
Family-friendly holiday rentals in Essex
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Top-rated family-friendly rentals in Essex
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Live Like a Local, Just Steps From The Beach
Beautiful and private 2 bedroom suite, located on the upper floor of stylish 19th century beach house. Steps (literally steps) from Plum Cove Beach and Lanes Cove you'll have choices of where to swim or watch the sunset over the water. Guests will have the entire 2nd floor, with a private entrance and is western facing for beautiful sunset views. Located within a 15 minute drive to downtown Rockport, Gloucester, Wingaersheek and Good Harbor Beaches. 30 minutes from Salem for Halloween fun!

Lake View New England Cottage in Hamilton, MA
The Cottage is in rural Hamilton on the North Shore, just 40 mins from Boston. The property is set in grounds beside Lake Chebacco, with lovely waterfront views of the lake. The Cottage is a tranquil retreat, just a few minutes drive away from Cranes Beach, Ipswich, Cape Ann and many beaches and walking trails. Both Gordon College and Gordon Conwell are under 10 minutes drive away. Popular Salem is just 20 minutes drive away. Off street parking for 1 car. No children <15 due to safety

Large, Comfortable & Conveniently located Home
You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

French Flair "Pied a Terre" Cottage on the Marsh
Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

The Salem House | First floor 2 bedroom apartment
Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Cozy, Large private Studio.
Keep it simple at this peaceful and centrally-located place. Studio with microwave, air fryer and coffee machine . NO STOVE . Queen size bed. Private entrance for your convenience. Close to downtown Danvers with very nice restaurants, coffee place, pizza place, Cvs. 2 mins to route 128 and 95. 10 mins to Salem. 9 mins to Beverly train station 35 mins from Boston. Perfect for trips around : Salem, Beverly ,Peabody, Gloucester, Newburyport, 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.

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.

Salem House
Comfortable in-law lower level- basement apartment in Salems Witchcraft Heights neighborhood. Quick 10 minute ride to downtown Salem. Less than 2 miles. We do our best to provide every amenity you may need. :)Well behaved, friendly, quiet pets are welcomed. We welcome any questions and will respond usually immediately. Thank you for your interest in our home. :)

Ipswich Apartment
This apartment has a private entrance in downtown Ipswich, close to restaurants and the commuter rail for Salem and Boston. From May to September, the nearby CATA shuttle makes it easy to reach Crane Beach and the town of Essex, known for its clams and antique shops. Ipswich also offers river cruises, kayaking, canoeing, and fishing. Enjoy the local attractions!

It’s better to wake at the Lake 2BR guest suite
Overlooking Chebacco Lake, your rooms are downstairs in a private level. There are 2 bedroom available for use downstairs along with a big living area a coffee/tea bar and a bathroom with shower on this level. You can access to the lake for swim, kayak, canoe or if you come in the winter you can icefish, ice skate, cross country ski or snowshoe too.

Downtown, Shops, Beach, Deck, Close to Salem
Escape to the charming heart of Gloucester with this quaint and comfortable one-bedroom retreat, perfect for couples seeking for a rejuvenating getaway. Nestled in the heart of downtown, this enchanting home boasts a prime location just moments from the city's finest restaurants, shops, and attractions.
Popular amenities for Essex family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Nothing better than a private hot tub in winter!

Your Cozy 1 BR Apt & Relaxing Retreat

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Haven by the Lake

Oceanfront Pool. Close to Boston. Free Parking.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

The Word Barn, Exeter, NH

Sweet short term rental in Rockport

Ocean Park Retreat

Modern Space With Pool Close To Singing Beach

Nothing Fancy Older Pet Friendly Home – near I-95

Danvers 1800's Home Apartment

New Super Modern 2 bed in Waltham

Comfortable house, close to beach and downton IPSW
Family-friendly home rentals with a pool

Steps from Beach | Pool | Parking | Large Deck

Cozy Private Suite halfway between Cape & Boston

Stylish and Cozy at Revere Beach

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!

Sunset Waterfront Privacy Beach

Antique Home - Steps from Harbor - Private Pool

Lux 2BR Apt w/ Pool and Gym
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- East River Holiday rentals
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- House rentals Essex
- Rentals with beach access Essex
- Rentals with outdoor seating Essex
- Rentals with a patio Essex
- Rentals with a washing machine and dryer Essex
- Lakehouse rentals Essex
- Rentals with a fireplace Essex
- Pet-friendly rentals Essex
- Family-friendly rentals Essex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Ogunquit Beach
- Boston Common
- Harvard University
- Wells Beach
- Revere Beach
- MIT Museum
- New England Aquarium
- Long Sands Beach
- Boston University
- Freedom Trail
- York Harbor Beach
- Canobie Lake Park
- Crane Beach
- Boston Seaport
- Duxbury Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station




