Location

Dates

Guests

Vacation rentals in Boston, Massachusetts, United States

Bar table and Stool

Luxurious House-Harvard/PorterT 5BR/4Bath, Parking

5 bedrooms·4 baths

Somerville • Massachusetts

4.9(301 reviews)

$ 4.338,75 USD $ 3.919,88 USD totaal voor 5 nachten

2–7 jan 2027

3BR Retreat · Sleeps 8 · Coolidge Corner T image 1

3BR Retreat · Sleeps 8 · Coolidge Corner T image 3

3BR Retreat · Sleeps 8 · Coolidge Corner T image 4

3BR Retreat · Sleeps 8 · Coolidge Corner T image 5

3BR Retreat · Sleeps 8 · Coolidge Corner T image 6

3BR Retreat · Sleeps 8 · Coolidge Corner T

3 bedrooms·1 bath

Brookline • Massachusetts

4.5(2 reviews)

$ 1.107,00 USD totaal voor 3 nachten

15–18 nov 2026

Bedroom #1 Queen bed

Bedroom #2 with queen bed and crib

Boston's Jamaica Plain w/ parking, A/C, laundry

2 bedrooms·1 bath

Boston • Massachusetts

4.81(120 reviews)

$ 911,09 USD totaal voor 3 nachten

15–18 nov 2026

Private kitchen

Spectacular Oceanfront 1 Bedroom Unit in Winthrop

1 bedroom·1 bath

Winthrop • Massachusetts

$ 1.070,00 USD totaal voor 3 nachten

23–26 nov 2026

Eating area and sleeping area

Kitchen After 2025 Renovation showing clothes washer-dryer

Back yard from back deck

House From Street

Cambridge Studio Apartment

1 bedroom·1 bath

Cambridge • Massachusetts

4.67(400 reviews)

$150/ nacht(excl. kosten & belastingen)

Property grounds

Turnkey premium home! Furnished! Great Location!

4 bedrooms·3½ baths

Newton • Massachusetts

5(1 review)

$ 14.675,00 USD $ 13.272,50 USD totaal voor 30 nachten

29 nov – 29 dec 2026

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston

3 bedrooms·1 bath

Stoneham • Massachusetts

$ 1.012,92 USD totaal voor 3 nachten

15–18 nov 2026

Queen Bed |Boston|RM 3

Queen Bed |Boston|RM 3

Queen Bed |Boston|RM 3

Queen Bed |Boston|RM 3

Queen Bed |Boston|RM 3

Queen Bed |Boston|RM 3

1 bedroom·1 bath

Stoneham • Massachusetts

$ 354,71 USD totaal voor 3 nachten

21–24 dec 2026

Bedroom on the second floor with a queen bed

Front view of the home

Walk to the kitchen

Wide kitchen shot

Queen Bed |Boston|RM 2

1 bedroom·2 baths

Stoneham • Massachusetts

$ 326,82 USD totaal voor 3 nachten

16–19 nov 2026

Twin XL Bed|Boston|RM 1

Twin XL Bed|Boston|RM 1

Twin XL Bed|Boston|RM 1

Twin XL Bed|Boston|RM 1

Twin XL Bed|Boston|RM 1

Twin XL Bed|Boston|RM 1

1 bedroom·1 bath

Stoneham • Massachusetts

$ 317,52 USD totaal voor 3 nachten

16–19 jan 2027

Enchanting Hidden Door Escape

4 bedrooms·2 baths

Stoneham • Massachusetts

$ 1.283,13 USD totaal voor 3 nachten

15–18 nov 2026

Private Beach view

Coastal Charm: Lobster Château

2 bedrooms·2 baths

Swampscott • Massachusetts

$ 1.119,11 USD totaal voor 3 nachten

15–18 nov 2026

Comfortable leather couch and two captains chairs

Barn Doors open to Bedroom

Lots of Sunlight. Great views of beautiful back yard

Eat In Kitchen dining table

Yachtsman Suite

1 bedroom·1 bath

Marblehead • Massachusetts

4.89(36 reviews)

$ 755,05 USD totaal voor 3 nachten

15–18 nov 2026

Living room with Open Beam ceiling

The most comfortable chair

Large Smart TV & Wifi

Sea Bird Suite

1 bedroom·1 bath

Marblehead • Massachusetts

4.88(41 reviews)

$ 755,05 USD totaal voor 3 nachten

15–18 nov 2026

Living room - sectional couch

Bedroom with airconditioner

Well appointed and comfortable

Beams on ceiling

The Sailor's Retreat

1 bedroom·1 bath

Marblehead • Massachusetts

5(5 reviews)

$ 624,35 USD totaal voor 3 nachten

28 feb – 3 mrt 2027

Second Bedroom through door in back of rv

Turnkey furnished luxury RV getaway in New England

2 bedrooms·1½ baths

Danvers • Massachusetts

$ 4.500,00 USD $ 2.250,00 USD totaal voor 90 nachten

1 mei – 30 jul 2027

Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub

Lakeview Getaway with Hot Tub

3 bedrooms·2 baths

Billerica • Massachusetts

$ 1.178,99 USD totaal voor 3 nachten

15–18 nov 2026

Lake Access 4 Bed 3 Bath HOT TUB

HOT TUB TIME!!!

Lake Access 4 Bed 3 Bath HOT TUB

Lake Access 4 Bed 3 Bath HOT TUB

Lake Access 4 Bed 3 Bath HOT TUB

Lake Access 4 Bed 3 Bath HOT TUB

4 bedrooms·3 baths

Billerica • Massachusetts

$ 1.630,18 USD totaal voor 3 nachten

15–18 nov 2026

Two comfortable leather recliner chairs and a small sofa with coffee table. Enough room to use the provided air mattress in this space if desired.

Twin daybed with under bed storage. Room darkening shades on all windows.

Cozy en suite w/ high ceilings image 3

Cozy en suite w/ high ceilings image 4

Cozy en suite w/ high ceilings image 5

Cozy en suite w/ high ceilings

1 bedroom·1 bath

Framingham • Massachusetts

5(161 reviews)

$ 534,00 USD totaal voor 3 nachten

14–17 dec 2026

Carriage House

1 bedroom·1 bath

Sharon • Massachusetts

$ 1.550,00 USD totaal voor 3 nachten

1–4 jan 2027

Oceanside | Family Friendly Oceanfront Home

Oceanside | Family Friendly Oceanfront Home

Oceanside | Family Friendly Oceanfront Home

Oceanside | Family Friendly Oceanfront Home

Oceanside | Family Friendly Oceanfront Home

Oceanside | Family Friendly Oceanfront Home

4 bedrooms·2 baths

Scituate • Massachusetts

5(104 reviews)

$ 1.400,00 USD totaal voor 4 nachten

15–19 nov 2026

Cedar Point/lighthouse/Oceanview (ocean across st) image 1

Cedar Point/lighthouse/Oceanview (ocean across st) image 2

Cedar Point/lighthouse/Oceanview (ocean across st) image 3

Cedar Point/lighthouse/Oceanview (ocean across st) image 4

Cedar Point/lighthouse/Oceanview (ocean across st) image 5

Cedar Point/lighthouse/Oceanview (ocean across st)

3 bedrooms·1 bath

Scituate • Massachusetts

5(2 reviews)

$ 1.594,31 USD totaal voor 3 nachten

15–18 nov 2026

The Spot

1 bedroom·1 bath

Lawrence • Massachusetts

$180 – $200/ nacht(excl. kosten & belastingen)

Not too fussy

2 bedrooms·1 bath

Littleton • Massachusetts

$ 585,00 USD totaal voor 3 nachten

15–18 nov 2026