Vacation rentals in Watertown

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Top-rated vacation rentals in Watertown

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Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 211 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 will love this large 400 sq. ft private 1 bedroom studio. This unit has a private 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)

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 110 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

Guest favorite

Apartment in Newton

4.92 out of 5 average rating, 304 reviews

3rd FL Apt for 1-4 Guests 15 minutes from Boston

Located 3 blocks away from the commuter rail in one of Boston’s most prestigious suburbs, this renovated 2 bedroom apt in an old Victorian home accommodates a party of 1-4 people. Off-street parking. 24/7 access via keyless entry at front door of house. High-speed wireless internet and cable TV. Base rate is for 1-2 guests; add $25 for each add'l guest. Kitchenette has 5 countertop appliances; no oven. Sorry, no children under 15 years old due to steep 3rd floor staircase. No pets, no smokers.

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 269 reviews

Private 1BR Pied-a-terre

Fully furnished mini-suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

Guest favorite

Guest suite in Boston

4.92 out of 5 average rating, 287 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright "Spotless" studio in single family home. Airbnb and MA COVID cleaning standards are maintained. Ample on street parking. Peaceful family neighborhood minutes from the green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 20 minutes from city center. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. "Micro" kitchen (no stove or oven), Central air, heat, WiFi included. Registered and Licensed Airbnb.

Guest favorite

Apartment in Watertown

4.92 out of 5 average rating, 753 reviews

Luxury 2 Bedroom 2 Bath Suite in Watertown Square

Located in Watertown Square, walking distance to Starbucks, CVS, shops and restaurants. Boston is minutes away. You’ll love our place because no one lives there now, it's absent of all the stuff you'd find in someone's home. This is a really nice, really clean, 1,300 SF suite with 2 bedrooms, 2 full baths and a sleeper sofa. The bus stop to Boston and Harvard Square is across the street, rapid transit takes you to all points in the city. Easy and close major highway access and free parking.

Guest favorite

Apartment in Newton

4.91 out of 5 average rating, 269 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.

Guest favorite

Apartment in Arlington

4.98 out of 5 average rating, 176 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom Private from public, patio and hot tub overlooks lake and conservation land. No stairs Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit $25.00 pet fee Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures are followed

Guest favorite

Apartment in Watertown

4.98 out of 5 average rating, 207 reviews

NEW Modern Apartment Near Boston & Harvard Square.

New modern design apartment located in East Watertown, just a minute away from public transportation to Harvard Square and Downtown Boston. Our one bedroom apartment with queen size bed has a private entrance, a full kitchen, and a pullout sofa in the living room and includes one parking spot. You will feel energized in our freshly finished and tastefully decorated basement apartment and enjoy being very close to many local restaurants and bakeries.

Guest favorite

Guest suite in Medford

4.92 out of 5 average rating, 130 reviews

Beautiful 1 Bedroom, 1 Bathroom in Medford

Come stay in this recently renovated, very comfortable space situated in a quiet neighborhood across the street from the Brooks Estate woods, just outside of Boston. The house itself is a historical gothic cottage built in 1856 and is the 2nd oldest home in the area. The space is in a historic single family home and both the bedroom and bathroom are 100% PRIVATE and separated from the rest of the house with a private entrance.

Superhost

Guest suite in Boston

4.78 out of 5 average rating, 126 reviews

2 Bedroom guest suite in Brighton w/private bath

Private guest suite in basement level of Victorian house. Includes 2 bedrooms, private living and dining area, private bathroom. Entrance is through kitchen (which you may use) of main house, which features a great porch you are welcome to hang out on. Lots of free on-street parking. Walking distance to Roadrunner concert venue. Host has been vaccinated against Covid-19.

Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 200 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. Access to garden patio.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Watertown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Watertown's top sights

Watertown Mall9 locals recommend

Arsenal Yards40 locals recommend

Russo's29 locals recommend

Best Buy27 locals recommend

Sofra Bakery & Cafe72 locals recommend

Deluxe Town Diner32 locals recommend

Other great vacation rentals in Watertown

Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 230 reviews

Convenience Penthouse Suite W/Parking in Newton

Superhost

Guesthouse in Watertown

4.8 out of 5 average rating, 132 reviews

Modern, Spacious, bright, private apartment

Guest favorite

Guest suite in Cambridge

4.86 out of 5 average rating, 297 reviews

Convenience, Cozy, and Free Parking

Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 387 reviews

Sunny apartment in gracious Victorian

Guest favorite

Guest suite in Wellesley

4.98 out of 5 average rating, 215 reviews

Spacious Private Entrance Master Bedroom/Bath

Guest favorite

Guesthouse in Framingham

4.98 out of 5 average rating, 205 reviews

Private guest house on beautiful country road

Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Guest favorite

Apartment in Natick

4.98 out of 5 average rating, 333 reviews

Scandi-Modern Apartment

Show all

Quick stats about vacation rentals in Watertown

Total rentals
350 properties
Rentals with dedicated workspaces
210 properties have a dedicated workspace
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
$10 before taxes and fees

Frequently Asked Questions

Do house rentals in Watertown have air conditioning?
Absolutely! We offer over 90 house rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Watertown?
Make yourself at home in Watertown by choosing from our most frequently booked neighborhoods. We have over 1,830 vacation rentals in Payson Park, over 410 vacation rentals in Warrendale, and over 3,570 vacation rentals in East Watertown.
Do townhouse rentals in Watertown have a kitchen?
Absolutely! We offer over 10 townhouse rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Watertown?
Yes! Work meets play with ease at over 210 vacation rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Hotel Rentals in Watertown?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Watertown have free parking?
Absolutely! We offer over 60 apartment rentals with free parking in Watertown. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Watertown?
Four-legged friends are welcome in Watertown. Choose from more than 80 vacation rentals for guests traveling with pets.
How much does it cost to stay in condo rentals in Watertown?
Experience the best of Watertown with our condo rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do private suite rentals in Watertown have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Watertown. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Watertown?
Watertown has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Watertown

Top-rated vacation rentals in Watertown

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Watertown vacation rentals

Stay near Watertown's top sights

Other great vacation rentals in Watertown

Apartment in Newton

Guesthouse in Watertown

Guest suite in Cambridge

Apartment in Newton

Guest suite in Wellesley

Guesthouse in Framingham

Guest suite in Peabody

Apartment in Natick

Quick stats about vacation rentals in Watertown

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Watertown have air conditioning?

Where should I stay in Watertown?

Do townhouse rentals in Watertown have a kitchen?

Are there vacation rentals with a dedicated workspace in Watertown?

What are the most popular amenities for Hotel Rentals in Watertown?

Do apartment rentals in Watertown have free parking?

Are there pet-friendly vacation rentals in Watertown?

How much does it cost to stay in condo rentals in Watertown?

Do private suite rentals in Watertown have wifi?

Are there family-friendly vacation rentals in Watertown?

Destinations to explore