Holiday rentals with outdoor seating in Watertown

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Top-rated rentals with outdoor seating in Watertown

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Winchester

5.0 out of 5 average rating, 106 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

22–29 Mar

$136 SGD per night

Guest favourite

Flat in Somerville

4.91 out of 5 average rating, 170 reviews

Spacious, private apartment in perfect location

NOTE: We have been taking special precautions to prevent the spread of COVID-19 Coronavirus by thoroughly cleaning and disinfecting each and every item and surface in our studio before and after each of our valued guests. Cozy, spacious newly-built studio apartment with private entrance, steps away from the beautiful Mystic River and shops and restaurants of Assembly Square. Centrally-located within walking distance or easy public transport to the Boston area's many neighborhoods and hospitals

9–16 Jul

$221 SGD per night

Guest favourite

Guest suite in Weston

5.0 out of 5 average rating, 116 reviews

FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 15 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

5–12 Jan

$304 SGD per night

Guest favourite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

Cozy Private Garden Studio near the Heart of JP

Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is a microwave, fridge, counter and and sink but no stove or cooking options.

23–30 Oct

$145 SGD per night

Guest favourite

Guest suite in Cambridge

4.86 out of 5 average rating, 297 reviews

Convenience, Cozy, and Free Parking

Due to severe allergies that my spouse has, we are UNABLE to host any animals on our property as we share a central AC/heating. Furnished basement STUDIO- cozy, comfortable, and luxurious place- historic neighborhood with peace. Private laundry in the unit-kitchenette, Hi-speed Internet - free parking on street 3/4 min walking to MBTA bus lines 71,74and 75 20 -/+ mins walking to Harvard Square Walking dist to Hospitals, supermarkets, restaurants, cafes, Fresh Pond Lake and Mount A. Cemetery

24–31 Dec

$195 SGD per night

Guest favourite

Guest suite in Arlington

4.92 out of 5 average rating, 157 reviews

Cozy 1 bed apt Cambridge/Somerville/Arlington line

Our location is only 1.2 miles from Tuffs University and 2.4 from Harvard University. It is in the middle of North Cambridge, Somerville, and Medford. You could walk to Davis Square or to downtown Arlington and will find plenty of good restaurants and coffee places to explore. It is only 3 minutes to public transportation, bus that connects with Red line in the MBTA subway system. Our residential neighborhood is young and vibrant, and excellent point to explore Boston and surrounding towns.

16–23 Nov

$218 SGD per night

Guest favourite

Flat in Newton

4.95 out of 5 average rating, 147 reviews

Sunny, private, comfortable 1 bedroom-convenient.

This listing features a sunny great room. The great room has a large, comfortable couch, TV and desk. Highlights include a modern kitchenette, a new bathroom and air mattress available upon request. The bed is FULL size. You'll have a private stairway that leads to your private entrance. Nice view for sunsets. You have a dedicated parking space. The apartment is in Newton Upper Falls. Close to Mass Pike, route 128 and route 9. It is a 15 minute walk to the Green Line -D route-Eliot Stop

7–14 Oct

$209 SGD per night

Guest favourite

Flat in Newton

4.91 out of 5 average rating, 266 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, and public transportation. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or sit on the patio and enjoy the outdoors. Come and go as you please with a private entry. Great for quick visits or extended stays. Please note: Construction next door can be loud during the day.

17–24 Oct

$222 SGD per night

Guest favourite

Guest suite in Dover

4.98 out of 5 average rating, 183 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stairs climbing required to reach bedroom suite.) I welcome quiet, mature guests. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling, and surprisingly close to downtown Boston. I have owned and loved this home for 33 years and take great joy in its charm and outdoor spaces.

3–10 Jan

$201 SGD per night

Guest favourite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

28 Oct – 4 Nov

$192 SGD per night

Guest favourite

Flat in Medford

4.92 out of 5 average rating, 258 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/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

18–25 Aug

$228 SGD per night

Guest favourite

Guest house in Framingham

4.98 out of 5 average rating, 202 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

2–9 Feb

$151 SGD per night