Short Term Rental

Massachusetts Short Term Rental Properties for Sale

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Boston, MA Worcester, MA Springfield, MA New Bedford, MA Fall River, MA Lowell, MA Somerville, MA Cambridge, MA
28 properties
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Renovated Cape Cod Duplex
Updated: Sep 22
Renovated Cape Cod Duplex

156 Teaticket Highway, East Falmouth, MA 02536

$2,100,000
5,760 sqft 0.32 AC lot
Renovated in 2022
800 square foot lofted office area
One‑bedroom apartment upstairs
Finished basement with two full bathrooms
0.32‑acre property with fenced yard, garden, porch, and outdoor shower
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Mixed-Use Property with Storefronts
Updated: Sep 3
Mixed-Use Property with Storefronts

57-63 Park Street, Adams, MA 01220

$550,000
6,286 sqft
6286 square feet of mixed‑use space
2 storefronts near restaurants in Adams business district
4 residential units with short- and long‑term rental use
Deeded parking included
Recent electrical, roof, exterior paint, and residential remodeling updates
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Cottage-Style Triplex
Cottage-Style Triplex

10 Penny Lane, Eastham, MA 02642

$1,400,000
1,260 sqft 0.28 AC lot

Three separate cottages offer two-bedroom layouts and access to Cape Cod Bay by deeded path.

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Well-Maintained Triplex with Vacant Units
Well-Maintained Triplex with Vacant Units

342 Bowdoin Street, Boston, MA 02122

$1,250,000
4,317 sqft

Two lower-level residences will be delivered vacant, while the top floor has an occupied Section 8 tenancy.

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Waterfront Duplex with Private Beach
Waterfront Duplex with Private Beach

232 Robbins Hill Road, Brewster, MA 02631

$2,492,000
1,502 sqft 0.55 AC lot

Two separate living spaces with water views, a deck, private beach access, and a detached seasonal studio cottage.

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Mixed-Use Property with Commercial Kitchen
Mixed-Use Property with Commercial Kitchen

5030 State Highway, Eastham, MA 02642

$899,000
2,442 sqft 0.22 AC lot

A second-floor unit currently operates as a short-term rental, adding a distinct residential component.

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Duplex with Garage Apartment
Duplex with Garage Apartment

25 Oakwood Road, Eastham, MA 02642

$995,000
2,314 sqft 1.13 AC lot

Two separate living spaces include a main residence and an apartment positioned over the garage.

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Farmhouse-Style Short-Term Rental
Farmhouse-Style Short-Term Rental

156 Teaticket Hwy, East Falmouth, MA 02536

$2,100,000
5,760 sqft

Renovated in 2022, the property combines a main rental area with an upstairs apartment and office loft.

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Two-Family Home with Ocean Views
Two-Family Home with Ocean Views

49 Northern Blvd, Newbury, MA 01951

$1,540,000
2,246 sqft 0.18 AC lot

The two-level layout can serve as a five-bedroom residence or separate first- and second-floor units.

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New Construction Quadplex
New Construction Quadplex

64 Nelson, Boston, MA 02124

$2,785,999
7,179 sqft

Newly built multifamily property with private outdoor areas, parking, EV charging, and an owned solar system.

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Waterfront Short-Term Rental Property
Waterfront Short-Term Rental Property

232 Robbins Hill Rd, Brewster, MA 02631

$2,492,000
1,502 sqft

Main house and seasonal cottage provide separate living arrangements with direct beach access.

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Two-Property Apartment Building Portfolio
Two-Property Apartment Building Portfolio

16 & 18 North Summer St, Adams, MA 01220

$1,275,000
7,464 sqft

Two apartment buildings totaling nine renovated units with off-street parking are offered for sale in Adams, Massachusetts.

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Historic Vineyard Estate
Historic Vineyard Estate

11 Marbleridge Rd, North Andover, MA 01845

$2,595,000
6,426 sqft

Winery property with historic barns, three guesthouses, and a separately buildable lot.

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Corner Mixed-Use Property with Storefronts
Corner Mixed-Use Property with Storefronts

57-63 Park Street, Adams, MA 01220

$550,000
6,286 sqft

Mixed-use building combines commercial frontage, residential units, deeded parking, and recent building improvements.

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Four-Unit Short-Term Rental Property
Four-Unit Short-Term Rental Property

135 Stockbridge, Lee, MA 01238

$1,625,000
4,144 sqft 1.75 AC lot

Historic carriage house with furnished, renovated units and separately metered utilities.

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Licensed Two-Unit Short-Term Rental
Licensed Two-Unit Short-Term Rental

589 Saratoga St, Boston, MA 02128

$859,900
2,025 sqft

Two updated residences include separate electrical utilities and access to a partially finished basement.

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Beach-Access Duplex
Beach-Access Duplex

50 Atlantic Avenue, Salisbury, MA 01952

$799,000
1,273 sqft

Two side-by-side cottages offer separate kitchens and living areas for rental or vacation use.

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Turnkey Two-Family with Roof Deck
Turnkey Two-Family with Roof Deck

19 Walker Street, Boston, MA 02129

$1,800,000
2,224 sqft

Two-family property with private outdoor decks for each unit, including a private roof deck.

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Two-Family Residential Income Property
Two-Family Residential Income Property

498 Beech St, Boston, MA 02131

$1,100,000
1,968 sqft

Recently updated two-family home with separate utilities, central A/C, in-unit laundry, and off-street parking for six vehicles.

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Mixed-Use Condos with Retail
Mixed-Use Condos with Retail

1-3-374 Commercial St, Provincetown, MA 02657

$1,549,000
2,540 sqft

Three-condo mixed-use property with two street-level commercial units and a two-bedroom upper residential unit.

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Furnished Short-Term Rental Property
Furnished Short-Term Rental Property

25 Oakwood Road, Eastham, MA 02642

$995,000
2,314 sqft

Includes a main residence and a one-bedroom apartment positioned above a two-car garage.

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Waterfront Short-Term Rental Property
Waterfront Short-Term Rental Property

5 Kidd Way, Orleans, MA 02653

$4,200,000
3,130 sqft

Waterfront residence with a separate guest cottage, private shoreline access, and flexible accommodations across three finished levels.

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Renovated Beachside Duplex Home
Renovated Beachside Duplex Home

49 Northern Blvd, Newbury, MA 01951

$1,540,000
2,246 sqft

Turnkey property offers flexible 5-bedroom layout or a 2-family setup, currently used for weekly Saturday-to-Saturday rentals.

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11-Unit Apartment Building
11-Unit Apartment Building

32 Market St, Newburyport, MA 01950

$3,200,000
5,903 sqft

Furnished rental units operate near the waterfront, restaurants, shops, public transportation, and other Newburyport amenities.

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Massachusetts Short Term Rental Properties Market Trends and Statistics

Explore 28 short term rental properties for sale in Massachusetts, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 90,843 square feet of properties for sale, with an estimated market value of $45,380,899.

Sale prices for short term rental properties in Massachusetts start at $489,000, averaging $1,620,746, and reaching up to $4,200,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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