Holiday rentals in Stoneham

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Top-rated holiday rentals in Stoneham

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

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Guest favourite

The entrance features a spacious foyer with hardwood flooring. A console table with a lamp and decorative items is present, alongside a full-length mirror. Natural light enters through a window and the front door, enhancing the welcoming atmosphere of the space.

Home in Melrose

Upscale 5BR Family Home Near Boston

5-bdr, 2 full bath private house, 7 mi to Boston/airport, 1000 FT to bus & train and located in a quiet residential neighborhood. Luxury upscale furniture, hotel bedding, "5-star kitchen" per a famous chef who stayed, AC/heat (mini-splits) in all rooms, fenced yard with deck and grill, and 3-car driveway. Melrose was the #1 real estate market in the U.S. in 2015 and #4 in 2020 (search "hottest zip code melrose ma 2015"). Pls tell me about your group, pets & why you're visiting when inquiring.

4.95 out of 5 average rating, 145 reviews

Top guest favourite

The historic Victorian home is set on a spacious lawn, surrounded by lush greenery. The house features decorative trim, a wraparound porch, and multiple gabled roofs. Large windows allow natural light to fill the interior, creating an inviting facade. A tall tree adds visual interest to the grounds.

Home in Melrose

Heathman Manor

It’s a charming 1,550 sq ft, 2-BR furnished home in an historic 2-family Victorian in Melrose Highlands. With famous visitors (Houdini, Conan Doyle) & Victorian details, there’s a large LR, MBR (Serta queen hybrid), DR, 2nd BR (bunk bed!), bathroom (access via BRs), galley-style kitchen, & off-street parking. Near Commuter Rail, & Orange Line, Rts 93/95, & amenities, with quiet solitude for tourists, visitors, magicians, etc. (No smoking, vaping, or pets pls.) We look forward to hosting you!

4.96 out of 5 average rating, 73 reviews

Superhost

A spacious living area features a large blue sofa complemented by a yellow accent chair. Natural light filters through a large window, illuminating the wooden flooring and decorative rug beneath. A side table with a lamp adds functionality to the cozy setting.

Townhouse in Woburn

Delightful New England Townhome

Welcome to your Woburn Townhouse! Ideally located near the I-95 and I-93 highways, this centrally-situated home provides convenient access to Boston in less than twenty minutes. Benefit from the ease of parking for up to four vehicles, along with the close proximity to hospitals, museums, and various dining options, all within walking distance. Experience the fastest internet available in the area, ensuring a comfortable stay for the entire family. The townhouse also features modern amenities an

4.81 out of 5 average rating, 59 reviews

Superhost

A spacious bedroom features a large wooden bed dressed in light blue linens. A decorative area rug adds warmth to the hardwood floor. A full-length mirror stands against one wall, while a chair and a small plant complete the calming atmosphere. Natural light enters through the windows.

Flat in Stoneham

Large 2-Bedroom 12 miles to Logan 10mile to Boston

Large 2BR in downtown Stoneham! Sleeps 6 with a king bed, full bed, and pull-out sofa. Enjoy a full kitchen, dining room, walk-in shower, in-unit washer/dryer, and AC. Hardwood floors throughout. Relax in the private yard with umbrella and table. Family- and pet-friendly, close to shops, restaurants, and just a short drive to Boston. Free street parking and Wi-Fi included—perfect for short or extended stays! Close to Boston with just 10 miles to Faneuil Hall and 12 Miles to airport 8to Everett.

4.83 out of 5 average rating, 24 reviews

Top guest favourite

Flat in Woburn

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

4.94 out of 5 average rating, 253 reviews

Guest favourite

A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.

Home in Wakefield

Home w/Yard+Parking & <15 Miles to Boston & Salem

Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.

4.95 out of 5 average rating, 305 reviews

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

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!

5.0 out of 5 average rating, 37 reviews

Guest favourite

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

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!

4.88 out of 5 average rating, 159 reviews

Top guest favourite

A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.

Home in Stoneham

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

4.92 out of 5 average rating, 391 reviews

Top guest favourite

A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.

Home in Medford

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

4.99 out of 5 average rating, 123 reviews

Guest favourite

An open living area features a striped couch and loveseat centered around a wooden coffee table. The kitchen is visible in the background, equipped with a stove, oven, and refrigerator. Natural light enters through a nearby window, illuminating the tiled floor.

Guest suite in Melrose

Guest Suite with separate entrance

Guest Suite with open floor plan (kitchen with stove/oven, refrigerator, microwave, bottled water dispenser); living area (pullout couch, loveseat, 50" TV with Roku and Netflix); sleeping area, bathroom with shower, separate entrance, 1 off-street parking space. Convenient to public transportation (commuter rail - 5 min walk, 12 min ride to Boston/45 min ride to N Shore; subway - 2 min walk to bus/subway (25-40 min ride to Boston) or drive (25-45m to Boston or 45-60m to N Shore).

4.85 out of 5 average rating, 331 reviews

Top guest favourite

A spacious front porch is adorned with cheerful yellow curtains and comfortable seating. Planters filled with vibrant flowers add a touch of color. An American flag gently waves in the breeze, complementing the peaceful outdoor setting.

Guest house in Melrose

Jimmy & Donny's AirBnB

2 level guesthouse! PRIVATE BEDROOM, BATH, LIVING AREA NOTE: BEDROOM/BATHROOM ON SECOND FLOOR UP SPIRAL STAIRCASE. Large porch. Melrose is located 7.5 miles north of Boston, 2 convenient train stops, 20 minutes away, into downtown Boston. A short walk to The Fells Reservation, hiking & kayaking, or visit the Stone Zoo. We have Italian/Seafood/Mexican/Spanish/Mediterranean & Revolutionary Style Tavern restaurants in Melrose. Owners always on property. NO PETS/KIDS OR SMOKING

4.99 out of 5 average rating, 158 reviews