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The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

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Photo gallery for The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

Terrace/patio
2 bedrooms, iron/ironing board, WiFi, bed sheets
Exterior
Exterior detail
Private kitchen

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroom

Popular amenities

  • Dryer
  • Washer
  • Air conditioning

Explore the area

View in a map
Winchester, MA
  • Place, Winter Pond
    ‪2 min walk‬
  • Place, Horn Pond
    ‪11 min walk‬
  • Place, Middlesex Fells Reservation
    ‪3 min drive‬
  • Airport, Bedford, MA (BED-Laurence G. Hanscom Field)
    ‪15 min drive‬

Room options

Similar properties

Fridge, microwave, oven, stovetop
Funky and cozy home ! A little bit of everything for everyone.
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
5.0 out of 5, Exceptional, 16 reviews
$505 nightly
The price is $564
Jan 5 - Jan 6, 2026
Total with taxes and fees
Funky and cozy home ! A little bit of everything for everyone.

About the neighborhood

Winchester

With a stay at this cottage in Winchester, you'll be within a 15-minute drive of Harvard University and Harvard Square. .This cottage is 8 mi (12.9 km) from Encore Boston Harbor and 8.7 mi (14.1 km) from TD Garden.
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What's nearby

  • Winter Pond - 2 min walk - 0.1 miles
  • Horn Pond - 11 min walk - 0.6 miles
  • Middlesex Fells Reservation - 3 min drive - 1.6 miles
  • Harvard University - 13 min drive - 6.6 miles
  • Fenway Park - 16 min drive - 10.3 miles

Getting around

  • Winchester Station - 2 min drive
  • Medford / Tufts Station - 8 min drive
  • Bedford, MA (BED-Laurence G. Hanscom Field) - 25 min drive

Restaurants

  • ‪Dunkin' - ‬2 min drive
  • ‪Dunkin' - ‬20 min walk
  • ‪Bill & Bob's Roast Beef - ‬2 min drive
  • ‪Dunkin' - ‬17 min walk
  • ‪Krave Kitchen & Bar - ‬19 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

Your Winchester retreat awaits at this charming 2-bedroom cottage. Nestled in a tranquil setting, guests can unwind in the soothing ambiance of this terrific property. With a queen bed and a twin bed, this cozy space offers a comfortable stay for small groups. Complete with essential amenities like WiFi and a washing machine, this cottage provides everything you need for a relaxing getaway. Enjoy all that Winchester has to offer when you stay at our place.

Guests love how close the little house is to Boston and yet it feels like a lakefront vacation cottage. You'll love bird watching from the screen porch and from the bedrooms!
Make yourself comfortable in your air-conditioned cottage. The bathroom has a bathtub or shower and a hair dryer. Conveniences include a washing machine and an iron/ironing board.

Property amenities

Internet

  • Available in the cottage: WiFi

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: This house is not toddler proof - open staircase.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation