Vacation rentals in Spy Pond

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Top-rated vacation rentals in Spy Pond

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

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Top guest favorite

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

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!

FamilyLocationQuiet

4.97 out of 5 average rating, 119 reviews

Top guest favorite

Apartment in Medford

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.

FamilyValueComfort

4.93 out of 5 average rating, 398 reviews

Top 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

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!

ValueFamilyNearby

4.96 out of 5 average rating, 90 reviews

Guest favorite

Apartment in Arlington

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.

LocationFamilyKitchen

4.94 out of 5 average rating, 18 reviews

Top guest favorite

Apartment in Cambridge

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

LocationFamilyWifi

4.99 out of 5 average rating, 112 reviews

Guest favorite

A spacious sleeping area features a large bed with a sleek gray coverlet and vibrant blue accent pillows. Opposite the bed, an HD flat screen TV is mounted on the wall. A small table with a lamp and a kitchenette area can be seen in the background.

Guest suite in Cambridge

Luxury Studio in Cambridge

PRIVATE ROOM, PRIVATE BATH & PRIVATE ENTRANCE! Enjoy all the benefits of a luxury and modern hotel room, but at an affordable price in a quiet residential neighborhood. 10-minute walk to Somerville’s hip Davis Square. Easy access to Boston and Cambridge: You can be in the heart of the city in 25-30 minutes riding the T, and the bus stop to Harvard is at the end of street. Access to Minuteman Bike Trail and BLUEbikes station at the end of the street too: ideal for biking, running or walking.

ValueLocationTV

4.96 out of 5 average rating, 89 reviews

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

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!

ValueLocationQuiet

4.96 out of 5 average rating, 70 reviews

Guest favorite

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

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.

ValueLocationBackyard

4.93 out of 5 average rating, 59 reviews

Top guest favorite

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

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.

LocationFamilyTV

4.99 out of 5 average rating, 120 reviews

Top guest favorite

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

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.

FamilyValueWalkability

4.91 out of 5 average rating, 321 reviews

Guest favorite

An exterior view of the studio showcases bright orange and light yellow striped walls. A small window and a white door are present on the lower level, surrounded by greenery. A concrete path leads to the entrance, which is framed by steps that ascend to a higher level.

Guesthouse in Arlington

300 sqft studio

Discover the charm of our delightful 300 sqft studio, thoughtfully designed for your comfort. This cozy space features a well-equipped mini fridge, microwave, and kettle, ensuring your convenience during your stay. Rest soundly on the plush queen bed, and for extra accommodation, the sofa easily transforms into a second bed.

ValueFamilyParking

4.81 out of 5 average rating, 186 reviews

Guest favorite

A living room area is present, featuring a white sofa and a round coffee table. Two windows with sheer curtains allow natural light to fill the space. An accent chair and a small ottoman provide additional seating. A television is mounted on the wall opposite the sofa.

Apartment in Arlington

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.

ValueLocationAmenities

4.89 out of 5 average rating, 131 reviews