Gloucester

Boutique Hotels in Gloucester

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Top Boutique Hotels in Gloucester

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Most Booked
Lowest price
Closest to downtown
Highest Rated
83
Hotels in Gloucester
Featured facilities: Swimming Pool, Bar, Restaurant
Amazing
101 reviews
9.6/10
1 night
From €366
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53
Hotels in Gloucester
Featured facilities: Swimming Pool
Very Good
101 reviews
8.9/10
1 night
From €223
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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
5 reviews
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
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48
Hotels in Gloucester
Unobstructed Water Views of The Annisquam in this newly-renovated "walls of glass" home boasting panoramic views of The Mill River, Jones Creek, Wingaersheek Beach & beyond to the mountains of Maine. Deeded Water access available for enthusiastic kayakers or paddle boarders (please feel free to bring them with you). Enjoy our new dock (which is removed between November-April), shared with our neighbors below us. With a click of the remote cozy up to the gas fireplace & watch egrets, blue heron & cormorants as they glide over the water's surface all from the comfort of your home. Bask in the beauty of spectacular sunsets. Every day is a nature show! You won't miss a beat in this 1,600 square foot home with an open concept floor plan lending itself to views no matter where you are, even while preparing dinner in the Chef's kitchen featuring a Viking Stove, granite counters, back lit cabinetry & snack bar. Large composite deck with cable rail off the master bedroom overlooking the expanse of water. Young children would require supervision on the roofdeck. Our home features an outdoor grill, 3 bedrooms and 3 baths and sleeps 6-8. New washing machine and dryer on the first floor. It's a quick trip to the beach by paddleboard or kayak or a short drive to several local beaches, Halibut Point, more restaurants, museums, hiking, and quarries. Owners live locally and have a basement apartment (with separate entrance) at the property and will be available for questions/special requests. This is a perfect home for a friends or family retreat. Please no loud parties, as we live in a residential neighborhood.Off Season: 3-4 night minimum rental. Summer Season: weekend-weekend rental (6-7 night minimum)Smoke and pet-free. Parking for two cars.EV charging: $50/week payable through VenmoCheck-in 4pm, Checkout 11amAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 3-17.6 and up preferred d/t roofdeck and outdoor stairs.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.Please no parties. residential neighborhood..
Outstanding
36 reviews
10/10
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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
13 reviews
10/10
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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
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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
60
Hotels in Gloucester
Ideal for up to 5 people, this apartment is located on the second floor of a two-unit building. It has three bedrooms, one full bathroom, a living room and a kitchen with a dining table. It has a nice fully fenced yard and a driveway with space to park up to 4 cars. The apartment is fully furnished and has wi-fi and the laundry is shared with other guests. Located on a cute cul-de-sac from a nice neighborhood just 1/2 mile from the beach and 50 minute drive to Boston. The main bedroom is located in the attic so there is an extra flight of stairs to get there, and the laundry is in the basement. There is a central heat system for the winter and window AC units for the summer. The attic bedroom has a mini-split AC/heater system. FYI there is another apartment occupied by other tenants on the floor below and there may be ambient noise that travel through the walls (both ways).About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Bring Your Own Crib, Travel Cot, Bath, High Chair.About customRules:No commercial activity; no crypto mining/web host; no equipment; no commercial video/photo; no commercial/bulk cooking; no therapy sessions/treatment..No pets allowed ($250 cleaning fee). No candles/open flame objects. No smoking ($250 cleaning fee). No illegal substance use or possession.,Never turn off WiFi modem. Do not obstruct/adjust exterior cameras. Don't bring your own linens. No children allowed in basement. Quiet time 9pm-7am..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 30.About events:No events allowed.
Outstanding
12 reviews
10/10
Check Availability
28
Hotels in Gloucester
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, with access to two private sandy beaches, boating and a fresh water pond just outside the door. This fully furnished, newly renovated home has four bedrooms, two full bathrooms, hardwood floors, central air conditioning, a large deck with magnificent water views, an outdoor shower and a large yard. Only 150 yards away from two private sandy beaches, this sunny bright house also has access to two tennis courts that overlook the ocean, a play and swing area and acres of land to explore--allowing for lots of fun and relaxation for all!The house opens to an open plan living room with fifteen foot ceilings, a huge brick fireplace and cozy furnishings with a flat screen TV and dining area surrounded by glass patio doors that lead to a wraparound deck. The open kitchen has two separate sinks (great for more than one cook), granite counters and a breakfast bar. Two bedrooms are on this level: one master king with glorious views on the water side and a flat screen TV, and a second room with two twin beds, as well as a full deluxe bath. On the ground floor there are two twin bedded rooms, a full bath and laundry room, and a young adult/children's play area with full size ping pong table, a flat screen TV, and a door leading to the yard, two hanging swings, hammock and outdoor shower. The house has high speed internet access, three flat screen TVs, gas grill, charcoal grill, fire pit, ping pong table and a fully appointed kitchen with every amenity. Tennis on private courts is available free of charge. Four new kayaks available for use as well: Ocean Kayak Malibu Two (two seater), Ocean Kayak Frenzy (single) & two Lifetime Wave Youth Kayak with paddles and life vests. Four brand new Wavestorm paddle boards available, too.Last but not least, this contemporary home is part of a 50+ acre family estate that dates back to the 1860s. The house looks out onto Ipswich Bay and has great views of sunsets across the water as well as views of Crane's Beach, Plum Island, the New Hampshire coast and Mount Agamenticus Conservation Region in Maine. In addition to the private sandy beaches on the estate, the Gloucester area has many long sandy beaches to explore--some of which are great for surfing, skim boarding, scuba diving, snorkeling and nighttime fishing or stargazing. There are nearby quarries, including one in Halibut Point State Park, which makes for a great kayaking destination on calm days. Finally, downtown Gloucester and Rockport are close at hand with their many wonderful restaurants, boutiques, nautical history and antique stores.The views and beauty of this oceanside estate are memorable and extraordinary, and difficult to capture in words. It is a place to rebuild, refresh and discover deep pleasure among the flora, fauna and surrounding oceanic habitat. Just a peaceful paradise, and never a dull moment.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:All travelers are required to state group information and reason for stay..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 reviews
10/10
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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 Ocean House Hotel at Bass Rocks (from €281), The Hotel at Cape Ann Marina (from €237) and Atlantis Oceanfront Inn Gloucester (from €350), all offering easy access to Rocky Neck, making them ideal for visitors looking to explore the area.

How to get good deals on hotels in Gloucester?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.