Airbnb your place

Family-friendly holiday rentals in Rockport

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Rockport

  • Total holiday rentals

    Explore 190 holiday rentals in Rockport

  • Nightly prices starting at

    Rockport holiday rentals start at $204 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,800 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Rockport holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rockport rentals

  • 4.8 Average rating

    Rockport stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Rockport

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
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

Indoor spacesKitchenNearby

4.8 out of 5 average rating, 209 reviews
Top Guest favourite
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.

FamilyKitchenGetting around

4.99 out of 5 average rating, 173 reviews
Top Guest favourite
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!

Indoor spacesKitchenHeating

4.99 out of 5 average rating, 162 reviews
Top Guest favourite
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!

FamilyKitchenValue

4.93 out of 5 average rating, 178 reviews
Top Guest favourite
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.

Indoor spacesKitchenWalkability

5.0 out of 5 average rating, 110 reviews
Top Guest favourite
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.

KitchenFamilyCheck-in

4.97 out of 5 average rating, 372 reviews
Guest favourite
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."

KitchenIndoor spacesLocation

4.81 out of 5 average rating, 101 reviews
Top Guest favourite
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

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.

FamilyKitchenBiking

4.97 out of 5 average rating, 500 reviews
Top Guest favourite
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!

FamilyKitchenDecor

4.99 out of 5 average rating, 114 reviews
Top Guest favourite
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

KitchenIndoor spacesAccuracy

4.93 out of 5 average rating, 104 reviews
Guest favourite
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!

FamilyIndoor spacesValue

4.82 out of 5 average rating, 147 reviews
Top Guest favourite
A serene waterfront view captures a white boat moored near a dock. Surrounding structures, including a notable red building and other historic homes, reflect a charming coastal atmosphere. Calm waters mirror the scenery under a clear sky, emphasizing the peaceful surroundings.
Apartment in Rockport

Directly on the water! Private parking!

Location location location! In the heart of Rockport's Bearskin Neck area. Steps away from restaurants, shopping, and art galleries, yet tucked away on a quiet side street. 5 minute walk to the beach. Recently remodeled and decorated in a nautical theme. This spacious 330 sq ft studio looks onto Rockport Harbor and historic Motif #1 (the famous red fish shack). INCLUDES PRIVATE PARKING SPACE steps away.

KitchenIndoor spacesGetting around

4.91 out of 5 average rating, 182 reviews

Popular amenities for Rockport family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
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

FamilyKitchenSleep quality

4.99 out of 5 average rating, 169 reviews
Top Guest favourite
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

Indoor spacesKitchenSleep quality

4.95 out of 5 average rating, 184 reviews
Guest favourite
Farm stay in North Andover

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

Indoor spacesFamilyWalkability

4.97 out of 5 average rating, 132 reviews
Top Guest favourite
A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.
Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

KitchenIndoor spacesLocation

4.98 out of 5 average rating, 218 reviews
Top Guest favourite
A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.
Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

KitchenIndoor spacesParking

4.96 out of 5 average rating, 282 reviews
Guest favourite
Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

FamilyKitchenBathroom

4.92 out of 5 average rating, 236 reviews
Superhost
A modern open-concept living space features a well-equipped kitchen with stainless steel appliances and a large island with seating for five. A cozy living area displays a sectional couch facing a wall-mounted TV, with large windows allowing natural light to brighten the room.
Home in South Boston

Heart of Southie - Hot Tub + Walk to Top Bars

KitchenIndoor spacesAccuracy

4.93 out of 5 average rating, 114 reviews
Guest favourite
The open layout showcases a living area with a comfortable sofa and decorative pillows. A granite counter separates the kitchen from the space, which features natural light from large windows adorned with light-filtering shades. A piece of framed art and a potted plant complete the ambiance.
Apartment in Roxbury

Modern, Spacious 1BR for 4 - Easy Marathon Access!

KitchenFamilyCondition

4.78 out of 5 average rating, 359 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Cottage in Gloucester

Sunny & private cottage in Lanesville Village

KitchenFamilyNearby

4.97 out of 5 average rating, 158 reviews
Top Guest favourite
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

Indoor spacesFamilyLong stay

4.82 out of 5 average rating, 136 reviews
Top Guest favourite
An aerial view captures a spacious coastal home, surrounded by lush trees with changing leaves. The structure showcases a wraparound deck, and the sloped lot offers a rocky edge, enhancing the natural setting. Nearby residences are partially visible through the foliage.
Apartment in Rockport

Hidden Gem! Short term rental steps from 2 beaches

Indoor spacesFamilyWi-Fi

4.94 out of 5 average rating, 203 reviews
Guest favourite
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!

FamilyIndoor spacesOutdoor spaces

4.92 out of 5 average rating, 127 reviews
Top Guest favourite
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!

FamilyIndoor spacesShared spaces

4.98 out of 5 average rating, 112 reviews
Guest favourite
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

Indoor spacesFamilyLocation

4.93 out of 5 average rating, 191 reviews
Top Guest favourite
The living area features a mix of comfortable seating, including a floral-patterned sofa and a plaid armchair. A round coffee table sits atop a light blue area rug, and large windows allow natural light to fill the space, enhancing the cozy ambiance.
Condo in Marblehead

Harbor View Suite

FamilyKitchenValue

4.99 out of 5 average rating, 262 reviews
Guest favourite
Loft in Gloucester

Downtown, Shops, Beach, Deck, Close to Salem

FamilyIndoor spacesParks

4.95 out of 5 average rating, 231 reviews

Family-friendly home rentals with a pool

Top Guest favourite
Cottage in Marblehead

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

FamilyKitchenCleanliness

4.99 out of 5 average rating, 167 reviews
Guest favourite
Apartment in Manchester-by-the-Sea

Private Pool Retreat w/Fire Pit Near Singing Beach

Indoor spacesKitchenComfort

4.91 out of 5 average rating, 198 reviews
Guest favourite
Apartment in Everett

Curated Designer Retreat • Pool • Gym • Dining

Indoor spacesKitchenView

4.95 out of 5 average rating, 108 reviews
Guest favourite
A cozy living area features a spacious daybed flanked by decorative pillows. Two armchairs are positioned across from a coffee table, enhancing the seating arrangement. A decorative vase adds charm beside the fireplace, while natural light filters through the window, illuminating the wood flooring.
Guest suite in Revere

Amazing studio

Indoor spacesKitchenLong stay

4.88 out of 5 average rating, 206 reviews
Guest favourite
Cottage in Plum Island

Sunset Waterfront Retreat | Private Beach, Pool &

FamilyKitchenHospitality

4.93 out of 5 average rating, 140 reviews
Top Guest favourite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton

Charming 2-story private Guesthouse

KitchenFamilyLong stay

4.94 out of 5 average rating, 254 reviews
Top Guest favourite
The spacious bedroom features two queen beds with light green bedding, positioned beside a large window that allows natural light to fill the room. A modern bathroom is visible in the background, with neutral tones and elegant fixtures. Wooden benches provide additional seating.
Apartment in Winthrop

Private Suite• Pool • Sleeps 4 • Boston • Airport

Indoor spacesFamilyAmenities

4.97 out of 5 average rating, 345 reviews
Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Apartment in Brighton

The Murthy : Bright • Spotless • W/D

KitchenIndoor spacesPool

4.96 out of 5 average rating, 159 reviews

When is the best time to visit Rockport?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$424 NZD$451 NZD$451 NZD$458 NZD$509 NZD$611 NZD$658 NZD$679 NZD$584 NZD$563 NZD$467 NZD$477 NZD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

Destinations to explore