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Thompson's Point Studio
Our charming studio apartment in the Libbytown neighborhood is walking distance to Thompson's Point & Amtrak (15 minutes!) and the trendy West End, while still being quiet and secluded. Enjoy a concert or Portland's famous restaurant scene and come home to a memory foam bed and all the little essentials like a white noise machine and a bar kit for homemade cocktails. We have been hosts for 8 years near Acadia National Park and are so excited to share our new home of Portland with guests as well!

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacyβno neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maineβs 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)βthen 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.

The Kerry | Chic West End Flat β’ Patio β’ Parking
Welcome to The Kerry! An eclectic space with boho touches inside a charming historic building. Great for a quick jaunt, family getaway or extended remote work stay. ποΈ 2 bedrooms, king & queen beds π Central peninsula, historic West End π Parking (nearby lot) π§Ί Laundry π₯οΈ Workstations π΄ Equipped kitchen π 2nd-floor unit πΌ Portable crib π₯ Courtyard π©βπ³ Steps to Tandem, State Theatre, Chaval & more π¦ Walk to Downtown, Arts District, Old Port & East End β±οΈ Quick drive to beaches

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

The Maine Frame | Modern A-Frame Cabin in Freeport
β’ Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. β’ This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. β’ 7 minute drive to downtown Freeport. β’ Proud to be ranked in the top 1% and voted Guest Favorite!

Harborview - Curated East End Escape w/ Parking
Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

HotTub+Firepit/5 min to DockSquare, Dining, Beach
Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. β"...A must stay location. The hostβs were very helpful and genuine..." β"...Weβve travelled all around the world and this is in our top 3 Airbnbs weβve stayed in."

Cozy, romantic cabin overlooking a stream - 25
The Cozy is a small A-frame cabin that features a wall of glass overlooking beautiful woods with a little stream winding through. The cabin is 11/10 romantic and surprisingly comfortable for such a small space. Outside you have a charming seating area with bistro lights, Adirondack chairs, and a fire pit to enjoy a crackling fire.

AMAZING! Working waterfront views, 94 walk score!
Wow! Incredible 3 bedroom, 2 bath apartment with working waterfront views. Spacious apartment nestled in Downtown, between the Old Port, Arts District and West End, just steps away from all the highlights of the peninsula. You are just steps away from everything the City has to offer. STHR-000508-2018
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Cozy Maine Cottage β’ Near Jetport & Coast

Oceanfront Escape β’ Walk to Beach β’ Sleeps 14

Private house! 7 Min to OldPort! Walk to Ocean!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Large Historic 7 Bedroom home with Pool & Hot Tub

House Your Group - 5 Minutes to Everything!

Amazing Bay View Home with Hot Tub

Higgins Beach *New* Beach Home & Private Offices
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Light-Filled Getaway with Private Porch

RETRO BnB in the Heart of East End Portland

Back Cove Retreat | 3BR w/ Patio & 2-Car Parking

Quiet Neighborhood Apt β Clean, Safe, w/ Parking

Portland Back Cove Hideaway-1 BR- With Patio

Crescent Beach Gardens

Beautiful West End studio, hot tub, park free.

Garden Apartment Close to Everything
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Charming, newly remodeled space atop Munjoy Hill.

Modern Industrial Beach Cottage

Penthouse, Walk To The Old Port & The Beach!

Cozy condo by the beach!

Top Of The Line Stay!

Comfy condo with loft by the beach!

Direct Ocean View on the Eastern Promenade

Rustic Willard Beach condo ten mins from Old Port!
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