Vacation rentals in Rocky Neck

4.96 out of 5 average rating, 271 reviews

French doors open into a cozy living area where a sectional sofa is visible. A small green table with a bouquet of flowers sits in front, while sunlight illuminates the space. Outside, garden views reveal lounge chairs and vibrant flowers.

Guesthouse in Gloucester

Annisquam Village Bunny Cottage

This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

4.89 out of 5 average rating, 226 reviews

A serene harbor scene is captured, featuring a variety of boats docked on calm waters. Colorful vessels line the foreground, while charming buildings and fishing equipment can be seen in the background against a clear blue sky.

Apartment in Rockport

Charming Rockport Studio Apt

10 min walk to Town, Bearskin Neck, Tuna Wharf & Rockport's world famous Motiff #1. Old Garden Beach 5 min walk. 15 min walk to Front Beach & Rockport Train Station (Rockport Line from Boston (North Station). Studio Apt has all amenities to cook yummy meals, cozy bed, wash clothes, WIFI, Cable TV in quiet peaceful neighborhood w/ off-street parking. Hardwood floors, high ceilings, lots of windows make this studio apartment an ideal launchpad from which to explore Rockport, Gloucester & Cape Ann.

4.98 out of 5 average rating, 190 reviews

The image captures a serene waterfront view, featuring a calm blue harbor with boats docked along the pier. A stone wharf extends into the water, framed by lush greenery and a gravel area. Sunlight bathes the scene, creating a peaceful atmosphere.

Apartment in Rockport

Waterfront Escape! In-town with onsite parking

Brand new waterfront apartment in historic home with onsite parking & private entrance in the heart of town. Views and access to historic harbor from private deck. Beaches, galleries, restaurants, coffee shops, live music and shopping on Bearskin Neck are steps away. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

A turquoise coffee mug rests on a table, showcasing the phrase 'Life is good' on its interior. In the background, a serene ocean view sparkles under sunlight, with a wooden deck and landscaped greenery visible along the shoreline.

4.86 out of 5 average rating, 121 reviews

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

4.93 out of 5 average rating, 156 reviews

A scenic view of Gloucester Harbor is captured through large windows. A wooden table sits in front of the windows, adorned with a glass lantern and decorative shells. The harbor showcases various boats and the distant shoreline under a partly cloudy sky.

Home in Gloucester

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

A multi-story house features a prominent front porch, adorned with white railing and set against a grassy area. The roof showcases varied architectural styles, with prominent gables and dormer windows. Surrounding homes are visible, emphasizing the neighborhood setting.

4.96 out of 5 average rating, 118 reviews

Beautifully remodeled unit in heart of Gloucester

Enjoy your stay in the heart of Gloucester close to everything this great town has to offer. This unit was completely remodeled in 2022. Two shorts blocks from Main Street in Gloucester and all of its wonderful restaurants and shops. Three blocks from the Beauport Hotel - perfect for wedding guests not staying at that location. This unit has new floors, countertops, appliances and fixtures and is freshly painted (no VOC paint). You will love this unit and location for your visit.

4.91 out of 5 average rating, 200 reviews

The exterior of a charming cottage is shown, featuring wooden siding painted in earthy tones. A decorative barrel planter with vibrant flowers is positioned at the base of the wall. Lush greenery climbs along the structure, with a white picket fence creating a welcoming boundary.

Loft in Gloucester

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2025! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

A queen-sized bed is positioned against a neutral wall and adorned with a textured yellow and white coverlet. Two bedside lamps provide lighting, and decorative pillows are arranged on the bed. A colorful abstract artwork is displayed above the headboard.

4.93 out of 5 average rating, 123 reviews

Walk to Good Harbor Beach

Newly renovated ground floor efficiency apartment with sliders/walkout to fenced backyard. Wifi and Netflix included. Most dogs okay, some breed restrictions apply. If you want to bring your dog please contact us prior to booking. Three night minimum for all stays. Space includes 1 bedroom with Queen size bed and Living Area with pull out couch. 2 adults will be most comfortable. 5 minute walk to Good Harbor Beach or Bass Rocks. 15 minute walk to Rocky Neck.

4.98 out of 5 average rating, 690 reviews

A vine-covered deck features a small, round table surrounded by two woven chairs. Sunlight filters through the greenery, casting a soft glow on the wooden flooring. A potted plant adds a touch of nature to the inviting outdoor space.

Guest suite in Rockport

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

4.96 out of 5 average rating, 108 reviews

A stone path winds through a landscaped yard, bordered by vibrant pink peonies and greenery. A large tree provides shade, while neighboring properties are visible in the background, showcasing the charming outdoor space of the rental.

Condo in Gloucester

Luxurious beach house w/ harbor views & near beach

There isn't a better location on Cape Ann! Rocky Neck is the oldest art colony in the US. This luxurious 1br boasts ocean views & was updated w/ designer & custom features. Not only can you walk to the beach, there are amazing restaurants across the street and a wine & cheese bar featuring local art you can peruse while having a cocktail. Come and enjoy sunsets from the deck and everything else Gloucester has to offer!

4.87 out of 5 average rating, 214 reviews

The image depicts a calm harbor filled with various boats, including fishing and recreational vessels. Blue waters reflect the clear sky, while a red building and harbor structures are visible in the background, providing a hint of the coastal setting.

Guest suite in Rockport

Charming Studio in the Pines

This is a first floor, above ground, garden apartment in a private home and is located in a quiet neighborhood with the backyard nestled in the woods, just out side your sliding door. Flower gardens and bird feeders adds ambiance for relaxing in a private setting. The studio offers a kitchenette, dining nook, a full bathroom, a queen bed, plus a sofa. Also available is CableTV, Netflix and Wi Fi.

A charming entrance features a dark door, framed by white trim and an oval window. Potted flowers in shades of pink adorn either side of the doorway. A well-maintained walkway, constructed with cobblestones, leads to the entrance, surrounded by green shrubs and trees.

4.97 out of 5 average rating, 145 reviews

The Gilbert: 1-Bed downtown suite, walk to beach.

Come stay in Gloucester’s historic downtown district, in St. Peter’s Square, just one block from Pavilion Beach, Stacey Boulevard and the historic West End of Main Street. The Gilbert sleeps two (up to 3 with an air mattress). A perfect getaway for those in love with history and seaside living. The unit has a private entrance, king sized bed, kitchenette and private bath.

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Popular amenities for Rocky Neck vacation rentals

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Other great vacation rentals in Rocky Neck

Superhost

A scenic view of a harbor filled with various sailboats, gently bobbing on the calm waters. Colorful buildings line the shore, with a distinctive red structure adding charm to the landscape. Lush greenery is visible in the background, depicting a tranquil coastal atmosphere.

Cottage in Rockport

4.72 out of 5 average rating, 87 reviews

Quaint Oceanfront Cottage in Rockport MA

CindyRating, 5 stars9 months ago

Great little place for two! Sandy the neighbor was great along with her dog! 😊 great walking distance to shopping and restaurants! View is beautiful and breathtaking 😎will be back again in two years! Cindy and Gary from Ontario

A modern kitchen area features wooden cabinetry with open shelving displaying decorative vases and glassware. A stainless steel dishwasher and microwave are included. The countertop is accented with a marble pattern, and hardwood flooring extends throughout the space.

5 out of 5 average rating, 42 reviews

Blue Magnolia

LukeRating, 5 stars5 days ago

Had a wonderful night that was comfortable and perfect for my needs. Clean and cozy. Great communication.

A quaint outdoor patio area features a circular table with two wrought iron chairs surrounded by vibrant greenery. Soft white and yellow flowers bloom nearby, while a charming brown bowl sits atop the table. A door leads into the home from this serene space.

5 out of 5 average rating, 9 reviews

Artist Retreat

ShariRating, 5 stars8 months ago

The Artist’s Retreat was the perfect spot for a couple of nights to myself! It’s spacious and quiet and well-appointed. It’s about a 20 minute walk to Main Street, which is full of quirky and fun stores and coffee shops. I would definitely come back! Elizabeth was proactive and responsive and kindly let me check out late, which I so appreciated.

Condo in Gloucester

4.91 out of 5 average rating, 184 reviews

Downtown Gloucester Condominium

JenniferRating, 5 stars1 month ago

Katharine’s place was very spacious and well appointed. Our multi-aged group of 6 had plenty of room to socialize and also to spread out. The kitchen was well stocked with everything you might need. There were plenty of towels. Beds were comfy.

Guest suite in Gloucester

5 out of 5 average rating, 34 reviews

The Artist Suite by Toi Moi

MeganRating, 5 stars1 week ago

What a lovely stay in such a lovely home. We truly enjoyed our stay and I would love to come back soon. The location was private and beautiful and so very peaceful. We attended a wedding in town and the location was close to so many restaurants and locations for the wedding it was a lovely space to recharge in between wedding events. I can't wait to come back and explore the hiking trails. Yewona & Gabriel were wonderful hosts and the space is more beautiful than the photos.

A sandy pathway leads through beach grass toward a tranquil shore. The ocean is visible in the distance, with gentle waves lapping against the coastline. A clear blue sky is dotted with fluffy white clouds, creating a serene coastal scene.

5 out of 5 average rating, 32 reviews

White Sand beach in a private enclave

EddyRating, 5 stars10 months ago

Great location within walking distance to some of the best beaches in MA. The house is at the highest point in elevation in the area, so every night you had a refreshing breeze from all directions, no need for AC. The host's were friendly, accommodating and responsive. I would definitely stay at the same place again in a heartbeat.

5 out of 5 average rating, 5 reviews

A bright main room features high ceilings and a skylight, allowing natural light to illuminate the space. A comfortable sofa is positioned beside a coffee table, while framed artwork adorns the walls. Indoor plants add a touch of greenery, creating a welcoming environment.

Condo in Gloucester

Sunny Condo

LoriRating, 5 stars1 month ago

I was in the area for a graduation. I easily walked into town to meet up with family. The neighborhood is very quiet and peaceful. Loved being able to walk almost everywhere with Gloucester proper.