Farmstay vacation rentals in Cumberland County

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.

Value · Family · Access

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Location · Value · Nearby

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.

Value · Family · Long stay

Solar Powered Bus in Forest | Hot Tub + Wellness

Imagine waking up in a hand-painted, solar-lit bus surrounded by beautiful trees, birdsong just outside the window, and 110 acres of forest trails waiting at your door. A one-of-a-kind stay tucked into 110 acres of balsam fir forest at Celebration Tree Farm Wellness Center. Private saltwater hot tub included. Art supplies, yoga mats, wellness offerings, and peace & quiet await you. Your stay directly supports a living mission of earth connection, community, and personal renewal.

Value · Family · Kitchen

Walk to Beach from Spacious 1920 Home

Welcome to our newly renovated beach home just a 2 minute walk to the pier! Enjoy our large (~3000sqft), open-concept 4 bed, 3 bath, with 2 spacious kitchens, 2x washer/dryer rooms, 2x dishwasher, & off street parking. Each bedroom has memory foam queen mattress, 2 couches with full size memory foam pull out and 1 with queen pull out, this place comfortably sleeps 12. Includes access to Netflix, Hulu, Disney plus & high-speed internet although we recommend relaxing on the beach.

Family · Value · Wifi

Little River Flower Farm - Cottage

Post & Beam Cottage, rustic knotty pine interior. Five miles to Gorham Center close to USM, 20 minutes to St. Josephs College on Sebago Lake, easy 30 minute drive to Portland, 12 miles to the PWM Jetport. Centrally located to many of Maine's finest breweries: Sebago Brewing, Mast Landing, Funky Bow, Nonsuch, Sea Dog, Barrel Souls, Bissell Brothers. Many local hiking trails including trails right here at our farm. Portland boasts of the finest restaurants in the state.

Location · Family · Hospitality

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

Family · Location · Check-in

Unique artist's sun filled farmhouse meets loft

Sunny and cozy contemporary artist designed, renovated and curated space with a large touch of quirk. This old farmhouse is off the beaten path and a perfect place to explore all that the real Maine has to offer. Set on an acre of land outside of town, there is plenty of open out door space, fire pit and a deck with picnic table and BBQ grill. Close to Bates, 30 to Bowdoin & 1 hr to Colby, and lakes, parks and trails. And a hop skip and a jump to the beach.

Family · Location · Parks

The Garden Cabin Tiny Home

Curious about tiny homes? Love dogs, gardens, pine trees, campfires, and birds? Hate cleaning fees? Our private 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping a beverage from your own deck or around the campfire. Heat and A/C in the cabin. Please, no smokers, kids under 7, or guest pets. STHR-000718-2018

Family · Location · Amenities

Millers Private Studio on Highland Lake

If you're looking for a quiet, cozy getaway with private Highland Lake access this is the place for you. Private deck to enjoy your morning coffee, close to everything but in a country setting. 15 minutes from 95, Portland ME and Sebago Lake Region. Small boat launch available, Swimming & Fishing . Large back yard and a great window view of the lake. Wifi 1000(mbps) for a work from home atmosphere.

Family · Location · TV

Great Goat Get-away in Southern Maine!

This quiet and cozy house is located in the woods at the renowned Ten Apple Farm. Centrally located in Southern ME, we're just a short drive from Portland, lakes, ski areas, LL Bean and more! On the farm you can meet and interact with our herd of goats, sheep, pigs and chickens, learn to milk, collect eggs, and arrange on of our famous goat hikes!

Location · Value · Parks

Wild Rose Farm -Three Queen Suites

Wild Rose Farm is a historic, antique farmhouse in a suburban setting close to Route 1 in Falmouth. The main house has 3 queen suites with additional beds as needed. This farmhouse is perfect for a family or friend getaway. This listing is for the whole farmhouse + barn. Small events may be allowed with prior approval. Please inquire FMI

Value · Family · Nearby