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Family-friendly holiday 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.

30 Aug – 6 Sep

$164 SGD per night

Guest favourite

Flat 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.

11–18 Nov

$195 SGD per night

Guest favourite

Flat 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!

22–29 Jan

$459 SGD per night

Guest favourite

Flat in Ipswich

4.88 out of 5 average rating, 229 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.

26 Dec – 2 Jan

$135 SGD per night

Guest favourite

Flat in Beverly

4.94 out of 5 average rating, 620 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.

18–25 Jan

$227 SGD per night

Guest favourite

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.

2–9 Dec

$321 SGD per night

Flat 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!

23–30 Dec

$319 SGD per night

Guest favourite

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.

6–13 Jul

$474 SGD per night

Guest favourite

Flat in Salem

4.95 out of 5 average rating, 602 reviews

Historic Salem Oceanfront 2 Rm Apt

Enjoy beautiful vistas and the sounds of the ocean from this oceanfront 2 room apt in a quaint Victorian seaside neighborhood. This basement apt has full sized windows with ocean views that make it bright and cheerful. It offers a full kitchen, bath and a good sized bedroom w/queen bed & comfy chairs. Relax in our Adirondack chairs beside the ocean! NOTE: YOU CAN ONLY BOOK UP TO 6 MONTHS FROM TODAY RATES FLUCTUATE SEASONLY

5–10 May

$233 SGD per night

Guest favourite

Cottage in Manchester-by-the-Sea

4.95 out of 5 average rating, 347 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).

24–31 Aug

$335 SGD per night

Guest favourite

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.

3–10 Jan

$162 SGD per night

Guest favourite

Guest house 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.

10–17 Oct

$217 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Popular amenities for Rockport family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Guest suite in Kittery

4.9 out of 5 average rating, 744 reviews

Seacoast Oasis (NH & ME)

22–27 Jul

$162 SGD per night

Guest favourite

Guest suite in Kittery Point

4.94 out of 5 average rating, 233 reviews

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

28 Mar – 4 Apr

$236 SGD per night

Flat in Boston

4.77 out of 5 average rating, 277 reviews

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

12–19 Dec

$295 SGD 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

24–31 Aug

$408 SGD per night

Guest favourite

Farm stay in Eliot

4.97 out of 5 average rating, 99 reviews

Shilo Farmhouse: Goats & Hot Tub! Near Portsmouth

23–30 Jan

$372 SGD per night

Apartment in Hampton

4.68 out of 5 average rating, 76 reviews

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

11–18 Sep

$556 SGD per night

Home in Newton

4.75 out of 5 average rating, 52 reviews

Beautiful 6000 sq ft home 7 miles to Copley Sq.

14–21 Mar

$1,413 SGD per night

Home in Salisbury

4.83 out of 5 average rating, 104 reviews

Namaste at the Beach

2–9 Nov

$545 SGD per night

Family- and pet-friendly home rentals

Guest favourite

Home in Kittery

4.95 out of 5 average rating, 432 reviews

water view property "The Little House"

30 Mar – 6 Apr

$206 SGD per night

Guest favourite

Flat in Ipswich

4.86 out of 5 average rating, 229 reviews

Comfortable house, close to beach and downton IPSW

20–27 Nov

$292 SGD per night

Guest favourite

Guest house in Lee

4.98 out of 5 average rating, 128 reviews

Mousetrap - a Cozy Cottage near the Lamprey River

31 Mar – 7 Apr

$223 SGD per night

Guest favourite

Cabin in Cohasset

4.92 out of 5 average rating, 284 reviews

Lionsgate at Cohasset

13–20 Oct

$217 SGD per night

Guest favourite

Flat in Concord

4.94 out of 5 average rating, 207 reviews

Bishop Suite - Private suite in historic Concord

7–14 Jan

$155 SGD per night

Guest favourite

Barn in Carlisle

4.84 out of 5 average rating, 513 reviews

✨Entire Secluded Barn Suite Ctr Historic Carlisle✨

29 Nov – 6 Dec

$169 SGD per night

Guest favourite

Flat in Lee

4.92 out of 5 average rating, 154 reviews

In the country but near the action.

4–11 Sep

$177 SGD per night

Guest favourite

Flat in Dover

4.99 out of 5 average rating, 279 reviews

Cozy Loft in the Woods

2–9 Aug

$191 SGD per night

Family-friendly home rentals with a pool

Guest favourite

Guest house in Dedham

4.95 out of 5 average rating, 171 reviews

Country Cottage in the City

24 Jun – 1 Jul

$206 SGD per night

Guest favourite

Home in North Andover

4.94 out of 5 average rating, 127 reviews

Nana-tucket Inn

25 Nov – 2 Dec

$1,205 SGD per night

Guest favourite

Flat in Winthrop

4.96 out of 5 average rating, 275 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

26 Mar – 2 Apr

$280 SGD per night

Guest favourite

Villa in Cambridge

4.99 out of 5 average rating, 188 reviews

Phil's Harvard & MIT Home

8–15 Oct

$452 SGD per night

Guest favourite

Flat in Holliston

4.95 out of 5 average rating, 110 reviews

Lake Link

15–22 Jun

$260 SGD per night

Guest suite in Canton

4.7 out of 5 average rating, 89 reviews

Newly renovated, close to Foxboro and Boston

5–12 Nov

$212 SGD per night

Guest favourite

Apartment in Hampton

4.93 out of 5 average rating, 28 reviews

Hampton 100 yards to beach

21–28 Sep

$358 SGD per night

Home in Seabrook

4.9 out of 5 average rating, 42 reviews

Family friendly beach house

28 Sep – 5 Oct

$172 SGD per night

Quick stats about holiday 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
$136 SGD before taxes and fees

Destinations to explore