
Vacation rentals in Middleton
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Middleton
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
4.98 out of 5 average rating, 143 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.
4.95 out of 5 average rating, 664 reviews
Salem nearby | Petite Retreat | No cleaning fee
✨ No Cleaning Fee or hidden fees. Welcome to your cozy getaway! Enjoy a 1-bedroom top-floor apartment with a full kitchen & free parking. The perfect home base for your trip. Always professionally cleaned, with easy access to Salem and the North Shore. ✨ Visiting Salem? We're just 6 miles away (20 minutes without traffic). Explore historic sites, shops, and restaurants, then return to a quiet retreat away from the crowds. Check our guidebook for Salem parking tips and tips on how to get there
4.97 out of 5 average rating, 37 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.
5.0 out of 5 average rating, 91 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!
4.96 out of 5 average rating, 125 reviews
Luxury Salem 2BR Apartment | Pool • Gym • Parking
Welcome to your perfect Salem getaway! Enjoy the comforts of home paired with upscale amenities for a truly unforgettable stay Highlights: • Close to Downtown Salem and the MBTA Commuter Rail • Meticulously deep-cleaned before every stay • Quartz countertops, stainless steel appliances and in-unit washer & dryer • Heated seasonal pool, rooftop terrace, fitness center. • Guest lounge, outdoor grills and modern co-working spaces • Walk to shopping, dining and the Salem Ferry to Boston
4.92 out of 5 average rating, 38 reviews
Winery Farmhouse w/ Private Hot Tub & Wine Tasting
Vineyard Retreat. Stay at the newly remodeled Ice House, a luxury farmhouse at historic Marble Ridge Farm (est. 1680). This light-filled 3-bedroom home is perfect for bachelorette weekends, bridal party get-ready, or group getaways. Enjoy the private hot tub, beautiful natural light, and a peaceful winery setting just minutes from top-rated restaurants, shopping, and major highways. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases.
4.97 out of 5 average rating, 135 reviews
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.
4.99 out of 5 average rating, 137 reviews
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!
4.95 out of 5 average rating, 145 reviews
Newly Finished Guest Haven in Woburn
Newly finished private 1BR guest suite in Woburn, conveniently located near Boston. Enjoy a comfortable king bed, bath, separate living room with kitchenette, private entrance, and free off-street parking. Relax in a quiet residential setting after exploring Boston or the surrounding area. Ideal for couples, solo travelers, business trips, or longer stays. Located on the lower level of our home, the suite offers a private and peaceful stay.
4.88 out of 5 average rating, 172 reviews
The Historic Bell House Hygge Retreat
Nestled in the picturesque New England town center of Andover, minutes from gourmet dining, coffee shops, a Whole Foods supermarket, the Addison Art Gallery, Merrimack College and Phillips Andover we present the new: Bell House "Hygge" Retreat. It's a 200 year old structure that was completely rebuilt and remodeled by a highly skilled design team. Interior Design: Nirma Raffi Raffi Design Lab Photography: Linda Holt Linda Holt Creative
4.98 out of 5 average rating, 122 reviews
Danvers spacious apt near mall/ Hospital/Salem
Experience comfort in our Danvers, MA 3-bedroom short-term rental. Nestled in a tranquil neighborhood, this spacious home features a cozy living area, fully equipped kitchen,. Unwind in three inviting bedrooms, 1 queen bed and a total of 2 King beds ,including a luxurious master with a King bed . Nearby historic sites, parks, and easy highway access make it ideal for vacations or business stays. Your perfect home away from home awaits!
4.95 out of 5 average rating, 133 reviewsPopular amenities for Middleton vacation rentals
Other great vacation rentals in Middleton

Cozy house, close to downtown
4.98 out of 5 average rating, 49 reviews
The Rookery
5.0 out of 5 average rating, 18 reviews
Cozy 2 story guest house.
4.93 out of 5 average rating, 73 reviews
Modern & Cozy Stay in Wakefield
4.91 out of 5 average rating, 46 reviews
Direct Waterfront on Plum Island Sound Sunsets
5.0 out of 5 average rating, 7 reviews
Cozy, Large private Studio.
4.84 out of 5 average rating, 128 reviews
Tranquil house in Boxford Ma. Only main house.
5.0 out of 5 average rating, 3 reviews
Luxury Home Retreat | Spacious & Serene
5.0 out of 5 average rating, 9 reviewsDestinations to explore
- New York City Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Salem Vacation rentals
- Atlantic City Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- Short Sands Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- York Harbor Beach
- Cape Neddick Beach
- North Hampton Beach
- Harvard Square
- MIT Museum
- Tufts University





