Holiday rentals in Stoneham

4.95 out of 5 average rating, 57 reviews

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!

5 out of 5 average rating, 147 reviews

Flat in Woburn

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.

5 out of 5 average rating, 24 reviews

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!

4.86 out of 5 average rating, 22 reviews

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!

4.98 out of 5 average rating, 102 reviews

Guest house in Melrose

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/NO KIDS.

4.94 out of 5 average rating, 404 reviews

Flat in Lexington

Warm home in Lexington, walk to town, nature trail

A newly built in-law apartment, located in the historical Lexington, is welcoming travelers home. Located in a safe and friendly community, the apartment is convenient to town center, Boston, restaurants, shops, tourist spots, and Lower Vine Brook forest trail (1 min walk)! The apartment follows enhanced cleaning protocol, with thorough ventilation and disinfecting. The HVAC system is private. Checkin and checkout are easy and no-contact. Registered with the town of Lexington: STML-21-2.

4.94 out of 5 average rating, 152 reviews

Flat 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.

4.84 out of 5 average rating, 292 reviews

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).

4.89 out of 5 average rating, 205 reviews

Guest suite in Medford

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance. It's on the first floor so there are no stairs!

4.93 out of 5 average rating, 148 reviews

Home in Malden

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!

4.91 out of 5 average rating, 262 reviews

Home in Lynn

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

4.94 out of 5 average rating, 172 reviews

Flat in Malden

2-Bedroom Unit w/ Private Parking & Walk to MBTA

Welcome and enjoy this entire first floor unit. Located at west end Malden with only few blocks away from the heart of downtown Malden, there’s so many local restaurants and a supermarket. 5 minutes walk to Oak Grove orange line T-station, 15 minutes driving to downtown Boston, Cambridge Harvard MIT, and Encore casino resort, 25 minutes driving to town Salem, 20 minutes from Logan Airport.

Holiday rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Convenient locations with everyday essentials

Popular amenities for Stoneham holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Stoneham

5 out of 5 average rating, 11 reviews

Flat in Arlington

Stunning Urban Haven

LatisiaRating, 5 stars1 day ago

I needed a quiet place to rest while visiting and this was the perfect place. The place was spotless with very nice kitchen and bath.

4.82 out of 5 average rating, 44 reviews

Townhouse in Woburn

Delightful New England Townhome

MariaRating, 5 stars1 month ago

Met our needs in every way. Fast to respond and went above and beyond to accommodate are changing schedule. Great location close to stores and restaurants. We were here for my moms surgery and made multiple daily trips to the hospital. If you are visiting for similar reasons, note that this location takes approx 20 min. To Brigham Women’s/Dana Farber Cancer institute. However with early morning traffic this can take up to 1-1.5 hrs to get there so you will want to plan accordingly.

5 out of 5 average rating, 6 reviews

Flat in Melrose

Perfect weekend escape to Boston

BethRating, 5 stars1 week ago

We were visiting family in the area. The place was conveniently located and was in walking distance to our family. The place was clean and nicely furnished for our needs. There are a couple a restaurants nearby that were wonderful. In fact, it is located above a nice restaurant that served breakfast. Very convenient. It is located next to the train so you will hear the crossing and the train. It does not run during the night.

5 out of 5 average rating, 13 reviews

Home in Stoneham

The Grand Residence

Peter and KanchanRating, 5 stars5 days ago

Thanks Halyna for hosting us. We found it very comfortable and enjoyed spending time in the living room on the comfortable sectional couch hanging out with family while exploring the city!

5 out of 5 average rating, 3 reviews

Guest suite in Peabody

Le Elona – Private Island Stay on Historic Land

WilliamRating, 5 stars1 week ago

Leroy responded quickly to my questions. He stocked the apartment with Keurig cartridges, which I appreciate. This location is fun - on a bit of land, almost a tiny island, in a small pond. There was a great blue heron on the driveway twice in the morning, and I also saw a Baltimore oriole along the driveway. The apartment was very clean and just what I needed in just the right place.

5 out of 5 average rating, 30 reviews

Home in Woburn

Large House- 16 mins to Boston + on site parking

HannahRating, 5 stars3 weeks ago

This place was amazing to stay at. It was big enough to accommodate my friends for the Red Sox game we attended nearby. We appreciated the extra amenities and nice touches. The beds were comfy and overall was a great stay. Cannot wait to come back to enjoy again!!

4.67 out of 5 average rating, 18 reviews

Home in Stoneham

Enchanting Hidden Door Escape

ThaissaRating, 5 stars2 months ago

First and foremost, I want to acknowledge how incredibly responsive and kind our host was. The house was easy to find, thanks to the clear instructions. And once we arrived—wow! Everything was spotless and beautifully organized. The peaceful neighborhood and serene surroundings made our stay even more enjoyable. My husband and I couldn’t be happier and will definitely book this place again. We’ll also be recommending it to our friends!