Holiday houses 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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Guest favourite

Apartment in Reading

5 out of 5 average rating, 6 reviews

Modern Apartment | Easy Boston Access + Parking

Experience comfort and convenience in this stylish one-bedroom apartment just minutes from Boston. Ideal for professionals and travelers, it features: - A queen bed with crisp white linens. - A modern bathroom with a quartz countertop and stand-up shower. - A fully equipped kitchen and in-unit laundry. - Samsung Smart TV for streaming. - Pet-friendly accommodations. Enjoy building amenities like a gym and clubroom, secure parking, and easy commuter rail access. Perfect for business

Top Guest favourite

Home in Ipswich

4.96 out of 5 average rating, 45 reviews

Ipswich Riverfront Lodge|Sleeps 10|Kayak+Canoe

Enjoy a secluded retreat in nature all while being conveniently close to all the North Shore has to offer at The Ipswich River Lodge. The rustic style combined with modern amenities and multiple gathering spaces makes this the perfect spot for groups and families alike. Just minutes to downtown Ipswich and Crane Beach/Estate it's the perfect landing spot to explore all that Cape Ann has to offer! 10 Min Drive to Crane Beach 30 Min Drive to Salem Experience Ipswich With Us & Learn More Below!

Superhost

Home in Hampstead

5 out of 5 average rating, 3 reviews

Charming Lakeview /Wineries/Golf/Getaway-Private

Escape to your private cozy suite—perfect for a romantic getaway, solo retreat, or a peaceful work trip. Nestled in the heart of Southern NH, this haven blends comfort with nature. Unwind on a plush King-sized mattress while the soothing sounds of loons lull you to sleep. Start your day with a cup of coffee or a quick meal, then explore nearby beaches or scenic spots. Whether you're relaxing or adventuring, this suite offers the perfect balance of convenience and tranquility. Your escape awaits!

Top Guest favourite

Guest suite in Topsfield

5 out of 5 average rating, 24 reviews

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.

Guest favourite

Farm stay in North Andover

4.97 out of 5 average rating, 256 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!

Top Guest favourite

Apartment in Essex

4.96 out of 5 average rating, 49 reviews

Comfy and Cozy Apartment

Relax with the whole family at this peaceful place to stay. A great spot to unwind and experience Cape Ann. You will enjoy the apartment all to yourself. Entrance to the apartment is same level as parking so no stairs. The apartment is located in the basement of our primary residence. The space is located 45 min from Boston and 5 min drive to the commuter rail with access to Boston and Rockport. Additionally, we are a short drive to Gordon and Endicott College.

Guest favourite

Apartment in Lawrence

4.9 out of 5 average rating, 52 reviews

Serene Haven w/ Private Entrance & Bathroom

Welcome to your Serene Haven apt with End suite! ⭐️Just to clarify, this is not a basement, and you won't be sharing the place. It's your own suite with a bathroom inside the room. 🚗 You can park for free on the street, but not on the property itself." ✅ NETFLIX ✅35-minute drive to Boston and 10min to Merrimack college. ✅Room is not in a Basement. ✅Convenience store just a 2-minute away. ✅ HEPA FILTER ✅ Hot and Cold water. Can't wait to host you.

Superhost

Guest suite in Peabody

5 out of 5 average rating, 4 reviews

Le Elona – Private Island Stay on Historic Land

Welcome to Le Elona – a hidden guest suite on a private ¾-acre island in Peabody, MA. Just minutes from Salem, this peaceful retreat offers full privacy, scenic water views, and a cozy, stylish space with its own entrance and bath — no shared areas. Perfect for romantic getaways, solo escapes, or remote work. Once owned by Giles & Martha Corey of the Salem Witch Trials, with their memorial just a 2-minute walk away. A truly rare and unforgettable stay awaits you.

Guest favourite

Apartment in Saugus

5 out of 5 average rating, 5 reviews

Cozy Stay Work or Vacation Spot

Welcome to your perfect getaway! Enjoy a comfortable, charming, and well-located stay — just 20 minutes from Boston. Perfect for business trips or vacations. Our space is thoughtfully prepared to make you feel at home. With fast Wi-Fi, a fully equipped kitchen, a cozy bed, and easy access to the area’s main attractions, we offer both convenience and relaxation in one place. We’re ready to welcome you with excellence. Book now and enjoy a truly special experience!

Top Guest favourite

Guest suite in Beverly

5 out of 5 average rating, 18 reviews

Beverly Farms Guest Suite

Newly finished one bed, one bathroom, 3rd floor private space steps from the heart of Beverly Farms. Walking distance to commuter rail, library, restaurants & shops, as well as park and beach. Also located near trails ideal for walking or biking. Within two miles of Gordon College and Endicott College - perfect accomodation for parent's weekend and/or graduation. Just a short drive or train ride to Salem, Rockport, and other North Shore attractions.

Top Guest favourite

Home in Stoneham

5 out of 5 average rating, 8 reviews

Newly Renovated 2BR in Stoneham

Spacious first floor two-bedroom home in Stoneham, MA. Located just 20 minutes from Boston and walking distance from the Stone Zoo and scenic Middlesex Fells Reservation with tranquil lakes and wooded trails. Premier shopping, dining, and essentials are all nearby. Enjoy a peaceful and safe stay with the perfect balance of nature, convenience, and city access

Guest favourite

Apartment in Ipswich

5 out of 5 average rating, 5 reviews

Ipswich Waterfront Getaway

Welcome to Eagle Hill House in beautiful Ipswich, perched on a waterfront bluff, with amazing views of Plum Island Sound. Watch herons wade and osprey dive for fish as you relax. Private stairs lead down to a rocky beach. It’s the perfect place to bring a kayak or SUP board. You have exclusive use of lower level walkout apartment with private entrance.