Vacation rentals in Rockport

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Top-rated vacation rentals in Rockport

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Top guest favorite
The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.
Apartment in Rockport
4.99 out of 5 average rating, 156 reviews

4 Bed Water view Downtown with Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

Top guest favorite
The image captures a serene waterfront scene with comfortable Adirondack chairs arranged on a grassy area overlooking a calm harbor. The view includes a small dock with boats and a waterfront lined with rocky formations, creating a peaceful coastal ambiance.
Apartment in Rockport
4.98 out of 5 average rating, 252 reviews

Springtime waterviews in downtown Rockport

Come to Rockport this spring and stay at this renovated waterfront apartment in a historic home with onsite parking, yard and a private entrance. Our prime downtown location is steps from beaches, restaurants, coffee shops, live music, and shopping on Bearskin Neck. 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.

Top guest favorite
A cozy outdoor seating area overlooks the water, featuring two wicker chairs and a matching sofa arranged around a low table. A striped area rug anchors the space. The railing provides an unobstructed view of the rocky coastline and distant shoreline.
Apartment in Rockport
4.99 out of 5 average rating, 145 reviews

3 Bedroom Apartment with parking on Bearskin Neck

Built in 1822, the Sound House is conveniently located on Bearskin Neck. The upstairs apartment is renovated with brand new oak floors, new bathrooms, and updated living area. The unit features 3 bedrooms and 2 full bathrooms, with laundry as well as 3 parking spaces in the back of the building. The kitchen includes cooking utensils, with an electric grill and butane burner for outdoor cooking on the new deck overlooking Cape Ann. Enjoy Rockport while creating new memories at the Sound House!

Top guest favorite
The historic carriage house is presented in a charming turquoise color, surrounded by lush greenery and flowering plants. Tall windows provide ample natural light. A spacious yard is visible, framed by a low stone wall and iron fence.
Guesthouse in Rockport
4.99 out of 5 average rating, 149 reviews

Gingerbread House | Hot Tub | 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!

Top guest favorite
An inviting living space features a kitchenette with a stone accent wall and a modern concrete countertop. Comfortable seating is arranged beside large windows, allowing natural light to fill the area. A door leads to an outdoor space, enhancing accessibility and openness.
Apartment in Rockport
4.95 out of 5 average rating, 204 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.

Top guest favorite
A view of a waterfront building is framed by leafy tree branches. A staircase leads to a second-floor entrance. Brightly colored kayaks are lined up along the calm water's edge, with a wooden dock visible in the background.
Condo in Rockport
4.98 out of 5 average rating, 123 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.

Guest favorite
A bright living area features a light blue couch adorned with patterned pillows, complemented by a wooden coffee table. Natural light enters through a window and a skylight, illuminating the wooden flooring. A round mirror and a decorative paddle accent the wall, adding interest to the space.
Apartment in Rockport
4.92 out of 5 average rating, 151 reviews

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

Inquire about our winter rental rates! • 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!

Top guest favorite
A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.
Condo in Rockport
4.99 out of 5 average rating, 210 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!

Top guest favorite
A bright living area features large windows with views of a garden and ample natural light. A comfortable dark sofa and a plush chair are arranged around a glass coffee table on a colorful area rug. A wooden dresser and a small dining table add warmth to the space.
Home in Rockport
4.97 out of 5 average rating, 353 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Top guest favorite
A charming log cabin is surrounded by lush greenery. Two miniature horses graze leisurely on the grass in front of the cabin, which features a covered porch and simple landscaping with flowers. Sunlight filters through the trees, highlighting the serene woodland setting.
Cabin in Rockport
4.97 out of 5 average rating, 483 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Top guest favorite
A cozy sleeping area features a queen bed with decorative pillows and a textured blanket. Two large windows provide natural light, while a charming quilted wall hanging adds character. A wooden dresser and seating area with wicker chairs enhance the inviting atmosphere.
Guest suite in Rockport
4.98 out of 5 average rating, 730 reviews

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.

Guest favorite
The entryway features a bright, welcoming atmosphere with white paneling and natural wood accents. A staircase ascends to the upper level, while a door with a frosted window leads outside. A round mirror hangs above a striped rug, enhancing the space's inviting feel.
Apartment in Rockport
4.82 out of 5 average rating, 135 reviews

Ocean View unit with Private Roofdeck in Rockport

Enjoy beautiful ocean views from Bearskin Neck! This cute 1-2 bedroom unit has been completely renovated. Nice bright colors and sea decor thoughout. Downtown Bearskin Neck location offers beaches, harbors, kayaking, ocean breezes and fresh seafood - all steps from your door! Unit has private roofdeck with astonishing views. Enjoy relaxing on the roofdeck with a glass of wine while watching the sunset!

Popular amenities for Rockport vacation rentals

When is the best time to visit Rockport?

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Avg. priceG$37,846 GYDG$39,937 GYDG$38,265 GYDG$41,819 GYDG$52,274 GYDG$61,056 GYDG$66,493 GYDG$66,911 GYDG$57,920 GYDG$58,547 GYDG$49,974 GYDG$49,138 GYD
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Frequently Asked Questions

  • What types of vacation rentals are available in Rockport?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Rockport. From over 20 cottage rentals to over 120 house rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Rockport?

    Yes! Work meets play with ease at over 130 vacation rentals in Rockport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Rockport?

    Four-legged friends are welcome in Rockport. Choose from more than 70 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Rockport?

    Experience the best of Rockport with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Rockport have a bbq area?

    Absolutely! We offer over 10 cottage rentals with a bbq area in Rockport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rockport have self check-in?

    Absolutely! We offer over 50 house rentals with self check-in in Rockport. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Rockport?

    Rockport has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Rockport?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with self check-in, over 50 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Rockport

  • Total vacation rentals

    Explore 290 vacation rentals in Rockport

  • Nightly prices starting at

    Rockport vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,470 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    290 of Rockport vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Rockport rentals

  • 4.9 Average rating

    Rockport stays are highly rated by guests—averaging 4.9 out of 5!

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