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Holiday rentals in Reading

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Top-rated holiday rentals in Reading

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Guest favourite
A glass-paned door allows a view into a hallway leading to a well-lit kitchen. The hardwood floor extends into the space, and light fixtures along the ceiling provide illumination. Soft ambient light is seen towards the back, suggesting a welcoming atmosphere.
Flat in Winchester
4.95 out of 5 average rating, 37 reviews

Winchester Apartment on Greenway

Updated apartment with hardwood floors, full kitchen and washer/dryer, next to Davidson Park, Tri-Community Greenway and the Community sport complex. A wonderful short walk down the Greenway takes you to Leonard Pond for tennis, pickleball, soccer or frisbee. A 20-minute walk down the Greenway takes you to Winchester Center for restaurants, shops and train to Boston. Or walk four blocks east to explore the 2,000-acre Middlesex Fells Reservation. Route 93 access is less than a 5-minute drive.

Top guest favourite
A spacious living area is shown, featuring comfortable gray seating arrangements and a white coffee table. A television is mounted above a modern fireplace, with a view of the kitchen seen in the background. Natural light enhances the warmth of the wooden floors.
Home in Wakefield
5 out of 5 average rating, 36 reviews

Stylish home next to train to Boston, near Salem

Boston Marathon Prime location, 1-level condo in a two-unit building with its own entrance and 2 parking spots. The kitchen is new with a bar area and all the appliances. 1st bedroom with Queen size bed is located off the living room. 2nd bedroom, with one Queen size bed, is off the kitchen. It's within walking distance to Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

Guest favourite
An outdoor shower is presented, featuring a wooden design with natural finishes. The shower head is positioned above a tiled wall, surrounded by potted plants that add greenery to the setting. Pebbles and gravel form the base, enhancing the outdoor ambiance.
Guest suite in Peabody
4.8 out of 5 average rating, 202 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 -

Top guest favourite
The living area features exposed wooden beams and a rustic brick chimney. A dining table for six is centered, surrounded by a cozy seating arrangement. Natural light fills the space, highlighting the open kitchen with stainless steel appliances and intricate backsplash.
Flat in Salem
4.96 out of 5 average rating, 85 reviews

Loft Rooms | walk to downtown

These walk up rooms on the third floor of our 1875 Victorian have been newly and carefully designed to host you. With 900 square feet the space is an excellent base from which small groups and families can explore downtown Salem and the maritime North Shore from Newburyport to Marblehead. We are a 12 minute walk or 3 minute Uber from the attractions of downtown Salem (0.68 miles) and 0.5 miles from the Salem train station with its convenient access to Boston via 25 minute scenic train ride.

Top guest favourite
A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.
Flat in Woburn
5 out of 5 average rating, 178 reviews

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

Guest favourite
A cozy living area features a dark couch with a white throw blanket draped over one arm. A glass coffee table sits centrally, surrounded by natural light from the two windows. A simple shelf holds decorative items, adding a subtle touch to the space.
Home in Woburn
4.94 out of 5 average rating, 33 reviews

Quiet 2BD Single-Family, Parking, No Shared Walls!

Enjoy the rare comfort and privacy of a newly renovated (2025) detached single-family home—no shared walls, no neighbors above or below, just a quiet space all to yourself! Located just 20 min from Boston with easy access to I-93, I-95, and Route 3. Walk to Woburn Center’s restaurants, cafés, and shops, and enjoy quick access to Lahey and Winchester hospitals. Perfect for school visits, business travel, or family stays. Private 2-car driveway parking is included right next to the house.

Guest favourite
A spacious suite features a queen bed alongside a twin bed, separated by a folding screen for privacy. Neutral carpet covers the floor, while a cozy seating area includes a chair. Decorative wall elements are displayed above the queen bed, with a light source from an adjacent lamp.
Guest suite in Reading
4.86 out of 5 average rating, 206 reviews

Spacious Suite-Private Entrance-Near Boston/Salem

Spacious suite in quiet neighborhood with private entrance & access to entire ground level - private bath, living room, & bedroom - queen bed, 2 twin beds, couch & air bed if needed for children. Outdoor patio, washer/dryer, A/C (seasonal), coffee, microwave, fridge, Wi-Fi Keypad on door - come & go as you please. 3 minutes to I-95, I-93, & 20 min. to Boston. Train to downtown 1 mile away. 13 miles to Salem (abt 20 minutes w/o traffic). Accommodates up to 6 (4 adults max)

Top guest favourite
A bedside table with a wooden surface and black drawer is positioned next to a spacious bed. A lamp with a white shade and a black base features golden accents, providing a soft glow in the room. Neutral-colored bedding adds to the calming atmosphere.
Flat in Woburn
4.97 out of 5 average rating, 102 reviews

Newly Built En Suite

Accommodations by Veteran Airbnb Hosts, we present An En suite in a new construction townhome. On the fringe of the suburbs, This special place is close to everything, making it easy to plan your visit. You have your own Entrance/exit into your space. 12 1/2 foot High cielings in your dedicated Level of the building gives this space a very West Coast feel. Walk out to your own Private patio for dining or relaxing as well as some shared greenspace to walk your fury friend.

Guest favourite
The kitchen features navy blue cabinetry and modern stainless steel appliances, including a microwave and oven. A white countertop contrasts with the dark cabinets, enhancing the space's elegance. Natural light flows in through the windows, creating a bright atmosphere, while a small rug adds a decorative touch.
Home in Malden
4.93 out of 5 average rating, 180 reviews

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Guest favourite
A well-appointed studio guest suite is shown, featuring a spacious bed with soft linens and natural light filtering through a large window. A small dining table with two chairs occupies one corner, while decorative shelves with woven baskets and books adorn the walls.
Guest suite in Peabody
4.97 out of 5 average rating, 232 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.

Top guest favourite
A spacious living area features a large, rounded red leather sofa surrounding a glass coffee table, complemented by a decorative area rug. Light-colored walls and recessed lighting enhance the bright atmosphere. Behind, a dining area with elegant chairs and cabinets is visible.
Home in Stoneham
4.97 out of 5 average rating, 32 reviews

The Grand Residence

Take it easy at this unique and tranquil getaway. The spacious living area in the basement,offering a serene retreat for relaxation . The cozy bedroom ensures a restful night’s sleep on comfortable bed. A fully equipped kitchen boasts premium appliances and everything you need to prepare delightful meals. Conveniently located near shopping center, restaurants . Perfect for business travelers, couples, or anyone looking to experience the finer things in life.

A well-lit bedroom features a spacious bed adorned with neatly arranged pillows and a navy blue throw. Natural light enters through multiple windows with gray shades, and a cozy seating area is provided by a light gray chair positioned beside the bed.
Loft in Coolidge Corner
4.75 out of 5 average rating, 296 reviews

Steps to the Green Line & Minutes from Boston! #28

In the heart of Coolidge Corner right off the Green Line, our picturesque studio apartment is a quick train ride to Fenway, Faneuil Hall and the Back Bay. Our space is perfect for solo adventures, business travel, or visiting students at the many neighboring universities. Sleep comfortably on pillow-top mattresses. Other features include heated bathroom floors and shared beautiful stainless steel full kitchens with crafted Italian Granite counter tops.

Popular amenities for Reading holiday rentals