Holiday rentals in Spy Pond

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Spy Pond

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

%{current} / %{total}1 / 1
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, 109 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!

Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 367 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
Townhouse in Somerville
4.96 out of 5 average rating, 158 reviews

Modern Somerville Cottage

My place is a beautiful new house located in the Hip neighborhood of Davis Sq in Somerville. Conveniently on the bike bath leading to Davis Sq with its T stop and all its great restaurants and bars (15 min walk). 2 Mins walk to the new Green line extension that takes you to Cambridge and Boston. Modern furnishings throughout with amazing light from all sides and double height cathedral ceilings in the living/dinning room. I also have 2 beautiful condos in Killington VT please ask for info

Top 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, 129 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
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.
Flat in Cambridge
4.99 out of 5 average rating, 149 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 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.
Flat in Cambridge
4.95 out of 5 average rating, 535 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.

Guest favourite
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
4.92 out of 5 average rating, 202 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.

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, 154 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

Guest favourite
Flat in Cambridge
4.94 out of 5 average rating, 563 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.

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
The main bedroom features a spacious king-size mattress adorned with a patterned duvet and two contrasting pillows. A single bedside table with a decorative lamp sits next to the bed. Light streams through two large windows, illuminating the room decorated in soft lavender hues.
Apartment in Somerville
4.87 out of 5 average rating, 137 reviews

Fairies Nest (full unit w/ desk & kitchen)

Kick back and relax in this calm, stylish space. Third-floor in-law suite with tons of natural light. Suite is entire floor (noone above or next to you) with full bathroom including shower over bath. 18 minute walk to Redline Subway- Davis Station Supermarket just around the corner Easy street parking with visitor pass

Popular amenities for Spy Pond holiday rentals

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