Gloucester

Gloucester Homestays

Book Homestays Gloucester for local life and cozy charm.

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Popular Homestays in Gloucester

Book Gloucester Homestays for authentic vibes.
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Closest to downtown
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23
Hotels in Gloucester
Featured facilities: Kitchen
Outstanding
19 reviews
9.8/10
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19
Hotels in Gloucester
Featured facilities: Kitchen, Washing machine
Outstanding
11 reviews
9.8/10
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11
Hotels in Gloucester
New to New England? Come stay at this peaceful, central, ground-level suite in downtown Gloucester! Enjoy walks to historic locations, public transit, as well as beaches, restaurants, and stores! Just an hour commute away from Boston, consider this as your new vacation home!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 28.About events:No events allowed.
Outstanding
2 reviews
10/10
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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
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33
Hotels in Gloucester
Featured facilities: Kitchen
Outstanding
5 reviews
10/10
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34
Hotels in Gloucester
Featured facilities: Kitchen, Washing machine
Outstanding
2 reviews
10/10
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26
Hotels in Gloucester
Featured facilities: Kitchen, Washing machine, Clothes dryer
Outstanding
23 reviews
10/10
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34
Hotels in Gloucester
Featured facilities: Clothes dryer
Amazing
17 reviews
9.4/10
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20
Hotels in Gloucester
Featured facilities: Clothes dryer
Amazing
12 reviews
9.4/10
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19
Hotels in Gloucester
Featured facilities: Kitchen, Washing machine
Amazing
14 reviews
9.6/10
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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 Beauport Hotel Gloucester (from $444), The Hotel at Cape Ann Marina (from $335) and Ocean House Hotel at Bass Rocks (from $269), 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.