Holiday rentals in Essex County

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Top-rated holiday rentals in Essex County

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

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Top guest favourite
A spacious living area features a light grey sectional sofa accented with decorative pillows. A round coffee table sits at the center, adorned with candles and a decorative piece. Natural light floods the room through multiple windows, highlighting the warm wood flooring.
Flat in Rockport
4.96 out of 5 average rating, 102 reviews

Balcony|KING Suite|Walk2Beach+Bearskin|Parking

Inquire about our winter rental rates! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu • Private off street parking spots for 2 cars • High Speed Wi-Fi • 10 minute walk from commuter rail to Boston • Smart TV equipped to stream all your favorites • Fully stocked kitchen • Balcony with cafe seating • Ensuite bathroom with large Kohler soaking tub • Comfortable king and queen size memory foam beds • Convenient EV charging right across the street!

Top guest favourite
A spacious studio features a queen bed dressed in soft linens against a wooden beam ceiling. A cozy sofa provides seating, while a dark coffee table sits in the center. Two windows allow natural light to enter, alongside artwork adorning the walls.
Flat in Salem
4.96 out of 5 average rating, 563 reviews

Charming Studio downtown Salem, MA *Parking

This adorable renovated studio is everything you need for your stay in Salem,MA. Centrally located, within 2 blocks from the train station -that takes you to the North Station in Boston in about 35 minutes - walking distance to most attractions, museums, restaurants, coffee shops... Queen bed, sofa, TV/internet, bathroom and fully equipped kitchen! Self check in with keypad. Private entrance in the back of the building. REG ID#1027 OCCUPANCY:2 GUESTS 1 OFF STREET PARKING during your stay 24-3

Top guest favourite
The exterior of a historic brick home features a symmetrical facade with dark shutters and five windows. Two American flags hang from the center, above a welcoming entrance framed by decorative planters. Lush greenery complements the vibrant red brick, enhancing the building's classic appearance.
Guest suite in Salem
4.99 out of 5 average rating, 849 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
A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.
Flat in Woburn
5 out of 5 average rating, 179 reviews

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

Top guest favourite
The exterior of the 1850s home is showcased, featuring a modernized grey facade with white trim. A tree stands nearby, casting shadows on the manicured lawn. Brick pathways lead to the entrance, where a welcoming dog is seen in the foreground.
Flat in Salem
4.97 out of 5 average rating, 411 reviews

The Salem House Too

An 1850’s built home with a modern interior and revitalized exterior. It’s the perfect spot to relax and unwind or take work on the road. Located one mile from downtown Salem and away from the traffic, our goal is to provide a classy, upscale experience with all of the comforts of home. Pair a sparkling clean private space with off street parking, unlimited coffee, and a fridge stocked with drinks and snacks and you’ve got The Salem House! Come stay with us and see what Salem is all about!

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, 283 reviews

Winery Studio w/ Private Hot Tub+Fireplace+Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Guest favourite
A well-appointed studio guest suite is shown, featuring a spacious bed with soft linens and natural light filtering through a large window. A small dining table with two chairs occupies one corner, while decorative shelves with woven baskets and books adorn the walls.
Guest suite in Peabody
4.97 out of 5 average rating, 232 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette with a microwave and Keurig coffee. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Top guest favourite
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, 730 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.

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Flat in Stoneham
4.87 out of 5 average rating, 383 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Guest favourite
A spacious room features a queen bed with a gray blanket, a bedside table, and a kitchenette area with an electric kettle. Light enters through large windows with shades, illuminating the teal walls, while a soft rug is placed on the wooden floor.
Flat in Beverly
4.88 out of 5 average rating, 128 reviews

Private Studio Near Downtown & Ocean

Take advantage of the thriving communities of the north shore with this cozy space just steps away from downtown Beverly. This room comes with a queen size bed, its own 3/4 bath, kitchenette and a private entrance in the back of our family home. Enjoy easy walking to the beach, multiple parks and restaurants and the train station to travel anywhere including Boston and downtown Salem.

Top guest favourite
The entrance features a decorative purple door with a glass panel adorned with golden geometric designs. A brass door handle complements the door, while a small mailbox is mounted beside it. Pink flowers are visible in a planter, adding a touch of color to the entryway.
Flat in Danvers
4.94 out of 5 average rating, 337 reviews

North shore getaway! Near Salem ,Gloucester

We are at the end of a dead end street in a very quiet neighborhood. A five minute walk to downtown and ten restaurants with diverse menus and varied prices. We are four miles to historic Salem. Fourteen miles to Logan airport and downtown Boston. Twenty five miles to the New Hampshire border and thirty eight miles to the Maine border.

Top guest favourite
A spacious home is seen surrounded by lush greenery, featuring large windows and a wooden deck. A private pool is situated in the foreground, showcasing a natural stone surround and lounge chairs positioned nearby, ideal for relaxation.
Guest suite in Newbury
4.88 out of 5 average rating, 50 reviews

Large private room & bath + sunroom laundry

Large private room,double closets, hallway with private-bathroom Laundry Sunroom private entrance private parking space, all utilities. Kitchen appliances/deep sink/counter top/cabinets/microwave/blender/hot plate/coffee maker/toaster/ NO stove Fully furnished Snow removal on drive/parking/ electricity/heat / AC /wifi all included

Popular amenities for Essex County holiday rentals

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