Vacation rentals in Boston, Massachusetts

Neighborhoods in Boston

• Back Bay

  Brownstones, Newbury shopping.

• North End

  Little Italy, Italian restaurants.

• Beacon Hill

  Gas lamps, historic.

• Seaport

  Waterfront, modern, restaurants.

• South End

  Brownstones, restaurant row.

• Cambridge

  Harvard, MIT, bookstores.

Browse by property type

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

Browse by amenity

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

Frequently asked questions

Are vacation rentals in Boston 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 Boston?

It depends on your trip. We've split Boston 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 Boston?

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