Fitness-friendly holiday rentals in South Boston Waterfront

Family Friendly City Oasis! 2 Free Parking Spots!

Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

Parks · Biking · Cleanliness

Downtown Boston Famous Nightlife Theater District

This warm studio apartment in Downtown Boston is the perfect place to stay! Located close to the Boston Common Park, the apartment itself is spacious and modern, with plenty of natural light and a cozy atmosphere. The studio is equipped with a queen-size bed and a 75" TV. Making it the perfect place to rest after a hard day working or touring all of Boston. With its close proximity to the park and access to Downtown Boston, the Theater District, Boston Common, Chinatown, South End, and North End

Parks · Cleanliness · Indoor spaces

Hidden Gem 2 BR/1BA near Zoo 3 mil downtown Fenway

Welcome to this stylish and renovated 2 BR, 1 BA unit that provides everything you need to unwind, relax, and feel like at home. It's perfect for families, couples, travel nurses, & business travelers. This home is a short drive to DT Boston, local beaches, Logan Airport, Fenway Park, Encore Casino, Universities, and Hospitals. It's located within a walking distance to South Bay shopping center & Newmarket commuter rail station. It's going to be our absolute pleasure to host you and your guests.

Indoor spaces · Location · Decor

Duplex Rooftop MIT/Kendall/Harvard 2 FREE Parking!

Welcome to your stylish home away from home, just steps from MIT/Kendall Squar! This brand-new, designer-furnished duplex offers the ultimate Cambridge experience with upscale finishes, thoughtful details, and a prime location. Two bedrooms plus a versatile game loft that doubles as a third bedroom, perfect for families or groups. 2 full bathrooms, a sleek kitchen, and inviting living areas, FREE 2 cars parking. Private rooftop with firepit and grill. in one of the safest neighborhoods in area

Bathroom · Hospitality · Cleanliness

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.

Hiking · Parks · Parking

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Hiking · Condition · Laundry

The Holmes : Chic • Sun-soaked • W/D

Experience Boston for long stays in an ultra unique 1 bedroom with elegant panoramic windows. Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston comfortably long term. TEST Unit Features -> Blazing Fast WiFi -> 65” Roku TV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Close to Whole Foods too! Ideal for business travelers, couples, nurses, and everyone looking to experience Boston long term!

Parks · Hospitality · Family

Luxury Milton Home

Newly renovated home in a safe environment and proximity to Boston with easy access to public transportation, renowned museums and top universities. Inside, the open concept with the living room to dining room and the kitchen with an oversized center island. 3 master bedrooms with 3.5 bathrooms. The hallway has a laundry area and a half bath for your convenience. Outdoor included patio with dining area, grill, fire pit, and a mini golf. Many off street parking spaces available.

Layout · Family · Condition

Cozy unit near Boston w/parking

Welcome to our cozy and modern Everett retreat the perfect space for couples, solo travelers, or anyone looking for a comfortable stay just minutes from Boston! Located only 5 miles from Downtown Boston and close to public transportation and bus stops, this stylish private suite offers a relaxing atmosphere with everything you need for a convenient and enjoyable stay. Perfect for: ✔️ Couple trips ✔️ Weekend getaways ✔️ Boston visits ✔️ Business travelers ✔️ Airport stays

Value · Nearby · Amenities

JP Studio - As Seen on Apartment Therapy

We’re thrilled to share our newly finished garden-level studio! Thoughtfully designed for comfort, it includes a queen-sized bed, cozy living area, kitchen, and private bathroom. Just a 5-minute walk to the Stony Brook train stop, it offers easy access to Boston. Nearby, explore attractions like the Zoo, Arnold Arboretum, and Jamaica Pond. The neighborhood features excellent dining, breweries, and cafes. Let us know if you’d like recommendations—we’d love to share!

Parks · Sleep quality · Laundry

Luxury 2BR/2BA • Harvard/MIT • Parking • Sky Deck

Unwind in a beautifully appointed 3BD/2BA Cambridge suite with a private balcony, elevated finishes, and room for 6. Inside, enjoy an airy living space and a thoughtfully outfitted kitchen with dining settings, cookware, bakeware, and stay essentials, along with plush towels for every guest. Guests also have access to the rooftop lounge, fitness center, and paid garage parking with EV charging—minutes from MIT, Harvard, Kendall Square, Central Square, and BU.

Comfort · Check-in · Location

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

Indoor spaces · Quiet · Long stay