Fitness-friendly holiday rentals in Middlesex County

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

Orchards retreat

Stunning bright 5 BR, 3.5 BA Contemporary set on over 5 park like acres across from apple orchards. Dream kitchen w/stainless 6 burner Wolf stove, expansive island opens to pristine living room with floor to ceiling stone fireplace. French doors open to a deck almost the entire length of the house! Great house for vacation. Master suite w/fireplace,sitting area, cathedral ceilings, deck/balcony, his & her walk-in closets. Master bath w/relaxing soaking tub plus separate shower and double sinks.

# 216-B lower level entire studio w/ private bath

Relax and unwind at this unique, peaceful retreat in our cozy lower-level basement unit. Please note: There are no windows in this unit. You’ll enjoy your own private bathroom and a mini kitchen — perfect for short stays and light cooking. Laundry is shared with the upstairs unit (used by the host). If the upstairs rooms are still available, you may have the option to upgrade for a slightly higher price. Kindly do not book if you’re a smoker or uncomfortable staying in a unit without window

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.

Barn in Ashby

guest suite in attached barn. 1 queen sized bed. Large couch with pull out footrest NO KITCHEN. There IS a Coffee machine, Microwave, & mini fridge in your suite. wifi & roku TV. Elliptical machine in the barn basement. There is no kitchen in this unit. ****Pool opens JULY 11th due to maintenance********* By Car: 6 minutes to Mount Watatic state park 11 mins to Fitchburg State University 13 mins to Cushing Academy 13 mins to Fitchburg Commuter Rail 18 mins to Franklin Pearce University

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.

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.

Kendall/Central Square Condo near MIT + Parking

Cambridge Central/Kendall Square Neighborhood Rare Find Condo! Located in the heart of Cambridge, between Central and MIT T-Station. Near Jill Brown-Rhone Park. The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → 2 bedroom → Dedicated Workspace → 60” Smart TV → Full Kitchen → Washer & Dryer → Private Parking (Additional Fee) → View and Lounge → Full Size Gym Ideal for business travelers, medical professionals and corporate clients looking to experience Cambridge in style.

Sakura House: Spacious 4BR w/ Gym & Premium Design

Discover this stunning colonial-style retreat, with expansive indoor and outdoor spaces. The beautifully renovated kitchen features a large granite island, opening to a sunlit dining area and cozy living room. Relax on multiple decks with scenic views of the private lot. With a dedicated office, gym, and bonus room, this home offers abundant space for families and groups. Conveniently located near major highways and the Apex Center, it’s the ideal blend of comfort and accessibility.

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!

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.

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!