
Fitness-friendly holiday rentals in Winthrop
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Winthrop
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness and more.

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

Modern & Cozy Stay in Wakefield
Welcome to your family-friendly Wakefield retreat! This modern 3-bedroom, 2-bath apartment sleeps 8-10 guests. Enjoy a fully equipped kitchen, cozy dining space, and an en-suite master bedroom. Free parking and a washer/dryer add convenience. Walk to Lynnfield Market Place for Whole Foods, Starbucks, Legal C Bar, and more. Just 2 minutes from Route 95 and 20 minutes to Boston. Quannapowitt Lake is a quick 7-minute drive. Perfect for families, business travelers. We look forward to hosting you!

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.

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.

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.

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 -

Near Boston | Home Theater| Game room | Peloton
Welcome to your perfect getaway in Weymouth! This charming 2-bedroom, 2-bath retreat offers a cozy living room, a fully equipped kitchen, and a game room! Enjoy nearby attractions like Webb Memorial State Park, Wessagusset Beach, and easy access to Boston. Ideal for families or a weekend retreat, this home provides comfort, convenience, and modern amenities. Webb Memorial State Park-3miles Great Esker Park -2.5miles Wessagusset Beach-3miles Explore Weymouth magic with us & Learn More Below!

Lux 2BR Apt w/ Pool and Gym
Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home.

2bed/2bath Apt at Waltham Landing. Middle 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.

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.
Popular amenities for fitness-friendly rentals in Winthrop
Fitness-friendly apartment rentals

Prime Downtown Location | 2BR 2BA Boston Common

Luxury23.7 – Boston Landing – Allston Yards

Boston Family Suite: Pool, Gym & Paid Parking

The Holmes : Chic • Sun-soaked • W/D

Room 4 at Coolidge Corner

Modern/Luxury | Steps from Zoo & Golf Course

Entire one bedroom apartment

Heart Cambridge Studio MIT Harvard
Fitness-friendly apartment rentals

Modern, luxury 2 bedroom condo centrally located

Charming Condo2 Near Reservoir Easy Access to BOS!

Holiday in New England ! Great for couples/single

Peaceful Chelsea Street |Top Floor Apt| Roof Deck|

New Private Room in Condo with a Dog

Charming Condo3 Near Reservoir Easy Access to BOS!

Charming Condo1 Near Reservoir Easy Access to BOS!
Fitness-friendly house rentals

New Lux Boston Stay | Fenway|Longwood|Downtown|Gym

Entire Home | Boston Skyline | Airport | Downtown

Hidden Gem Lake House 3BR, 2.5BA

The House by the Sea

An amazing one bed room level house (No Smoking)

Luxury 3BR & 2.5 Bath House Near Gillette/Downtown

Entire Lower Level of House, Across From The Beach

Magnificent Ocean View; walk to beaches and town
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $203 SGD | $217 SGD | $206 SGD | $257 SGD | $290 SGD | $257 SGD | $271 SGD | $279 SGD | $290 SGD | $284 SGD | $214 SGD | $195 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals that are fitness-friendly in Winthrop

Total holiday rentals
Explore 20 holiday rentals in Winthrop

Nightly prices starting at
Winthrop holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Winthrop holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winthrop rentals

4.9 Average rating
Winthrop stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Winthrop’s top spots include Orient Heights Station, Beachmont Station and Suffolk Downs Station
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- Fitness-friendly rentals Suffolk County
- Fitness-friendly rentals Massachusetts
- Fitness-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Gillette Stadium
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Onset Beach
- Roxbury Crossing Station
- Prudential Center




