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Holiday rentals in Reading

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Top-rated holiday rentals in Reading

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A bright living area features a neutral color palette with light wood flooring. Two comfortable armchairs are positioned near a stylish coffee table, while a patterned rug adds texture to the space. The kitchen area is visible in the background, equipped with modern appliances.
Flat in Wilmington
4.94 out of 5 average rating, 85 reviews

32 Nights tax free ! Getaway 1

Veteran Airbnb Superhosts. Cozy with all the ammenities for a home away from home. Pet friendly with dog day care down the street. About an acre for shared use amongst other guests and pets with playset for kids. Washer and Dryer in unit. Visit Salem or Boston in 20 mins. 40 mins to Beaches in Massachusetts and New Hampshire. TD Garden 20 mins, Fenway Park or Boston Common in 25 mins. 10 mins to Lahey Hospital & Medical Center. Restaraunts, shopping and public transportation all within 5 mins.

Guest favourite
A modern living area features a comfortable gray sofa with decorative pillows, accompanied by a stylish armchair. A coffee table with a light-colored top and dark legs is positioned on a textured area rug. Two framed mountain landscape prints adorn the wall above the sofa, and a floor lamp provides ambient light.
Flat in Reading
4.82 out of 5 average rating, 28 reviews

Luxury 1BR Apt, Steps from Commuter Rail

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

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
4.93 out of 5 average rating, 30 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, 26 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.

Top guest favourite
A spacious living area is presented with a comfortable sofa and an elegant armchair. A dark coffee table sits at the center, while a dining table is visible in the background. Natural light illuminates the room through the windows, enhancing the cozy atmosphere.
Flat in Woburn
4.95 out of 5 average rating, 208 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple or a small family. Conveniently located minutes from Boston or the north shore whether you are traveling by car, Uber, or local train. Enjoy Boston adventures, north shore excursions, beaches, fall leaf peeping, skiing, historical visits to Massachusetts battle grounds, or some retail therapy at shops and malls nearby. An array of local and city restaurants and breweries provide a multitude of options for your pleasure. YMCA just steps away!

Top guest favourite
A spacious living area features two couches, one in light blue fabric and the other in dark upholstery. A round wooden coffee table sits on a patterned rug. A wall mural depicts a serene landscape, while a television is mounted on the wall opposite a white shelving unit filled with books.
Guest suite in Stoneham
5 out of 5 average rating, 28 reviews

The Cottage Suite

Welcome to our private in-law apartment located in the basement of a family home. The clean and open concept apartment is fully equipped for a comfortable length of stay for you and your family. We are very close to the heart of Stoneham and STEPS to the local grocery store, pharmacy, restaurants, and ice cream shop. The nearest bus stop is a 2 min walk that will take you to Oak Grove Station in Malden which connects to the train station in Boston! If driving, I-95 and I-93 are minutes away!

Top guest favourite
The bedroom features a spacious bed with decorative pillows and a quilt. A bedside lamp and wooden furniture complement the room. Natural light enters through two small windows, and an art piece depicting Boston adorns the wall.
Flat in Stoneham
4.99 out of 5 average rating, 121 reviews

Cozy Basement Apartment-Stoneham

This is a private in-law apartment in the basement of the home. Full Kitchen/living room combination, full bath and 1 bedroom with private entrance. Close to Routes 93 and 128 and 95. 15-45 minute drive to Boston depending on the traffic and time of day. Convenient to grocery stores and shopping plaza, casino. We live in the main house above the apartment. There is potential for a little overhead noise. Please read the whole listing and house rules. Must be 21 to request this listing!

Superhost
A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.
Flat in Woburn
4.83 out of 5 average rating, 59 reviews

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

Flat in Reading
5 out of 5 average rating, 4 reviews

Historic Charm Meets Modern Luxury Near BOS/Salem

Step into this stylish 19th century 2BR retreat where historic charm meets modern comfort. Soaring 10ft ceilings and oversized windows fill the home with light, while central AC, laundry, and a full kitchen make your stay easy. Unwind with a movie on the 75" smart TV or relax in the bright living area. Walk to shops, cafés, and the Commuter Rail for trips to Boston or Salem. Driving? Use our private driveway and nearby highways to reach the airport, beaches, or museums in under 30 minutes.

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)

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, 224 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 private entrance to the basement suite is framed by a modern railing and steps leading down. Lush greenery surrounding the entrance enhances the serene setting, while a light fixture is positioned above the door. A children's playset can be seen in the background.
Guest suite in Lexington
4.97 out of 5 average rating, 148 reviews

Modern Farmhouse Suite in Historic Lexington

Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Popular amenities for Reading holiday rentals