Vacation rentals in Watertown, MA

Best Vacation rentals and Airbnb offers in Watertown, MA

Boston Queen Bedroom

Apartment, Watertown

Boston Queen Bedroom is a apartment in Watertown, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Boston Queen Bedroom

Boston Queen Bedroom is a apartment in Watertown, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, ac, air conditioning, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,073.

From$134/night

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Train to Boston! Cozy Apartment in Winchester

Apartment, Watertown

Train to Boston! Cozy Apartment in Winchester is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Train to Boston! Cozy Apartment in Winchester

Train to Boston! Cozy Apartment in Winchester is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $955.

From$80/night

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154 Quite & Bright & Spacious Apt in Brighton

Homestay, Watertown

154 Quite & Bright & Spacious Apt in Brighton is a homestay in Watertown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 154 Quite & Bright & Spacious Apt in Brighton

154 Quite & Bright & Spacious Apt in Brighton is a homestay in Watertown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: parking, free parking, lang::en, can speak english, and non smoking::all.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $765.

From$92/night

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Stylish Studio - Sanitized , Private, Spotless

Apartment, Watertown

Stylish Studio - Sanitized , Private, Spotless is a apartment in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Stylish Studio - Sanitized , Private, Spotless

Stylish Studio - Sanitized , Private, Spotless is a apartment in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,094.

From$114/night

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Browse Vacation Rentals with a Pool in Watertown, MA

Add a pool to the search when you want an easy place to cool off between outings.

Sterling 1BR at Everett | Pool & Gym

Apartment, Watertown

Sterling 1BR at Everett · Pool & Gym is a apartment in Watertown, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Sterling 1BR at Everett | Pool & Gym

Sterling 1BR at Everett · Pool & Gym is a apartment in Watertown, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,009.

From$242/night

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Spacious vacation townhome unit with a pool

Holiday Home, Watertown

Spacious vacation townhome unit with a pool is a holiday home in Watertown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spacious vacation townhome unit with a pool

Spacious vacation townhome unit with a pool is a holiday home in Watertown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,025.

From$347/night

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Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Holiday Home, Watertown

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges. is a holiday home in Watertown, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges.

Gorgeous, Peaceful Sanctuary on lake minutes from Boston & all local colleges. is a holiday home in Watertown, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $36,791.

From$4,152/night

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Best Watertown, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Boston Monadnock Properties

Homestay, Watertown

Boston Monadnock Properties is a homestay in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Boston Monadnock Properties

Boston Monadnock Properties is a homestay in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $848.

From$86/night

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Boston Monadnock Properties

Homestay, Watertown

Boston Monadnock Properties is a homestay in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Boston Monadnock Properties

Boston Monadnock Properties is a homestay in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and parking nearby.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $848.

From$86/night

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Train to Boston! Cozy Apartment in Winchester

Apartment, Watertown

Train to Boston! Cozy Apartment in Winchester is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Train to Boston! Cozy Apartment in Winchester

Train to Boston! Cozy Apartment in Winchester is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,020.

From$120/night

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Deluxe and Bright 3Br, King Bed,W/D,Parking

Condo, Watertown

Deluxe and Bright 3Br, King Bed,W/D,Parking is a condo in Watertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Deluxe and Bright 3Br, King Bed,W/D,Parking

Deluxe and Bright 3Br, King Bed,W/D,Parking is a condo in Watertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,205.

From$231/night

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Best Pet-Friendly Vacation Rentals in Watertown, MA

Bring your pet along with stays that welcome four-legged travelers.

Located north of Boston/ comfort and relaxation in your home away from home

Holiday Home, Watertown

Located north of Boston/ comfort and relaxation in your home away from home is a holiday home in Watertown, with parking, kitchen access, and a quieter setting. This stay gives travelers a…

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About Located north of Boston/ comfort and relaxation in your home away from home

Located north of Boston/ comfort and relaxation in your home away from home is a holiday home in Watertown, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,455.

From$157/night

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Cozy Cambridge Cottage Retreat Near Harvard

Apartment, Watertown

Cozy Cambridge Cottage Retreat Near Harvard is a apartment in Watertown, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Cambridge Cottage Retreat Near Harvard

Cozy Cambridge Cottage Retreat Near Harvard is a apartment in Watertown, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,746.

From$279/night

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Luxury 1BD | Prime Location

Apartment, Watertown

Luxury 1BD · Prime Location is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Luxury 1BD | Prime Location

Luxury 1BD · Prime Location is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,852.

From$300/night

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Beautiful new apartment 2bed/2bath Waltham

Apartment, Watertown

Beautiful new apartment 2bed/2bath Waltham is a apartment in Watertown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautiful new apartment 2bed/2bath Waltham

Beautiful new apartment 2bed/2bath Waltham is a apartment in Watertown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,749.

From$300/night

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Best Watertown, MA vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Brand New Luxury Rooms near downtown Boston

Guest House, Watertown

Brand New Luxury Rooms near downtown Boston is a guest house in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Brand New Luxury Rooms near downtown Boston

Brand New Luxury Rooms near downtown Boston is a guest house in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,249.

From$134/night

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Charming 1BR Apt in Boston w/ ROKU TV!

Apartment, Watertown

Charming 1BR Apt in Boston w/ ROKU TV! is a apartment in Watertown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming 1BR Apt in Boston w/ ROKU TV!

Charming 1BR Apt in Boston w/ ROKU TV! is a apartment in Watertown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,147.

From$219/night

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Experience Classic Charm in a Cozy 115-Year-Old Colonial

Apartment, Watertown

Experience Classic Charm in a Cozy 115-Year-Old Colonial is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Experience Classic Charm in a Cozy 115-Year-Old Colonial

Experience Classic Charm in a Cozy 115-Year-Old Colonial is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,226.

From$234/night

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Brand New Luxury Rooms near downtown Boston

B & B, Watertown

Brand New Luxury Rooms near downtown Boston is a b & b in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Brand New Luxury Rooms near downtown Boston

Brand New Luxury Rooms near downtown Boston is a b & b in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,249.

From$134/night

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Our Favorite Family-Friendly Vacation Rentals in Watertown, MA

Plan a trip with stays that give families more room to spread out.

House on A+ school area w/AC & W/D

Holiday Home, Watertown

House on A+ school area w/AC & W/D is a holiday home in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About House on A+ school area w/AC & W/D

House on A+ school area w/AC & W/D is a holiday home in Watertown, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,777.

From$192/night

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Charming Colonial Two Bedroom Basement Apartment

Holiday Home, Watertown

Charming Colonial Two Bedroom Basement Apartment is a holiday home in Watertown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Charming Colonial Two Bedroom Basement Apartment

Charming Colonial Two Bedroom Basement Apartment is a holiday home in Watertown, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,910.

From$209/night

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Spotless and Modern Apt w/2Ba,W/D,King Bed,Parking

Apartment, Watertown

Spotless and Modern Apt w/2Ba,W/D,King Bed,Parking is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Spotless and Modern Apt w/2Ba,W/D,King Bed,Parking

Spotless and Modern Apt w/2Ba,W/D,King Bed,Parking is a apartment in Watertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,212.

From$232/night

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1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts

Holiday Home, Watertown

1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts is a holiday home in Watertown, with parking, kitchen access, and room for a group. This stay gives travelers…

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About 1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts

1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts is a holiday home in Watertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,390.

From$241/night

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