Vacation rentals in Essex

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Top-rated vacation rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Essex
4.98 out of 5 average rating, 91 reviews

Friendship Acres Barn Apartment B

Please check out Friendship Acres Barn Apt A for availability ! Historic Barn conversion. Quiet peaceful country setting but within walking distance to town, restaurants and the Essex River. Best seafood around. Enjoy boating, kayaking, SUP or take a Essex River Cruise. An easy few minutes to historic Gloucester. Crane Beach is just a few minutes away. Experience the breathtaking coastline of Cape Ann. Hiking, history , whale watching and sightseeing. A short train ride to Boston and 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
4.97 out of 5 average rating, 123 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, 557 reviews

The Hideaway | Beach | Theater | Fireplace

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 spacious outdoor area features a heated pool surrounded by a paved patio. White lounge chairs and a dining table are positioned nearby, offering ample seating. A large umbrella provides shade, while a well-maintained lawn and wooden fence create a private retreat.
Home in Essex
5 out of 5 average rating, 17 reviews

Heated Pool Firepit Huge Screen Porch King bed

Beautifully renovated New England home with classic charm and modern comfort. Enjoy spacious living room, family room with gas fireplace, and bedrooms with vaulted ceilings. Full kitchen, heated pool (seasonal), large screened porch, outside dining, fire pit, gas grill, and outdoor seating. Heat/AC for year-round comfort. Peaceful setting amid woodlands. Prime location: 15 minutes to Wingaersheek Beach or Crane Beach, 1.5 miles to Conomo Point. We love calling this home, and hope you will too!

Top guest favorite
A serene landscape showcases a sprawling marsh at sunset, with vibrant hues in the sky. Tall grasses and slender trees frame the scene, while a gentle waterway meanders through the lush greenery, providing a tranquil backdrop.
Condo in Essex
5 out of 5 average rating, 51 reviews

Marshside one-bedroom with stunning view

Convenient and sparkling clean, this fully furnished apartment is minutes from everything Cape Ann has to offer, but you might choose to stay put and enjoy the scenery instead! Enjoy the stunning marsh view with deer, hawks, osprey, and more, or head out to enjoy Cape Ann's other treasures. Located just off Rt. 133 in Essex, we're a short walk from the Essex County Greenbelt headquarters, a slightly longer walk from Conomo Point, and an easy drive to clam shacks, antiques, beaches, and more.

Top guest favorite
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
4.99 out of 5 average rating, 155 reviews

Gingerbread House | Hot Tub | Dog Friendly

Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

Top guest favorite
Apartment in Rockport
4.98 out of 5 average rating, 127 reviews

The Crows Nest | Near Shops & Beaches

This charming New England style apartment, located on Main Street has lots to offer. Features include a full kitchen, living room, a bedroom with queen sized bed and soft décor, plus a fully private bathroom and plush towels. Enjoy the spacious living room filled with natural light. Includes a private entrance and wrap-around porch overlooking beautifully maintained grounds. Parking. A 10 minute walk to the Bearskin Neck, shops and beaches, and a 5 minute walk to the train station.

Top guest favorite
Guest suite in Gloucester
5 out of 5 average rating, 71 reviews

The Artist Suite by Toi Moi

Welcome to Toi Moi's latest addition to AirBnb. This art-filled and chic suite with its own entrance and parking area blends influences from the Wabi-sabi philosophy, minimalist design, and old world treasures collected from our trips to create a unique aesthetic experience unavailable anywhere else on the North Shore. The Artist Suite is attached to our private home deep in the woods, creating a space for the solo traveler or romantic couple looking for serenity and inspiration.

Top guest favorite
The living area is illuminated by natural light through the glass doors, showcasing a leather couch and a wooden coffee table. A chair and a modest decorative plant enhance the space, while sheer curtains softly diffuse the sunlight.
Apartment in Essex
5 out of 5 average rating, 73 reviews

R. Hill Tree Top Studio!

Minutes from the coast along a wooded road, this property greets you with nature and art. With a tree top view filtering amazing sunsets you feel away from it all. This property is a place to create. Home of a metal sculptor, art is woven into a lifestyle of art and nature. The nearby studio is an amazing place that welcomes visitors. Wake to the wonderful trees and landscape this property has, while staying in our newly renovated, thoughtfully designed & styled space.

Top 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, 297 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
The exterior of the apartment is framed by lush greenery, showcasing a well-maintained lawn. A winding pathway leads to a red door framed by a white porch. Surrounding flowers add color amidst the soft shade of nearby trees, creating a serene atmosphere.
Apartment in Beverly
4.94 out of 5 average rating, 730 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 is nearby “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths, no kitchenette, 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.

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, 493 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.

Popular amenities for Essex vacation rentals

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  2. United States
  3. Massachusetts
  4. Essex County
  5. Essex