Holiday rentals in Rockport

4.96 out of 5 average rating, 136 reviews

Harborside Oasis | Harbor View | Heart of Downtown

Step into Coastal Bliss at Our Rockport Apartment! 🌊🏠 Perfectly positioned just steps from Bearskin Neck, immerse yourself in unique shops 🛍️, exquisite dining 🍽️, and serene beaches 🏖️. Revel in the spectacular views of iconic Motif Number 1 from your balcony, enjoy high-speed WiFi, and a 55" Smart TV in a fully stocked kitchen. Ideal for soaking in Rockport's vibrant yet relaxing atmosphere. Note: Requires climbing stairs and can get noisy! Book your unforgettable seaside retreat today! ⚓

4.89 out of 5 average rating, 225 reviews

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.

4.99 out of 5 average rating, 268 reviews

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England town of Rockport on Cape Ann. The loft is centrally located is literally steps to the beaches, the Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu. 1-min walk to Bearskin Neck & Motif No.1 5-min walk to Front Beach + easy access to many others 8-min drive to Halibut Point Park 25-min drive to Salem 1-hour drive to Boston 15-min walk MBTA Train Station

4.98 out of 5 average rating, 187 reviews

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.

4.98 out of 5 average rating, 102 reviews

1 Bedroom 1 Bath Waterview Downtown w/ Parking

Steps to ocean, steps to restaurants and shops. Quiet and quaint. Enjoy this centrally-located unit with all the town of Rockport has to offer right out the front door. Clean and fresh, with ocean views from the kitchen and living room. Unit has been renovated and updated with fresh paint, new appliances, new mattress and new sleeper sofa for guests. Enjoy the town shops, restaurants, sights, and beach all with a short scenic walk. This is Main Street, USA. Desirable Downtown Parking spot.

4.99 out of 5 average rating, 114 reviews

Guest house in Rockport

Gingerbread House | Steps to Beach| Dog Friendly

Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

4.96 out of 5 average rating, 135 reviews

Robin's Nest - Apartment Near Town and Beach

Beautifully finished basement apartment. 1/4 mile from Old Garden Beach, where you can enjoy a meal at oceanfront picnic tables and within 2 miles of Back, Front, and Long Beaches. 1/2 mile from downtown Rockport and the picturesque Bearskin Neck shopping area and 1/4 mile from the local school which has a fantastic playground for children and public tennis courts. A short drive away is Halibut Point state park. The commuter rail is nearby for hassle-free trips to Boston and Salem.

4.95 out of 5 average rating, 183 reviews

Mary's By The Sea

A unique 650 square foot ground floor apt across the street from Front Beach. 6 minute walk from the Rockport MBTA . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is best for teens or smaller kids . There is a bathroom with a sink and toilet. There is another room with a sink and shower. The kitchen area is more like a kitchenette than a full-size kitchen. We provide one parking spot next door at The Cove parking lot.

4.98 out of 5 average rating, 127 reviews

Guest suite in Rockport

Historic Rockport Large Suite, Entire Third Floor.

This 3rd floor suite is the entire top floor of a Historic home. Jack and Jill bathroom. Enjoy a short walk to Old Garden Beach , Front beach, Shalin Liu Performance Center and all of downtown shops, restaurants and art galleries. You will enter your suite via a keyless door up a private “good morning” staircase. Extra bedroom available- A second bedroom off of your private staircase on the second floor landing. Message for pricing. This is not included if no prior arrangement.

4.98 out of 5 average rating, 109 reviews

Harbor Place - Airy hideaway over Rockport Harbor

Enjoy stunning views of Rockport Harbor and the Atlantic from Harbor Place, a breezy, quiet open-floorplan bnb on Tuna Wharf, steps from the galleries, shops and restaurants of bustling Bearskin Neck. You'll be within easy strolling distance of several beaches, the train station, the Shalin Liu Performance Center, kayak rentals, walking paths, parks and boat tours. Relax and enjoy the view, eat in or out, lounge on our private beach! Access to Harbor Place is via staircase.

4.98 out of 5 average rating, 187 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

4.95 out of 5 average rating, 111 reviews

Downtown Rockport|King Bed w/Parking|Walk to Train

• Newly remodeled and professionally furnished space! • Steps to Beaches, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu • Private off street parking spot for 2 cars • High Speed Wi-Fi and AC • 10 minute walk from commuter rail to Boston • Smart TV equipped to stream all your favorites • Fully stocked and renovated kitchen • Comfortable KING size memory foam bed • Convenient EV charging right across the street!

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Popular amenities for Rockport holiday rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Rockport

4.97 out of 5 average rating, 454 reviews

Cabin in Rockport

The Solar Powered Dogtown Cabin at Applecart Farm

JasonRating, 5 stars3 weeks ago

Wonderful getaway in the woods, but close to restaurants and shop in Rockport. We loved being greeted by the dogs and the hiking trails right outside the front door are amazing.

5 out of 5 average rating, 30 reviews

The Crow’s Nest – Loft with Stunning Ocean Views!

TammyRating, 5 stars2 weeks ago

I stayed here a few nights and this Airbnb's location on Bearskin Neck was ideal for exploring Rockport. It's close to Bean and Leaf Cafe for a caffeine fix, many charming shops, multiple restaurants and Cape Hedge. I appreciated the ocean views from the living room. Since it's on the third floor, you feel removed from the tourist crowd while being close to everything. It's spacious with a comfortable couch and beds. It had a lot of storage too. The bedroom area is over another Airbnb and at night, I could hear the conversation clearly of those staying on the lower floor. Noise wasn't an issue elsewhere in the unit. Overall, I had a lovely stay. I highly recommend Fleur Cuisine for lunch or dinner. It was incredible.

4.95 out of 5 average rating, 55 reviews

Home in Rockport

Charming waterfront home. Patio, AC, Shops, Dining

LyndaRating, 5 stars2 weeks 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.

Superhost

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

4.94 out of 5 average rating, 124 reviews

Guest suite in Rockport

The Perfect Get-Away Suite | Near Shops & Beaches

JasonRating, 5 stars6 months ago

One of the very best AirBnb's I've stayed in. Spacious, clean, cozy, even the towels are super soft and absorbent. Very comfortable bed (assuming you like a nice firm mattress with some give). If you want to cook or store food, they offer everything you need, and they even have free snacks! Just a 15-minute walk to Bearskin Neck. I hope to have a chance to stay here again.

4.9 out of 5 average rating, 199 reviews

Loft in Gloucester

Rocky Neck Studio/Loft, Gloucester, Mass.

GinaRating, 5 stars2 weeks ago

What a wonderful stay! Mary and Dave were so kind and friendly…the dogs too! We would absolutely stay here again. It was so peaceful, beautiful, clean and comfortable! Thank you Mary and Dave for letting us stay in your beautiful home. We can’t wait to come back!

4.97 out of 5 average rating, 111 reviews

Guest suite in Rockport

8 Bells by the Sea - Private Suite-On the Beach!

AlisonRating, 5 stars9 months ago

My stay at 8 Bells by the Sea was peaceful, fun, and unique. It was a delight living mere feet from the water and feeling so connected to the tides. Robin was very helpful before and during the trip, providing me with recommendations and advice about the area. The apartment is located on a small street, filled with adorable beachy stores, restaurants, art galleries, jewelry shops, and more. The room is charmingly decorated in aquatic tones of blue and green, with thoughtful art and trinkets. There are many windows which look out onto a beautiful view of the water. The bathroom is large and was very clean. I appreciated and utilized the small refrigerator and freezer, as well as the silverware and glassware. My favorite part was mudlarking right outside the room on the beach when the tide was low. I found many pieces of ceramics, and enjoyed hanging out with the ducks and watching other birds. Highly recommend 8 Bells by the Sea for those who enjoy a cute small town by the water.