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Holiday houses in Stoneham

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Stoneham

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

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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.
Guesthouse in Melrose
4.98 out of 5 average rating, 133 reviews

Jimmy & Donny's AirBnB

Beautiful, 2 level guesthouse! Private entrance, 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

Superhost
A modern living area is shown, featuring a white sofa with black and cream accents. Natural light fills the space through large windows adorned with dark curtains. A stylish area rug anchors a coffee table, with a sleek work desk positioned nearby.
Apartment in Chelsea
4.78 out of 5 average rating, 55 reviews

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Discover Boston from a contemporary luxury apartment with exceptional ambiance and amenities. STRICT NONSMOKING!!! The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → Dedicated Corporate Office Workspace → 65" Living Room Smart TV → 55" Bedroom Smart TV → Fully Stocked Kitchen → Washer & Dryer → Private Parking The Amenities: → Business Lounge → Pool → Full Size Gym → Gameroom Ideal for business travelers, travel nurses and corporate clients looking to experience Boston in style.

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.
Apartment in Winchester
4.95 out of 5 average rating, 38 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 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.
Apartment 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.

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, 31 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
A bright living area features large windows allowing plenty of natural light. A soft area rug is positioned on the floor, complemented by a modern cream-colored sofa adorned with decorative cushions. A sleek television stands on a stylish media console, displaying welcoming text.
Guesthouse in Melrose
4.97 out of 5 average rating, 35 reviews

Sunny Standalone Private Loft w/ Full Kitchenette

Welcome to your cozy, sunlit private loft—your perfect home away from home! This modern (b. 2024) flexible Boston retreat features a private entrance, kitchenette, chic full bathroom, dedicated office area, gardens, and a comfy queen bed plus a joybird sofa bed for additional guests. Enjoy a peaceful morning Nespresso located just a few steps to the commuter rail, restaurants, and downtown Melrose. Quiet, private, and beautifully styled—ideal for solo travelers, couples, or small families.

Superhost
A spacious living area is observed from above, featuring a cozy couch and a decorative area rug. A wooden dining table with yellow chairs is visible, while large windows allow natural light to shine into the room, showcasing a view of the outdoor space.
Apartment in Medford
4.75 out of 5 average rating, 59 reviews

Charming Garden-Level Loft-Style Studio!

Escape to our private studio apartment, complete with high ceilings and cozy furnishings. Located on a quiet street just minutes from Boston, our apartment is the perfect home base for your next adventure. With easy access to major highways, public transportation, and scenic hiking areas like Wrights Pond, you'll have everything you need right at your fingertips. Plus, with parking available in our driveway, you can rest easy knowing you won't have to worry about finding a spot on the street

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.
Apartment in Woburn
4.86 out of 5 average rating, 96 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!

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, 34 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.

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.
Apartment in Woburn
4.97 out of 5 average rating, 103 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.

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.

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.87 out of 5 average rating, 379 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Popular amenities for Stoneham holiday rentals

Frequently Asked Questions

  • Do house rentals in Stoneham have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Stoneham. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Stoneham have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Stoneham. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Stoneham?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Where should I stay in Stoneham?

    Make yourself at home in Stoneham by choosing from our most frequently booked neighborhoods. We have over 180 vacation rentals in Haywardville, and over 130 vacation rentals in Winchester Highlands.

  • Are there family-friendly house rentals in Stoneham?

    Stoneham has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Stoneham have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Stoneham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stoneham have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Stoneham. Enjoy a tailored experience with all the comforts you desire.

  • Are there house rentals with a dedicated workspace in Stoneham?

    Yes! Work meets play with ease at over 10 house rentals in Stoneham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Stoneham?

    Experience the best of Stoneham with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Stoneham?

    Four-legged friends are welcome in Stoneham. Choose from more than 10 vacation rentals for guests traveling with pets.