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Check prices for these dates

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Aug 22 - Aug 24
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Aug 29 - Aug 31
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Sep 12 - Sep 14
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Browse Select Gloucester Cottages

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

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!!
Marina

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
Fridge, microwave, oven, stovetop

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
Terrace/patio

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!
Beach nearby, sun loungers

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
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!
Kayaking, fishing

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

10.0 out of 10, Exceptional, (113)
"Traveled from northern NH to the coast to see a show at Hampton Ballroom Casino, meeting up with friends from RI. This cute place is a block outside the main drag and most everything was perfectly walkable to/from the quiet neighborhood. Beds were comfy and the shower was excellent for the cold rainy days we happened to be there. "
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!
Interior

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!
Beach nearby, sun loungers, beach towels

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.
Fridge, microwave, oven, stovetop

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, (13)
"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!
Meeting facility

Come home to Rockport!

10.0 out of 10, Exceptional, (112)
"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!
Plum Island Guest Cottage With Water View
Fridge, microwave, oven, stovetop

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!
Interior

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
Property grounds

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!
Smart TV, stereo

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

10.0 out of 10, Exceptional, (21)
"Great location. Easy access. Had a wonde Time"
The price is CA $411
CA $715 total
includes taxes & fees
Sep 1 - Sep 2
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.
Dining

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
Property grounds

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!
Fridge, microwave, oven, stovetop

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
TV

Plum Place - Dog Friendly, Steps from the beach

9.4 out of 10, Exceptional, (3)
"Lovely"
The price is CA $769
CA $1,108 total
includes taxes & fees
Aug 17 - Aug 18
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

Surf House

Surf House

10/10 Excellent
"We ended up in Mew Hampshire to pick up a classic car we purchased. We were in a pick up truck and towing a classic car in a trailer. The staff was helpful and accommodating and helped fighre out a place for us to park during a busy weekend. "
Stephanie 1-night trip
Posted 19 hours ago
Surf House