Holiday rentals in Spy Pond

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Top-rated holiday rentals in Spy Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 395 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.

Top guest favourite
The bright living area features oversized windows that frame views of Spy Pond, allowing natural light to flood the space. Two armchairs and a round dining table with four chairs are arranged for comfort. A potted plant and decorative items enhance the inviting atmosphere.
Cottage in Arlington
4.95 out of 5 average rating, 85 reviews

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!

Guest favourite
Flat in Arlington
4.94 out of 5 average rating, 16 reviews

Boston Hub Cradle of Liberty

Welcome to the Cradle of Liberty: our fully-appointed home honoring the formative history of the United States. Stay on the actual path of the Midnight Ride of Paul Revere (the covert communication plan to alert American patriots of the British invasion) and visit rich historic landmarks right out your doorstep, including battle sites and command posts of General George Washington. Perfectly prepared for working professionals and families: high quality, designed for comfort, deep with history.

Top guest favourite
Flat in Cambridge
4.99 out of 5 average rating, 108 reviews

Cambridge Luxury Apartment With Free Parking

Your whole group will enjoy easy access to everything from this centrally located apartment. Close to Massachusetts Avenue, Alewife Park, Lila Sciences, Davis Square, Porter Square, Harvard Square a short walk to the Red Line Metro Subway and walking distance to Whole Foods, Trader Joe's and many great restaurants also close to Tufts University, Harvard, MIT, Boston College, Bentley University, TD Garden, Faneuil Hall, The Freedom Trail, Fenway Park, Mass General Brigham Hospital, Cheers Pub

Superhost
The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.
Flat in Arlington
4.88 out of 5 average rating, 234 reviews

Dixie’s House, 1BD in Arlington

1 bedroom, family-friendly apartment in the quiet Morningside neighborhood of Arlington. Can sleep 5. Free driveway & off-street parking. King bed + queen sofa bed in living room + extra twin. 1 full bath, kitchenette with dishwasher (No Oven or Cooktop). NEW washer/dryer combo! 1 mile from the bike path and short drive to Alewife/Davis T stations. Young kids and dog live above (expect some noise). Bus route to Harvard Square nearby. Also close to Wright-Locke Farm with stunning fall hikes.

Guest favourite
A historic three-story house features a welcoming white facade with black shutters. A large front porch is accessible via steps, surrounded by seasonal foliage. The structure is situated in a neighborhood with tree-lined streets, providing a charming urban setting.
Guest suite in Arlington
4.87 out of 5 average rating, 90 reviews

Arlington Center - clean living, near buses & food

Private suite in a Historic (1840s) house in desirable Arlington Center location. Is walkable to the vibrant town center, great restaurants, coffee shops, Whole Foods, CVS, and many shops. Equipped with air conditioning, towels, linens, full bed, and a futon, this place is a great retreat in the middle of town. Kitchen has a full size fridge, microwave, single induction cooktop, toaster oven, cookware, coffee/tea, and much more. Discount >1 week reflected in price. No parking available.

Guest favourite
A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.
Home in Arlington
4.93 out of 5 average rating, 57 reviews

Beautiful Spacious 4BRM House!

A thoughtfully cared-for New England home best suited for a quiet, comfortable stay in a residential neighborhood. Enclosed back yard with pool during summer (June 21 - September 20) 4 bedrooms (2 ensuite), 3 full bathrooms, 1 half bath. Spread over 2 floors: - Floor 1: eat-in kitchen, 1/2 bath, living, dining, office - Floor 2: 4 bedrooms, 3 bathrooms, bonus room - Has STAIRS to bedrooms Outside: Yard, unheated swimming pool (summer 6/21-9/20), patio. 2 off-street parking.

Top guest favourite
A private entrance to the basement suite is framed by a modern railing and steps leading down. Lush greenery surrounding the entrance enhances the serene setting, while a light fixture is positioned above the door. A children's playset can be seen in the background.
Guest suite in Lexington
4.97 out of 5 average rating, 183 reviews

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

Top guest favourite
The open living and dining area features a light, airy design with high ceilings and skylights. A cozy sofa faces a glass coffee table, while a dining table with chairs is positioned beside a large window, inviting natural light into the space. A kitchenette is visible, enhancing functionality.
Guest suite in Arlington
5.0 out of 5 average rating, 170 reviews

2BR Suite - Bright - Modern - Central AC - Parking

Large guest unit in a quiet residential neighborhood in Arlington MA. Superb accommodation in a prime location with easy access to public transportation, easy drive to Cambridge and Boston, and just a short walk to restaurants, grocery stores, and beautiful recreation parks. + Self check-in + Private unit entrance +Central A/C+ High Ceiling + Large windows +Natural light + Comfortable beds + Free Netflix+ Strong Wi-Fi + Nespresso + Parking

Top guest favourite
A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.
Home in Arlington
4.99 out of 5 average rating, 117 reviews

The Brickhouz at Arlington !

Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.

Guest favourite
Townhouse in Arlington
4.93 out of 5 average rating, 154 reviews

Stylish 2BR Near Harvard, MIT & Boston

This bright, stylish 1st-floor 2-bedroom apartment sleeps 4 and features a spacious living room, full kitchen, and off-street parking included. Located in East Arlington just over the Cambridge line, it offers easy access to Harvard University, Tufts University, MIT, Boston, and major events at Gillette Stadium & TD Garden.

Guest favourite
A well-appointed studio features a light-colored couch adorned with colorful cushions. A large wall art piece with a nautical theme adds interest. The kitchenette, visible in the background, contains modern appliances. Soft lighting enhances the welcoming ambiance in the spacious area.
Guest suite in Arlington
4.91 out of 5 average rating, 317 reviews

Modern and comfortable studio apartment

Cozy modern walk-in studio apartment with on-site parking. Located in the Captain Wyman-Pichette House dating from 1840, across from Spy Pond and in Arlington's Historic Pleasant Street district. Steps from public transit to downtown Boston, a short walk to Arlington Center shops, great restaurants and Minuteman Bike Trail.

Popular amenities for Spy Pond holiday rentals