Massachusetts Short term rental properties for sale

Pending

$849,000

1,946 SF

Two-Family Home Near Sea Street Beach

102 Sea St, Dennis Port, MA 02639

Charming duplex ideal for rental income and beachside living.

Less than half a mile from Sea Street Beach
Two‑family duplex ideal for rental income
Each unit has 2 bedrooms, 1 full and 1 half bathroom
Owned solar panels for energy efficiency
Each unit features a private deck

Updated: Jan 2

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Pending

$650,000

1,646 SF

Dennis Port Multi-Family Residence

78 Upper County Rd, Dennis, MA 02638

Updated multi-family near beaches, restaurants, and shops in Dennis Port.

Prime location near Dennis Port beaches, restaurants, Swan Pond Town Landing, and shops.
Four bedrooms and three bathrooms offer ample space and functionality.
Updated interior provides modern comforts while maintaining coastal charm.
Rental history provides an opportunity to generate income.
Unique design incorporates a former barn, including a hay boom in the dining room.

Updated: Dec 20, 2025

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Renovated Two-Family Near Campground Beach

$1,049,000

1,782 SF

Renovated Two-Family Near Campground Beach

Two-unit property near Campground Beach with rental and expansion potential.

85 Huckleberry Ln, Eastham, MA 02642

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Edgartown Compound: Main and Guest House

$2,650,000

4,115 SF

Edgartown Compound: Main and Guest House

Edgartown property with main house, guest house, and pool.

357 W Tisbury Rd, Edgartown, MA 02539

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$1,830,000

1,600 SF

Historic Oak Bluffs Twin Cottages

Two charming, furnished cottages in a prime Oak Bluffs location.

12 Maple Ave, Oak Bluffs, MA 02557

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$650,000

Updated Multi-Family Home in Dennis

Updated multi-family property near beaches, restaurants, and shops.

78 Upper County Rd, Dennis Port, MA 02639

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$1,150,000

Spacious Two-Family Home in Salem

Well-maintained two-family home with Airbnb potential near Salem attractions.

52 Dunlap St, Salem, MA 01970

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$1,350,000

Edgartown Multifamily Residence For Sale

Rare multifamily residence in desirable location near shops and harbor.

48 West Tisbury Rd, Edgartown, MA 02539

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$22,000,000

Bay Village Portfolio For Sale

Portfolio of four brownstone buildings with 58 furnished short-term rental units.

1-5 Cortes St, Boston, MA 02116

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$1,350,000

Rare Multifamily Residence in Edgartown

Multifamily property near shops, restaurants, and harbor.

48 West Tisbry Rd, Edgartown, MA 02539

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$858,000

Legal Two-Family Near T Station

Two-family home near Wood Island T Station with income potential.

528 Bennington St, Boston, MA 02128

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$325,000

North Adams Triplex Investment Opportunity

Well-maintained triplex with city views, ideal for short-term rentals.

152 Furnance St, North Adams, MA 01247

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$699,000

Renovated Duplex Near Old Silver Beach

Charming, renovated North Falmouth duplex near Old Silver Beach.

267 N Falmouth Hwy, Falmouth, MA 02556

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Contact for pricing

Furnished Short-Term Rentals in Boston

Collection of 127 furnished short-term rentals in Boston's premier neighborhoods.

Maverick Suites, Boston, MA 02116

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$475,000

1,538 SF

Downtown Lee Mixed-Use Investment

Versatile three-unit building with residential and commercial income potential.

208 Main St, Lee, MA 01238

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$774,900

Plymouth Two-Family Home

Two-family home in Plymouth near downtown, ideal for rental.

14-16 South St, Plymouth, MA 02360

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$299,000

Cape Cod Studio with Beach Access

Updated studio in Truro with deeded beach access.

169 Shore Rd, North Truro, MA 02652

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$1,000,000

Mixed-Use Property Near Park Avenue

Mixed-use property with commercial space and short-term rental income.

227 Chandler St, Worcester, MA 01609

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$249,000

Remodeled Two-Family Home in Montague

Completely remodeled two-family home, ideal for Airbnb or owner-occupancy.

5 Bridge St, Turners Falls, MA 01349

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$5,900,000

Back Bay Lodging House Opportunity

Rare investment property with lodging license in prime Back Bay.

11 Hereford St, Boston, MA 02115

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Massachusetts Short Term Rental Properties Investment Opportunities Market Analysis

Explore 20 short term rental properties for sale in Massachusetts, showcased through 20 active listings on our real estate platform. These investment opportunities span a total of 224,334 square feet of properties for sale, with an estimated market value of $11,723,000.

Prices for short term rental properties in Massachusetts start at $650,000, averaging $1,953,833, and reaching up to $4,695,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Massachusetts Short Term Rental Properties for Sale

Two-Family Home Near Sea Street Beach

Charming duplex ideal for rental income and beachside living.

Dennis Port Multi-Family Residence

Updated multi-family near beaches, restaurants, and shops in Dennis Port.

Renovated Two-Family Near Campground Beach

Edgartown Compound: Main and Guest House

Historic Oak Bluffs Twin Cottages

Updated Multi-Family Home in Dennis

Spacious Two-Family Home in Salem

Edgartown Multifamily Residence For Sale

Bay Village Portfolio For Sale

Rare Multifamily Residence in Edgartown

Legal Two-Family Near T Station

North Adams Triplex Investment Opportunity

Renovated Duplex Near Old Silver Beach

Furnished Short-Term Rentals in Boston

Downtown Lee Mixed-Use Investment

Plymouth Two-Family Home

Cape Cod Studio with Beach Access

Mixed-Use Property Near Park Avenue

Remodeled Two-Family Home in Montague

Back Bay Lodging House Opportunity

Massachusetts Short Term Rental Properties Investment Opportunities Market Analysis

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Massachusetts Short Term Rental Properties for Sale

Two-Family Home Near Sea Street Beach

Charming duplex ideal for rental income and beachside living.

Dennis Port Multi-Family Residence

Updated multi-family near beaches, restaurants, and shops in Dennis Port.

Renovated Two-Family Near Campground Beach

Edgartown Compound: Main and Guest House

Historic Oak Bluffs Twin Cottages

Updated Multi-Family Home in Dennis

Spacious Two-Family Home in Salem

Edgartown Multifamily Residence For Sale

Bay Village Portfolio For Sale

Rare Multifamily Residence in Edgartown

Legal Two-Family Near T Station

North Adams Triplex Investment Opportunity

Renovated Duplex Near Old Silver Beach

Furnished Short-Term Rentals in Boston

Downtown Lee Mixed-Use Investment

Plymouth Two-Family Home

Cape Cod Studio with Beach Access

Mixed-Use Property Near Park Avenue

Remodeled Two-Family Home in Montague

Back Bay Lodging House Opportunity

Massachusetts Short Term Rental Properties Investment Opportunities Market Analysis

Short term rental properties by market

Popular cities

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