Vacation rentals in Portland, Maine

Neighborhoods in Portland

• Downtown

  Walkable core — restaurants, hotels, nightlife.

• Old Town

  Historic streets, boutique shops, brick storefronts.

• Waterfront

  Water views, sunset walks, harbor or riverfront dining.

• Arts District

  Galleries, murals, indie coffee, late-night venues.

• University District

  College energy, cheap eats, walkable, lively.

• Uptown

  Quieter, residential, family-friendly side of town.

Browse by property type

• Cabins in Portland
• Beach houses in Portland
• Condos in Portland
• Villas in Portland
• Tiny homes in Portland
• Lofts in Portland
• Treehouses in Portland
• A-frames in Portland
• Yurts in Portland
• Lakehouses in Portland
• Ski chalets in Portland
• Mansions in Portland

Browse by amenity

• Portland stays with hot tub
• Portland stays with pool
• Portland stays with ev charger
• Portland stays with pet-friendly
• Portland stays with gigabit wi-fi
• Portland stays with dedicated workspace
• Portland stays with fireplace
• Portland stays with home gym
• Portland stays with sauna
• Portland stays with kid-friendly
• Portland stays with bbq grill
• Portland stays with ocean view
• Portland stays with mountain view
• Portland stays with lake access
• Portland stays with ski-in / ski-out

Frequently asked questions

Are vacation rentals in Portland cheaper than hotels?

Often yes — especially for groups of 3+ or stays of 3+ nights. Per-night rates also drop sharply with weekly and monthly discounts.

What's the best neighborhood to stay in Portland?

It depends on your trip. We've split Portland into neighborhood guides above so you can match vibe to itinerary.

Do I pay booking fees on StayFlow?

No. Every stay on StayFlow is direct with the host — you pay the host, not us.

Can I bring my dog to Portland?

Yes — filter the city by Pet-friendly to see every stay that allows pets.