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Cottages in Gloucester

Our top choices for Gloucester cottages

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

10.0 out of 10, Exceptional, (207)
"We had a great time. The house is at a great location and the experience was wonderful. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!

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

9.8 out of 10, Exceptional, (19)
"Even better in person, host had great hospitality, very clean, quiet, and lovely place to stay! We loved it!"
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.

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

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

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

2.0 star property
10.0 out of 10, Exceptional, (26)
"Place was in a great location. Short walk to the beach."
Plum Island Beach Cottage - 4 Minute Walk To Beach!!

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!

10.0 out of 10, Exceptional, (116)
"Beautiful and cozy. It was perfect for our beach getaway. Everything was very clean. Everything was as described. Thank you for allowing us the opportunity to stay here."
Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!

Cozy Cottage Old Fashioned Charm

9.4 out of 10, Exceptional, (87)
"The cottage is cozy and quaint as described and includes all of the important necessities for an enjoyable stay. Janet and Mike are fabulous hosts--great communication, very kind and helpful!! Their number one goal as hosts is to have guests feel welcome and enjoy the beauty of Rockport and the surrounding areas :) Thank you Janet and Mike!! A++ rating :)"
Cozy Cottage Old Fashioned Charm

Cottage with Direct Water Access!

10.0 out of 10, Exceptional, (114)
"Perfect little cottage for my husband and I and our two dogs. Lots of day trips to see the sites and walk the dogs. Denise is a great host and easy to communicate with. Loved our stay, would definitely recommend!"
Cottage with Direct Water Access!

Glamorous Cabana: Poolside by day; Excellent Dining by night - perfect romantic getaway!

9.0 out of 10, Wonderful, (31)
"Property was very nice and romantic, clean, love the pool and waterfall. My favorite was Kipling the beautiful Siberian Husky. Recommend highly!"
Glamorous Cabana: Poolside by day; Excellent Dining by night - perfect romantic getaway!

Rockport Cottage w/ Patio - Steps to Beach!

2.0 star property
10.0 out of 10, Exceptional, (3)
"This cottage was a fantastic family experience. Two driveway spaces with added room for guests to come park was great, and you can’t beat the proximity to the beach!"
Rockport Cottage w/ Patio - Steps to Beach!

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

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

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

10.0 out of 10, Exceptional, (22)
"Great location. Easy access. Had a wonde Time"
The price is SAR 747
SAR 1,478 total
includes taxes & fees
20 Sep - 21 Sep
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!

Cozy oceanfront home with unique architecture

7.6 out of 10, Good, (39)
"The cottage is in a beautiful quiet location. The parking and walk to the cottage was as described. The views were incredible! Definitely will return next year"
Cozy oceanfront home with unique architecture

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!

Plum Island Guest Cottage With Water View

9.8 out of 10, Exceptional, (61)
"I really enjoyed my stay at the cottageIt was very comfortable. I'm so happy that I could bring my dogs. It was close to my son and daughter in law! Loved it! "
Plum Island Guest Cottage With Water View

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!

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.

9.6 out of 10, Exceptional, (66)
"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.

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

9.8 out of 10, Exceptional, (45)
"much needed respite!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

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

10.0 out of 10, Exceptional, (7)
"Fun little house good location "
Spectacular weather at the Beach! Book a long Labor Day weekend stay!
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

Frequently asked questions

How much do cottages in Gloucester cost?
Expect to pay between SAR 747 and SAR 747 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 109 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 vacation 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.