Enjoy the good life. Free parking, AC in Bedroom.
- 2 Guests
- 1 Bed
- 1 Bathroom
A cozy East End retreat for two, this charming one-bedroom apartment is perfectly located for enjoying the best of Portland. Spend your days walking the…
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FIND YOUR NEXT GREATER PORTLAND VACATION RENTAL
Greater Portland Vacation Rentals With Everrow Property
Experience the refined charm of coastal Maine with Everrow’s Greater Portland Area rentals, where historic character, vibrant culture, and elevated comfort come together seamlessly. From luxury waterfront homes in Portland to serene coastal retreats in Cape Elizabeth, Falmouth, and South Portland, each property is thoughtfully curated for discerning guests who value exceptional design, prime locations, and seamless hospitality.
Greater Portland Locations
Explore All Greater Portland Properties
Knock on Wood | Airy Charm in Heart of Downtown
- 6 Guests
- 2 Bed
- 1 Bathroom
Welcome to La Maison! A spacious, newly renovated apartment in a historic building. Nestled in Portland’s West End, this unit is only a five-minute walk…
Lofty Ambition | Stunning West End Rooftop Retreat
- 6 Guests
- 2 Bed
- 2 Bathroom
Step into this dazzling retreat perched atop Portland’s historic West End! Bathed in sunlight and bursting with character, this spectacular loft-style gem boasts soaring ceilings,…
Modern Coastal Retreat on Cottage Road
- 4 Guests
- 2 Bed
- 1 Bathroom
Welcome to your South Portland escape! This beautifully built 2-bedroom, 2-bathroom single-family home blends modern design with relaxed coastal charm- perfectly located on Cottage Road,…
Modern Waterfront Apt with Bay Views
- 3 Guests
- 1 Bed
- 1 Bathroom
Wake to sweeping ocean views and the quiet beauty of Mackworth Island from this brand-new one-bedroom coastal retreat. Thoughtfully designed with an open-concept kitchen and…
Modern West End Townhome | 3BR/2BA + Chef’s Kitchen
- 6 Guests
- 3 Bed
- 2 Bathroom
Welcome to your Portland home base in the heart of the West End—one of the city’s most iconic and sought-after neighborhoods. This newly renovated 3-bedroom,…
Skyline 138: Charming West End Mansard Penthouse
- 8 Guests
- 3 Bed
- 1 Bathroom
Welcome to Skyline 138! Experience the fusion of old world charm and modern comfort in this top floor apartment, nestled in the heart of Portland’s…
State of Charm | Historic West End Haven
- 6 Guests
- 2 Bed
- 2 Bathroom
Experience Portland’s charm in this beautifully restored 2 bed, 1.5 bath Victorian apartment in the heart of the downtown historic district. This spacious first-floor unit…
State of Mind | Stylish Landmark Property
- 3 Guests
- 1 Bed
- 1 Bathroom
Stay in the heart of Portland’s historic West End at an iconic landmark property, blending Victorian charm with modern comfort. Steps from vibrant restaurants and…
Sunny House, By The Beach, Minutes From Portland
- 6 Guests
- 3 Bed
- 2 Bathroom
Beautiful 3 bedroom home, with ample space in South Portland, Maine. A perfect blend of original craftsmanship and modern amenities. 10-minutes from the hospital, downtown…
The 87th Townhome – Local Landmark Property
- 6 Guests
- 3 Bed
- 1 Bathroom
Stay in historic elegance at 87 Pine Street, a charming landmark home in Portland’s sought-after West End. Enjoy spacious rooms, original architectural details, and modern…
The Woodland Loft at Falmouth
- 4 Guests
- 1 Bed
- 1 Bathroom
Welcome to the Woodland Loft, a serene two-story guesthouse in the heart of Falmouth, Maine. With its own private entrance and surrounded by multiple acres…
26 properties found
Why Stay with Everrow in Greater Portland?
Curated, Not Crowded
We don’t list everything. Every stay in Greater Portland earns its place.
True Local Expertise
Real Greater Portland insight — not generic travel tips.
Seamless from Start to Finish
Fast communication. Clear expectations. Zero friction.
Impeccably Maintained
In-house teams. Meticulous standards. Always guest-ready.
Transparent Pricing
No hidden fees. No games. What you see is what you pay.
