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Quiet Comfy Victorian Escape

Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Spacious 1BR w/ In-Unit Laundry

A warmly styled Portland apartment highly rated by 117+ guests — ideal for families or small groups. Tucked on a quiet residential street, you can walk to Rose Foods, Bird & Co., Back Bay, and great coffee, with a short Uber to the lively Old Port and Thompson's Point just around the corner. Inside: a light-filled private retreat with in-unit washer/dryer, a full kitchen, queen bed, twin bed, and sleeper couch with thoughtful touches throughout that make it feel like a true home away from home.

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

The Maine Frame | Modern A-Frame Cabin in Freeport

• 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. • 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. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Old Port Penthouse Suite - Amazing Harbor Views

CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

Large Sunny Apartment Near Downtown/Arts District

(License Number: STHR-007574-2026) Quiet neighborhood, quick walk to downtown Portland. Short drive to beautiful sandy beaches. Newly furnished one bedroom on *3RD FLOOR*. Spacious rooms with mansard roof ceilings. Washer and dryer. Off street parking for one car. Clean and well maintained. We happily welcome guests, but if you or someone in your group has difficulty with stairs this *3rd floor* apartment may not be the best fit for you or your group.

Beautiful large 1st fl, close to Old Port, parking

Stylish & Convenient Spacious, comfortable and sparkling-clean apartment with historic 1800s vibe—wide pine floors and exposed chimney. Thoughtfully equipped for a hassle-free stay. Conveniently located just off 295 and Steps from Bunker Brewing, minutes to Old Port, Arts District, Thompson’s Point, and Sea Dogs games. Some traffic noise expected. Booker must be over 21 Licensed by City of Portland STR

West End 1BR | Desk | W/D | Near Maine Med

This prime space is located a block from Deering Oaks Park, just down the street from Maine Medical Center, the Western Promenade, close to many restaurants, bars & cafes in the neighborhood. Since the apartment is located in the heart of Portland, you can expect typical city noise from pedestrians, cars, and emergency vehicles.

The Royal Exotic Portland Downtown

The Best of Portland is all around you when you call this place home. This sunny, spacious 1st floor in a grand antique gem comes with a private entrance and extra room, making it the perfect getaway. Walk to all of Portland downtown, near restaurants, ocean, bars, parks, and the historic West End!