Location

Dates

Guests

Vacation rentals in Salem, Massachusetts, United States

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(35 reviews)

$2,260.48 USD total for 3 nights

Oct 23 – 26, 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)

$1,626.80 USD total for 3 nights

Oct 16 – 19, 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)

$1,901.04 USD total for 3 nights

Oct 23 – 26, 2026

Second Bedroom through door in back of rv

Turnkey furnished luxury RV getaway

2 bedrooms·1½ baths

Danvers • Massachusetts

$700.00 USD $525.00 USD total for 7 nights

Oct 15 – 22, 2026

Private Beach view

Coastal Charm: Lobster Château

2 bedrooms·2 baths

Swampscott • Massachusetts

$3,480.15 USD total for 3 nights

Oct 16 – 19, 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

$314.86 USD total for 3 nights

Nov 1 – 4, 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

$55 – $321/ night(excl. fees & taxes)

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

$338.77 USD total for 3 nights

Oct 20 – 23, 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

$1,377.11 USD total for 3 nights

Oct 18 – 21, 2026

Enchanting Hidden Door Escape

4 bedrooms·2 baths

Stoneham • Massachusetts

$1,607.84 USD total for 3 nights

Oct 18 – 21, 2026

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

1 bedroom·1 bath

Chelsea • Massachusetts

$485.13 USD total for 3 nights

Oct 15 – 18, 2026

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

1 bedroom·1 bath

Chelsea • Massachusetts

$485.13 USD total for 3 nights

Oct 15 – 18, 2026

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

1 bedroom·1 bath

Chelsea • Massachusetts

$485.13 USD total for 3 nights

Oct 15 – 18, 2026

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

Casa Castor • Private Room 3

1 bedroom·1 bath

Chelsea • Massachusetts

$417.15 USD total for 3 nights

Oct 18 – 21, 2026

Bright, cozy bedroom with storage bed and plenty of natural light

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

Casa Castor • Private Room 2

1 bedroom·1 bath

Chelsea • Massachusetts

$417.15 USD total for 3 nights

Oct 18 – 21, 2026

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

Casa Castor • Private Room 1

1 bedroom·1 bath

Chelsea • Massachusetts

$417.15 USD total for 3 nights

Oct 19 – 22, 2026

Serene Suite near Logan Intl/MBTA Airport station image 17

We are located on the downstairs floor unit.

Serene Suite near Logan Intl/MBTA Airport station image 2

Serene Suite near Logan Intl/MBTA Airport station image 3

Serene Suite near Logan Intl/MBTA Airport station image 4

Serenity Suite Homes

2 bedrooms·1 bath

Boston • Massachusetts

4.89(144 reviews)

$916.48 USD total for 3 nights

Nov 2 – 5, 2026

Bright, Spacious Bedroom

Bright and spacious room, comfy bed.

Cape Ann sunset (up the road at Plum Cove)

Quirky, Bright, Spacious Private Room Near Water

1 bedroom·1 bath

Gloucester • Massachusetts

5(17 reviews)

$552.00 USD total for 3 nights

Oct 22 – 25, 2026

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

Studio in Heart of Beacon Hill (Downtown Boston)

1 bedroom·1 bath

Boston • Massachusetts

$1,181.00 USD total for 3 nights

Oct 22 – 25, 2026

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

Charming Beacon Hill 1bd in Brownstone

1 bedroom·1 bath

Boston • Massachusetts

$1,002.00 USD total for 3 nights

Oct 23 – 26, 2026

Calder 2

3 bedrooms·1 bath

Gloucester • Massachusetts

Calder 1

2 bedrooms·1 bath

Gloucester • Massachusetts

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 total for 5 nights

Nov 13 – 18, 2026

our place from the beach

twin beds, back left

House front from yard

Beach Bridge

3 bedrooms·1 bath

Gloucester • Massachusetts

$4,235.00 USD total for 7 nights

Oct 15 – 22, 2026