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Vacation rentals in Rockport

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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 ﺩ.ﺇ 110 per night before taxes and fees

  • Verified guest reviews

    Over 16,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 80 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!

Top-rated vacation rentals in Rockport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the 1767 Tuck House is shown, featuring a spacious two-story structure with white siding and black shutters. A welcoming teal door is framed by decorative wall sconces. Lush hydrangea bushes bloom in front, complementing the landscaped yard and stone pathway leading to the entrance.
Home in Rockport

Walk to Beach & Shops at Historic Renovation

Are you dreaming of sun, sand and seafood? Stay at the 1767 Tuck House, where historic charm meets quintessential New England luxury! This is the perfect home for groups. Steps to the beach, shops, restaurants and arts. Home offers the privacy of boutique hotel with modern comforts: plush Casper mattresses, AC, 4K HDTV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.​​​​​​​​​​​​​​​​

4.98 out of 5 average rating, 126 reviews
Guest favorite
The living room features exposed wooden beams and a cozy seating arrangement. A plush sofa is accented with patterned cushions, while a decorative coffee table sits atop a soft area rug. Natural light filters through the windows, illuminating a rustic ambience.
Apartment in Rockport

Captains Quarters- Coastal Retreat Walk To Beach

Stay just steps from Rockport’s beautiful beaches, shops, and dining in this charming coastal retreat. Perfect for couples or small families, Captain’s Quarters offers comfort, convenience, and classic seaside charm in an unbeatable walkable location. Spend your days at Front Beach, exploring Bearskin Neck’s galleries and boutiques, or enjoying fresh seafood by the harbor — all within easy walking distance. Return to a peaceful space designed for relaxation after a day by the ocean. Inside you

4.8 out of 5 average rating, 208 reviews
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 Bed Water View w/ 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.

4.99 out of 5 average rating, 173 reviews
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

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!

4.99 out of 5 average rating, 162 reviews
Top guest favorite
Apartment in Rockport

Old Harbor

Right on the Old Harbor on Bearskin Neck, a 2 story light, airy apartment just steps from shops, restaurants, and beaches-the top two floors of the building. Amazing views from large bay windows, enormous deck complete with table and chairs. Two beds (1 Queen, 1 Full) + a full-size pullout sofa. One on-site parking space for a small to mid-size car. Mini-split A/C units on each floor. Bring your kayak or paddleboard, step down 3 stairs and you are in the water! Have a good swim!

4.93 out of 5 average rating, 178 reviews
Top guest favorite
A charming three-story house features a light yellow exterior with large windows and a pitched roof. A welcoming front porch offers a mix of outdoor seating. Lush greenery and trees surround the property, creating a serene atmosphere.
Condo in Rockport

Rockport Getaway near ocean, music hall & downtown

This private, newly-renovated, well-appointed entire two-bedroom garden apartment comfortably sleeps four with full kitchen, bathroom, washer/dryer, central A/C. Desirably located, just steps to Rockport Harbor, restaurants, shopping, Shalin Liu Performance Center and short walk to beaches. Free onsite parking for two cars. Exclusive side yard use with patio, outdoor furniture and table. Bright & airy, it's a quiet, restorative getaway. Available for longer winter rental too.

5.0 out of 5 average rating, 110 reviews
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

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 New England coast. Come fall in love with charming Rockport!

4.99 out of 5 average rating, 226 reviews
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

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.

4.97 out of 5 average rating, 372 reviews
Guest favorite
A vibrant sunset casts warm orange and yellow hues across the ocean's surface, reflecting on gentle waves. Silhouetted rocks line the shore, while distant land appears along the horizon, creating a serene coastal scene.
Home in Rockport

Sea Vagabond - Watch the waves, stroll to the sand

"The Sea Vagabond House is an expanded 1932 summer cottage, with spectacular views of the ocean waves, with the tidal Saratoga Creek offering a mesmerizing and changing scenes from inside and outside this charming vacation home. The home sleeps eight comfortably in beds. Each level offers a full bathroom with a bathtub/shower. There are plenty of bath towels and beach towels for each guest. "Comfortable, clean and close to the beach, we will return."

4.81 out of 5 average rating, 101 reviews
Top guest favorite
A bright entryway features a glass door that opens to a view of the water. Sunlight filters through, illuminating a welcoming space. An umbrella stand and a wicker basket are visible near the entrance, adding practicality to the design.
Apartment in Rockport

Downtown Cottage-DeckツParkingツOceanツBeachesツShopsツ

Discover coastal charm at this historic Rockport, MA gem! Breathtaking seaside views, beaches, cafes, art shops, and the Shalin Liu Performance Center nearby. Walk to iconic Motif #1, kayak, hike, or unwind at the beach. Explore nearby Salem, MA, known for its witch trials history, or take a day trip to bustling Boston, just a short drive or train ride away. Experience the best of New England coastal living. Book now!

4.99 out of 5 average rating, 114 reviews
Top guest favorite
The exterior of a two-story house is surrounded by lush green shrubs and blooming white daisies. A small outdoor seating area is visible, featuring two green chairs and a table set for refreshments. Natural light illuminates the inviting entrance, enhancing the welcoming appearance.
Home in Rockport

Family Friendly Home|Walk to Ocean+Downtown RKPT

KEY FEATURES: ☀️Full home with 2 levels and private yard with BBQ ☀️New AC mini split system for hot summer days ☀️Newly remodeled bathroom with walk in shower ☀️Fully equipped kitchen ☀️Washer and dryer ☀️Hi-speed WiFi ☀️Family Friendly Amenities - pack and play, high chair, toys, and more! ☀️2 parking spots ☀️Beach essentials provided in the shed- chairs, beach towels, toys and more! ☀️Board games and books

4.93 out of 5 average rating, 104 reviews
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

Ocean View unit with Private Roofdeck in Rockport

Enjoy beautiful ocean views from Bearskin Neck! This cute and cozy 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!

4.82 out of 5 average rating, 147 reviews

Popular amenities for Rockport vacation rentals

Self check-inBeachfrontGymBBQ grillLaptop-friendly workspace

Stay near Rockport's top sights

Cape Ann

4 locals recommend

Halibut Point State Park

164 locals recommend

Rockport Music Shalin Liu Performance Center

108 locals recommend

Good Harbor Beach

53 locals recommend

Cape Ann Whale Watch

69 locals recommend

Front Beach

51 locals recommend

Rockport home rentals

Top guest favorite
A front porch is showcased with two wooden chairs positioned on a deck of brown planks. Sunlight filters through surrounding trees, and a view of the street is visible through the open entryway. The overall setting offers a serene outdoor space for relaxation.
Home in Rockport

Sunny Cove Cottage, Newly Renovated!

5.0 out of 5 average rating, 108 reviews
Top 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

Charming waterfront home. Patio, AC, Shops, Dining

4.97 out of 5 average rating, 118 reviews
Guest favorite
A contemporary kitchen is highlighted by stainless steel appliances and quartz countertops. An expansive island provides seating with three wooden stools. White cabinetry and blue backsplash complement natural light entering through the window, enhancing the open layout.
Home in Gloucester

Luxury 5BR Family Retreat | Walk to Beach & Town

4.97 out of 5 average rating, 147 reviews
Top guest favorite
A panoramic view reveals the tranquil ocean, with soft waves lapping against the shore. Green trees and distant sandy areas are visible, enhancing the natural scenery. Several rooftops in the foreground provide a sense of elevation and perspective towards the coastline.
Home in Gloucester

Ocean views! Welcome to Sea Breeze! Winter rates!

4.98 out of 5 average rating, 112 reviews
Guest favorite
A charming white house is positioned along a rocky shore, showcasing a four-season porch with large windows that provide views of the harbor. Lush greenery surrounds the property, complementing the tranquil water scene with boats in the distance.
Home in Gloucester

Wonderful Rocky Neck home on Gloucester harbor

4.93 out of 5 average rating, 191 reviews
Top guest favorite
A contemporary house is set amidst lush greenery and vibrant flowers, showcasing a large yard. The exterior features large windows and a wraparound balcony on the upper level, while the surrounding garden is filled with various blooming plants.
Home in Gloucester

Gloucester Private Contemporary 4 bedrooms

4.85 out of 5 average rating, 223 reviews
Top guest favorite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye

*Beachfront* Vintage Coastal Cottage - Relaxation

4.98 out of 5 average rating, 387 reviews
Top guest favorite
An aerial view captures the beautiful curves of Long Beach, framed by gentle waves lapping the sandy shore. Coastal homes line the beach, blending with the lush greenery in the background. The azure ocean extends into the distance, reflecting the serene sky above.
Home in Rockport

Oceanfront Home Rockport

5.0 out of 5 average rating, 40 reviews

Rockport beach vacation rentals

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

Mary's By The Sea

4.95 out of 5 average rating, 231 reviews
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

Harbor Place - Airy hideaway over Rockport Harbor

4.99 out of 5 average rating, 137 reviews
Top guest favorite
Apartment in Rockport

Downtown Waterfront Escape: Views, Parking & Deck!

4.99 out of 5 average rating, 285 reviews
Top guest favorite
A serene view through a window shows a group of ducks swimming in calm water. A small sailboat decoration is positioned at the bottom corner of the window, complementing the tranquil setting.
Guest suite in Rockport

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

4.98 out of 5 average rating, 122 reviews
Guest favorite
A cozy bedroom features a spacious bed adorned with a colorful quilt and is positioned near a large window. Sheer curtains frame the window, providing a view of the harbor and boats outside. A softly illuminated bedside lamp adds a warm touch to the room.
Apartment in Rockport

Spectacular Views of Rockport Harbor.

4.94 out of 5 average rating, 166 reviews
Top guest favorite
A welcoming sign for the Rocky Neck Art Colony is displayed prominently. The sign features blue and white colors with decorative elements, including an image of a bird. Text indicates the area is one of America's oldest working art colonies, situated in historic Gloucester.
Loft in Gloucester

Rocky Neck Studio/Loft, Gloucester, Mass.

4.92 out of 5 average rating, 256 reviews
Top guest favorite
A serene winter landscape stretches across the view, showcasing a vibrant sunset reflected over a tranquil water surface. Snow covers the ground, while a shoreline with rocky formations is visible, framed by bare trees against the colorful sky.
Place to stay in Salem

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!

4.96 out of 5 average rating, 284 reviews
Top guest favorite
Home in Swampscott

Oceanfront stunning views, train to Salem & Boston

4.93 out of 5 average rating, 140 reviews

Rockport cottage rentals

Top guest favorite
Cottage in Gloucester

Sunny & private cottage in Lanesville Village

4.97 out of 5 average rating, 158 reviews
Top guest favorite
The exterior of a summer cottage is showcased, with a light grey wooden structure resting on a rocky landscape. Stairs lead up to the entrance, flanked by greenery. A deck with railings is visible on the upper level, complemented by large windows allowing natural light.
Cottage in Rockport

Retreat in the Trees- walk to Cape Hedge Beach

4.82 out of 5 average rating, 136 reviews
Top guest favorite
The cottage's exterior features a white façade with large windows, framed by greenery. A spacious deck with planters holds colorful flowers, while a barbecue grill is positioned nearby. A manicured lawn provides an inviting outdoor space, complemented by a peaceful neighborhood ambiance.
Cottage in Rockport

Life of Reilly at Back Beach

4.93 out of 5 average rating, 120 reviews
Guest favorite
A charming cottage exterior features nautical decor with a light blue door. Surrounding the entrance is a vibrant red maple tree, complemented by lush greenery. Sunlight streams down, enhancing the inviting appearance of this quaint getaway.
Cottage in Rockport

The Captain's Cottage Breath Fresh Salt Air!

4.88 out of 5 average rating, 113 reviews
Top guest favorite
A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.
Cottage in Essex

Lakefront cottage for a fun, relaxing getaway.

4.97 out of 5 average rating, 127 reviews
Top guest favorite
The exterior of a blue cottage is framed by vibrant green foliage and a small red maple tree. A welcoming front door is highlighted by a decorative sign. The upper balcony features black and white railings, with coordinating chairs and a playful rug at the entrance.
Cottage in Gloucester

SeaHaven Cottage at Stage Fort Park

4.86 out of 5 average rating, 189 reviews
Top guest favorite
A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.
Cottage in Essex

French Flair "Pied a Terre" Cottage on the Marsh

4.95 out of 5 average rating, 308 reviews
Top guest favorite
Cottage in Marblehead

Pool Is Open in Sept! Steps from Harbor + Old Town

4.99 out of 5 average rating, 167 reviews

When is the best time to visit Rockport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 801ﺩ.ﺇ 881ﺩ.ﺇ 870ﺩ.ﺇ 878ﺩ.ﺇ 925ﺩ.ﺇ 1,083ﺩ.ﺇ 1,168ﺩ.ﺇ 1,175ﺩ.ﺇ 1,017ﺩ.ﺇ 1,028ﺩ.ﺇ 878ﺩ.ﺇ 863
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

Frequently Asked Questions

  • What are the best places to stay in Rockport?

    Waterfront neighborhoods, historic downtown areas, and quiet residential zones around Rockport have a mix of rentals suitable for different group sizes. Many spaces include easy access to beaches, parks, and local eateries.

  • What are the best things to do in Rockport with kids?

    Children often enjoy exploring tide pools, visiting art workshops, and discovering sandy beaches. Guided nature walks and hands-on activities are frequently suggested for family engagement.

  • What are some of the best things to do in Rockport?

    Stroll the historic harbor area, discover local artwork at waterfront galleries, and explore sandy beaches for scenic relaxation. Watching the sunset from a coastal bluff is often recommended by visitors.

  • How is the weather in Rockport?

    Rockport has chilly winters around 23–42°F (-5–6°C) and warm, breezy summer days near 66–82°F (19–28°C). Rain is common throughout the year, so it’s helpful to bring waterproof clothing when exploring.

  • When is the best time to visit Rockport?

    Late spring through early autumn is often recommended, with milder temperatures between 50–82°F (10–28°C) and frequent seasonal events. Winter visits bring quieter streets and bracing coastal air around 23–42°F (-5–6°C).

  • What are the best places to visit in Rockport?

    Explore the historic waterfront, visit local galleries featuring regional artists, and relax on sandy beaches. Area parks, craft shops, and lighthouses add to the experience around the town.

  • What are some hiking trails in Rockport?

    Rockport has coastal walking paths, wooded trails, and scenic routes through conservation areas. Some trails wind along bluffs and beaches, offering views of the Atlantic and native plant life.

  • What are some family activities we can do in Rockport?

    Families frequently explore sandy beaches, visit art galleries, and discover marine life at tide pools near the rocky shoreline. Walking tours and hands-on workshops are also often recommended for all ages.

  • What are some of the best day trip ideas from Rockport?

    Explore nearby coastal towns known for maritime history, visit regional art centers, or spend time in protected nature reserves for hiking and wildlife watching. Ferry rides and boat excursions are also popular day activities.

  • Are there any pet friendly accommodations available in Rockport?

    Rockport has a variety of pet friendly rental options, including cottages and apartments near the waterfront and in quieter neighborhoods. Local parks and walking paths make it easier to spend time outdoors with your companion.

  • What are some local tips for visiting Rockport?

    Start your day early to enjoy less crowded spots and bring comfortable walking shoes for uneven coastal paths. Exploring local galleries and chatting with artists offers insight into Rockport’s creative community.

  • What is Rockport known for?

    Rockport is known for its scenic Atlantic coastline, historic harbor, and thriving arts community. The town’s locally rooted traditions, sandy beaches, and seafood flavors draw visitors throughout the year.

  • What are the best hidden gems to explore in Rockport?

    Explore tucked-away art studios, quiet beaches, and local shops featuring handmade goods. Wandering less-traveled coves and side streets often leads to distinct finds and conversations with creative residents.

  • What are the best foods to try in Rockport?

    Seafood flavors are frequently suggested, including locally sourced lobster rolls, clam chowder, and fresh-caught fish. Bakery treats and homemade ice cream are also popular choices in the warmer months.

  • What should I bring for a trip to Rockport?

    Pack layered clothing for shifting coastal temperatures, reliable shoes for exploring rocky paths, and a rain jacket due to changeable weather. Bring sunscreen, a hat, and a reusable water bottle for outdoor activities.

  • What is the nightlife in Rockport like?

    Rockport’s nightlife is relaxed, with a handful of cozy pubs, casual eateries, and venues for live music or community performances. Evenings often lean toward arts and culture rather than late-night crowds.

  • What are the most popular events or festivals in Rockport?

    Rockport has seasonal arts festivals, summer concerts, and locally rooted community traditions. Events around Labor Day weekend and late spring are frequently suggested for visitors seeking music and cultural celebrations.

  • Are there family friendly vacation rentals in Rockport?

    Rockport has family friendly vacation rentals ranging from cottages and homes near the beach to apartments in quiet neighborhoods. Many spaces welcome all ages and provide easy access to local attractions.

Destinations to explore