Family-friendly vacation 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.

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Guest favorite

A cozy fireplace is framed by a white brick mantel, adorned with decorative items including seashells and starfish. A tranquil coastal painting is displayed above, while a collection of books is organized on a nearby shelf, adding to the inviting atmosphere.

Apartment in Beverly

4.91 out of 5 average rating, 550 reviews

Private apartment 10 min to Salem!

This private entrance beautiful basement apartment is within a 1/2 mile to several Beverly beaches. Downtown Salem is a 10 min drive. Downtown Beverly is about a 10 to 15 minute pleasant walk. Beverly offers great restaurants, cafe’s and brew pubs. Live entertainment at the Larcom, Cabot and North Shore music theater. Endicott College is 1 mile away. The train to Boston, Salem, or Rockport is about a mile away. Plenty of safe street parking is available in front. Escape the crowds in Salem!

Top guest favorite

A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.

Cottage in Essex

4.96 out of 5 average rating, 105 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Guest favorite

A modern suite features a queen bed adorned with a white quilt, accented by decorative pillows in soft tones. A sleek gas fireplace is situated beside a wall-mounted TV. Natural light streams through an adjacent window, illuminating the stylish design of the room.

Guest suite in Beverly

4.97 out of 5 average rating, 477 reviews

The Hideaway | Beach | Downtown | Theater

The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, walk downtown, catch a show at the theater, or discover Boston, Salem (2 miles away), or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

Top guest favorite

A fire pit is surrounded by colorful adirondack chairs in a grassy area, with bright yellow flowers adding a pop of color. The view in the background includes a landscape of greenery leading to the water, suggesting a peaceful outdoor space for gatherings.

Home in Ipswich

4.99 out of 5 average rating, 203 reviews

Stagehill Beach House

Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

Top guest favorite

A welcoming sign for the Rocky Neck Art Colony is displayed prominently. The sign features blue and white colors with decorative elements, including an image of a bird. Text indicates the area is one of America's oldest working art colonies, situated in historic Gloucester.

Loft in Gloucester

4.91 out of 5 average rating, 211 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2025! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Top guest favorite

A bright bedroom is equipped with a spacious bed adorned with soft linens and neutral throws. Two windows with patterned curtains allow natural light to fill the room, while decorative wall art enhances the atmosphere. A bedside table with a lamp complements the warm wooden flooring.

Apartment in Ipswich

4.99 out of 5 average rating, 137 reviews

Unit 2~Garden Getaway Close to Beach & Downtown

Holly House 2 is our 2nd floor Victorian vacation rental within close proximity to downtown, beaches, train, hiking, kayaking, biking, restaurants & shopping! Enjoy a stylish experience in this lovely home away from home with dedicated work space, comfy bedrooms/living room, in unit laundry & well stocked kitchen. A great retreat for couples, families, remote working/learning, nature enthusiasts, beach lovers, corporate stays, girl's weekends, holidays stays & more!

Guest favorite

A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.

Cottage in Essex

4.95 out of 5 average rating, 266 reviews

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.

Top guest favorite

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

4.97 out of 5 average rating, 457 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.

Top guest favorite

A cozy sleeping area features a queen bed with decorative pillows and a textured blanket. Two large windows provide natural light, while a charming quilted wall hanging adds character. A wooden dresser and seating area with wicker chairs enhance the inviting atmosphere.

Guest suite in Rockport

4.98 out of 5 average rating, 699 reviews

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.

Superhost

A spacious bedroom features a large bed with soft green bedding and an ornate patterned area rug. Light streams through large windows adorned with floral curtains, while a pink wall adds color. A contemporary lamp and a comfortable seating area with a sofa and chair create an inviting space.

Apartment in Beverly

4.85 out of 5 average rating, 181 reviews

Huge 1 Bdrm w/ 3 Queen Beds + Sleeper Sofa

Stunning carrara marble on kitchen walls, white quartz ledgewood cap both fireplaces, new hardwood kitchen floor & newly refinished hardwood in Bdrm & Lvrm, new vanity & floor tile in bathroom, newly installed washer/dryer/frig/gas stove. Huge Bedroom w/ 2 Queen Beds + Huge Living Room w/ 1 Queen Bed + 1 Fold-Down Sofa. Good Wifi/Cable TV. Great location! Off-street parking! Eat-in kitchen. Common use deck/yard w/ gas grill.

Guest favorite

A garden pathway made of stone leads towards the entrance of a brick home, framed by flowering shrubs. Vibrant pink and purple blossoms are visible, enhancing the natural beauty of the surrounding greenery.

Guest suite in Rockport

4.87 out of 5 average rating, 222 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.

Guest favorite

The kitchen features modern appliances, including a white refrigerator and stove. A round table is surrounded by four blue chairs, creating a cozy dining area. Light floods in through a window, highlighting the gray walls and tiled floor.

Apartment in Magnolia

4.87 out of 5 average rating, 150 reviews

Bright One Bedroom Apartment 5 Min Walk From Beach

Welcome to the Oak Grove House! Originally built as a twenty-one room Inn and Hotel in 1860 - This beautiful and sunny getaway is as rich with its history as it is with its location. Minutes walk from the beautiful Magnolia Beach and only walking distance to many shops and restaurants in Magnolia - you can truly get away from the hustle and bustle of the city and enjoy a quiet evening in paradise.