Waterfront vacation rentals in Gloucester

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Popular amenities for Gloucester waterfront rentals

Waterfront apartment rentals

Top guest favorite
A cozy living room features large windows that invite natural light, accented by a ceiling fan. Comfortable brown leather seating surrounds a dark coffee table, which holds magazines. A light-colored area rug complements the space, while a wall-mounted shelf displays decorative items.
Apartment in Salem
5 out of 5 average rating, 123 reviews

2-Bedroom Ocean View Walk to Beach and Downtown

AdamRating, 5 stars4 days ago
Amazing location, close to Salem, beautiful views right from the living room window! We brought our bikes and were able to ride everywhere, didn’t 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!
Guest favorite
A scenic view captures a charming two-story white house overlooking the ocean, framed by a vibrant blue sky with scattered clouds. The foreground features a street with pedestrians, while vehicles are parked nearby. Greenery line the roadside, enhancing the coastal setting.
Apartment in Winthrop
4.93 out of 5 average rating, 138 reviews

Newly Renovated Ocean View 2 Bdrm Apt

KellyRating, 5 stars2 weeks ago
Beautiful accommodations and views. Easy access to the city. The host was very responsive. The extra coffee was also a plus 😁 Would definitely stay again!
Superhost
A comfortable living room features dark leather seating arranged around a round coffee table. Light curtains frame the windows, allowing natural light to brighten the space. A contemporary artwork hangs on the wall, complemented by decorative pillows on the sofas, enhancing the room's inviting appearance.
Apartment in Lynn
4.89 out of 5 average rating, 115 reviews

Spacious 2B Entire Home near Boston, Salem& Encore

RebeccaRating, 5 stars2 days ago
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 .
Guest favorite
A bench positioned on sandy beach overlooks a calm waterway, reflecting the sky's clouds and distant shoreline. The scene captures a peaceful outdoor environment, inviting visitors to relax and enjoy the serene landscape.
Apartment in Beverly
4.93 out of 5 average rating, 107 reviews

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

JackieRating, 5 stars4 days ago
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.
Guest favorite
A spacious living room features a comfortable sofa with yellow accent pillows and two armchairs. A coffee table rests on a decorative area rug, complemented by a potted plant. Natural light filters through light curtains, enhancing the room's inviting ambiance.
Apartment in Salem
4.98 out of 5 average rating, 169 reviews

Mariam’s On Becket

AmyRating, 5 stars6 months ago
Perfect location! Very homey. As listed. Great communication w host.
Top guest favorite
A two-story apartment building is seen along the waterfront, showcasing large bay windows and a spacious deck. A small boat is docked in front, with the calm water reflecting the structure. Nearby buildings feature a mix of materials and architectural styles.
Apartment in Rockport
4.92 out of 5 average rating, 143 reviews

Old Harbor

CeciliaRating, 5 stars2 months ago
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!
Top guest favorite
The outdoor area features a serene saltwater pool surrounded by lounge chairs, all set against a backdrop of panoramic ocean views. A pergola provides partial shade, and vibrant flowers add a touch of color to the landscaped surroundings.
Apartment in Winthrop
4.96 out of 5 average rating, 241 reviews

Oceanfront Pool. Close to Boston. Free Parking.

MichaelRating, 5 stars2 weeks ago
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 . Couldn’t ask for more . We thoroughly enjoyed the hot tub Grest place to stay
Guest favorite
A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.
Apartment in Arlington
4.98 out of 5 average rating, 194 reviews

Lakeside apartment, patio, hot tub, outside shower

ParkerRating, 5 stars1 month ago
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

Guest favorite
Two white rocking chairs sit invitingly along a stone walkway, facing a calm harbor. Reflections of colorful buildings and boats can be seen on the water's surface, framed by a vibrant sky during sunset.
Home in Rockport
4.95 out of 5 average rating, 55 reviews

Charming waterfront home. Patio, Shops & Dining

LyndaRating, 5 stars1 week ago
I can’t thank you enough for letting me stay in this beautiful location. I’ve 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 didn’t 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 couldn’t ask for more.
Guest favorite
A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.
Home in Salem
4.95 out of 5 average rating, 153 reviews

Quaint Little New Hampshire Lake House Getaway!

KevinRating, 5 stars2 weeks ago
We really enjiyed our stay and would recommend to anybody else.
Superhost
The exterior of a custom A-Frame house is showcased amid a wooded area, featuring large windows and unique passive solar cylinders. A hammock is positioned in the grassy yard, surrounded by seating areas and a fire pit. A pathway leads to the entrance.
Home in Merrimack
4.86 out of 5 average rating, 107 reviews

Pond-Front Passive Solar Architectural House

SarahRating, 5 stars1 week ago
Stayed for a weekend, was absolutely beautiful! The frequent beaver visits was quite the highlight & all amenities were exactly as described!
Top guest favorite
An outdoor seating area features colorful chairs in vibrant hues, surrounding a central fire pit set within a grassy landscape. A pergola draped with greenery stands above, while a multi-story house is visible in the background, enhancing the gathering space.
Home in Gloucester
5 out of 5 average rating, 11 reviews

Lovely home by the sea!

DawnRating, 5 stars3 weeks ago
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.
Guest favorite
A welcoming sitting area features two comfortable chairs beside a small round table. Natural light floods through large windows, showcasing views of the serene lake. A television is mounted above a decorative fireplace, creating an inviting space for relaxation.
Home in Derry
4.92 out of 5 average rating, 470 reviews

Little Lake House, the Bungalow

NickRating, 5 stars1 month ago
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
Superhost
A spacious deck is shown, featuring a dining table with chairs and a gas grill. The ocean can be seen in the background, framed by greenery on both sides, creating a serene outdoor setting.
Home in Gloucester
4.86 out of 5 average rating, 50 reviews

Oceanfront 4BR Newly Renovated Modern Home

CatherineRating, 5 stars1 month ago
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!
Guest favorite
A comfortable living room is featured, showcasing large windows that allow natural light to illuminate the space. A mix of seating options, including a sofa and armchairs, surrounds a central coffee table atop a decorative rug. Decorative art pieces add character to the inviting atmosphere.
Home in Durham
4.95 out of 5 average rating, 150 reviews

Newly Renovated | Farm Stay | Near Portsmouth!

LisaRating, 5 stars4 days ago
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!
Top guest favorite
Double doors open to a spacious sunroom, with panoramic windows overlooking the harbor. The inviting sitting area features wicker chairs and a small stove, enhancing the warm ambiance of the room. Rich wooden floors and a patterned rug add a cozy touch.
Home in Gloucester
4.98 out of 5 average rating, 82 reviews

Overlook Gloucester's Inner Harbor, Walk to Town

LisaRating, 5 stars5 months ago
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 rentals

Guest favorite
A view of the illuminated bridge at night, showcasing vibrant purple lights reflecting on the water. Mist rises from the surface, creating an enchanting atmosphere. Nearby, buildings are visible along the waterfront, enhancing the scene's appeal with their warm lights.
Condo in Badger's Island
4.98 out of 5 average rating, 172 reviews

Badgers Island Condo-Sweeping Portsmouth Views #3

AlexRating, 5 stars1 week ago
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!
Superhost
An oceanfront view captures a row of beachside condos with sandy yards leading to the shore. The clear blue sky complements the colorful facades of the buildings, while beach chairs are arranged on the sand, inviting relaxation by the water.
Condo in Salisbury
4.84 out of 5 average rating, 114 reviews

Beachfront | Panoramic Views | "Oceanfront Oasis"

TroyRating, 5 stars2 months ago
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.
Superhost
Colorful kites soar in a clear sky over a sandy beach filled with people enjoying the day. Various shapes, including sea creatures, are displayed against a backdrop of beachside buildings and umbrellas, creating a lively atmosphere.
Condo in Hampton Beach
4.82 out of 5 average rating, 238 reviews

2 minutes walk to Beach parking and Wi-Fi

AaliyahRating, 5 stars1 week ago
We spent a few nights and had an amazing time right by the beach very peaceful it was great will definitely stay again
Top guest favorite
A well-appointed studio features a seating area with a striped sofa and a wooden dresser. A kitchenette is visible alongside a dining table for two. Large glass doors open to a balcony with ocean views, framed by light-colored curtains and allowing natural light to fill the space.
Condo in Hampton Beach
4.98 out of 5 average rating, 155 reviews

Beachfront Getaway

SamanthaRating, 5 stars9 months ago
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!!
Guest favorite
An outdoor balcony is furnished with wooden seating and a coffee table, providing ocean views and a serene atmosphere. The nearby sandy beach can be seen in the background, framed by a clear blue sky and a gentle horizon.
Condo in Hampton Beach
4.94 out of 5 average rating, 112 reviews

Summer bliss in our oceanfront 2BR condo awaits!

DavidRating, 5 stars2 months ago
Excellent condo, clean and felt like we were at home. I would stay here again in a minute. Highly recommended. Thank you Jose.
Top guest favorite
A serene sunset is captured over the horizon, with a vibrant gradient of orange and yellow hues illuminating the sky. Smooth, dark stones dot the foreground, reflecting the warm colors of the sunset, creating a calm, tranquil atmosphere at the water's edge.
Condo in Hampton Beach
4.97 out of 5 average rating, 272 reviews

Oceanfront Retreat

ShannonRating, 5 stars2 weeks ago
Diane’s 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 you’d want to do in walking distance, highly recommend this spot!
Guest favorite
A multi-story yellow building stands along the shoreline, featuring numerous balconies with unobstructed views of the ocean. The beach is visible in the foreground, with gentle waves lapping at the shore and a figure walking leisurely along the water’s edge.
Condo in Hampton Beach
4.95 out of 5 average rating, 159 reviews

Sunrise In Bed~Couples Retreat

ReneeRating, 5 stars1 month ago
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.
Guest favorite
A cozy dining area is highlighted by a round table surrounded by four white chairs. Large windows offer expansive views of the ocean, while vibrant blue and green curtains complement the beach-themed decor. A comfortable armchair and side table complete the inviting space.
Condo in Hampton Beach
4.94 out of 5 average rating, 127 reviews

Oceanfront, private balcony, panoramic view Ocean

AnnRating, 5 stars3 weeks ago
The place was described and looked like the pictures. Nice location place was spotless,Even in the hallways and lobbies.Husband loved the snacks.(he’s 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

    R1,436 ZAR 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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