Vacation rentals in Spy Pond

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Spy Pond

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

0 of 0 items showing

1 of 3 pages

Guest favorite

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

4.93 out of 5 average rating, 56 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!

Top guest favorite

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

4.98 out of 5 average rating, 203 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.

Guest favorite

The entrance features a welcoming porch with white railings, flanked by colorful flower pots and hanging baskets. A brightly painted totem pole adds a touch of character beside a neatly manicured garden. The well-kept pathway leads to a white door, inviting guests inside.

Apartment in Medford

4.93 out of 5 average rating, 350 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 favorite

A bright corner of the living room features a yellow armchair next to a console table, adorned with a candle and a potted plant. Three framed botanical prints are displayed on the wall, and soft natural light filters through a window with sheer curtains.

Apartment in Arlington

5 out of 5 average rating, 17 reviews

Walk to Arlington Ctr and public transport - 6 rms

This is your new home. The apartment is 1/2 of a renovated, stately, side-by-side, 2-family home blocks from Arlington Center. On a quiet, dead-end street that ends at Spy Pond, experience the access & energy of Arlington while enjoying the warmth of a friendly neighborhood. A gracious foyer off the new porch welcomes you to the first floor LR, DR & large, eat-in kitchen & 1/2 bath. Upstairs there are 2 bedrooms with 3 beds, full bath & office. Outside is a private patio. Parking 2+ cars.

Top guest favorite

A bright living space features large windows allowing natural light to fill the room. Two distinct seating areas are present: a cozy armchair with a patterned throw, and a sofa with decorative pillows. A wooden coffee table sits centrally, complemented by a small dining area in the background.

Apartment in Cambridge

4.99 out of 5 average rating, 132 reviews

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.

Top guest favorite

The historic two-story home features a white exterior with green shutters and a covered front porch. Lush green grass and blooming flowers adorn the yard, while a white picket fence lines the property. A tree with white blossoms is visible beside the entrance.

Guest suite in Arlington

4.95 out of 5 average rating, 64 reviews

Charming 1Bd Apt. in Historic Arlington Home

This lovely apartment is part of our charming and historic New England home. Guests have their own private entrance and an entire 1bd/1.5ba apartment to enjoy. Our quiet neighborhood has access to public transportation and is close to Boston, Cambridge, Somerville and Medford. It is the perfect spot if you are in town on vacation, for work, or for an event! We are happy to help with anything you might need but will otherwise give you your privacy. We look forward to your stay in Arlington!

Top guest favorite

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, 139 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 favorite

The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.

Home in Arlington

4.95 out of 5 average rating, 40 reviews

Beautiful Spacious 4BRM House!

Quiet neighborhood. Lots of room. Enclosed back yard during summer months (June 20 - September 19) 4 bedrooms (2 ensuite), 3 full bathrooms plus a half bath Spread over 2 floors: - Floor 1: eat-in kitchen, 1/2 bath, living rm, dining rm, office - Floor 2: 4 bedrooms, 3 bathrooms, bonus room - Has STAIRS to bedrooms. Outside: Yard, Swimming pool (summer months), patio. 2 off-street parking. Has STAIRS to outside. Off Route 2. Quick access to Cambridge/Boston, Alewife Train station

Top guest favorite

The exterior of a historic gothic cottage is shown, featuring a stone facade and multiple large windows. Surrounding greenery and trees provide shade to the yard, enhancing the serene setting. A well-maintained lawn with a variety of plants is visible in the foreground.

Guest suite in Medford

4.9 out of 5 average rating, 225 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance. It's on the first floor so there are no stairs!

Guest favorite

A cozy living area features a gray sectional sofa adorned with bright yellow and pink cushions. Natural light filters through a small window. A round coffee table holds books, while a vibrant area rug adds color to the space. A floor lamp provides additional lighting.

Apartment in Watertown

4.97 out of 5 average rating, 265 reviews

NEW Modern Apartment Near Boston & Harvard Square.

New modern design apartment located in East Watertown, just a minute away from public transportation to Harvard Square and Downtown Boston. Our one bedroom apartment with queen size bed has a private entrance, a full kitchen, and a pullout sofa in the living room and includes one parking spot. You will feel energized in our freshly finished and tastefully decorated basement apartment and enjoy being very close to many local restaurants and bakeries.

Guest favorite

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, 140 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

Guest favorite

A living room features a dark blue sectional sofa adorned with yellow cushions. A wooden coffee table sits in the center, complemented by a patterned area rug. Natural light floods in through multiple windows, with a flat-screen television mounted on the wall.

Townhouse in Arlington

4.92 out of 5 average rating, 107 reviews

East Arlington Urban Retreat 2 Bedroom

Lovely spot for a clean comfortable stay. Easy access to Harvard, Tuffs and MIT. Red Line Accessible or 77 Harvard Square Bus from this residential spot in Arlington, just above the Cambridge line off Massachusetts Avenue. Private 2 bedroom unit with large living room in a 2 family building. This is the first floor unit. Driveway Parking. Family friendly, humans of all ages welcome.