Gloucester

Boutique Hotels in Gloucester

Book your stay at Gloucester’s most stylish Boutique hotels.

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Top Boutique Hotels Gloucester

Live in style at Gloucester's Boutique gems.
Most Booked
Lowest price
Closest to downtown
Highest Rated
53
Hotels in Gloucester
Featured facilities: Pool
Very Good
101 reviews
8.9/10
1 night
From AED 599
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84
Hotels in Gloucester
Featured facilities: Pool, Bar, Restaurant
Amazing
101 reviews
9.6/10
1 night
From AED 1,126
Check availability
33
Hotels in Gloucester
Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renovated 1 bedroom, 1 bathroom top floor unit boasts breathtaking views of the Gloucester Harbor and Ten Pound Island and features stunning skylight windows, which flood the space with natural light. C by the Sea is located in a charming historic building, built in 1865, sleeps up to 4 people, and is just steps away from all that Gloucester has to offer.As you step into the living room, you'll notice the charming cedar shingle feature wall that creates the feeling of a New England boathouse. It not only provides a unique aesthetic to the space, but also offers a great photo opportunity to capture memories of your stay. The living room features a 65 inch smart TV and heavenly cloud couch. Whether you want to catch up on your favorite shows or stream a movie, this TV has you covered. The living room also has a dining table that can serve as a place to enjoy meals or work during your stay. With its comfortable seating and modern decor, the living room is the perfect place to relax and spend time with loved ones. We hope that you'll make many happy memories in this welcoming space during your stay.One of the standout features of this apartment are the huge skylight windows that bring in an abundance of natural light throughout the unit. The space feels bright, airy, and inviting. The fully stocked kitchen is perfect for preparing meals during your stay. Our recently renovated kitchen features brand new countertops and island that provide ample space for meal preparation, cooking and eating. The kitchen is equipped with top-of-the-line appliances, including an oven hood range, gas stove, dishwasher, and garbage disposal. The kitchen also features a coffee bar with a french press, Keurig Duo, electric kettle, coffee and tea for your convenience. Whether you prefer to cook a homemade meal or simply heat up leftovers, this kitchen has everything you need to make your stay comfortable and convenient. With its modern design and high-quality finishes, we are confident that you'll enjoy spending time in this beautiful kitchen during your stay.The bedroom is the perfect place to unwind after a day of exploring the surrounding area. You'll find that the luxurious linens on the comfortable queen-sized bed will provide a great night's sleep. If you prefer a darker sleeping environment, the blackout curtains will help ensure that you get the rest you need. Additionally, the bedroom features a lovely sitting area where you can enjoy a cup of coffee in the morning or read a book in the afternoon. We hope that you'll find the bedroom to be a cozy and welcoming space during your stay.The bathroom offers a modern nautical design, with high-quality finishes and thoughtful details that make it a relaxing and comfortable space. The luxury rainfall shower head will help revitalize your senses to start or end your day. And of course, we can't forget about the stunning ocean views that you can enjoy from the comfort of the apartment. The sight, sound, and smell of the waves crashing against the shore will create the perfect backdrop to your stay.You'll have access to the C by the Sea apartment. The entrance to the unit is through a shared stairwell with apartment B. You have access to a lovely shared bistro seating area on the front porch.We hope that you'll enjoy all that this space has to offer and have a wonderful time during your stay.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
10/10
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19
Hotels in Gloucester
The Duval House was decorated with one thing in mind; Key West! Enjoy a slice of the southernmost point right here in Gloucester! Our home boasts a private patio, freshly decorated Key West theme with plenty of bright colors and tropical feeling plants, a waffle/coffee bar and much more.This property is a short walk, minutes to all Gloucester had to offer including restaurants, shopping, beaches and the local train station with service to Boston.Welcome to Gloucester!About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).Pet fee: $75/pet.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Please share the reason for your trip and some details about your group before submitting your Instant Book reservation. Renter must be 25 or older..Quiet hours begin at 9PM Pet fee: $75/pet Early Check-in(if possible): $25 Failure to check out on time: $30 every 30 minutes.,Strictly no smoking. No tampering the technology in the home such as NoiseAware Manager/owner being called out for a rules violation is a $250 fee..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Amazing
9.6/10
Check availability
30
Hotels in Gloucester
Escape to the charm of old Gloucester at this cozy and private townhouse retreat on historic Rocky Neck, just steps from Gloucester Harbor. Enjoy partial harbor views, sea breezes, a sunny outdoor deck, and easy walking access to beaches, galleries, restaurants, theater, and live music. This authentic coastal getaway offers a king bed, strong WiFi, private parking, and nearby access to scenic Wonson Cove for kayaking and paddleboarding.The SpaceThis two-story townhouse combines historic New England charm with comfort and privacy. The living room, sun deck, and upstairs bedroom all offer partial water views and refreshing sea breezes from Gloucester Harbor.Enjoy:• Private sun deck with outdoor dining table and seating best suited for 2–3 guests (can accommodate 4 closely)• Gravel terrace with landscaping• Four-burner gas grill• Quiet and peaceful setting near the waterInside, the home features:• Open living and dining area• Updated kitchen with quartz and maple countertops, Keurig, and modern appliances• Upstairs bedroom with king bed• High-quality linens, blackout shades, and bath linens• Samsung Smart TV with streaming access for your favorite services• Strong WiFi• Beach chairs• Central AC and ceiling fanThe upstairs bedroom and bathroom are accessed by a narrow spiral staircase. The staircase is part of the home’s historic character, but it may not be suitable for guests with mobility limitations, difficulty using stairs, or large/heavy luggage. To make arrivals easier, we provide a basket at the base of the stairs for transporting smaller items upstairs.Please also note:• The upstairs bathroom includes a shower/tub combination• As with many older seaside homes, some floors have a natural slant and unevenness that reflect the building’s historic character• This is a charming and comfortable coastal home rather than a modern luxury propertySleeping Arrangements• King bedroom upstairs• Full-size sleeper sofa downstairsThe home is best suited for one or two guests, though it can accommodate up to four. Please note that the upstairs bathroom is accessed through the bedroom area, making the layout most comfortable for couples, solo travelers, or close friends.Neighborhood Highlights• A short walk to a small swimmable beach• Small public launch area approximately 130 feet from the house for SUPs, kayaks, and canoes• Easy access to scenic Wonson Cove, a peaceful and fun part of Gloucester HarborWonson Cove is tidal, creating a unique coastal experience. At low tide you can walk out onto the flats, while mid-to-high tide is ideal for launching kayaks, canoes, and paddleboards.• Walkable restaurants, galleries, and live music on Rocky Neck• Nearby theater company and cultural events throughout Gloucester and Cape AnnGloucester and nearby Rockport offer whale watches, sailing excursions, beaches, hiking, art galleries, live music, and coastal New England charm throughout the summer season. Guests can explore Bearskin Neck, Halibut Point State Park, the Shalin Liu Performance Center, and seasonal events including Saint Peter’s Fiesta and the Gloucester Schooner Festival.Parking• One private off-street parking space included• Shared parking area with the neighboring townhouse• Due to the narrow layout of this historic waterfront neighborhood, additional parking is not available directly on the street near the property• Additional vehicles may park nearby on adjacent streets or in the free municipal parking lot approximately a 4-minute walk awayLaundry• The basement and laundry area are not part of the standard rental space• Laundry access may be available for guests staying one week or longer upon request• A nearby laundromat is located approximately ½ mile away (about a 3-minute drive)Availability• Two-night minimum Sunday–Thursday• Four-night minimum for stays including Friday or Saturday nights• Available June through October• Reduced weekly rates available for stays over 7 daysAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 13-17.Ages 5 and over, OK (steep, open staircase)..About customRules:Please do not strip the linens off the bed and or couch if you used it. No need to make the bed:) No food or drinks upstairs, please..At checkout, lock patio door and only lock the doorknob at entrance door ( not the bolt). Leave the key in the lock box. $30 fee for missing keys.,The door to the basement by the spiral staircase is a private area and should only be accessed on instructions from us..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
32 reviews
9.8/10
Check availability
25
Hotels in Gloucester
Riverdock Cottage was completely renovated in 2017 and has received some new updates for the 2022 rental season, including new Nectar Premier Memory Foam mattresses in the 2 Queen bedrooms, new pillows, new linens and towels.Nestled down a private driveway on the waterfront of Lobster Cove, The Cottage boasts a completely renovated interior and exterior with top-quality work, brand new appliances and furnishings and beautiful coastal decor.Starting in the open, white kitchen with its stainless steel LG dishwasher, LG cafe door refrigerator, LG range and microwave, this will be the gathering spot to come together after a long day enjoying the water and local beaches. Enjoy cocktails and apps on a beautiful handmade walnut bar overlooking the step-down eating area and family room and views out to the cove, footbridge and the western sky. The kitchen comes stocked with brand new cookware, blender, toaster, ceramic dishes, and multiple serving dishes, bowls and platters. Granite counter, center island and tile flooring complete the ambiance.The first floor full bath, located off the kitchen, is the highlight of the Cottage, with custom tile, rimless shower, free-standing soaking tub and double vanity sink with marble countertops. There is also a stackable washer and dryer off the kitchen in a closet.The first floor Master bedroom has it's own access to the bathroom, Queen bed, Wall-to-wall carpeting, full closet and Pottery Barn sea-life comforter. All bedrooms have top-quality sheets and towels - no need to bring your own!The family room and dining area round out the lower part of the first floor of the Cottage. The family room has original detailing including fireplace (non-working) and built in bookcase and big windows overlooking deck and cove. Flat screen TV above the fireplace, coastal comfy couch and other seating provides a comfortable gathering area to rest after a long day of playing in the great outdoors. There is a handcrafted dining table for 6 and views, views, views. At high tide, you feel as if you are right on the water. Please note - The house is not wheelchair accessible as there is a step-down to the main living area.There is a glass french door that leads out to the deck overlooking the water. Table with umbrella and seating for 6 ensures lunches on the deck under the shade of a cedar tree. There is sun on the deck all day long, but once in a while you need some shade from the tree, glad we didn't cut it down! Two lounge chairs sit on the grass below the deck for sunbathing. Beach towels and 6 beach chairs plus umbrella and cooler are included.The second floor consists of two bedrooms with water views and a half bath. One bedroom has a Queen size bed. Second bedroom has two twin beds . Both bedrooms share the cute half-bath accessed by barn doors. Both rooms have Pottery Barn duvets and top-quality sheets and towels. Maximum accommodations in beds are for 6, any additional guests will incur a extra fee. As this is an older home built in the 1920's, the ceilings on the second floor are lower than usual, but still able to accommodate someone over 6' tall. The ceilings on the first floor are over 8 feet high.The Cottage boasts incredible views looking out towards Annisquam Village, Lobster Cove and the river in the distance. Direct waterfront provides access for kayaking, stand-up boarding, swimming and fishing right from the property. An 11-slip dock is part of the property, so accessing the water for the kayaks is easy. The slips are fully rented and the owner has use of two slips and parking. No one else will be parking down at the slips, except the owner. Guests can use the footbridge dock for pick-up and drop-off from small boats. No short-term or overnight dockage is available at either the town footbridge dock or on our dock.Riverdock Cottage is accessed by a private drive off of Washington Street, that appears to be very steep down to the water. However, once you do it, it's easy! Parking for two cars max is available. Owner will also have access to driveway and parking throughout the summer. No one else will be parking at the docks. A privacy hedge separates the driveway from the cottage and the neighbors. Although the cottage is private and quite, the waterfront can be quite active on the weekends with lobsterman and their boats, fishing boats, sailboats, little power boats, kayaks, stand up boards and people of all ages enjoying the water. There is always something to look at! You may even catch a wedding on the footbridge.You won't be disappointed with your stay at Riverdock Cottage. To see reviews on another property I rent out on VRBO, please visit property number 561483 - The Loft at Lane's Cove. I currently have 52, 5 STAR reviews for that property and expect the same reviews for this property. About pets:No pets allowed.Depends on size and breed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.Young children must be supervised at all times.About customRules:Upon check-out day, I ask that you wash the towels you used during your stay. Towels MUST be in the dryer by 9:00 AM on the day you leave..Upon check-out day, I ask that you start the dishwasher at 9:00 AM so that dishes are done by 10:30.,Parking for two cars only..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
Outstanding
10/10
Check availability
33
Hotels in Gloucester
Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. Get away from it all and watch the spectacular sunsets voted one of the best in the world by National Geographic. Be welcomed by the cobblestone Sun room, step thru a set of sliding glass doors to hardwood floors throughout the home. A full Kitchen with granite counters and stainless steel appliances will welcome and type of cooking from the advanced to the beginner. Relax after a day at the beach in our inviting dining and living room with a cozy wood stove for cold nights. Our basements holds the front loading washer and dryer for your use while at our beach house.Do not forget to go explore of Cape Ann; there are so many sites to see. You can enjoy Gloucester's rich New England history, natural beauty, extraordinary beaches, fresh seafood and on-water activities - especially the popular whale watching excursions, lighthouses, art galleries, fall foliage tours and other year round events. A truly charming 1900’s home; old details mixed with modern amenities in a wonderful beach community setting.Just the two of you: See our listing # 140506 on this site for our sister property. A luxurious cottage with all the amenities you could want.About pets:Pets allowed: dogs (limit 2 total).We welcome well behaved dogs.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Unless discussed with property manager.About customRules:Please leave all the sand at the beach....Please remove all trash to outside bins, and clean and put away dishes before you go..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
9.8/10
Check availability
11
Hotels in Gloucester
The Loft on Main is exquisitely decorated and furnished to help you enjoy a perfect trip in Gloucester. Our home is a 40 second walk to downtown restaurants and stores, a quick 7 minute walk to Good Harbor Beach and about a 12 minute walk to the train station. No matter the season, come enjoy the beauty of the North Shore Seacoast and Downtown Gloucester.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).Pet fee: $75/pet.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Please share the reason for your trip and some details about your group before submitting your Instant Book reservation. Renter must be 25 or older..Quiet hours begin at10PM Pet fee: $75/pet Early Check-in(if possible): $25 Failure to check out on time: $30 every 30 minutes.,Strictly no smoking. No tampering the technology in the home such as NoiseAware Manager/owner being called out for a rules violation is a $250 fee..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
11 reviews
10/10
Check availability
32
Hotels in Gloucester
KEY FEATURES:* 2 story townhouse that sleeps 8 comfortably* Walking distance to beaches and Downtown Gloucester*Fully equipped kitchen*Ocean facing front porch with rocking chairs*Hi-speed WiFi*Keurig coffee maker with complimentary kcups*Off street parking spot*Multiple Smart TVs*3 bedrooms/2 full bathrooms*Pull out sofa for additional guests*Beach gear, bocce set, and tennis rackets Learn more below about this Gloucester Getaway! ☆☆ Within walking distance to many of Gloucester's attractions and beaches: ☆☆2 minute walk to Stage Fort Park and Half Moon Beach1 mile from the commuter rail to Boston1 mile to historic Downtown Gloucester☆☆FIRST FLOOR☆☆Pull up to this cozy townhouse and park in your private off-street parking space. Step inside and you’re welcomed by a cozy living room space on your left with plenty of seating. The living room is complete with a Smart TV and boasts lots of natural light. Board games provided for cozy nights in. Make your way into the full kitchen, with all the amenities and appliances you need for a home cooked meal. A dining room with a large table with space for 8 is located right off of the kitchen. ☆☆SECOND FLOOR☆☆Make your way up to the second floor, where you will find the 3 bedrooms. The primary queen bedroom has direct ocean views and features an en suite full bathroom with standup shower. There's a smart TV, plenty of space to unpack in the closets and dresser, and a nook with mirror for getting ready. The second bedroom features a queen bed, a closet and dresser, and a desk to get some work done. The final bedroom is perfect for kids. It has a twin bunk bed, a cute reading nook with shelf stocked with books and some toys for kids. Also on this floor is a second full bathroom with a tub. ☆☆OUTDOOR SPACE☆☆This home features a lovely front porch with rockers that face the ocean, a picturesque spot for your morning cup of coffee! Behind the house off the kitchen is a deck with dining table for 4. Enjoy being directly across from the ocean and tennis and bocce courts! The home includes tennis rackets, bocce set, and beach gear. Stage Fort Park is also across the street featuring beautiful Half Moon beach, playground, and plenty of picnic spots.Book today and let us take care of you at this Gloucester Getaway! You'll have access to the townhouse, front porch and deck.Please remember that you're staying in a house, not a hotel.Please treat the space with respect. If any problems arise, we will do our best to take action ASAP. I am here for you during your stay, but our level of interaction is up to you. I'm only a phone call/message away. • Check-in is anytime after 4:00 PM• Check-out is 11:00 AM or earlier• No early check-in or late check out• Quiet hours is from 10:00 PM to 8:00 AMAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:*Rental Agreement is required to be signed after reservation has been confirmed. Failure to comply will result in the cancellation of reservation..Damage Protection we have included a $28 charge in your total quote that covers your purchase of $1500 of "all risk" coverage on the property.,Smoking not allowed- inside, on porch or deck. Quiet hours are from 10pm-8am.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
11 reviews
10/10
Check availability
34
Outstanding
41 reviews
9.8/10
Check availability
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Frequently Asked Questions

What are the best places to stay in Gloucester?

Some of the best places to stay in Gloucester are near popular attractions like Rocky Neck and Long Beach, offering easy access to key sights and amenities.

What are the top hotels in Gloucester near Rocky Neck?

Some of the top hotels in Gloucester near Rocky Neck include Beauport Hotel Gloucester (from AED 1,631), The Hotel at Cape Ann Marina (from AED 1,231) and Ocean House Hotel at Bass Rocks (from AED 991), all offering easy access to Rocky Neck, making them ideal for visitors looking to explore the area.

What hotel deals are available in Gloucester?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.