Anchor's Away @ The Sail Loft!
living room
Living room with dining table
Comfortable chair
View out windows to White Wharf

"Rockport Sail Loft: 2 Bed/1 Bath Oceanfront Haven

2 bedrooms·1 bath
Rockport • Massachusetts
4.87(143 reviews)

$1,160.10 USD total for 3 nights

Nov 17 – 20, 2026

Living Room: Bright space with nautical charm, leather couch, and dining for four! Perfect for relaxing!
Living Room: Relax in style with plush seating, vintage decor, and warm natural light!
Views of Bearskin neck and peeks of the Harbor from windows
Living Room: Sunlight dances through windows, inviting relaxation in stylish comfort and charm!
Bedroom 1 -Queen Bed

The Waterline

2 bedrooms·1 bath
Rockport • Massachusetts
5(17 reviews)

$769.69 USD total for 3 nights

Nov 17 – 20, 2026

The Orca Suite
Sunny 1st floor unit with views
Smart TV in living room for streaming
Leather arm chairs
Living room

The Orca

2 bedrooms·1 bath
Rockport • Massachusetts
5(11 reviews)

$723.01 USD total for 3 nights

Nov 17 – 20, 2026

Living Room: Timber beams and natural light create a vibrant space for relaxation and fun!
Living Room: Bright and airy space with unique decor, perfect for relaxation and coastal views!
Living Room: Timber beams and a blend of vintage charm invite relaxation and great conversations!
Bedroom: Charming retreat illuminated by natural light with rustic beams and delightful decor!
Bar style eating counter overlooking Bearskin beck

The Captain's Quarters

2 bedrooms·1 bath
Rockport • Massachusetts
4.83(160 reviews)

$769.69 USD total for 3 nights

Nov 21 – 24, 2026

Charming Loft Kitchen: Enjoy culinary adventures in a sunlit space with rustic beams and modern flair!
The Crow's Nest
The Crow's Nest
The Crow's Nest
The Crow's Nest

The Crow's Nest

1 bedroom·1 bath
Rockport • Massachusetts
5(5 reviews)

$702.64 USD total for 3 nights

Nov 17 – 20, 2026

Bright, Spacious Bedroom
Bright and spacious room, comfy bed.
Entry Hallway
Private Bath
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

Nov 19 – 22, 2026

Living Room
House
Inside other
House
House

Calder 2

3 bedrooms·1 bath
Gloucester • Massachusetts
Living Room
Beach
House
House
House

Calder 1

2 bedrooms·1 bath
Gloucester • Massachusetts
Living room
Living room with Open Beam ceiling
Couch
The most comfortable chair
Large Smart TV & Wifi

Sea Bird Suite

1 bedroom·1 bath
Marblehead • Massachusetts
4.88(41 reviews)

$755.05 USD total for 3 nights

Nov 17 – 20, 2026

Living Room
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 total for 3 nights

Nov 17 – 20, 2026

Kitchen
Second Bedroom through door in back of rv
Living room
Master bedroom
Master bath

Turnkey furnished luxury RV getaway in New England

2 bedrooms·1½ baths
Danvers • Massachusetts

$4,500.00 USD $2,250.00 USD total for 90 nights

May 1 – Jul 30, 2027

Living Room
New flooring (2022)
Living Room
Living Room
Vaulted Ceiling

Oceanfront Penthouse Salisbury

5 bedrooms·2 baths
Salisbury • Massachusetts
5(196 reviews)

$1,137.00 USD total for 3 nights

Nov 17 – 20, 2026

Sea La Vie - Multifamily Home image 1
Sea La Vie - Multifamily Home image 39
Sea La Vie - Multifamily Home image 2
Sea La Vie - Multifamily Home image 17
Sea La Vie - Multifamily Home image 8

Sea La Vie - Multifamily Home

5 bedrooms·2 baths
Salisbury • Massachusetts
5(10 reviews)

$2,010.60 USD total for 3 nights

Jan 1 – 4, 2027

Salisbury Sea Breeze Vacation Homes , Ocean Front (On the BEACH)
Your view from the house
Fully Equipped Kitchen
Ocean Side - Master BDR (King size bed)
New Master Bathroom

Salisbury Sea Breeze Vacation Home

3 bedrooms·3 baths
Salisbury • Massachusetts
5(2 reviews)

$4,902.45 USD total for 7 nights

May 28 – Jun 4, 2027

Bright and comfortable living room featuring a new queen sleeper sofa, wall-mounted TV, and air conditioning—perfect for relaxing after a beach day or enjoying a cozy evening at your Salisbury Beach getaway.
Living Room
Our Beach Area
Welcome to Salisbury Sea Breeze
View of the Kitchen Area

Salisbury Sea Breeze Guest Home

2 bedrooms·1 bath
Salisbury • Massachusetts
5(1 review)

$2,731.31 USD total for 7 nights

Jun 4 – 11, 2027

Private Beach view
Living Room
Deck view
Dinning room
Piano

Coastal Charm: Lobster Château

2 bedrooms·2 baths
Swampscott • Massachusetts

$1,102.42 USD total for 3 nights

Nov 17 – 20, 2026

Bedroom
Living area
Private kitchen
Interior
Room

Spectacular Oceanfront 1 Bedroom Unit in Winthrop

1 bedroom·1 bath
Winthrop • Massachusetts

$1,070.00 USD total for 3 nights

Nov 23 – 26, 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 total for 3 nights

Jan 16 – 19, 2027

Bedroom on the second floor with a queen bed
Front view of the home
Forya
Walk to the kitchen
Wide kitchen shot

Queen Bed |Boston|RM 2

1 bedroom·2 baths
Stoneham • Massachusetts

$332.14 USD total for 3 nights

Nov 28 – Dec 1, 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

$350.73 USD total for 3 nights

Dec 21 – 24, 2026

street view
Bedroom
Kitchen
Kitchen
Kitchen

Enchanting Hidden Door Escape

4 bedrooms·2 baths
Stoneham • Massachusetts
$248 – $1,418/ night(excl. fees & taxes)
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

$1,703.57 USD total for 4 nights

Feb 10 – 14, 2027

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

$370.80 USD total for 3 nights

Nov 17 – 20, 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

$370.80 USD total for 3 nights

Nov 17 – 20, 2026