Vacation rentals in Watertown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Watertown

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 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)

Feb 7 – 14

G$26,005 GYD per night

Guest favorite

Guest suite in Watertown

4.99 out of 5 average rating, 206 reviews

Newly Renovated Suite near Boston w/Priv. Bathroom

Spacious in-law suite on 3rd floor of our house conveniently located in Watertown, a few steps away from Harvard Square bus line as well as a 20 minutes drive to downtown Boston. Free parking spot for your car. The main studio has a sitting area, working desk as well as a cozy dining space, with a BONUS separate bedroom and PRIVATE bathroom with shower. NO KITCHEN. When weather permits, you can relax on the balcony and enjoy the sunset while sipping your drinks. We have ample closet space.

Jul 30 – Aug 6

G$35,541 GYD per night

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 104 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

Sep 9 – 16

G$26,124 GYD per night

Guest favorite

Guest suite in Newton

4.92 out of 5 average rating, 126 reviews

Sunny 3rd floor Studio - Near Boston

Spacious 3rd floor in-law studio in New England Colonial. NOTE: ACCESS TO STUDIO IS THRU OUR 2nd FLOOR CONDO, WHERE WE LIVE. Studio includes bedroom, bathroom, & living room with sofa bed & work area with large desk. Located in a safe residential neighborhood. A 5 min walk to the Express Bus to Boston City Center, 5 min walk to Whole Foods, Village Cafe, Marty's Wines, & CVS. Close to many Boston universities & colleges. A 20 min drive to Fenway Park. Centrally located for day trip to Cape Cod.

Jun 14 – 21

G$23,216 GYD per night

Guest favorite

Apartment in Woburn

4.94 out of 5 average rating, 107 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple or a small family. Conveniently located minutes from Boston or the north shore whether you are traveling by car, Uber, or local train. Enjoy Boston adventures, north shore excursions, beaches, fall leaf peeping, skiing, historical visits to Massachusetts battle grounds, or some retail therapy at shops and malls nearby. An array of local and city restaurants and breweries provide a multitude of options for your pleasure. YMCA just steps away!

Nov 13 – 20

G$27,984 GYD per night

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 264 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.

Nov 18 – 25

G$19,882 GYD per night

Guest favorite

Guest suite in Boston

4.93 out of 5 average rating, 285 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.

Jun 24 – Jul 1

G$26,991 GYD per night

Superhost

Apartment in Newton

4.85 out of 5 average rating, 124 reviews

Entire Apartment in Newton, Close to Boston!

Come stay in this comfortable one bedroom apartment with large open space living room, kitchen area, bathroom, Wi-Fi, parking, and a private entrance onto a gorgeous backyard garden. Centrally located in a quiet neighborhood equidistant from Moody St. in Waltham and West Newton Sq. -- a 15 minute walk from excellent restaurants and an independent movie theater in both directions. Two dance studios with regular weekend dances nearby. To protect guests with allergies, no pets allowed.

Oct 4 – 11

G$27,491 GYD per night

Guest favorite

Apartment in Watertown

4.92 out of 5 average rating, 752 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.

Nov 12 – 19

G$46,213 GYD per night

Guest favorite

Guest suite in Medford

4.92 out of 5 average rating, 125 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.

Dec 23 – 30

G$23,057 GYD per night

Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 199 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.

Feb 7 – 14

G$23,061 GYD per night

Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 196 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.

Jan 11 – 18

G$22,778 GYD per night

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 Natick

4.98 out of 5 average rating, 332 reviews

Scandi-Modern Apartment

Oct 6 – 13

G$26,458 GYD per night

Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 382 reviews

Sunny apartment in gracious Victorian

Jul 7 – 14

G$37,394 GYD per night

Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

Cozy Private Garden Studio near the Heart of JP

Oct 12 – 19

G$22,456 GYD per night

Guest favorite

Home in Boston

4.93 out of 5 average rating, 272 reviews

All the comforts of home, quiet city neighborhood

Jul 16 – 21

G$35,826 GYD per night

Guest favorite

Guest suite in Burlington

4.98 out of 5 average rating, 202 reviews

Relaxing 2 Room Suite with Private Bath/Deck/Patio

Apr 20 – 27

G$20,191 GYD per night

Guest favorite

Guest suite in Cambridge

4.86 out of 5 average rating, 297 reviews

Convenience, Cozy, and Free Parking

Apr 20 – 27

G$30,070 GYD per night

Guest favorite

Apartment in Arlington

4.98 out of 5 average rating, 174 reviews

Lakeside apartment, patio, hot tub, outside shower

Nov 11 – 18

G$31,092 GYD per night

Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 156 reviews

Cozy 1 bed apt Cambridge/Somerville/Arlington line

Nov 16 – 23

G$33,421 GYD per night

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
G$2,085 GYD before taxes and fees

Frequently Asked Questions

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 Apartment Rentals in Watertown?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 130 homes with a kitchen, over 140 homes with wifi, over 120 homes with air conditioning, over 60 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
Do condo rentals in Watertown have wifi?
Absolutely! We offer over 30 condo 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.
Do hotel rentals in Watertown have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Watertown have free parking?
Absolutely! We offer over 30 condo rentals with free parking 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 3,570 vacation rentals in East Watertown, and over 410 vacation rentals in Warrendale.
Do house rentals in Watertown have a kitchen?
Absolutely! We offer over 90 house rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.
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.

Vacation rentals in Watertown

Top-rated vacation rentals in Watertown

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Watertown vacation rentals

Stay near Watertown's top sights

Other great vacation rentals in Watertown

Apartment in Natick

Apartment in Newton

Guest suite in Boston

Home in Boston

Guest suite in Burlington

Guest suite in Cambridge

Apartment in Arlington

Guest suite in Arlington

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

Are there vacation rentals with a dedicated workspace in Watertown?

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

Are there pet-friendly vacation rentals in Watertown?

Do condo rentals in Watertown have wifi?

Are there family-friendly vacation rentals in Watertown?

Do hotel rentals in Watertown have air conditioning?

Do condo rentals in Watertown have free parking?

Where should I stay in Watertown?

Do house rentals in Watertown have a kitchen?

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

Destinations to explore