
Cottage holiday rentals in Drakes Island Beach
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Drakes Island Beach
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

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.

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!

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.

Deja Blue~Guest Beach House
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.

Badgers Island Cottage
You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

☀ 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!

#2 Walk to the beach Vintage Cottage
3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

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!

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

Tiny house living close to Ogunquit center!
This tiny house is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!
Popular amenities for cottage rentals in Drakes Island Beach
Cottage rentals with a hot tub

Freshly Renovated, Family-Friendly Coastal Cottage

Beach Dreaming

Cottage in the Pines | Lakeside + Sauna + Hot Tub

"Secret Summer" Savings

Paradise Found Minutes from Ogunquit | Heated Pool

Beautiful 2 bedrm cottage in Beach Dreams complex

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

The Loon Nest, Waterfront Lake House, Wood Hot Tub
Pet-friendly cottage rentals

“Stay Awhile in the Lake's Region”

Bright & Cozy Beachside Cottage in Camp Ellis

Lovely cottage on Sunrise Lake, Middleton, NH.

Ocean View Cottage on Cape Neddick Beach

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

Fairview Cottage, steps from Beach & Golf Course

Sunset Haven - Little Sebago Lake

Cozy Cottage on Highland Lake
Private cottage rentals

Five Pines • A Charming Coastal Cottage • Ogunquit

Big Pine Cottage Ogunquit

Moody Beachfront Studio Cottage

Cozy Ogunquit Cottage, 2 BR, 2 BA.

Seaside Escape

Ogunquit Cottage - Family friendly Close to beach.

*River Rose Cottage* River I Tub I Fireplace

Stunning Views, Renovated Beach Cottage~Maine
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Long Sands Beach
- Weirs Beach
- York Harbor Beach
- Crane Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- North Hampton Beach
- King Pine Ski Area
- Willard Beach
- East End Beach
- Short Sands Beach
- Gooch's Beach
- Cape Neddick Beach
- Gunstock Mountain Resort
- Funtown Splashtown USA
- Bear Brook State Park
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Palace Playland




