

Wells Maine Home with a View
Our Contemporary Cottages, at Seagull, gracefully sits on a grassy 11 acre bluff with panoramic views of the Rachel Carson Refuge and the Atlantic Ocean. This tastefully decorated cottages offer air conditioning, heat, ceiling fans, fully equipped kitchen with dishwasher, gas grill, cable TV, skylights, and a large screened in porch with sliding glass doors opening into the livingroom and master bedroom. Cottage has a great pool/hot tub. WIth ocean view and comfortably accommodates six guests.

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.

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.

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.

Kennebunkport Home - 1 Mile to Dock Square
Enjoy this cottage style home nestled just 1 mile from Dock Sq and 2 to the beach. Fully renovated, allowing for 4 guests comfortably (a 5th is possible if needed). This convenient location makes getting to local shops, restaurants and beaches super easy! Come home to unwind on your private deck or take a day trip to Portland (30 min away). Laundry in-unit, beach pass and some beach gear provided with stay. Enjoy the summer by the beach with family and friends in adorable Kennebunkport!

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.

Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Fair Winds Cottage~1 mi to beach~
Our home, a renovated 1930’s Maine summer cottage, is located 1 mile from Kennebunk beaches and 1.5 miles from dining and shopping in Kennebunkport’s Dock Square. Close to golf, nature trails and only a 1/2 mile from the Mousam River for fishing and kayaking, it’s a great location to take in all southern coastal Maine has to offer. The cottage provides plenty of outdoor space, so come relax, dine on the back deck and take in the night sky with s'mores by the fire pit.
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

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Cottage in Wells Maine

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

Adorable cottage by Shorts Sands Beach

Contemporary Cottage With Ocean View 32

Cozy rustic cottage near the beach
Pet-friendly cottage rentals

*5-Star CLEAN *Outdoor Shower *Private Yard *Grill

Bright & Cozy Beachside Cottage in Camp Ellis

Bright, clean, private cottage near Higgins Beach!

Salty Mermaid Cottage/Boat House

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Sweet cottage in quiet convenient coastal setting.

Ocean Views/Huge Porch/Sleeps 12/Walk to Beach

Plum Place- Dog Friendly Cottage Steps from Beach!
Private cottage rentals

Spacious Coastal Cottage

Sunrise at 15 Mills Road. Fully renovated Cottage.

Seaside Escape

Tiny Lakefront Cottage

*River Rose Cottage* River I Tub I Fireplace

Serene Lakefront Retreat in Southern Maine

The Loon's Nest Cottage

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
- Short Sands Beach
- Crane Beach
- Scarborough Beach
- North Hampton Beach
- Footbridge Beach
- East End Beach
- Cape Neddick Beach
- Popham Beach State Park
- Gooch's Beach
- Good Harbor Beach
- King Pine Ski Area
- Gunstock Mountain Resort
- Salisbury Beach
- Hills Beach
- Jenness Beach





