Gloucester Cottages

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Cottages in Gloucester

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Gloucester MA

A stay at this cottage places you in the heart of Gloucester, within a 5-minute drive of Good Harbor Beach and Schooner Adventure.

Kitchen

Washer

Come home to Rockport!

Rockport MA

With a stay at this cottage in Rockport, you'll be within a 10-minute walk of Granite Pier and Back Beach.

Kitchen

Free WiFi

Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC

Marblehead MA

Located in Marblehead, this cottage is within a 5-minute drive of Marblehead Museum & Historical Society and Massachusetts Bay.

Washer

Dryer

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Marblehead MA

A stay at this cottage places you in the heart of Marblehead, within a 5-minute drive of Marblehead Museum & Historical Society and Massachusetts Bay.

Kitchen

Washer

Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

Beverly MA

$287 nightly

$321 total

Dec 8 - Dec 9

Total with taxes and fees

With a stay at this cottage in Beverly, you'll be within a 5-minute drive of Cabot Theater and John Cabot House.

Kitchen

Washer

Twin Lights Coastal Cottage

Rockport MA

With a stay at this cottage in Rockport, you'll be a 2-minute walk from Cape Ann and 13 minutes by foot from Pebble Beach.

Kitchen

Washer

The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!

Hampton NH

With a stay at this cottage in Hampton, you'll be within a 5-minute walk of Hampton Beach and North Beach.

Kitchen

Washer

Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!

Hampton NH

With a stay at this cottage in Hampton (Hampton Beach), you'll be within a 15-minute walk of Hampton Beach and Casino Cascade Water Slide.

Kitchen

Washer

Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester MA

Located in Gloucester, this cottage is by the sea, a 3-minute walk from Plum Cove Beach and within a 5-minute drive of Halibut Point State Park.

Kitchen

Washer

Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!

Hampton NH

$365 nightly

$396 total

Dec 13 - Dec 14

Total with taxes and fees

With a stay at this cottage in Hampton (Hampton Beach), you'll be a 3-minute walk from Hampton Beach and 7 minutes by foot from Casino Cascade Water Slide.

Kitchen

Washer

Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

Gloucester MA

When you stay at this cottage in Gloucester, you'll be by the sea, within a 5-minute drive of Stage Fort Park and Fishermen's Memorial Monument.

Kitchen

Washer

WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

Essex MA

This family-friendly cottage is 2.1 mi (3.4 km) from Essex River and 5.2 mi (8.4 km) from Agassiz Rock.

Kitchen

Washer

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.