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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov

Featured Cottages in Gloucester and around

Our top choices for Gloucester cottages

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

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

10.0 out of 10, Exceptional, (209)
"The house was great! We never wanted to leave the beautiful porch. Quiet neighborhood, quick walk to the beach and short drive to town. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Smart TV, stereo

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

10.0 out of 10, Exceptional, (23)
"Great location. Easy access. Had a wonde Time"
The price is €290
includes taxes & fees
13 Oct - 14 Oct
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Come home to Rockport!
Interior

Come home to Rockport!

10.0 out of 10, Exceptional, (117)
"1st time to Rockport and was SO happy to find this place. The views are fantastic, and loved waking up or reading by such wonderful ocean views. The unit is cute, Diane and JP are wonderful hosts. I will definitely plan to stay here on my next visit to the area and have already recommended it to friends."
Come home to Rockport!
Cozy Cottage Old Fashioned Charm
Terrace/patio

Cozy Cottage Old Fashioned Charm

9.4 out of 10, Exceptional, (93)
"Economical stay in Rockport, walkable to all the waterfront activities. "
Cozy Cottage Old Fashioned Charm
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Exterior

Adorable Beach house with lots of outdoor space and steps to Long Beach!

10.0 out of 10, Exceptional, (22)
"Beautiful spot to enjoy a few days on the beach!"
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Coastal gem with free WiFi, backyard, & patio - walk to beach
Beach nearby

Coastal gem with free WiFi, backyard, & patio - walk to beach

7.8 out of 10, Good, (10)
"Nice place worked well for our needs."
Coastal gem with free WiFi, backyard, & patio - walk to beach
Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!
Exterior

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

10.0 out of 10, Exceptional, (120)
"The Blue Chill Cottage was perfect in every way!!"
The price is €407
includes taxes & fees
9 Oct - 10 Oct
Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown
Exterior

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

10.0 out of 10, Exceptional, (1)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
The price is €352
includes taxes & fees
28 Sept - 29 Sept
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown
Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Exterior

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

10.0 out of 10, Exceptional, (3)
"Cozy carriage house for a Salem weekend girls trip. Very clean. Host on property very friendly. Very enjoyable stay!! Will be booking again in the future"
Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Terrace/patio

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

3.0 star property
10.0 out of 10, Exceptional, (16)
"Too bad the weather wasn't great, because this house is directly on Chebacco Lake. Our grandchildren did enjoy fishing and kayaking, but it would have been fun to spend hours doing everything.The house was immaculate and the owners so communicative. It was easy to locate the house and convenient for us since our son lives nearby.We can't wait to stay there again !!!!"
WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC
Outdoor spa tub

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

10.0 out of 10, Exceptional, (1)
"Spectacular cottage. Extraordinary views and lovely, thoughtful hosts. From sunrises to sunsets--beautiful. If we could give 10 stars, we would."
Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Exterior

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

9.8 out of 10, Exceptional, (20)
"Even better in person, host had great hospitality, very clean, quiet, and lovely place to stay! We loved it!"
The price is €449
includes taxes & fees
26 Sept - 27 Sept
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Luxury 1900's romantic retreat steps from the beach - King Suite!
Exterior

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

9.8 out of 10, Exceptional, (45)
"much needed respite!"
The price is €311
includes taxes & fees
2 Oct - 3 Oct
Luxury 1900's romantic retreat steps from the beach - King Suite!
A Beautiful "WEE " Place By The Sea in Rockport
Exterior

A Beautiful "WEE " Place By The Sea in Rockport

8.4 out of 10, Very good, (39)
"Dreamy little cottage stay"
A Beautiful "WEE " Place By The Sea in Rockport
Plum Island Guest Cottage With Water View
Exterior

Plum Island Guest Cottage With Water View

9.8 out of 10, Exceptional, (62)
"Spotless cottage with great location"
Plum Island Guest Cottage With Water View
The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!
Exterior

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

10.0 out of 10, Exceptional, (2)
"We had a wonderful time. The location was great. Gregory got back to us right away when asking questions! We highly recommend. "
The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!
NEW 2BR Home Minutes to Downtown Rockport+Beach!
Exterior

NEW 2BR Home Minutes to Downtown Rockport+Beach!

9.8 out of 10, Exceptional, (10)
"Fantastic house for a family steps from the beach and stores!"
NEW 2BR Home Minutes to Downtown Rockport+Beach!
Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck.
Exterior

Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck.

9.6 out of 10, Exceptional, (67)
"Sandra was such a wonderful host. Very communicative and responded to any inquiry very quickly. The house was stocked with everything needed and very clean! Five out of five stars! "
Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck.
Spectacular weather at the Beach! Book a long Labor Day weekend stay!
Exterior

Spectacular weather at the Beach! Book a long Labor Day weekend stay!

9.8 out of 10, Exceptional, (8)
"Fun little house good location "
Spectacular weather at the Beach! Book a long Labor Day weekend stay!
Plum Island Beach Cottage - 4 Minute Walk To Beach!!
Exterior

Plum Island Beach Cottage - 4 Minute Walk To Beach!!

2.0 star property
10.0 out of 10, Exceptional, (28)
"Place was in a great location. Short walk to the beach."
Plum Island Beach Cottage - 4 Minute Walk To Beach!!
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.
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Top Gloucester Hotel Reviews

avid hotel Boston Logan Airport - Revere by IHG

avid hotel Boston Logan Airport - Revere by IHG

10/10 Excellent
"Cool place"
Adam 1-night trip
Posted 7 hours ago
avid hotel Boston Logan Airport - Revere by IHG

Find out more about Gloucester

Find out more about Gloucester

Gloucester Cottages information

Number of reviews
841
Accommodation
111 Cottages
Lowest Price
€290
Highest Price
€449

Frequently asked questions

How much do cottages in Gloucester cost?
Expect to pay between €290 and €449 per night for cottages in Gloucester. No matter your budget, an awesome stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Gloucester?
Pick from 111 cottages in Gloucester. Whether you're taking a trip with the family or planning a weekend escape with close friends, Expedia can help you find the right place to enjoy the surrounding nature.
Why book your cottage in Gloucester with Expedia?
We think that a holiday should be a piece of cake, so if you're searching for cottages in Gloucester at a competitive price, Expedia has your back. Stick to the budget and check in to a low-cost option far from the hustle and bustle, or book an upscale cottage to spoil your loved ones.

Explore a world of travel with Expedia

Explore a world of travel with Expedia