Find vacation rentals that suit your style
Our top choices for Gloucester cottages
1. 2BR Home Minutes to Downtown Rockport+Beach!
2BR Home Minutes to Downtown Rockport+Beach!Rockport
10.0 out of 10, Exceptional, (13 reviews)
10/10
Exceptional
(13 reviews)
"Good facilities, clean and tidy, lovely decor. Good location."
"Good facilities, clean and tidy, lovely decor. Good location."
Janet C.
$379 nightly
The price is $435
$435 total
Nov 16 - Nov 17
Total with taxes and fees
2. Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
Spacious Lakefront Escape w/ 3 Baths + Bonus BedEssex
10.0 out of 10, Exceptional, (37 reviews)
10/10
Exceptional
(37 reviews)
"Absolutely beautiful location, we had the most wonderful stay."
"Absolutely beautiful location, we had the most wonderful stay."Veronica B.
$395 nightly
The price is $441
$441 total
Nov 16 - Nov 17
Total with taxes and fees
3. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to BostonBeverly
10.0 out of 10, Exceptional, (15 reviews)
10/10
Exceptional
(15 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
"Great little spot if you need to stay close to downtown Salem. Would recommend!"Corey W.
$224 nightly
The price is $250
$250 total
Nov 10 - Nov 11
Total with taxes and fees
4. Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 4 - 100 yards to Beach!
Ocean Breeze -Dog Friendly Cottage Steps 2 Beach Sleeps 4 - 100 yards to Beach!Hampton Beach
10.0 out of 10, Exceptional, (32 reviews)
10/10
Exceptional
(32 reviews)
"Loved our stay"
"Loved our stay"Matt R.
$409 nightly
The price is $444
$444 total
Nov 10 - Nov 11
Total with taxes and fees
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.
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.
Learn more about Gloucester
America's oldest working seaport offers whale watching tours where humpback sightings are common from May through October. Wander the colorful harborfront where fishermen unload their catch, then sample the freshest lobster rolls at family-owned seafood shacks along Rocky Neck.
Top reviews in Gloucester
Beauport Hotel Gloucester
Beauport Hotel GloucesterDowntown Gloucester
10/10 Excellent
The beach is out the door and to the left. Perfect location.
The beach is out the door and to the left. Perfect location.
Kim
Harborview Inn
Harborview InnDowntown Gloucester
10/10 Excellent
Perfect location!
Friendly owner
Well kept
Perfect location!
Friendly owner
Well kept
patricia
The Vista
The VistaEast Gloucester
10/10 Excellent
I wasn't expecting much when I booked with Vista, but as soon as I got there I was impressed. The staff was friendly and made you feel welcome and took the time to explain everything you needed to know while staying there. Our room was a little dated, but it was spacious, and very clean! I love to travel and I have to say it was one of the cleanest places I've stayed at. When I booked I was concerned about the view I would be getting based off of others reviews...but I was pleasantly surprised...
I wasn't expecting much when I booked with Vista, but as soon as I got there I was impressed. The staff was friendly and made you feel welcome and took the time to explain everything you needed to know while staying there. Our room was a little dated, but it was spacious, and very clean! I love to travel and I have to say it was one of the cleanest places I've stayed at. When I booked I was concerned about the view I would be getting based off of others reviews...but I was pleasantly surprised...
morgan
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass RocksEast Gloucester
10/10 Excellent
Service was outstanding and the continental breakfast, cookies and cider available during the day... and the view was nothing short of spectacular... and only 45 minutes from Boston Logan airport.
Service was outstanding and the continental breakfast, cookies and cider available during the day... and the view was nothing short of spectacular... and only 45 minutes from Boston Logan airport.
Norwich
Castle Manor Inn
Castle Manor InnGloucester
10/10 Excellent
My husband and I recently stayed here and had a fantastic time. The property is beautiful and the Inn is so inviting! We have never stayed in this type of Inn before and we were pleasantly surprised how comfortable and relaxed we felt in a home-like setting such as this. The room was great and we had a gorgeous view of trees, a pond, and the incredible skyline of Massachusetts. We are used to pretty sunsets and sunrises in Southern California, but we do not have the fall trees that make these...
My husband and I recently stayed here and had a fantastic time. The property is beautiful and the Inn is so inviting! We have never stayed in this type of Inn before and we were pleasantly surprised how comfortable and relaxed we felt in a home-like setting such as this. The room was great and we had a gorgeous view of trees, a pond, and the incredible skyline of Massachusetts. We are used to pretty sunsets and sunrises in Southern California, but we do not have the fall trees that make these...
Shelby
The Hotel at Cape Ann Marina
The Hotel at Cape Ann MarinaGloucester
10/10 Excellent
The staff was really friendly and helpful. Other people complain because the hotel is a little dated but the staff works hard to keep the rooms clean and the views are so pretty and the town is gorgeous so who wants to be in the hotel the whole time anyway? 😊 We will definitely be back.
The staff was really friendly and helpful. Other people complain because the hotel is a little dated but the staff works hard to keep the rooms clean and the views are so pretty and the town is gorgeous so who wants to be in the hotel the whole time anyway? 😊 We will definitely be back.
Shelley
Addison Choate Inn
Addison Choate InnRockport
10/10 Excellent
The Addison Choate was great! Very nice property and room was updated and clean. Service was great, room was ready early and breakfast was delicious. Quick walk to the water and Bearskin Neck.
The Addison Choate was great! Very nice property and room was updated and clean. Service was great, room was ready early and breakfast was delicious. Quick walk to the water and Bearskin Neck.
Craig
Bearskin Neck Motor Lodge
Bearskin Neck Motor LodgeRockport
10/10 Excellent
Best location! Everything outside the doorstep! Beautiful sleep with ocean outside room.
Best location! Everything outside the doorstep! Beautiful sleep with ocean outside room.
Mary Beth
Harbor Light Inn
Harbor Light InnMarblehead Historic District
10/10 Excellent
Bed was comfortable, room was clean. Amenities were excellent. The entire B&B is fabulously decorated and the ambiance is warm and inviting! Friendly staff and absolutely delicious food!
Bed was comfortable, room was clean. Amenities were excellent. The entire B&B is fabulously decorated and the ambiance is warm and inviting! Friendly staff and absolutely delicious food!
Alison
The Merchant
The MerchantDowntown Salem
10/10 Excellent
Wow, perfect hotel. It's GORGEOUS, friendly, hospitable, comfortable, and in an interesting and vibrant area of town. Really delicious and elegant breakfast spread, friendly fellow-guests. Kira and Jennifer were both so helpful and awesome! Jennifer gave us some suggestions about a self-guided walking tour and it was perfect. We'll be back for sure!
Wow, perfect hotel. It's GORGEOUS, friendly, hospitable, comfortable, and in an interesting and vibrant area of town. Really delicious and elegant breakfast spread, friendly fellow-guests. Kira and Jennifer were both so helpful and awesome! Jennifer gave us some suggestions about a self-guided walking tour and it was perfect. We'll be back for sure!
Amy
Sally Webster Inn
Sally Webster InnRockport
10/10 Excellent
Our stay was wonderful. The location was great - walking distance to the waterfront, main shops and attractions. The room was beautiful and comfortable. Breakfast automatically delivered to our room every morning was a real treat. We would stay there again and recommend it to all travelers.
Our stay was wonderful. The location was great - walking distance to the waterfront, main shops and attractions. The room was beautiful and comfortable. Breakfast automatically delivered to our room every morning was a real treat. We would stay there again and recommend it to all travelers.
Mary
Briar Barn Inn
Briar Barn InnRowley
10/10 Excellent
Great staff, beautiful aesthetic and charming. We happened upon the Briar Barn looking for a quaint place to sleep for the night. This place was beyond our expectations and we are already planning another visit, with friends, to stay and see the sights of the area. We are New Yorkers and were so impressed by they service, the cleanliness, the vibe, the amenities and the space. We will come back and recommend to others.
Great staff, beautiful aesthetic and charming. We happened upon the Briar Barn looking for a quaint place to sleep for the night. This place was beyond our expectations and we are already planning another visit, with friends, to stay and see the sights of the area. We are New Yorkers and were so impressed by they service, the cleanliness, the vibe, the amenities and the space. We will come back and recommend to others.
Anonymous traveler
The Cabot Lodge
The Cabot LodgeBeverly
10/10 Excellent
Adorable boutique hotel! As a hop and a skip away from the hustle and bustle of Salem, it was refreshing to retire to the Cabot Lodge in the evenings. Check-in was a breeze (a no-contact check-in) and, much to our delight, a beautifully designed room awaited us. The cleanliness and safety of the hotel are top-notch. Intagramable to say the least, the Cabot Lodge in Beverly wins my favor.
Adorable boutique hotel! As a hop and a skip away from the hustle and bustle of Salem, it was refreshing to retire to the Cabot Lodge in the evenings. Check-in was a breeze (a no-contact check-in) and, much to our delight, a beautifully designed room awaited us. The cleanliness and safety of the hotel are top-notch. Intagramable to say the least, the Cabot Lodge in Beverly wins my favor.
Bruce
Compass Rose Inn
Compass Rose InnNewburyport
10/10 Excellent
Great location, walking distance to everything. Allows us a zero stress gateway with off street parking, three room suites, common areas for socializing and private area with the fireplace. We bring extra duraflame logs.
Great location, walking distance to everything. Allows us a zero stress gateway with off street parking, three room suites, common areas for socializing and private area with the fireplace. We bring extra duraflame logs.
Darren
The Courier Hotel
The Courier HotelDowntown Salem
10/10 Excellent
A great little new find in Salem! Great location. Everything new and in great condition. Rooms feel like studio apartments. The “contactless” keys and check-in not my favorite…..but that’s a personal preference. And parking!!! That’s key in Salem the week after Halloween!!!!
A great little new find in Salem! Great location. Everything new and in great condition. Rooms feel like studio apartments. The “contactless” keys and check-in not my favorite…..but that’s a personal preference. And parking!!! That’s key in Salem the week after Halloween!!!!
Robert
Blue - Inn on The Beach
Blue - Inn on The BeachNewbury
10/10 Excellent
A beautiful view of the beach.
A beautiful view of the beach.
Mark
Silsbee's by Daniels House
Silsbee's by Daniels HouseSalem
10/10 Excellent
The Silsbee House was conveniently located to most things we wanted to do in Salem. It was also fantastically clean! We stayed in the Rajah room and it was beautiful. The bed was also very comfortable. I appreciated the attention to detail. I also loved that Beekman 1802 products were in the shower. I have sensitive skin and their products don't irritate me. The only thing that would made it more comfortable would have been a place to put my soap bar in the shower and a place to lay out my...
The Silsbee House was conveniently located to most things we wanted to do in Salem. It was also fantastically clean! We stayed in the Rajah room and it was beautiful. The bed was also very comfortable. I appreciated the attention to detail. I also loved that Beekman 1802 products were in the shower. I have sensitive skin and their products don't irritate me. The only thing that would made it more comfortable would have been a place to put my soap bar in the shower and a place to lay out my...
Melanie
The Coach House
The Coach HouseSalem
10/10 Excellent
We had an amazing stay at the Coach House for our honeymoon! We were very impressed with the building, our room, and the service. The location was ideal for us with a pleasant 15-minute walk to downtown Salem. We stayed in Room 8, one of the queen suites. It was perfect for us. Thanks Marley for the great experience!
We had an amazing stay at the Coach House for our honeymoon! We were very impressed with the building, our room, and the service. The location was ideal for us with a pleasant 15-minute walk to downtown Salem. We stayed in Room 8, one of the queen suites. It was perfect for us. Thanks Marley for the great experience!
Samuel
Frequently Asked Questions
How much do cottages in Gloucester cost?
Expect to pay between $250 and $443 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 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.
How can I find cheap cottages in Gloucester?
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What is there to do in Gloucester near my cottage?
No matter your interests, Gloucester has loads to keep you occupied. Rocky Neck Art Colony, Niles Beach and Good Harbor Beach are on most travelers' sightseeing plans. Don't forget to explore The Gorton Theatre, Ten Pound Lighthouse and Hammond Castle either. With Expedia's Gloucester hotel deals, you'll be able to see more fantastic attractions like these with the money you save.