Holiday rentals in Spy Pond

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Top-rated holiday rentals in Spy Pond

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Guest favourite
Flat in Medford
5 out of 5 average rating, 7 reviews

ChicStylish Near Tufts/Boston 1BR w/ SitStand Desk

Located minutes from Tufts/Somerville, Cambridge, and Boston. This recently renovated flat offers a spacious, chic, open concept design with hardwood floors, lots of natural light, blackout shades, and glass markerboards. Modern kitchen equipped with stainless steel appliances and coffee machine. Stylish living room features a 65" flat screen smart TV, floating shelves, and adorable couch. Comfy bedroom offers a memory foam mattress, powered stand-up/sit-down Uplift Desk, and foldable treadmill.

Top guest favourite
A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.
Flat in Waltham
4.97 out of 5 average rating, 380 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

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
4.94 out of 5 average rating, 64 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
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, 126 reviews

East Arlington Urban Retreat 2 Bedroom

Welcome to your home away from home in a quiet residential neighborhood right on the Arlington–Cambridge line! This bright, clean, and comfortable unit offers easy access to Harvard, Tufts, and MIT. You’ll enjoy a private 1st floor two-bedroom apartment with a spacious living room & everything you need for a relaxed, convenient stay. Family-friendly and welcoming to guests of all ages. The upstairs is also an Airbnb. You’ll have your own unit while sharing the property with other guests.

Top guest favourite
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
4.96 out of 5 average rating, 69 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 favourite
A spacious front porch features a hanging hammock, inviting relaxation while overlooking Lower Mystic Lake. A small round table and a chair are positioned nearby, and leafy green plants add a natural touch. The view extends to the shimmering lake and surrounding greenery.
Home in Arlington
4.97 out of 5 average rating, 76 reviews

Lakeview Oasis in Arlington

Welcome to our newly renovated 1200 Square Ft unit offering you all the comforts of a modern home while retaining the character of classic details. Smart lock access enters you into this bright beautiful oasis! This space comes with all the amenities you need to make your stay comfortable whether short or long we have you cared for. Enjoy the spectacular view of Lower Mystic Lake as you sit on the front porch or relax on the spacious rear deck.

Home in Belmont
5 out of 5 average rating, 4 reviews

Modern Spacious 2BR/2BA Near Harvard

Recently renovated bright 2BR/2BA duplex in Belmont with driveway parking, fast WiFi, and two dedicated workspaces. Fully stocked kitchen, in-unit laundry, central AC/heat, and screened porch. Steps to bus to Harvard Square, minutes to Arsenal Yards, quick access to Cambridge & Boston. Please note: we have a cat and a dog when we stay in Boston; unit is professionally cleaned but may not suit guests with severe allergies.

Guest favourite
A welcoming living room features a modern sectional sofa adorned with colorful cushions. Sunlight filters through large windows, highlighting a variety of indoor plants. A pair of round tables sits in front of the sofa, complemented by a textured area rug beneath.
Home in Arlington
5 out of 5 average rating, 8 reviews

Bright and open modern farmhouse

Modern farmhouse in a quiet neighborhood, near Rt. 2 and MBTA Redline. 4 spacious bedrooms, 2.5 baths, 3 floors of living with a yard, and al fresco dining on the back deck. Features a cook's gourmet kitchen, dining room, open floor plan with central AC, kayaks, paddle boards available with this rental. Ideal place for family and friends to gather just outside of Boston and next to Cambridge.

Guest favourite
A light-filled living area features a comfortable gray sofa and a round coffee table. A lamp provides soft illumination. A large fish tank adds a touch of nature, and an open doorway leads to a dining area visible in the background, enhancing the sense of space.
Flat in Cambridge
4.93 out of 5 average rating, 14 reviews

1000ft² | Free Parking | King Bed | WFH Setup

Enjoy a comfortable and private stay in our 2-bedroom, 1-bath first-floor apartment located in a quiet, family-friendly Cambridge neighborhood—just 10–20 minutes from Harvard, MIT, and Tufts by car or public transit. Perfect for families, business travelers, or city explorers, this home blends historic charm with modern convenience. ⸻

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
4.9 out of 5 average rating, 290 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.

Guest favourite
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.
Guest house in Arlington
4.8 out of 5 average rating, 139 reviews

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.

Guest favourite
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.
Flat in Arlington
4.89 out of 5 average rating, 116 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.

Popular amenities for Spy Pond holiday rentals

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