
Waterfront holiday rentals in Gloucester
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Top-rated waterfront accommodation in Gloucester
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Gloucester waterfront rentals
Waterfront apartment accommodation

2-Bedroom Ocean View Walk to Beach and Downtown
Amazing location, close to Salem, beautiful views right from the living room window! We brought our bikes and were able to ride everywhere, didnât move the car all weekend! This home will exceeded our expectations. So much care has went into this home and it really shows. Exquisitely decorated, and well stocked. The owners (and their pups) are all very nice. We would recommend this home over and over again!

Newly Renovated Ocean View 2 Bdrm Apt
Beautiful accommodations and views. Easy access to the city. The host was very responsive. The extra coffee was also a plus đ Would definitely stay again!

Spacious 2B Entire Home near Boston, Salem& Encore
We enjoyed our stay!!! The place was great and my son commented on how comfortable the beds were . The street is a little noisy but they provided sound machines that helped drown it out .20 min drive to Salem and 30-45min drive to Boston depending on traffic . Lots of restaurants and coffee nearby .

Enjoy Stunning Sunrises&Sunsets Ocean Views 33
Susan was an amazing host! Her property was immaculate. She was extremely helpful when we needed a last minute adjustment to accommodate a family member. All around great experience.

Mariamâs On Becket
Perfect location! Very homey. As listed. Great communication w host.

Old Harbor
We stayed at Sarah's lovely place for three days in April. We had a great time! The location is perfect, very near shops and restaurants, and also walking distance to the performance center. We didn't get to enjoy the deck because of the weather, unfortunately. Parking is a tight squeeze, but we managed without problems. The downstairs bedroom and half bathroom are small, but they work fine. The view is amazing, and we definitely recommend it!

Oceanfront Pool. Close to Boston. Free Parking.
We loved their place and the location right on the beach and in the sea wall . Got great pics of waves hitting the seawall. Close to alll Boston and Salem locations . Had a great time apt was beautiful and Carol and John left fridge for us fully stocked with milk juice drinks and food . Couldnât ask for more . We thoroughly enjoyed the hot tub Grest place to stay

Lakeside apartment, patio, hot tub, outside shower
We had the best time in Arlington this past week! We came for the Boston marathon. The place was beautiful and the location was perfect. It was close to Boston but far enough out for the peace and quiet. Doug and Hope were the most exceptional hosts. They were accommodating and very responsive. They went above and beyond to make our stay and everything we needed as easy as possible. They were so great and we hope to come back in the future!!
Waterfront house rentals

Charming waterfront home. Patio, Shops & Dining
I canât thank you enough for letting me stay in this beautiful location. Iâve been going through chemo treatment and trying to find beautiful places in between treatment to enjoy. This place was a fav. Which I sort of want to keep to myself. I didnât have a lot of energy to do a lot but it was exactly what I needed. Parked my car and left it behind. Watched the tide, walked around a beautiful place with my dog. I couldnât ask for more.

Quaint Little New Hampshire Lake House Getaway!
We really enjiyed our stay and would recommend to anybody else.

Pond-Front Passive Solar Architectural House
Stayed for a weekend, was absolutely beautiful! The frequent beaver visits was quite the highlight & all amenities were exactly as described!

Lovely home by the sea!
Thank you for sharing your beautiful, well appointed home as a gentle landing place for a busy graduation weekend. It was a wonderful relaxing environment to celebrate with family.

Little Lake House, the Bungalow
We had a great stay and with the rain the cabin was a cozy environment with plenty to do to occupy our time. Also it was close to some great restaurants and a winery with mini golf for the kids and adults only a 15 minute drive. Great location

Oceanfront 4BR Newly Renovated Modern Home
We so enjoyed hosting our retreat here -- beautiful location, amazing views, and updated and lovely interior. Communication with Rachel, our host, could not have been easier; she was incredibly responsive (often within the hour!), accommodating, and instructions for the house were clear and easy to follow. We'd book again!

Newly Renovated | Farm Stay | Near Portsmouth!
Beautiful home, incredible convenience of being able to walk down a trail to the market and cafe for everything you could possibly need (and then some!) and such picturesque surroundings -- including trails on their property along with Wagon Hill Farm across the street. This property is perfection!

Overlook Gloucester's Inner Harbor, Walk to Town
Look no further for a central spot to enjoy everything Gloucester has to offer! Cozy home with the quintessential fishing port views. Short walk to shops, restaurants and many historical sites to enjoy. This home is perfect for families to gather and feel comfortable, safe and comfortable. Excellent value for location, amenities, walkable, and quiet!!! Beautiful home. Our family had our best Christmas Holiday ever. Kathy is an exceptional host.
Waterfront condo accommodation

Badgers Island Condo-Sweeping Portsmouth Views #3
We loved our stay here, perfect location and a clean and comfortable stay! Lots to do in Portsmouth and the surrounding area and especially lots of great places nearby to eat. Convenient to have 2 parking spots and to be right next to a great restaurant! Well hope to be back in the future!

Beachfront | Panoramic Views | "Oceanfront Oasis"
Had a wonderful stay. Great location right on the beach. Condo was very nice and well equipped.. Sean was a great host. Would definitely stay there again.

2 minutes walk to Beach parking and Wi-Fi
We spent a few nights and had an amazing time right by the beach very peaceful it was great will definitely stay again

Beachfront Getaway
This is a way to truly get away. The studio was gorgeous, the bed was incredibly comfortable and having the ocean right outside was amazing. We only booked for a weekend, but I wish we had booked for a week - so amazing!! Everything was perfect!!

Summer bliss in our oceanfront 2BR condo awaits!
Excellent condo, clean and felt like we were at home. I would stay here again in a minute. Highly recommended. Thank you Jose.

Oceanfront Retreat
Dianeâs condo was a wonderful choice! Her place is clean and spacious and she left very clear helpful instructions for an easy stay. It comes with everything you need and anything youâd want to do in walking distance, highly recommend this spot!

Sunrise In Bed~Couples Retreat
I enjoyed my stay. The location is great - just beyond the main beach traffic but close enough to enjoy all the shops/restaurants. Loved being able to see the ocean from bed and watching the sunrise from the apartment/balcony.

Oceanfront, private balcony, panoramic view Ocean
The place was described and looked like the pictures. Nice location place was spotless,Even in the hallways and lobbies.Husband loved the snacks.(heâs a junk food junkie.) Nicely decorated and had everything we needed. We have been going to Hampton for a quick 3-4 day getaways for 35 + years and I would highly recommend this place.
Quick stats about waterfront rentals in Gloucester
Total rentals
160 properties
Nightly prices starting at
$133Â NZD before taxes and fees
Total number of reviews
7.8K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- York Harbor Beach
- North Hampton Beach
- New England Aquarium
- Long Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- Long Sands Beach
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston