Family-friendly vacation rentals in Medford

4.99 out of 5 average rating, 111 reviews

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

Family Friendly Green Oasis Minutes from Boston

Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

Apartment in West Medford

4.93 out of 5 average rating, 363 reviews

Garden Apartment for Vacation & Business Travelers

The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

4.91 out of 5 average rating, 251 reviews

A cozy sleeping area is presented with a spacious bed featuring bright, patterned bedding. A bedside table holds a lamp, and a tall, white wardrobe stands nearby. Natural light filters through the window, adorned with light curtains, while a fan and office chair complete the space.

Guest suite in Malden

Newly Renovated | Private Suite - Free Parking

Beautiful, Clean and Cozy private suite on 3rd floor in a safe neighborhood. No full kitchen Smart TV and WiFi (Fios 200mbps up/down) available Free driveway and street parking available Approximately 15 mins from downtown Boston (5 miles) and Logan Airport (6 miles) by car (depends on traffic) Easy Access to Public Transportation - UBER/LYFT (about $4) OR BUS 108 (2 bus directions) OR WALK (.8 mile/~15min walk) to/from Malden Center Station About 15 mins on Orange Line to Downtown Boston

4.95 out of 5 average rating, 209 reviews

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.

Apartment in Woburn

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!

Superhost

A bright living room features large windows allowing natural light, complemented by a dark sectional sofa and a patterned area rug. A modern television is positioned on a minimalist stand, while a cozy armchair and a floor lamp contribute to the inviting layout.

4.84 out of 5 average rating, 210 reviews

Modern, Cozy 3 BR Apartment! Minutes to Downtown!

Enjoy the benefits of the big city without the price tag! Comfortable living with free parking! Public Transportation Near-by 134 & 710 Bus is 275ft away going to Wellington Station 326 Bus at City Hall is .3m away going to express to Haymarket 94 Bus is 1 mile away going to Davis Sq Wellington Station (orange line) 2m away 4 m to encore hotel 2 m to assembly row 3.5 m to Harvard 1 m to Tufts 6 m to downtown Boston Less than a mile to downtown Medford Less than a mile to Chevalier Theatre

4.93 out of 5 average rating, 125 reviews

A cozy living area features two comfortable sofas flanking a light wood coffee table, with a decorative plant positioned atop it. A flat-screen television is displayed across from the seating. Large windows allow natural light to illuminate the space, complemented by soft lighting from a nearby lamp.

Home in Tufts University

Cozy & Modern 2 Bedroom House - Free Parking !

Welcome to our charming, renovated bungalow near Tufts University has been meticulously cared by owner and is ready to welcome new guests. Enjoy 2 beds/1 bath, private parking, and walkable access to Medford's attractions including; banks, shopping centers, local restaurants/cafes, Encore casino, public transportation, Middlesex Fells Reservation and much more. Tastefully furnished with new queen beds, remote work setup, a relaxing living area, and a fully equipped kitchen for your comfort.

A dining area is showcased featuring a round table surrounded by four chairs. Natural light enters through large windows, illuminating an area rug with a floral pattern. A small desk is positioned nearby, alongside a bookshelf, creating a functional and inviting space.

4.96 out of 5 average rating, 113 reviews

2-bedroom home with free street parking

2-bedroom home with free street parking nestled 15 minutes away from downtown Boston. This second floor apartment is located within walking distance to some great Italian restaurant, Starbucks and Dunkin' Donuts, Target, and 10 minutes by car to Encore casino and Assembly Square, where you find dozens of outlet stores and an incredible line up of restaurants. If you are an outdoor enthusiast, the Fells Reservation is a 5 minute drive, where you will find miles of trails to hike and bike.

Apartment in Magoun Square

An open kitchen and dining area feature modern design elements, including an orange Smeg oven and sleek cabinetry. A large island with seating offers space for dining or food prep. Natural light is provided by skylights and a glass door leading to the deck.

4.99 out of 5 average rating, 251 reviews

Hipster Basecamp | fireplace • views • parking

Welcome to Hipster Basecamp, a thoughtfully curated space where mid-century design meets modern comfort. Whether you're here for business or pleasure, enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase.

4.93 out of 5 average rating, 378 reviews

A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.

Home in Everett

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

An inviting living area features a grey recliner and a brown sofa, arranged on an orange and grey patterned rug. A large TV is mounted on the wall, while a dining table is visible in the background surrounded by chairs. Natural light filters through the windows.

4.99 out of 5 average rating, 150 reviews

Couples Retreat - Apt in Charming Colonial Home

Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

The exterior of the property features a light blue facade, with wooden steps leading to a covered entrance. Green leaves from nearby trees frame the view, providing a natural setting. Windows on either side allow for natural light to enter the space.

4.97 out of 5 average rating, 106 reviews

Traveler’s Den in Medford

Discover a cozy hideaway right in the heart of the city! Located steps from Tufts University and public transport, our private one-bedroom offers a full bath and separate entrance. Whether you're venturing to Cambridge or Downtown Boston, your journey begins easily. A plethora of dining and coffee spots await just around the corner. Note: Kitchen access not provided. Experience comfort, convenience, and a touch of charm in the Traveler's Den!

4.86 out of 5 average rating, 356 reviews

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

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 Medford family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 178 reviews

A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

4.93 out of 5 average rating, 121 reviews

A modern kitchen is showcased, featuring gray cabinetry and a large island with seating for four. Stainless-steel appliances are integrated seamlessly, while light reflects off the marble countertops. A dining area is visible in the background, with natural light filtering through a window.

Condo in Brighton

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

5 out of 5 average rating, 37 reviews

The bedroom features a spacious bed with a light-colored quilt and a decorative pillow. Natural light filters through the white curtains. Bedside tables frame the bed, each with a lamp. An air conditioning unit is visible on the wall, and a closet is present in the corner.

Home in Framingham

1BR—Peaceful Guest House—20 Min to Boston—Hot Tub

4.96 out of 5 average rating, 264 reviews

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

Guest suite in Lakeside Marblehead

5 out of 5 average rating, 19 reviews

Headers’ Haven

4.98 out of 5 average rating, 204 reviews

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

5 out of 5 average rating, 61 reviews

A living area is presented with a blue futon, complemented by striped pillows. Two bright orange chairs are positioned beside a small black table. A light fixture with an arc design hangs above, illuminating the space. A door leads to an adjacent room.

Apartment in North End

Amazing Location in Little Italy with Roof Deck

Apartment in Cambridgeport

The living area features large windows offering scenic views of the cityscape. A comfortable sofa, accent chairs, and a wooden coffee table create a welcoming space. A textured rug lies beneath the furniture, and a decorative plant adds a touch of greenery.

4.9 out of 5 average rating, 60 reviews

Central Square 2BR Condo near Harvard & MIT Spaci

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 109 reviews

The spacious living area showcases a comfortable grey sofa paired with a wooden coffee table. A well-equipped kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Bright lighting enhances the inviting atmosphere, complemented by a Smart TV for streaming in the corner.

Apartment in Malden

3bed, 1 bath - Near Boston - Free parking

4.89 out of 5 average rating, 207 reviews

A modern living area features a spacious sectional sofa adorned with decorative pillows, positioned in front of a wall-mounted television. A light-colored table with intricate design sits on a soft area rug, while kitchen cabinets and a dining area are visible in the background.

Home in Malden

Beautiful renovated 3 bedroom apt near Boston.

4.99 out of 5 average rating, 179 reviews

A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.

Guest suite in Weston

Flower Farm Getaway 2BR, 20 Min To Boston

4.77 out of 5 average rating, 218 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

4.96 out of 5 average rating, 141 reviews

The exterior of the home displays a classic three-level structure, adorned with grey siding and multiple windows. A welcoming front porch features two light fixtures and is accented by purple LED lighting along the base. A wooden front door invites entry.

Home in Medford

Modern Smart Home/EVCharge/Boston/Harvard/MBTA

4.85 out of 5 average rating, 155 reviews

A sunlit living room features a comfortable sofa with striped cushions and two armchairs with red accents. Soft rugs cover the wooden floor, while large windows with draped red curtains allow natural light to fill the space. A central coffee table adds functionality to the cozy setting.

Home in Medford

Sunny home minutes from Boston. Free parking.

4.85 out of 5 average rating, 103 reviews

A living area features hardwood floors and large windows allowing natural light. A vintage television stand hosts a flat-screen TV, while a green chair and brown armchair provide seating. A cream ottoman sits in front of a small coffee table, and a decorative fireplace adds character.

Apartment in Danvers

Danvers 1800's Home Apartment

Guest suite in Admirals Hill

The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.

4.96 out of 5 average rating, 142 reviews

Modern Suite Near Boston, Airport & Downtown

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 106 reviews

A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.

Apartment in Brighton

Peaceful suite in Boston with city views

4.83 out of 5 average rating, 53 reviews

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

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Superhost

A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.

Guest suite in Framingham

4.83 out of 5 average rating, 92 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

4.97 out of 5 average rating, 105 reviews

Home in Weston

Spacious vacation unit in premium suburban town

4.84 out of 5 average rating, 196 reviews

A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.

Apartment in Beachmont

Stylish and Cozy at Revere Beach

Apartment in Manchester-by-the-Sea

A spacious living area features a large, sectional sofa with neutral upholstery, oriented towards a wooden coffee table. Bright light filters through multiple windows, illuminating the room. A dining area with wooden chairs is visible in the background, along with built-in storage cabinets.

4.9 out of 5 average rating, 177 reviews

Modern Space With Pool Close To Singing Beach

Guesthouse in West Roxbury

A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.

4.95 out of 5 average rating, 205 reviews

Country Cottage in the City