Holiday rentals with outdoor seating in Pownal

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 & Sunny 1BR | Near Bowdoin + Route 1/295

Welcome to your Brunswick getaway! Our bright and airy 1-bedroom apartment is tucked in a quiet neighborhood just one mile from Bowdoin College, with fast, easy access to Route 1 and I-295. Surrounded by greenery, trees, and fresh Maine air, this is the perfect spot to relax, recharge, and still be minutes from everything Brunswick has to offer. Proximity to Freeport outlets, Bowdoin College, and spring hiking/coastal walks. Downtown Brunswick restaurants (great for Valentine’s dinners).

Waterfront 5 Bedroom Home Freeport 3 min to LLBean

Large, luxury 5 bedroom home set on 3.5 acres tucked away in the woods on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility just 3 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean. Wolfes Neck State Park's stunning coastal trails and forests are close by and Portland's scenic Old Port is 20 minutes! Enjoy an authentic coastal Maine experience!

The Barnhouse with hot tub

Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Modern cozy cottage in historic coastal Maine

Contemporary, newly-renovated cottage between Portland and Freeport. Spotless interior w/ full kitchen, Netflix/AppleTV+, premium Tuft+Needle bed, and washer/dryer. EV charging available. Walk down Main Street to shops, restaurants, and the scenic Royal River. Easy drives to downhill skiing and iconic beaches, Portland's renowned restaurants, LL Bean flagship, and top-rated Maine Brewing. Half way between Boston and Sugarloaf. Your ideal base for Maine adventures.

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

Suite at Maine Mystic Gardens

This cozy, country attached "mother-in-law" suite with garden views is an 800 square foot suite with two bedrooms (11 x 15’ and 8 x 10’), one full bathroom, a living room with flat screen cable TV and a fully stocked kitchen, ready to be utilized. There is a separate entrance to the facility and parking for multiple cars (one spot under the deck). Outside, there is a large deck with a table and grill for outdoor seating and grilling.

Cottage Under a Crabapple Tree

Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.

Spacious costal home in Freeport, ME

Come enjoy Freeport, Maine in this beautiful home. One mile from the downtown shopping district and the L.L. Bean flagship store. This two family home is being rented as a single family home, giving you the benefit of two kitchens and two living rooms. Perfect for families and groups of friends. The two sides are connected via a door similar to adjoining hotel rooms.