Holiday rentals in Topsfield

4.99 out of 5 average rating, 173 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!

4.98 out of 5 average rating, 53 reviews

Home in Danvers

Charming upscale apartment

Welcome to our charming, upscale 2-bed, 1-bath boho style apartment. Kick back and relax in this calm, stylish space, newly furnished with a fully equipped kitchen. Also, the apartment offers a tranquil retreat, with a large deck in the backyard, so you can enjoy a meal, sipping a cup of coffee or wine, and enjoy the beauty of your surroundings. The neighborhood is very beautiful and safe, which makes it great for walking around. Easy access to highways. So why wait? Book your stay now!

5 out of 5 average rating, 38 reviews

Guest suite in Topsfield

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.

4.99 out of 5 average rating, 141 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!

4.97 out of 5 average rating, 217 reviews

Guest suite in Peabody

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.

4.95 out of 5 average rating, 137 reviews

Flat in Peabody

Modern Apartment - Easy Commute to Salem/Boston

This modern, spacious and cozy home was completely renovated at the end of 2022, thoughtfully designed for our family and guests when they visit. It is conveniently located close to popular spots such as Salem, North Shore and Boston (right off route 1 and highway 95). Grocery store, pharmacy, dry cleaners and other amenities are just down the road. In a quiet and friendly neighborhood. We open it up for Airbnb guests seasonally. We look forward to hosting you!

4.94 out of 5 average rating, 69 reviews

Historic Ipswich the home of lovely Cranes beach

Lovely space located on pristine property. Deck for sitting out is privet for guests. Second floor affords gardens and landscaped views in season. Wide open floor plan (Kitchen/living room)--- Ipswich, a beautiful little friendly town to visit or live. Wonderful quiet neighborhood. Castle Hill tours available by the trustees of reservation in season, near Topsfield Fair Oct 1-10. 2021. Quaint cafes for coffee and relaxing. Come and enjoy.

4.86 out of 5 average rating, 309 reviews

Comfortable house, close to beach and downton IPSW

This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this will be your home away from home. The Kitchen is fully equipped and you will have the entire place for yourself . You will be in walking distance to the train station in dowtown Ipswich and biking distance to the beach and Crane's Castle. Also you can explore Cannoing or paddling on the nearby Ipswich River.

4.99 out of 5 average rating, 77 reviews

Apartment in Ipswich

Private Ipswich Apartment

Any season in New England is a great season! Surround yourself in nature in this apartment situated on protected wetlands. Three miles to the beach in one direction, two miles to our quaint downtown, this is a fantastic spot to relax for both couples and families. With private deck space, two parking spots included and views of Castle Creek from the bedroom, this is a rare find in a quintessential New England town.

Bungalow in North Andover

4.95 out of 5 average rating, 163 reviews

Luxurious Bungalow at Boutique Winery w/ Tasting

Escape to our 2-story Bungalow, perfect for couples, friends getaway, or professionals seeking a relaxing and exceptional retreat. The standalone building features a large living/kitchen area, full bathroom upstairs, and a spacious bedroom downstairs, with additional dining & sofa seating on the enclosed porch. Booking includes a wine tasting and 10% off all wine purchases, for an experience you'll always remember!

4.97 out of 5 average rating, 119 reviews

Home in Rowley

Breathtaking Farm House in Rowley!

14 Room House on Horse Farm Property. Amazing views and relaxing setting. Near Boston, Kittery, Salem, Crane Estate, Topsfield, Portsmouth, Essex, and the North Shore beaches. Golf course right across the street. Enjoy a day, week or weekend away, with horses to pet and space to enjoy. We are also located less than 5 minutes from two Rowley Wedding sites: Briar Barn Inn and Barn at Bradstreet Farm.