Updating...

Enter dates for more accurate prices

Prides Crossing Rentals

Filter

Prides Crossing Rentals

82 Houses

Second Floor: 2+ Bedroom, 1.25 Bath

Manchester-by-the-Sea condo

3 bedrooms / 1 bathroom / Sleeps 5

$250

1 / 16

Strawberry Cove House: Multi-level waterfront home

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 10

$913

1 / 34

ChestnutSweet, for a sweet New England get-away!

Marblehead apartment

2 bedrooms / 2 bathrooms / Sleeps 3

“Amazing!!” Highly would recommend staying at this perfect suite!! Wonderful owners, very welcoming, and amazing place!

$160

1 / 25

Inviting apartment with harbor views, fireplace, patio, & gas grill!

Gloucester house

1 bedroom / 1 bathroom / Sleeps 4

$62

1 / 28

Afternoon Delight: Toast the beauty of the river from the waterfront deck

Beverly house

3 bedrooms / 2 bathrooms / Sleeps 6

$252

1 / 25

Helena House: European flair, close to Plum Cove Beach.

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 7

$187

1 / 21

$125

1 / 11

Waterfront 2 Bedroom !

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$150

1 / 14

River Breezes: Direct riverfront with incredible sunsets

Gloucester cottage

3 bedrooms / 3 bathrooms / Sleeps 7

$397

1 / 19

Beachmont: Easy access to Stagefort Park, Beaches & Downtown Gloucester

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 9

$419

1 / 40

Annisquam Singing Pines: Private riverfront setting & tidal dock.

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 10

$703

1 / 41

One Bedroom Loft Apartment B at Cedar Hill Farm B & B

Essex apartment

1 bedroom / 1 bathroom / Sleeps 4

$175

1 / 6

Relax and enjoy the summer in Marblehead

Marblehead house

3 bedrooms / 3 bathrooms / Sleeps 6

$300

1 / 16

New England Room+Bkft (SW)

Ipswich b and b

1 bedroom / 1 bathroom / Sleeps 4

$178

1 / 7

Wingaersheek beach private side 3 level treetop cottage house w/ 4 bedrooms

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$300

1 / 23

Gloucester Harborscape View 1 & 1/2 BR; walk to beach & town

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 5

$110

1 / 46

Remodeled 3BR Gloucester Annisquam River Cottage

Gloucester cottage

3 bedrooms / 1 bathroom / Sleeps 6

$199

1 / 24

Relax at Rocky Neck Hideaway

Gloucester townhouse

1 bedroom / 1 bathroom / Sleeps 3

$129

1 / 23

Beautiful First Floor 2 BR Condo in Manchester

Manchester-by-the-Sea townhouse

2 bedrooms / 1 bathroom / Sleeps 4

$214

1 / 15

Sunset Cove: Waterfront home in Goose Cove section of Gloucester

Gloucester house

2 bedrooms / 2 bathrooms / Sleeps 6

$547

1 / 20

Sea Fox: Custom-designed home with rights to private Coffins Beach

Gloucester house

4 bedrooms / 3 bathrooms / Sleeps 8

$398

1 / 23

Victorian in Greater Boston 50 yards from beach

Lynn apartment

2 bedrooms / 1 bathroom / Sleeps 6

“Great Location!!” First, just as all the other reviews said, George is very nice! The house is beautiful on the outside and just enough room on the inside. We traveled with our four year old who preferred to sleep on the futon in the living room (the

$125

1 / 12

Bohemia RETREAT Studio

Gloucester apartment

1 bedroom / 1 bathroom / Sleeps 3

$116

1 / 26

Treehouse by the Sea: Stacy Boulevard, Downtown Gloucester, and Beaches

Gloucester house

2 bedrooms / 1 bathroom / Sleeps 4

$240

1 / 21

Vintage Home directly on the Annisquam River

Gloucester house

6 bedrooms / 3 bathrooms / Sleeps 12

$314

1 / 12

Perrywinkle: Waterfront on Gloucester’s Rocky Neck.

Gloucester house

4 bedrooms / 2 bathrooms / Sleeps 7

$682

1 / 23

Welcome Home: Walk to Gloucester's historic harbor and beaches.

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 12

$384

1 / 21

Close to Half Moon Bay

Gloucester apartment

1 bedroom / 1 bathroom / Sleeps 2

$125

1 / 12

Sunset Cottage: Direct waterfront with two decks on the Annisquam River.

Gloucester cottage

2 bedrooms / 1 bathroom / Sleeps 4

$245

1 / 22

Wonson Cove House: Rocky Neck, Eastern Point and Beaches

Gloucester house

4 bedrooms / 2 bathrooms / Sleeps 10

$427

1 / 31

The Harborfront, Beverly/Salem, Boston North Shore

Beverly apartment

2 bedrooms / 1 bathroom / Sleeps 5

$275

1 / 26

Stage Fort Park Place

Gloucester house

5 bedrooms / 2 bathrooms / Sleeps 14

$269

1 / 11

Spacious, One-Floor Handicap-Access Contemporary

Yarmouth house

3 bedrooms / 3 bathrooms / Sleeps 8

$457

1 / 24

Fabulous Waterfront 2 Bedroom - Boat dock option

Gloucester apartment

2 bedrooms / 1 bathroom / Sleeps 4

$67

1 / 7

Spacious Recently Renovated 2nd Fl 3-4BR!

Salem apartment

3 bedrooms / 1 bathroom / Sleeps 8

$175

1 / 31

Little Red House: Close to Gloucester's historic Stage Fort Park & beaches

Gloucester house

3 bedrooms / 1 bathroom / Sleeps 5

$275

1 / 28

Thurston Point: Waterfront rental with deepwater dock on Annisquam River!

Gloucester cottage

3 bedrooms / 1 bathroom / Sleeps 7

$480

1 / 29

New England Room+Bkft (C)

Ipswich b and b

1 bedroom / 1 bathroom / Sleeps 4

$229

1 / 9
Viewing 38 of 82
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more