Fitness-friendly vacation rentals in Gloucester

Family Friendly City Oasis! Free Parking, King Bed

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

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.

Charming Rockport Cottage ~Walk to Ocean~Parking

Step into this charming 1BR / 1 Bath cottage in a tranquil area just a few steps away from Shalin Liu Performance Center, artsy Bearskin Neck, beautiful waterfront, and many exciting attractions. Explore the picturesque town before returning to the lovely oasis, whose gorgeous design, colorful garden, and rich amenity list will mesmerize you. ✔ Comfortable Bedroom ✔ Lovely Living Room ✔ Fully Equipped Kitchen ✔ Flower Garden ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Free Onsite Parking Learn more below!

Coastal Retreat - 3 BR/2.5 Bath

Newly remodeled home offering modern comfort with a coastal feel-ideal for families/small groups. Enjoy the neighborhoods' quiet charm—a strictly tranquil community, making it a perfect choice for a peaceful retreat. Sunlit interior, outdoor patio/backyard, gym, air hockey, large screen TVs, and gas fireplace are just some of the amenities. Stroll downtown, to a nearby beach, or explore Salem and Boston. Whether you’re looking to recharge or explore, this coastal haven offers a luxurious escape!

Breathtaking Retreat - Walk to Beach & Downtown

Welcome to your beautiful Rockport retreat! We are steps from the water and in the heart of everything that makes Rockport so special. With soaring ceilings, a custom chef's kitchen, two living areas, two lofts, a fully finished basement, and a gorgeous outdoor space, this home sleeps up to 10 & gives everyone room to spread out and settle in. A short drive or leisurely stroll to Front Beach and the iconic shops & seafood of Bearskin Neck - this is the ideal home base for your Cape Ann vacation

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.

Close to Harvard, MIT & Boston, Gym and Patio!

Beautiful Airbnb right in Union Square, Somerville! This is a perfect spot if you’re traveling to Boston and want to stay in a clean, modern, Airbnb that comes with a gym, yoga, and is steps away from Bow Market, cafes, amazing restaurants and parks! Short distance to: Harvard -.9 miles MIT- 1.4 miles Tufts- 2 miles Boston U- 2.5 miles Northeastern- 3 miles North End, Charlestown, Esplanade, Fenway Park, Boston Common, Public Garden, Back Bay, Beacon Hill, and Financial District- ~3 miles

Cozy place to relax! 14min to Salem - 25 to Boston

Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

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.

Studio Close to Beach, Boston, Airport & Train

Modern and cozy basement studio just 10 minutes drive from Logan Airport, 5 minutes from Revere Beach, and 14 minutes from Downtown Boston. Fully equipped with a kitchenette, full bathroom, high-speed internet, and a 75-inch Smart TV. Enjoy entertainment options like a foosball table, Xbox, and board games. Step outside to a private lounge area with a fireplace and grill. Free driveway parking and plenty of nearby restaurants make this the perfect home base for comfort, convenience, and fun.

Haskell Grove Estate

Enjoy the natural beauty of the hillside forests, rocky monoliths, and the farm fields down to the marsh surrounding this getaway on 150 acre working equestrian estate. Easy access to hiking the Gloucester Watershed conservation lands, Wingaersheek Beach, Conomo Point, and downtown Essex Manchester, Gloucester, and Ipswich. Perfect for a corporate retreat or a family gathering. Located on Ebben Creek which overlooks iconic Choat Island. Perfect for boaters, can help with docking needs.

2bed/2bath Apt at Waltham Landing: #205

If there are more than 6 people in the group you will need to rent 2 apartments. 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station. Waltham's many business parks 10 minutes away. Bentley and Brandeis are 1 mile away. Monthly rentals accepted (inquire for best rate), discounts for groups and long-term rentals. Perfect for business travelers, families, anyone in between housing or visiting town!