Cottage holiday rentals in Old Orchard Beach

Secluded Coastal Home & Cottage 3 Minutes to Beach

Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

The Pine Grove

Rebuilt 3 years ago. the Pine Grove is air conditioned and features a 10 by 14 ft deck, a new bathroom with tub, bedroom closets, and a full kitchen. It is one half of two charming rustic cottages set on a single plot on a leafy side-street. This cottage is wedged in a "grove" of tall majestic pine trees that provide an abundant supply of shade and breeze, pine cones, needles and all. It is great for families with children and a short walk (.4 of a mile) through the neighborhood to the beach.

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 or full moonrise. It totally worth getting up early and will not disappoint.

4br2ba House+parking@PeacefulOasis on Munjoy Hill

This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

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.

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.

Close Enough

This sweet little two bedroom, just 5 streets from the beach and along the trolley line, is the newest in our Close Enough family! It is packed with charm and convenience, while being nestled in one of OOB's quietest neighborhoods. This cottage has just enough of everything to make your beach vacation complete, from vintage kitchen charm, to full size laundry facilities , to an adorable private patio for regrouping after a day at the beach! Ask us about discounts for longer stays!

#3 Couples Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. Cottage #3 is a one-bedroom (king bed) recently renovated well-appointed with comfortable furnishings and updated finishes. It is outfitted with modern decor. 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. Full size washer dryer. A private fenced patio with a gas grill, table and chairs. Just a short 5-minute walk to the sandy beach. Yes we allow pets.

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.

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.

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Waterfront getaway! Enjoy this cozy cottage year-round, set right on the pond with your own private dock for swimming and floating. Relax by the fireplace under twinkle lights or explore nearby trails for hiking, ATV, or snowmobiling. Take advantage of the kayaks and canoe, or unwind indoors with Smart TVs and DVDs. Just a short drive to Kennebunkport’s beaches, shops, and restaurants—perfect for a peaceful retreat.