Holiday houses 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
A welcoming living room features a ceiling fan and natural light from multiple windows. A comfortable sofa is positioned near a wooden cart, while a flat-screen TV is mounted on the wall. The staircase leads to an upper level, and an opening reveals a bright dining area.
Home in Arlington
4.97 out of 5 average rating, 115 reviews

Sophisticated, bright, and cheerful 2 story home

Enjoy the privacy of your own 2 story home! Nestled in a peaceful suburban neighborhood mere blocks from quaint eateries and shopping, this sun-drenched home features off-street parking (2 cars), 2 queen beds, wifi, Netflix, modern appliances (including laundry), and small work space. Easy access to Boston, top hospitals, & 21 colleges & universities including Harvard, MIT, BU, & BC via train. A short walk from train station and close to 2 major highways this hidden gem truly is a revelation!

Guest favourite
Apartment in Arlington
4.98 out of 5 average rating, 210 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

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.

Top Guest favourite
A garden-level studio apartment is nestled among lush greenery and manicured shrubs. The exterior features a warm-colored facade and a front door highlighted in a contrasting hue. A stone pathway leads to the entrance, surrounded by a natural landscape of plants.
Apartment in Cambridge
4.95 out of 5 average rating, 554 reviews

Garden-level one-bedroom apartment

Sun-filled 650 sq ft apartment in urban oasis. Private entrance. Minutes from Davis Sq and Alewife Red Line T-stops. Free street parking with guest permit. Fridge, microwave, coffee maker. Full bath. Private patio. Check-in starts at 3 PM; check-out by 11 AM. Access to the property is limited to registered guests. This spot is not suitable for entertaining, and third-party guests or visitors are not allowed. Please read the entire listing & amenities pages and ask questions before booking.

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 out of 5 average rating, 161 reviews

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

Large guest unit on the top floor of a two-family house in a quiet residential neighborhood in Arlington MA. We offer superb accommodation in a great 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
Apartment in Cambridge
4.94 out of 5 average rating, 581 reviews

Spacious Strawberry Hill Suite (West Cambridge)

This 3rd floor suite is less than 2 miles west of Harvard Sq. You'll have exclusive access to the space, which has a full bathroom and kitchenette. There is a queen bed suitable for two people and the couch in the living room converts to a bed for one. Our neighborhood is friendly, safe, and has a lot to offer. Public transportation (bus) is a 5 minute walk. The trip to Harvard Square is 10-15 minutes. I live in the home downstairs and am available should you need me during your stay.

Top Guest favourite
Home in Arlington
4.99 out of 5 average rating, 105 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.

Top Guest favourite
Townhouse in Arlington
4.93 out of 5 average rating, 139 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
Guest suite in Arlington
4.9 out of 5 average rating, 304 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.

Superhost
Apartment in Woburn
4.92 out of 5 average rating, 223 reviews

Romantic Getaway w/private Jacuzzi• Fire Pit•

Escape to a private romantic retreat just minutes from Boston. Relax in your private outdoor jacuzzi, enjoy the fire pit under the stars, and unwind in a cozy space designed for couples. Located in a quiet area just minutes from Boston, restaurants, and shopping — the ideal spot for couples or a peaceful weekend escape.

Guest favourite
Apartment in Arlington
4.89 out of 5 average rating, 123 reviews

Great Boston alternative, easy access to the city

2 bedroom in classic 1920's Art Deco building. 2nd floor walk up overlooking Mass Avenue. Each bedroom has a queen size bed. There is a pull out couch in the living room. Small but workable kitchen. There is coin operated laundry in the basement. Window A/C's and fans are provided.

Top Guest favourite
A brick exterior is adorned with colorful foliage, including grapevines. A wooden bench is positioned near the entrance, surrounded by potted plants. A mailbox is visible, completing the welcoming look of the outdoor space.
Apartment in Cambridge
4.97 out of 5 average rating, 381 reviews

Picture-perfect Cambridge guest apartment, parking

Welcome to Cambridge: Red brick, cottage green trim, grape vines, roses and dogwood. Living room, kitchen, bedroom, bath. All the amenities, separate entrance, gas fireplace, off street parking. Walk to: Davis Square, subway, cafes, restaurants, playground, bike path and bikes.

Popular amenities for Spy Pond holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Middlesex County
  5. Arlington
  6. Spy Pond