House vacation rentals in Rockport

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.

4.98 out of 5 average rating, 126 reviews

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.

FamilyValueAir conditioning

A two-story home features a light gray exterior with white trim and a front porch. A cobblestone driveway is visible in front, surrounded by a well-maintained yard with green shrubs. The property is situated within a peaceful neighborhood setting.

5.0 out of 5 average rating, 64 reviews

New South End Home Quiet Lane To Old Garden Beach

Newer furnished home, 1/2 mile walk to quaint Bearskin Neck with Rockport shops & galleries. Old Garden Beach 1/4 mile walk down a quiet unpaved lane. 3 BR/3 Bath home available for summer weekly vacations. Family friendly, 3 prkg spaces, 2 decks, new appliances (laundry, microwave & dishwasher), hardwood floors, new rugs & beds, full basement w/ pool table, fenced yard. Several beaches, hiking trails nearby or take a train to Salem, Newburyport, or Boston. Longer term winter rental available

LocationFamilyCondition

A spacious living area features large windows overlooking the water. A gray sofa and a blue armchair provide comfortable seating, while a wooden coffee table sits in front. A dining table with white chairs is positioned nearby, creating an inviting space for relaxation and meals.

4.96 out of 5 average rating, 145 reviews

Views over Lobster Cove! Book spring/summer now

Booking spring and summer. Water views/access, sunsets above Lobster Cove on Washington St. Ideal for couple, NEW KING BED in master, queen in 2nd. Fast WiFi./TV. Not suitable for young children. Central A/C. 2nd fl unit large windows. Large living/dining/kitchen area. Comfy new mattresses, 100% cotton sheets,sound machines. Overlooks beautiful Lobster Cove and footbridge. Minutes walk to the village of Annisquam and Lighthouse Beach. Small deck. Swim/kayak out your door. Parking for one car

ValueFamilyIndoor spaces

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.

5.0 out of 5 average rating, 40 reviews

Oceanfront Home Rockport

Step into your own slice of paradise with our newly renovated beachfront haven, perfectly perched along the captivating Long Beach in Rockport. Picture yourself waking up to the soothing sounds of waves and the mesmerizing sight of the ocean stretching out before you. With five cozy bedrooms accommodating up to 14 of your nearest and dearest, along with two sparkling bathrooms and a gleaming, fully equipped kitchen, this is the ultimate spot for unforgettable getaways with family and friends.

LocationValueGetting around

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.

4.93 out of 5 average rating, 191 reviews

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.

ValueLocationLaundry

4.98 out of 5 average rating, 387 reviews

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

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

LocationValueDecor

5.0 out of 5 average rating, 27 reviews

The Rockport Retreat-walk to beaches and downtown

Enjoy the sights and charm of Rockport from this inviting home, perfectly located just a few blocks from downtown shopping, restaurants, galleries, and sandy beaches. With plenty of room for family and friends, this property offers a fresh, comfortable interior and an ideal blend of convenience and relaxation with plenty of space for everyone to gather or unwind. Front Beach and Rockport's center are about 0.7 miles away. Commuter rail to Boston/Salem is about 0.5 miles away.

LocationFamilyIndoor spaces

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.

4.97 out of 5 average rating, 372 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.

ValueLocationBackyard

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.

4.81 out of 5 average rating, 101 reviews

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."

FamilyLocationComfort

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.

4.98 out of 5 average rating, 112 reviews

Ocean views! Welcome to Sea Breeze! Winter rates!

Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.

ValueFamilyView

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.

4.93 out of 5 average rating, 104 reviews

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

FamilyLocationBathroom

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.

4.97 out of 5 average rating, 118 reviews

Charming waterfront home. Patio, AC, Shops, Dining

Discover your dream Rockport getaway! You'll stay nestled on Bearskin Neck, in this cozy harborside condo boasting stunning views, steps from shops, beaches, & galleries. Relax on your private patio overlooking the iconic Motif #1 for your morning coffee or evening happy hour. Book now for a fun getaway, year-round! There is one bedroom upstairs and a pullout sofa downstairs that can sleep 2.

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Popular amenities for Rockport house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with free parking

5.0 out of 5 average rating, 13 reviews

Waterfront Retreat at Motif Annex

ValueLocationBeach

A spacious deck is adorned with a round table and four chairs featuring red cushions. In the background, vibrant yellow flowers contrast against the blue ocean, with Thatcher Island's twin lighthouses visible in the distance. The scene captures a serene view of water and natural beauty.

5.0 out of 5 average rating, 46 reviews

Eden Cove

LocationFamilyGetting around

An airy living room features a high, wooden-beamed ceiling, enhancing the spaciousness. Large windows allow natural light to fill the area, where two armchairs and a gray sectional couch provide comfortable seating. A woven basket and a small blue table add functional details.

4.97 out of 5 average rating, 37 reviews

Seaside Cottage steps from the Beach & Downtown

FamilyLocationTV

The kitchen features modern stainless steel appliances and a spacious countertop. Several barstools are arranged around the island, while a round dining table with wooden chairs is visible in the corner. Bright natural light fills the space through multiple windows.

4.91 out of 5 average rating, 44 reviews

Walk to Town, Beach & Train to Salem - AC, Pets OK

FamilyLocationHiking

The exterior of a newly renovated single-family home is showcased, featuring a light wood shingle façade. A fenced yard is visible, along with a gravel pathway and a set of patio chairs arranged on grassy ground, surrounded by greenery and trees.

4.98 out of 5 average rating, 42 reviews

Newly Renovated Rockport Beach House

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5.0 out of 5 average rating, 5 reviews

Stay at Old Garden Beach

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An outdoor deck extends from the dwelling, featuring a dining table and chairs surrounded by greenery. In the background, wind turbines are visible beyond the landscape, enhancing the scenic coastal atmosphere.

4.95 out of 5 average rating, 44 reviews

“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor

LocationFamilyView

5.0 out of 5 average rating, 32 reviews

Gather @ Ocean - Home Sleeps 14 w/ 3.5 baths

LocationFamilyIndoor spaces

House rentals with a pool

4.95 out of 5 average rating, 184 reviews

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

FamilyValueComfort

5.0 out of 5 average rating, 26 reviews

A spacious outdoor area features a heated pool surrounded by a paved patio. White lounge chairs and a dining table are positioned nearby, offering ample seating. A large umbrella provides shade, while a well-maintained lawn and wooden fence create a private retreat.

Home in Essex

Heated Pool Firepit Huge Screen Porch King bed

LocationFamilyAir conditioning

4.91 out of 5 average rating, 53 reviews

Home in Marblehead

Pool is Open in Sept.+Walking Trails+Dead End St.

FamilyValueComfort

Superhost

A clear blue swimming pool is framed by a spacious wooden deck, featuring several lounge chairs and a large umbrella for shade. Lush greenery surrounds the area, creating a secluded atmosphere. The inviting water reflects the bright blue sky overhead.

4.95 out of 5 average rating, 22 reviews

Twin Shores Poolside Haven

FamilyLocationCheckout

Superhost

Home in Methuen

The Stunning Melita Farms Geodesic Dome Farmhouse

ValueFamilyAccuracy

4.91 out of 5 average rating, 11 reviews

5.0 out of 5 average rating, 20 reviews

Home in Chelsea

Theatre | Arcade | Pool w. Free 3 Car Parking

LocationFamilyCleanliness

4.93 out of 5 average rating, 57 reviews

A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.

Home in Arlington

Beautiful Spacious 4BRM House!

FamilyValueAccess

4.93 out of 5 average rating, 27 reviews

An aerial view captures a coastal community along the shoreline, with various residential structures and green spaces visible. The nearby beach stretches along the horizon, while a swimming pool is positioned within a central complex, indicated by a star. The landscape is bright and open.

Home in Hampton

Beach Getaway Minutes from the Ocean!

LocationFamilyCheckout

Weekly house rentals

4.98 out of 5 average rating, 40 reviews

Historic Oceanfront Home - Walk to Downtown

LocationFamilyBathroom

The living room features comfortable seating arranged around a round coffee table. Large sliding doors provide access to a waterfront view, while natural light illuminates the space. A smart TV is mounted on the wall, and a mirrored wall adds depth to the open-concept area.

4.97 out of 5 average rating, 31 reviews

Waterfront Rockport Gem Steps to Shops and Beaches

FamilyLocationLayout

5.0 out of 5 average rating, 14 reviews

Little Pearl Cottage

FamilyLocationKitchen

5.0 out of 5 average rating, 10 reviews

Folly's Cottage

LocationFamilyView

4.92 out of 5 average rating, 25 reviews

Clifftop Home in Gloucester

LocationFamilyComfort

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and oven. White cabinetry offers ample storage, while a large window allows natural light to illuminate the countertop. A sink is positioned near the window, enhancing functionality in the space.

4.95 out of 5 average rating, 43 reviews

Walk to Old Garden Beach! 3 Bedroom Home!

FamilyLocationSleep quality

A screened-in porch features a comfortable seating arrangement, with a black wicker sofa and red cushions. Potted ferns and a decorative nest adorn the walls. Natural light filters through the lattice, and a patterned rug adds a touch of color to the space.

4.9 out of 5 average rating, 67 reviews

A Breezy Cottage at Back Beach

FamilyValueSleep quality

A wooden dock extends into calm waters, reflecting the vibrant colors of the sunset. Surrounding marshlands are visible in the distance, while gentle clouds drift across the sky. The scene evokes a sense of serenity and connection to nature.