
Holiday houses in Essex County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Essex County
Guests agree: these stays are highly rated for location, cleanliness and more.

4 Bed Water View w/ Parking
Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

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!

private suite w/king bed
Enjoy a comfortable stay in our private and spacious sun-filled loft. Nestled on a scenic hill in a beautiful corner of Topsfield, this cozy studio suite is 30 minutes from Boston; 25 minutes from Salem; less than 20 minutes from local beach towns, Endicott College and Gordon College; and approx. five minutes from the Topsfield Fair Grounds, the Ipswich river, Mass Audubon hiking trails, and wedding venues like Peirce Farm at Witch Hill, The Commons 1854, Willowdale Estate and Moraine Farm.

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!

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

Stunning Ocean-View Retreat, Magnolia Beach
Escape to this luxury coastal retreat home overlooking the Atlantic ocean. Stunning newly renovated 2-bedroom, 2-bathroom apartment, offers 1,500 sq feet of bright and sunny living space. Free off street parking for two cars included. Bedrooms both have king size beds. Fully equipped kitchen with high-end appliances. Cable TV & WiFi included. Washer and dryer in unit. Located near Magnolia beach, Coolidge Reservation, Hammond Castle, Stage Fort Park. Beauport Hotel, downtown Gloucester.

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!

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.

Hipster Basecamp | Deck • Design • Parking
Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

The 1870 Langmaid House Suite
Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.

The Green Suite, Private Parking Included
Welcome to The Green Suite, a private condo within a historic home. The whole group will enjoy easy access to everything from this centrally located place. Just under a half a mile to all tourist attractions in Downtown Salem, but far enough away to be peaceful at night. Also a half mile from the commuter rail and a 40 minute ride from the airport. This listing includes one parking spot in an on site privately owned parking lot.
Popular amenities for Essex County holiday rentals
Other great holiday rentals in Essex County

Parker River House Two Bedroom

William Haskell House First Period Colonial Home

Spacious Lakefront Escape w/ 3 Baths + Bonus Bed

Oceanfront Retreat w/ Deck & Parking

R. Hill Tree Top Studio!

Direct Waterfront on Plum Island Sound Sunsets

Cozy&Modern apt in South Peabody

Oceanfront Dock Escape ~ Kayaks & Paddleboards
Destinations to explore
- Loft rentals Essex County
- Bed and breakfasts Essex County
- Townhouse rentals Essex County
- Pet-friendly rentals Essex County
- Rentals with pools Essex County
- Waterfront rentals Essex County
- Apartment rentals Essex County
- Private suite rentals Essex County
- Beachfront rentals Essex County
- Rentals with breakfast Essex County
- Hotel rooms Essex County
- Condo rentals Essex County
- House rentals Essex County
- Family-friendly rentals Essex County
- Rentals with lake access Essex County
- Rentals with beach access Essex County
- Rentals with a hot tub Essex County
- Boutique hotels Essex County
- Rentals with a kayak Essex County
- Guesthouse rentals Essex County
- Fenway Park
- Ogunquit Beach
- Hampton Beach
- Harvard University
- Wells Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Short Sands Beach
- Canobie Lake Park
- Boston College
- York Harbor Beach
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Cape Neddick Beach
- Things to do Essex County
- Cultural tours Essex County
- Things to do Massachusetts
- Cultural tours Massachusetts
- Outdoors Massachusetts
- Art workshops Massachusetts
- Food tours Massachusetts
- Landmarks Massachusetts
- Water sports Massachusetts
- Wildlife Massachusetts
- Things to do United States
- Dining United States
- Museums United States
- Shopping and fashion United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Water sports United States
- Landmarks United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





