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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Gloucester and around

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

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!!
Situated in a quiet suburban neighborhood, this two-story house offers a patio area with a table and bench.

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

2.0 star property
9.8 out of 10, Exceptional, (20)
"Place was in a great location. Short walk to the beach."
Plum Island Beach Cottage - 4 Minute Walk To Beach!!
Charming cottage near the ocean w/beach access & near Gloucester
Exterior

Charming cottage near the ocean w/beach access & near Gloucester

7.4 out of 10, Good, (21)
"Beach cottage perfect for our needs. Great location, convenient to going everywhere including walking to the beach! Super easy check-in! Great rental."
Charming cottage near the ocean w/beach access & near Gloucester
Cozy Cottage Old Fashioned Charm
Enjoy a serene garden retreat with a patio, lush plants, and a wooden deck leading to the house.

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!
Guests enter through the charming front entrance, flanked by two chairs and a potted plant.

Cottage with Direct Water Access!

10.0 out of 10, Exceptional, (112)
"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!
Coastal gem with free WiFi, backyard, & patio - walk to beach
Enjoy a serene beachside retreat with a comfortable bench and access to the expansive sandy 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!
Exterior

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

10.0 out of 10, Exceptional, (112)
"Great stay. The cottage is clean and comfortable. Will stay again!"
The price is €462
includes taxes & fees
11 Aug - 12 Aug
Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!
Luxury 1900's romantic retreat steps from the beach - King Suite!
Traditional cottage with steeply pitched roof and classic windows.

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!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Relax on the deck with comfortable seating and shade from two umbrellas.

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

10.0 out of 10, Exceptional, (207)
"Property was just as described and pictured in online listing. It is a charming and cozy home with a beautiful view. It is conveniently located near Good Harbor Beach and downtown Gloucester. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
Cozy home with a front porch, blue door, and a well-manicured lawn.

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

9.8 out of 10, Exceptional, (18)
"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.
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Terrace/patio

NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room

3.0 star property
10.0 out of 10, Exceptional, (11)
"We stayed at this lovely cottage on our trip to Salem,Ma and it is conveniently located within about 20 mins to Salem. While we were not visiting Salem we ventured around Gloucester and visited many delicious restaurants and viewed the ocean. 10/10 recommend and look forward to coming back!"
NEW -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
Come home to Rockport!
Enjoy breathtaking ocean views from this balcony with a table and chair.

Come home to Rockport!

10.0 out of 10, Exceptional, (110)
"Great place to stay, and plan to go again."
Come home to Rockport!
Plum Island Guest Cottage With Water View
Enjoy a peaceful retreat in this charming house surrounded by lush trees and a beautifully manicured lawn.

Plum Island Guest Cottage With Water View

9.8 out of 10, Exceptional, (61)
"Clean an had just what we needed."
Plum Island Guest Cottage With Water View
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Houses blend modern and traditional styles in a seaside setting surrounded by greenery.

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!
Maids Quarters; private beach
Stunning two-story home with a covered porch and spacious front yard.

Maids Quarters; private beach

2.0 star property
8.0 out of 10, Very good, (2)
Maids Quarters; private beach
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Relax in this stylish living room with a flat-screen TV, comfortable sofa, and dining area.

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

10.0 out of 10, Exceptional, (20)
"Great location. Easy access. Had a wonde Time"
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 6 - 100 yards to Beach!
Close to Beach! Pool, Hot Tub, Firepit in Patio area & Deck.
Stunning single-story home with a central entrance, flanked by windows, and a charming porch.

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

9.6 out of 10, Exceptional, (65)
"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.
Cozy oceanfront home with unique architecture
Relax in a serene oceanfront setting with lounge chairs and a shaded area amidst lush greenery.

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
The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!
Experience the charm of a coastal community with modern and traditional homes, a scenic beach, and well-maintained infrastructure.

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!
Plum Place - Dog Friendly, Steps from the beach
Relax in this stylish living space with a central island, comfortable sofa, and flat-screen TV.

Plum Place - Dog Friendly, Steps from the beach

9.4 out of 10, Exceptional, (3)
"Lovely"
The price is €717
includes taxes & fees
10 Aug - 11 Aug
Plum Place - Dog Friendly, Steps from the 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

Atlantis Oceanfront Inn

Atlantis Oceanfront Inn

10/10 Excellent
"Amazing location, great staff. "
Eric 3-night trip
Posted 7 hours ago
Atlantis Oceanfront Inn

Frequently asked questions

How much do cottages in Gloucester cost?
Expect to pay between €462 and €717 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.