Cottage holiday rentals in Drakes Island Beach

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Top-rated cottage rentals in Drakes Island Beach

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Top Guest favourite
A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.
Cottage in Saco
4.95 out of 5 average rating, 476 reviews

Deja Blue~Guest Beach House

Our beach guest house is an oceanfront dream for a 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. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Top Guest favourite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot
4.98 out of 5 average rating, 181 reviews

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Top Guest favourite
The living room is bright and airy, featuring large windows that fill the space with natural light. Comfortable seating is provided on two white couches and a blue chair. A neutral area rug complements the wooden flooring, and a television is mounted on the wall.
Cottage in Ogunquit
4.95 out of 5 average rating, 115 reviews

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!

Top Guest favourite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal
4.99 out of 5 average rating, 441 reviews

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.

Top Guest favourite
An outdoor seating area features a circular stone fire pit surrounded by cozy, cushioned seating. Potted plants enhance the greenery, while a string of lights provides gentle illumination. A tall umbrella offers shade, and a fenced area contributes to the space's privacy.
Cottage in Wells
4.94 out of 5 average rating, 278 reviews

Spacious Coastal Cottage

This 3 bedroom, 2 bath home is surrounded by tall pines and greenery and has a peaceful screened in front porch, with an outside space and fire pit, perfect for sitting back and relaxing with a glass of wine in hand or locally crafted beer. This space is located on a quiet street, just off the beaten path of Route 1 in Wells. About a mile from Wells Beach, walking distance to several restaurants; Mike's Clam Shack, Varano’s, The Steak House and Congdon's to name a few popular favorites.

Top Guest favourite
A cozy cottage is surrounded by lush trees and greenery. Two blue chairs are placed outside near the entrance, with a small table between them. A gas grill is positioned nearby, creating a welcoming space for outdoor relaxation and dining.
Cottage in Scarborough
4.97 out of 5 average rating, 253 reviews

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

Top Guest favourite
A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.
Cottage in Wells
4.95 out of 5 average rating, 166 reviews

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.

Top Guest favourite
The hot tub is filled with bubbling water, positioned to capture views of the frozen lake and sunset hues in the sky. Surrounding scenery includes a winter landscape, with trees lining the shore and a distant dock. Gentle waves are visible on the water's surface.
Cottage in Middleton
4.96 out of 5 average rating, 213 reviews

☀ 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!

Guest favourite
A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.
Cottage in Ogunquit
4.86 out of 5 average rating, 282 reviews

The Little Cottage - Under the Trees & By the Sea

It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

Guest favourite
A charming white cottage is set amidst greenery, featuring a welcoming entrance with a teal door. A small porch is equipped with two outdoor chairs and a grill, offering a cozy space for relaxation. The surroundings include a grassy area and a neighboring shed.
Cottage in Ogunquit
4.94 out of 5 average rating, 129 reviews

Cottage at Footbridge Beach Ogunquit

Our one bedroom cottage is a perfect spot to enjoy all the beach life has to offer! This charming cottage is just a few minute walk to the Footbridge and Ogunquit beach and close to many popular restaurants and bars. The bedroom has a queen size bed , tiled bathroom, cozy living area and a kitchenette with a refrigerator, microwave, toaster oven and coffee maker. Limited marsh views from the private outdoor space with room to grill and relax. All linens provided

Guest favourite
The exterior of the cottage features a shingled façade, an American flag displayed prominently. A window offers a glimpse of the interior, and a flower box filled with vibrant blooms enhances the welcoming entrance. The surrounding yard includes grassy areas and a stone pathway.
Cottage in Saco
4.91 out of 5 average rating, 162 reviews

Bright & Cozy Beachside Cottage in Camp Ellis

HOUSE IS FULLY FUNCTIONAL - NO STORM DAMAGE. Chill with family or friends, work remotely, and/or do a whole lot of nothing at this chic, freshly renovated beach house in the best coastal neighborhood of Southern Maine. Unobstructed water view, a 1 block walk to Huot's restaurant & bar, the neighborhood beach, and a buzzing marina with wave runners and sailing trips are at your disposal. Old Orchard Beach & solid restaurant options are within 5-10 min drive.

Guest favourite
An outdoor area features a wooden deck with a railing overlooking the ocean. Two round tables are positioned beside four wicker chairs, providing a comfortable space for relaxation. The calm water and distant shoreline are visible in the background under a clear sky.
Cottage in Saco
4.85 out of 5 average rating, 112 reviews

Coastal Charm! 4-BR Oceanfront Escape, Huge Porch!

Experience the ultimate Maine vacation at our cozy 4-bdrm oceanfront cottage. This charming retreat offers breathtaking ocean views, a spacious porch perfect for relaxing with your morning coffee or enjoying a sunset cocktail with friends. During your stay you will have all the comforts of home. Ideal for families, friends or a romantic escape, this property provides the perfect blend of relaxation and enjoyment.

Popular amenities for Drakes Island Beach cottage rentals

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Wells
  6. Drakes Island Beach
  7. Cottage rentals