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Fitness-friendly vacation rentals in Gloucester

Find and book unique fitness-friendly accommodations on Airbnb

Top-rated fitness-friendly rentals in Gloucester

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favourite
The kitchen features white cabinetry and stainless steel appliances, with a spacious layout for cooking. A game table is shown with a pool table in the background. A cozy living area includes a light blue accent wall and comfortable seating. The backyard displays a grassy area with a slide and a playset.
Home in South Boston
4.99 out of 5 average rating, 226 reviews

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

Guest favourite
Townhouse in Hampton Beach
4.93 out of 5 average rating, 14 reviews

Rooftop deck • 2 min to Beach • SeaShell Stage

Whale's Horizon Oceanfront Escape in Prime Location!Stunning views from the private deck,steps from Hampton Beach.Walk to shops, restaurants, and boardwalk fun.Bright, comfy space with full kitchen,WiFi,AC,4 car free parking. Living area features large windows facing the ocean,with amazing views from indoors.Perfect for couples, families,or friends looking for a true beach getaway. Watch the waves during the day, the stars at night,and enjoy a slower pace of life with the ocean as your backdrop.

Guest favourite
The entrance of the cottage is highlighted by a charming blue door and a comfortable porch area. Surrounding pathways feature stone paving and well-maintained landscaping, including a mixture of shrubs and flowering plants, enhancing the inviting approach to the home.
Cottage in Rockport
4.9 out of 5 average rating, 10 reviews

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!

Guest favourite
Home in Rockport
4.97 out of 5 average rating, 35 reviews

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

Top guest favourite
Apartment in Medford
4.93 out of 5 average rating, 383 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.

Guest favourite
A flight of stone steps leads up to a welcoming red house, bordered by lush greenery. Yellow mums add a touch of color to the landscaping, while a small seating area and decorative railing complement the entrance.
Home in Brighton
4.93 out of 5 average rating, 367 reviews

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.

Guest favourite
Apartment in Waltham
4.83 out of 5 average rating, 127 reviews

2bed/2bath Apt at Waltham Landing. Corner Unit

This apartment complex was built in 2016. It is 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station: Fitchburg Line - Commuter Rail. 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! Free parking in the parking lot. Yes there is an Elevator.

Superhost
An outdoor shower is presented, featuring a wooden design with natural finishes. The shower head is positioned above a tiled wall, surrounded by potted plants that add greenery to the setting. Pebbles and gravel form the base, enhancing the outdoor ambiance.
Guest suite in Peabody
4.79 out of 5 average rating, 208 reviews

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 -

Guest favourite
A spacious kitchen features cream-colored cabinetry and stainless steel appliances, including a refrigerator and built-in microwave. A center island with seating is highlighted by a ceiling fan and natural light filtering through the window above the sink.
Home in Wakefield
4.95 out of 5 average rating, 300 reviews

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.

Guest favourite
A wooden table featuring a natural, textured surface holds a decorative bowl and a small green plant. A softly lit lamp and a vase with white flowers are also visible. The wall art depicts two silhouettes of deer amid foliage, adding a serene touch.
Guest suite in Revere
4.85 out of 5 average rating, 146 reviews

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.

Top guest favourite
A spacious bedroom features a large bed with crisp white linens against a neutral backdrop. A tall mirror and a small seating area are positioned to one side, with soft lighting enhancing the open feel. A decorative wall art piece adds a touch of character.
Apartment in Everett
5 out of 5 average rating, 32 reviews

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

Superhost
Apartment in Revere
4.8 out of 5 average rating, 137 reviews

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Discover comfort and style in our 2-bed, 2-bath apartment. Modern decor, fully equipped kitchen, and cozy bedrooms await. Enjoy the convenience of nearby attractions, like Revere Beach and downtown Boston. Parking onsite is free. Your home away from home for a memorable Boston experience! The two bedrooms are thoughtfully designed to ensure a restful night's sleep. Both bedrooms are equipped with King sized beds. You will have the apartment all to yourself.

Popular amenities for Gloucester fitness-friendly rentals

Quick stats about vacation rentals that are fitness-friendly in Gloucester

  • Total vacation rentals

    Explore 20 vacation rentals in Gloucester

  • Nightly prices starting at

    Gloucester vacation rentals start at $167 CAD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Gloucester vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gloucester rentals

  • 4.9 Average rating

    Gloucester stays are highly rated by guests—averaging 4.9 out of 5!

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