Holiday houses in Middleton

4.99 out of 5 average rating, 132 reviews

Apartment in Billerica

Air "Bee-n-Bee"' Hive | Unique Themed Getaway

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

4.98 out of 5 average rating, 65 reviews

Guest suite in Danvers

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.

4.95 out of 5 average rating, 613 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.

4.79 out of 5 average rating, 173 reviews

Cozy place to relax! 14min to Salem - 25 to Boston

Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

5 out of 5 average rating, 23 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.

4.87 out of 5 average rating, 293 reviews

Apartment in Ipswich

Ipswich Apartment

The apartment, with a private entrance is located in downtown Ipswich. We are within walking distance to restaurants and the commuter rail, which services Salem, Boston etc. May - September, the CATA shuttle stops at the commuter rail station, a 3 minute walk. Some CATA services include Cranes Beach, and the town of Essex (famous for its clams and antique shops). You can also enjoy a river cruise down the Essex River there. Kayaking, canoeing, and fishing are also available in Ipswich.

4.98 out of 5 average rating, 384 reviews

Apartment in Salem

Winter Island Retreat

Effective 4/1/23, NON Owner occupied listings have a 3% impact fee that is charged on the total expenses associated with the rental. Winter Island Retreat is a OWNER OCCUPIED listing that is the place; For total relaxation. Watch the sunrise and experience the Atlantic Ocean. Enjoy your favorite beverage while rocking in an Adirondack chair on the patio. Inhale the smell of the ocean breeze and fragrant sea roses. Winter Island Retreat is an experience like no other in the Witch City.

4.92 out of 5 average rating, 243 reviews

Cozy NorthShore Suite Close to SALEM, MA

Welcome to @TheCozyNorthShore! Our modern basement apartment offers a private entrance, queen bed, kitchenette, and bathroom. Ideal for couples, solo adventurers, or business travelers. Conveniently located, less than an 8-minute ride from downtown Salem. Please note: There is a separate Airbnb unit located upstairs in the main house, with its own private entrance. You will not have any direct interaction with other guests, but you will occasionally hear some noise from the other unit.

4.94 out of 5 average rating, 152 reviews

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

Welcome to your romantic 1-bedroom apartment in Woburn, the ultimate escape for couples looking for relaxation and charm. Enjoy a private jacuzzi 🛁 and a cozy fire pit 🔥—ideal for creating unforgettable memories. Step right out from the bedroom to the jacuzzi and outdoor space, allowing you to unwind in the soothing waters while enjoying the warm ambiance of the fire pit. Perfect for a romantic retreat, this intimate space provides everything you need for a truly enchanting stay.

4.97 out of 5 average rating, 211 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.

4.95 out of 5 average rating, 133 reviews

Apartment 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!

Superhost

5 out of 5 average rating, 3 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.

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Other great holiday rentals in Middleton

4.92 out of 5 average rating, 26 reviews

Guest suite in Andover

Cozy, with Lots of Space

MarkRating, 5 stars1 week ago

Great location. Very cozy, well furnished, and cleanest BnB we've ever stayed at. Even nicer than pictures show. Larry was very helpful, quick to respond and friendly.

4.94 out of 5 average rating, 153 reviews

Private room in Methuen

Private room with private bathroom in a cozy home

PeteRating, 5 stars6 days ago

Patricia was incredibly accommodating, considerate, and understanding. The home was beautiful, clean, and welcoming. Highly recommend!”

4.93 out of 5 average rating, 96 reviews

Private room in Lowell

LG Place

MaryRating, 5 stars1 week ago

Wavel's place was in a safe neighborhood. I was happy that there was a parking space and getting in the house was easy. I greatly appreciated the fridge and microwave in the room. He was great at communicating when I had a question.

Guesthouse in Danvers

4.86 out of 5 average rating, 7 reviews

Cozy, Large private Studio

JennyRating, 5 stars1 week ago

I stay at a lot of AirBNBs and Yassine was one of the most gracious and thoughtful hosts I've ever encountered! Starting with letting me check in 2 hours early to making sure I had everything I needed. I didn't need anything because the huge studio came with enough plates and silverware to eat at the 6 person dining table. Everything about it exceeded the expectations of a studio rental. I will be happy to return, especially since it's only 15 minutes from the beach. thank you Yassine.

5 out of 5 average rating, 9 reviews

Apartment in Danvers

Petite retreat | Short ride to Salem!

TaraRating, 5 stars2 weeks ago

Fabiano is a fantastic host! His “Petite Retreat” was very clean, comfortable, and had everything I needed. The location is terrific, close to shopping and great restaurants (Maggie’s Farm is SO good). His communication was prompt and helpful throughout. I hope to be back next time I’m in the area!

4.93 out of 5 average rating, 14 reviews

Apartment in Lynn

Nicky,s place close to everywhere North shore area

ChelseaRating, 5 stars1 week ago

Gracious, kind host. Perfect for a quick 2 night trip and not wanting to pay overpriced stays in salem which was the point of the stay. Easy and convenient. Thank you. Only qualm was the neighbors were a bit noisy but that didn’t derail the stay by any means.

4.85 out of 5 average rating, 124 reviews

Private room in Melrose

D-Cozy/private parking/Walk toT&BUS/Airport/Boston

MichaelRating, 5 stars2 weeks ago

Very good hosts, great location, comfortable bed