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Holiday houses in Essex County

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Top-rated holiday rentals in Essex County

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Top Guest favourite
A well-maintained single-story house is framed by vibrant trees and greenery. The exterior features a welcoming porch with white columns. A lush lawn with seasonal foliage appears in the foreground, and a rainbow can be seen arching across the sky.
Guest suite in Danvers
4.97 out of 5 average rating, 109 reviews

The sweet suite

Ground level. Spacious room with a King Bed and a bonus smroom with a ( twin pull out bed) couch and desk/vanity. The sizeable bathroom is freshly remodeled. Kitchenette has a small sink, refrigerator and microwave. It is in a quiet neighborhood only minutes from a rail trail, route 62, interstate 95 route 1 and route 128. Off Street parking. We are 5 miles to Salem Mass, 44 miles to New Hampshire, 77 miles to the cape cod canal, 19 miles to Boston. We are 4 miles to the Beverly train Station.

Top Guest favourite
French doors open into a cozy living area where a sectional sofa is visible. A small green table with a bouquet of flowers sits in front, while sunlight illuminates the space. Outside, garden views reveal lounge chairs and vibrant flowers.
Guesthouse in Gloucester
4.96 out of 5 average rating, 296 reviews

Annisquam Village Bunny Cottage

This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Top Guest favourite
The living area features a dark blue sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front, surrounded by natural light from nearby windows. The white walls and sleek countertops contribute to a modern, open space. A minisplit unit is visible for climate control.
Home in Lakeside Marblehead
5 out of 5 average rating, 152 reviews

Seaside Cottage

Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

Top Guest favourite
The exterior of the building features a light-colored facade, with red shutters accentuating the windows. A well-maintained garden area includes a small tree and seasonal decorations, including a pumpkin. A white garage door is visible to the left, and steps lead to the entrance.
Guest suite in Peabody
4.95 out of 5 average rating, 643 reviews

PRIVATE, LARGE COUNTRY STYLE SUITE

LARGE ground floor apartment with your own entrance. Master Bedroom has: . Half bath . Queen size bed. . Full size sofa bed . TV/Netflix . Cozy gas burning heating stove . Desk/chair . Water cooler . Coffee/Tea Kitchen includes . Sink . Big Refrigerator . Microwave . Induction stove tops . Toaster Oven Living Room . Queen Sofa Bed . 2 Recliners . 50" TV Laundry Room Full Bathroom Shopping plaza 2 miles down the road and just 5 minutes to I- 95 or Rt. 1 and only 20 minutes to Boston or Salem.

Top Guest favourite
The historic brick facade of a Greek Revival home is adorned with blue shutters and a welcoming navy front door. Red, white, and blue bunting is displayed around the entrance, complemented by lush planters on either side. A large American flag is hoisted above, enhancing the patriotic charm.
Guest suite in Salem
4.99 out of 5 average rating, 851 reviews

The Mason Suite of Salem

*We have THE BEST location in all of Salem! Take a look at our reviews!* The Mason Suite is a boutique lodging experience with all the comforts of home! Built in 1844 and nestled among Salem's most prized architecture, the Suite is just steps from the Witch Museum, bustle of the pedestrian mall, and Salem Common! Recently renovated from top to bottom! You'll be surrounded by fine furnishings, culture and history! The location is 10/10! We strive to provide you with the ideal Salem experience!

Top Guest favourite
The exterior of the historic John Brewer house is shown, featuring a red wooden façade with multiple windows and flower boxes. An American flag is displayed prominently, and decorative elements like corn husks and seasonal flowers enhance the welcoming appearance. Sidewalks and roadways are visible in the foreground.
Apartment in Ipswich
4.99 out of 5 average rating, 180 reviews

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Top Guest favourite
An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.
Apartment in Gloucester
4.87 out of 5 average rating, 129 reviews

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

Top Guest favourite
Tiny home in Lakeside Marblehead
4.99 out of 5 average rating, 247 reviews

Marblehead Tiny House

This new 360 square foot tiny house sleeps four comfortably. A mile from old town, down town, and just steps from Salem Harbor for breathtaking sunsets. The house is located in private, wooded back yard of our home. Kitchen is outfitted with small refrigerator, instant pot, air fryer, hot plate with pots and pans, microwave oven, blender, toaster, coffee maker, and electric tea kettle, as well as glasses, plates, flatware, etc for eating in. Kitchen table and chairs comfortably seats four.

Top Guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Condo in Salem
4.95 out of 5 average rating, 101 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Guest favourite
The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.
Farm stay in North Andover
4.95 out of 5 average rating, 286 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Top Guest favourite
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, 723 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 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.

Top Guest favourite
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, 151 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!

Popular amenities for Essex County holiday rentals

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