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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 G$6,279 GYD 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
A comfortable living area is showcased, featuring a plush leather sofa and an armchair with a checkered pattern. Natural light streams through windows adorned with sheer curtains, illuminating the rustic wooden beams above. A wooden coffee table sits in front of the seating area, with a decorative rug beneath.
Apartment in Rockport

Actual Filming site of Widows Bay! Harborside Retr

Visit "Widows Bay", this was the cafe in the hit show. This apartment was featured in scenes of the hit show. Stay at this unbeatable location on scenic Bearskin neck. Step outside to beaches, art galleries, boutiques, and fresh seafood dining — all just moments away on foot. Perfect for couples or small families seeking a relaxing coastal escape. Historic charm blends with modern conveniences. A welcoming living space, and a full kitchen for easy meals after a day by the ocean. Private patio

ValueFamilyCleanliness

4.9 out of 5 average rating, 209 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.

FamilyLocationHospitality

4.99 out of 5 average rating, 175 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!

LocationValueBathroom

4.99 out of 5 average rating, 165 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!

LocationValueSleep quality

4.93 out of 5 average rating, 180 reviews
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

Historic Carriage House | Dog Friendly | Hot Tub

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, kitchen, queen sized bed with en-suite bathroom and sun room that converts to an extra sleeping space perfect for kids. A short walk to the train for day trips to Salem, Gloucester, and Boston!

ValueFamilyCondition

4.99 out of 5 average rating, 175 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.

LocationFamilyTV

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!

ValueLocationAccess

4.99 out of 5 average rating, 228 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.

ValueFamilyLayout

4.97 out of 5 average rating, 376 reviews
Top guest favorite
Seating for two is positioned by expansive windows, offering views of the ocean and harbor at sunset. Natural light enhances the inviting atmosphere, while curtains frame the scene, highlighting the serene coastal setting.
Condo in Rockport

Widows Bay Rockport Apt • Train To Salem

Dreaming of a magical seaside getaway? Our charming eco-apartment in the Dream House awaits you! A beach lover's paradise, we're located directly on the ocean in the heart of downtown. Watch the sunset from our amazing windows overlooking the harbor. Park the car and walk to beaches, shopping, dining, art galleries, and Motif #1. Accessible by train and easy trip to Boston and Salem. Make a trip to this charming New England seaside village a priority!

LocationFamilyParking

4.95 out of 5 average rating, 130 reviews
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

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.

FamilyLocationSleep quality

4.98 out of 5 average rating, 765 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!

ValueLocationCheckout

4.99 out of 5 average rating, 117 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!

ValueLocationLaundry

4.82 out of 5 average rating, 149 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

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

ValueLocationKitchen

4.97 out of 5 average rating, 149 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!

ValueLocationSleep quality

4.98 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

LocationFamilyNearby

4.93 out of 5 average rating, 105 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

FamilyLocationBeach

4.8 out of 5 average rating, 102 reviews
Guest favorite
Aerial view of the spacious home reveals a wraparound deck with multiple seating areas, including shaded tables beneath umbrellas. The exterior features a light yellow façade complemented by large windows, surrounded by greenery that enhances the property's serene, secluded ambiance.
Home in Gloucester

Aerie, 2 king beds, large space, AC, 2 beaches!

ValueLocationAmenities

4.92 out of 5 average rating, 128 reviews
Guest favorite
Home in Gloucester

Waterfront Rocky Neck Cottage | Gloucester Harbor

FamilyValueComfort

4.93 out of 5 average rating, 193 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

LocationValueLong stay

4.98 out of 5 average rating, 388 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

LocationValueAccess

4.85 out of 5 average rating, 226 reviews

Rockport beach vacation rentals

Top guest favorite
A bright living area showcases large windows that offer views of the harbor. A light-colored sofa and a patterned armchair are positioned on a soft area rug, creating a comfortable seating arrangement. Natural light fills the space, highlighting the exposed beams above.
Loft in Rockport

Loft Apartment With Ocean Views

FamilyLocationLaundry

4.98 out of 5 average rating, 307 reviews
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

LocationFamilyComfort

4.95 out of 5 average rating, 234 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

LocationFamilyNearby

4.99 out of 5 average rating, 139 reviews
Top guest favorite
Apartment in Rockport

Downtown Waterfront Escape: Views, Parking & Deck!

ValueLocationWalkability

4.99 out of 5 average rating, 287 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!

FamilyLocationWifi

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.

FamilyValueParking

4.94 out of 5 average rating, 168 reviews
Guest favorite
The exterior view of the home reveals a modern wooden structure surrounded by lush greenery. A spacious deck extends from one side, while stone pathways weave through well-maintained gardens. Soft blue skies and gentle clouds create a serene atmosphere.
Home in Gloucester

Harbor View Walk to Beach & Town, 6Guests KingBeds

ValueLocationBackyard

4.96 out of 5 average rating, 152 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.

FamilyLocationAmenities

4.92 out of 5 average rating, 257 reviews

Rockport cottage rentals

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

FamilyLocationLaundry

4.83 out of 5 average rating, 138 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

FamilyValueCleanliness

4.93 out of 5 average rating, 121 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!

LocationFamilyComfort

4.88 out of 5 average rating, 114 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.

LocationFamilyQuiet

4.96 out of 5 average rating, 128 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

LocationFamilyCheckout

4.96 out of 5 average rating, 312 reviews
Top guest favorite
Cottage in Marblehead

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

FamilyLocationIndoor spaces

4.99 out of 5 average rating, 168 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

FamilyLocationHeating

4.86 out of 5 average rating, 191 reviews
Top guest favorite
A bright living room features a vaulted ceiling with exposed wooden beams. A stone fireplace is centered against a soft blue wall. Comfortable seating includes light-colored sofas and armchairs. A glass coffee table sits atop a patterned rug, with a contemporary chandelier providing overhead lighting.
Cottage in Plum Island

Sunset Bliss- stylishly renovated, 3 min to beach

FamilyLocationCheckout

4.86 out of 5 average rating, 131 reviews

When is the best time to visit Rockport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,630 GYDG$50,235 GYDG$49,607 GYDG$50,026 GYDG$52,747 GYDG$61,747 GYDG$66,561 GYDG$66,980 GYDG$57,979 GYDG$58,607 GYDG$50,026 GYDG$49,188 GYD
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