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Family-friendly vacation rentals in Rockport

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Rockport

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

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Guest suite in Beverly

4.85 out of 5 average rating, 660 reviews

Historic North Shore, private suite & bathroom

Minutes from Salem! Relax in historic Beverly (walk to Beverly shops) in your private suite; bedroom, living room, and small bathroom, connected to our home, but private entrance. Just minutes from Salem. Commuter line to Boston and close to beautiful North Shore beaches and historic sites. Beaches within biking and driving distances, downtown, parks, hiking. Comfy, soft king bed, queen pull out couch, and plenty of linens. Great for couples, solo adventurers, business travelers, and families.

Aug 30 – Sep 6

R2,291 ZAR per night

Apartment in Marblehead

4.93 out of 5 average rating, 155 reviews

Two bedroom Apt with a deck

2nd floor apt, located on Pleasant St, the main road into Historic downtown Marblehead. Cute deck, main entrance to apt is off the deck. The apt is only minutes walk from great restaurants, gym, yoga studio, bike /running trail. 15 min walk to the beach (4 min drive) and historic downtown and uptown where you will find tons of really great shops. The apt is tastefully decorated and is quiet.see house rules Dogs are very welcome, but need to be house trained + friendly with other dogs/people.

Nov 11 – 18

R2,724 ZAR per night

Apartment in Rockport

4.91 out of 5 average rating, 117 reviews

Old Harbor

Right on the Old Harbor on Bearskin Neck (on the Atlantic), a two-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 (one Queen, one Full) + a full-size pullout sofa. One on-site parking space as well. 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!

Jan 1 – 8

R6,338 ZAR per night

Apartment in Ipswich

4.88 out of 5 average rating, 228 reviews

Ipswich Apartment

The apartment, with a private entrance is located in downtown Ipswich. We are within walking distance to restaurants and the commuter rail, which services Salem, Boston etc. May - September, the CATA shuttle stops at the commuter rail station, a 3 minute walk. Some CATA services include Cranes Beach, and the town of Essex (famous for its clams and antique shops). You can also enjoy a river cruise down the Essex River there. Kayaking, canoeing, and fishing are also available in Ipswich.

Nov 21 – 28

R1,888 ZAR per night

Apartment in Beverly

4.94 out of 5 average rating, 617 reviews

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and nearby to “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths with essential amenities and guest parking. The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston, saving time and expense of driving.

Feb 8 – 15

R3,147 ZAR per night

Home in Rockport

4.97 out of 5 average rating, 282 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.

Jan 26 – Feb 2

R4,431 ZAR per night

Apartment in Rockport

4.8 out of 5 average rating, 171 reviews

Rockport's Best Kept Secret: 2 Bed/1 Bath on Bears

Experience the charm and uniqueness of Rockport, Ma on Bearskin Neck! Stay in a historic building, formerly the Sail Loft, with exposed beams and hooks embedded in posts from mending sails. Enjoy a small Juliette style balcony overlooking Bearskin Neck from the comfort of this two bedroom, two bathroom property. Located in a prime location close to the ocean, restaurants, shops, and beaches, you won't want to miss out on this one-of-a-kind experience!

Jan 23 – 30

R2,796 ZAR per night

Cabin in Rockport

4.97 out of 5 average rating, 406 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.

Sep 13 – 20

R5,825 ZAR per night

Apartment in Ipswich

4.86 out of 5 average rating, 229 reviews

Comfortable house, close to beach and downton IPSW

This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this will be your home away from home. The Kitchen is fully equipped and you will have the entire place for yourself . You will be in walking distance to the train station in dowtown Ipswich and biking distance to the beach and Crane's Castle. Also you can explore Cannoing or paddling on the nearby Ipswich River.

Mar 8 – 15

R2,681 ZAR per night

Cottage in Manchester-by-the-Sea

4.94 out of 5 average rating, 346 reviews

Singing Beach Cottage in Manchester by the Sea

Beach is .9 tenths of a mile, Gordon College 5.1 miles, Endicott College 4.6 miles, Salem 14 miles (23 min train ride), Boston is 30.6 miles (53 min train ride). No visitor parking at the beach during the summer. Shops, restaurants, groceries & train are .2 tenths of a mile away. Town limit = 4 guests. Off-street parking for 1 car. Super clean unit however not hypoallergenic (known scam to get refund).

Aug 24 – 31

R4,633 ZAR per night

Guest suite in Rockport

4.87 out of 5 average rating, 197 reviews

Charming Studio in the Pines

This is a first floor, above ground, garden apartment in a private home and is located in a quiet neighborhood with the backyard nestled in the woods, just out side your sliding door. Flower gardens and bird feeders adds ambiance for relaxing in a private setting. The studio offers a kitchenette, dining nook, a full bathroom, a queen bed, plus a sofa. Also available is CableTV, Netflix and Wi Fi.

Oct 24 – 31

R2,236 ZAR per night

Guesthouse in Gloucester

4.94 out of 5 average rating, 143 reviews

Jestina's Cottage - Next to Rocky Neck

Jestina's Cottage is walking distance to the Rocky Neck Art Colony, Gloucester Stage, restaurants, Niles Beach and a short bike ride to Good Harbor Beach. You’ll love the cottage because of the ambience and the location; you feel like you are lost in the woods of Maine but you are close to everything. The cottage is great for couples, solo adventurers, business travelers, and pet-friendly.

Oct 11 – 18

R3,017 ZAR per night

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Popular amenities for Rockport family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Kittery Point

4.94 out of 5 average rating, 232 reviews

Hot Tub & Spa-Like! Pamper Yourself This Spring!

Jan 29 – Feb 5

R3,259 ZAR per night

Home in North Andover

4.94 out of 5 average rating, 127 reviews

Nana-tucket Inn

Nov 26 – Dec 3

R16,651 ZAR per night

Apartment in Holliston

4.95 out of 5 average rating, 110 reviews

Lake Link

Nov 11 – 18

R3,017 ZAR per night

Apartment in Boston

4.77 out of 5 average rating, 277 reviews

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

Dec 8 – 15

R4,112 ZAR per night

Townhouse in Newton

4.8 out of 5 average rating, 218 reviews

Airy 3 BR House w/ Outdoor Sauna Hot Tub EV Charge

Aug 2 – 9

R5,196 ZAR per night

Farm stay in Eliot

4.97 out of 5 average rating, 99 reviews

Shilo Farmhouse: Goats & Hot Tub! Near Portsmouth

Feb 3 – 10

R5,188 ZAR per night

Condo in Hampton

4.68 out of 5 average rating, 76 reviews

# 18 Large deluxe 3br, 2 1/2 bath condex sleeps 13

Oct 31 – Nov 7

R4,948 ZAR per night

Condo in Hampton

4.93 out of 5 average rating, 28 reviews

Hampton 100 yards to beach

Oct 5 – 12

R4,943 ZAR per night

Family- and pet-friendly home rentals

Guesthouse in Lee

4.98 out of 5 average rating, 128 reviews

Mousetrap - a Cozy Cottage near the Lamprey River

Apr 26 – May 3

R3,186 ZAR per night

Cabin in Cohasset

4.92 out of 5 average rating, 284 reviews

Lionsgate at Cohasset

Aug 21 – 28

R3,041 ZAR per night

Barn in Essex

4.9 out of 5 average rating, 134 reviews

The Salt March Loft/Downtown Location/Views

Sep 3 – 10

R4,635 ZAR per night

Barn in Carlisle

4.84 out of 5 average rating, 512 reviews

✨Entire Secluded Barn Suite Ctr Historic Carlisle✨

Feb 2 – 9

R2,328 ZAR per night

Apartment in Concord

4.94 out of 5 average rating, 207 reviews

Bishop Suite - Private suite in historic Concord

Feb 28 – Mar 7

R2,144 ZAR per night

Apartment in Lee

4.92 out of 5 average rating, 154 reviews

In the country but near the action.

Jun 23 – 30

R2,447 ZAR per night

Apartment in Newbury

4.92 out of 5 average rating, 124 reviews

Pretty Cottage on Plum Island, Newbury MA

Jul 31 – Aug 7

R5,930 ZAR per night

Apartment in Salem

4.83 out of 5 average rating, 455 reviews

The Forsythia Apartment

Sep 1 – 6

R3,460 ZAR per night

Family-friendly home rentals with a pool

Guesthouse in Dedham

4.95 out of 5 average rating, 171 reviews

Country Cottage in the City

Jun 5 – 12

R2,814 ZAR per night

Apartment in Winthrop

4.96 out of 5 average rating, 275 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

Jan 11 – 18

R3,861 ZAR per night

Villa in Cambridge

4.99 out of 5 average rating, 187 reviews

Phil's Harvard & MIT Home

Aug 18 – 25

R6,242 ZAR per night

Home in Seabrook

4.9 out of 5 average rating, 42 reviews

Family friendly beach house

Sep 28 – Oct 5

R2,380 ZAR per night

Apartment in Hampton

4.71 out of 5 average rating, 112 reviews

Beautiful Beach Studio

Sep 28 – Oct 5

R2,293 ZAR per night

Cottage in Rye

4.92 out of 5 average rating, 71 reviews

Seaside Cottage in Rye NH

Mar 27 – Apr 3

R3,775 ZAR per night

Cottage in Westford

4.89 out of 5 average rating, 28 reviews

Beach & pond cottage ! Westford MA and Boston!

Apr 15 – 22

R4,093 ZAR per night

Home in Kittery

5.0 out of 5 average rating, 18 reviews

Sweet Traditional New Englander on Maine Coast

Jun 2 – 9

R6,362 ZAR per night

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

Total rentals
150 properties
Wifi availability
150 properties include access to wifi
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
5K reviews
Nightly prices starting at
R1,881 ZAR before taxes and fees

Destinations to explore