
Holiday rentals in Fresh Pond
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Top-rated holiday rentals in Fresh Pond
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy High-ceiling Apartment
This unique place has a style and a charm - a stylish 1-bedroom apartment with high ceilings, thoughtful design, within walking distance of Davis Square, Porter square, Alewife Station (T subway) and easy access to Harvard, MIT, BU, Tufts, downtown Boston. The open kitchen features full-size appliances, granite countertops, and everything you need. The bedroom offers a comfortable queen bed, soft linens, and a calm, soothing color palette —perfect for unwinding after a day exploring the city.

Charming Waterfront Cottage Near Cambridge/Boston
Delightful 1-bedroom guest cottage in Arlington with picturesque waterfront views and cozy interiors. Tucked away on Spy Pond, the cottage offers a peaceful retreat and a short drive to Cambridge (10 min to Harvard Square), Boston (20-25 minutes to Logan Airport), and Harvard, MIT, Tufts, BU. Comfortable furnishings and an abundance of windows overlooking the water create a bright and calming backdrop for your stay. Enjoy getting away from it all, while being close to everything you might need!

Cambridge Retreat - Sunny 2BR - Close to Harvard
Beautiful two bedroom apartment on the first floor of a classic two-family home in West Cambridge. A corner lot in a quiet neighborhood, with a grassy yard on three sides and small city garden across the street. A block from Danehy Park, a five minute walk to Huron Village and Fresh Pond Reservation, a twenty minute walk to Porter Square, and a quick bus ride to Harvard Square. A perfect home base for college tours and working vacations. The owners, long time Airbnb travelers, live upstairs.

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

New 3 bedroom, 2 bath unit, meadow view!
Located on the 2nd floor of a brand-new building, this modern unit is perfect for family and group trips! Living in this quiet, residential neighborhood, you will be minutes away from many universities (BC, BU, Harvard, MIT, NEU, etc.), downtown Boston, and many major attractions (Boston Common, Newbury Street, Freedom Trail, etc.). Relax and enjoy the peaceful meadow views at the back of the building. Subway stations, bus stops, and restaurants and grocery store are within walking distance!

Apartment in Cambridge
This is a charming 2-bedroom in lovely tree-lined Huron Village. Newly renovated, the space offers a full kitchen and bathroom, tasteful furnishings, and in-wall air conditioning. Enjoy being just moments from the delightful shops, cafés, and bakeries of Huron Village, with Fresh Pond trails nearby for outdoor activities and bustling Harvard Square just a 20-min walk away. On the 2nd of 3 floors, the place gets plenty of natural light, with responsive hosts downstairs and on-site parking.

Scandinavian Retreat in Cambridge
This large, airy apartment has been recently renovated with Scandinavian design themes. It is located in a leafy neighborhood walking distance from Harvard Square. Centrally situated among Boston's many colleges and universities, it is the ideal place for college visits, reunions and sporting events. It is also half a block from the entrance to the world renowned Mount Auburn Cemetery and half a block from the Fresh Pond Reservation, both of which are great for getting outdoors.

Stunning urban hideaway nearby Harvard Square
Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

Hipster Basecamp | Deck • Design • Parking
Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Urban oasis in Huron Village
The best of all possible worlds! Bright and airy cathedral-ceilinged two-bedroom unit in leafy and lovely Huron Village, across the street from Fresh Pond Reservoir trails, Blue Bikes docking station, and great nine-hole golf course. Walk, bike, drive, bus, or T to Harvard Square. Great bakeries and food from cheap eats to high end in easy walking distance. Additional guests can be accommodated for a $100/night charge. Mass. STR certificate C0107520491.

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Bright 3BR Boston Gem | Free Parking
Experience Boston from this stylish 3-bedroom retreat near Boston Landing. Nestled in a quiet neighborhood with easy transit to Fenway and Copley, this modern space boasts a queen gel-memory foam mattress, a chef’s kitchen with Maytag appliances, and a spa-like bath with Italian tile. Enjoy the rare luxury of free on-site parking (please request at booking). It’s the perfect blend of high-end comfort and city access for your next group getaway.
Popular amenities for Fresh Pond holiday rentals
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo





