Holiday rentals with breakfast in Southport

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular eateries and breweries. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

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.

Camden Intown House. Lovely upstairs suite.

The Camden Intown House is an upstairs comfortable 3 room guest suite. A spacious bedroom w new queen bed, antique desk and a TV sitting area. A large ensuite bath w tub, 2 sinks. There is also a separate living/dining room makes this the perfect spot to rest/recoup. Most all your homey needs can be met. The is not a full kitchen but food prep space, coffee maker, microwave, toaster and refrigerator are accessible 24/7. NO CLEANING LISTS! VACCINATION REQUIRED Minimum 3 day stay for holidays

Southside Suites

A beautifully appointed Apartment ~ Queen bed with ROKU TV, dresser, night tables complete with USB adapters. ~ Open concept living room with couch, chairs, and ROKU TV ~ Fully stocked kitchen complete with refrigerator, microwave, gas stove/oven, Nespresso coffeemaker, french press, and kitchen essentials ~ Great work space or reading nook with cozy couch and ROKU TV ~ Fully furnished outdoor porch with a Nextgrill. ~ Your own private boutique to shop at your leisure

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Retreat at Sea Cloud Cottage in Historic Wiscasset

Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

West End 1 Bedroom Apartment, sunny & bright

If a cozy 700 sq.ft. private apartment, a stones-throw away from the heart of downtown Portland, Maine, surrounded by spectacular West End architecture, & the smell of salty air is what you have wished for, then prepare to be enchanted and delighted. Your flat is a 15 minute walk to the Old Port, close to shops, restaurants, parks and a myriad of Greater Portlands’ attractions. Free wifi. One parking spot. No smoking inside.

Glorious Converted 1865 Brunswick Barn in Town!

Welcome back to our return guests and to new guests: prepare to be delighted! "Brunswick Beata" is located steps from Bowdoin, restaurants, movies, public transportation & the town green. This colorful, unique and spotless gem is an extraordinarily comfortable and inspired place to stay while in Brunswick & surrounding area! Welcome!