Williamstown vacation rentals

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Top-rated vacation rentals in Williamstown

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

Guest favorite
Apartment in Williamstown
New Studio In Town, By the Water
★ New to Williamstown? Explore our interactive guidebook. Charming studio just steps away from shops, restaurants & few minutes’ walk to Williams College. Renovated and well-equipped, this home offers a wonderful view of Water Street. If you like the outdoors, descend on the Green River back of the property. The wooded riverbank with Adirondack chairs, and picnic tables is great for relaxing while enjoying your evening sundowners by the fire pit with the sound of the river in the background.
Apr 25 – May 2
$125 per night
4.96 out of 5 average rating, 295 reviews
Guest favorite
Home in Williamstown
The Yellow Cottage at Williamstown | Four Bedrooms
Comfortable, charming and quirky Victorian cottage. Killer location by Williams College, The Clark, MassMOCA, Williamstown Theater Festival, Spring Street and wedding venues: Cricket Creek Farms, Bloom Meadows, Williams Inn and Mass MOCA. Regional ski resorts, Mount Greylock, trails, rivers, lakes, golf, are all close for the choosing. Tucked away in the upper west corner of the beautiful Berkshires, bordering NY and VT, adventure awaits in every direction...or doesn't. You get to choose.
Oct 28 – Nov 4
$215 per night
4.99 out of 5 average rating, 103 reviews
Superhost
Apartment in Williamstown
Williamstown Apt. on Green River Walk to Williams!
This Charming 3 bedroom apartment has hosted celebrities, published authors and world travelers. A deep sleep is guaranteed as the sounds of the Green River lull you to bed. You face the Green River when you sit on the back deck. Convenient to hikes across the street at the the Taconic Golf course, Williams College just two blocks away, The Clark Art is a 15 minute walk, and the apartment is perfect when you want to walk and explore the restaurants that offer take out in Williamstown, MA.
Jul 6 – 13
$167 per night
4.86 out of 5 average rating, 197 reviews

Popular amenities for Williamstown vacation rentals

Stay near Williamstown's top sights

Mount Greylock213 locals recommend
Williams College42 locals recommend
The Clark Art Institute330 locals recommend
Stop & Shop61 locals recommend
Water Street Grill21 locals recommend
Coyote Flaco44 locals recommend

Other great vacation rentals in Williamstown

Guest favorite
Apartment in Bennington
The Octopus's Garden
Jul 9 – 16
$85 per night
4.93 out of 5 average rating, 518 reviews
Guest favorite
Bungalow in Williamstown
Hollywood Bungalow in the Berkshires
Dec 1 – 8
$204 per night
4.89 out of 5 average rating, 201 reviews
Guest favorite
Apartment in Bennington
Cooper's Place
May 10 – 17
$82 per night
4.96 out of 5 average rating, 136 reviews
Guest favorite
Cabin in Pownal
Historic Cozy Cabin Six
Aug 27 – Sep 3
$116 per night
4.97 out of 5 average rating, 171 reviews
Guest favorite
Apartment in Stamford
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Feb 5 – 12
$89 per night
4.86 out of 5 average rating, 268 reviews
Superhost
Condo in North Adams
Downtown Flat Iron Condo - walk to MoCA #12
May 17 – 24
$86 per night
4.91 out of 5 average rating, 206 reviews
Guest favorite
Home in North Adams
Mountain View Victorian Retreat by Evergreen Home
Apr 4 – 11
$131 per night
4.94 out of 5 average rating, 233 reviews
Guest favorite
Apartment in North Adams
#7 Downtown Historic Flatiron building getaway.
Nov 4 – 11
$133 per night
4.92 out of 5 average rating, 154 reviews
Guest favorite
Apartment in Petersburg
The Beer Diviner Brewery Apartment
Jun 16 – 23
$59 per night
4.85 out of 5 average rating, 141 reviews
Guest favorite
Guest suite in Hancock
Cozy apartment near Jiminy Peak
Jul 29 – Aug 5
$76 per night
4.83 out of 5 average rating, 151 reviews
Guest favorite
Guesthouse in North Adams
Netherwood - North Adams Guest House with Views
Oct 21 – 28
$187 per night
5.0 out of 5 average rating, 202 reviews
Guest favorite
Home in North Adams
Bernie's & Betty's
Jan 3 – 10
$144 per night
4.96 out of 5 average rating, 138 reviews

Other great vacation rentals in Williamstown

Guest favorite
Apartment in Williamstown
Walk to College and Town; Sunny Spacious Apartment
Apr 11 – 16
$134 per night
4.94 out of 5 average rating, 51 reviews
Guest favorite
Apartment in Williamstown
House on the Town Green
Jan 19 – 26
$250 per night
4.98 out of 5 average rating, 99 reviews
Guest favorite
Home in Williamstown
Quality, Comfort, Charm in Williamstown Center
Nov 1 – 8
$341 per night
4.98 out of 5 average rating, 100 reviews
Guest favorite
Cottage in Williamstown
Artistic Nature Cottage
Nov 9 – 16
$214 per night
4.97 out of 5 average rating, 72 reviews
Guest favorite
Guesthouse in North Adams
Brookside Retreat
Mar 22 – 29
$116 per night
5.0 out of 5 average rating, 16 reviews
Guest favorite
Home in Williamstown
Quaint Williamstown Home 3 Bed
Apr 23 – 30
$142 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Cottage in Williamstown
Charming Williamstown Cottage
Feb 20 – 27
$234 per night
4.99 out of 5 average rating, 85 reviews
Guest favorite
Apartment in Williamstown
Modern Luxury Loft-Downtown-Walk to Shops/Main St
Dec 23 – 30
$511 per night
4.98 out of 5 average rating, 43 reviews
Guest favorite
Home in Pownal
Full two story home. Great view
Feb 9 – 16
$96 per night
4.9 out of 5 average rating, 10 reviews
Guest favorite
Home in Williamstown
Renovated Gem in the Heart of Williamstown
Nov 22 – 29
$405 per night
5.0 out of 5 average rating, 40 reviews
Guest favorite
Vacation home in Williamstown
ALL welcome: Lovely 1 BR studio, Berkshires beauty
Sep 16 – 23
$174 per night
4.97 out of 5 average rating, 67 reviews
Guest favorite
Guest suite in Williamstown
Cute and cozy studio apartment with full kitchen.
Nov 23 – 30
$141 per night
4.8 out of 5 average rating, 25 reviews

Quick stats about vacation rentals in Williamstown

Total rentals

130 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

6.3K reviews

Nightly prices starting at

$60 before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Williamstown?

    Four-legged friends are welcome in Williamstown. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Williamstown?

    Yes! Work meets play with ease at over 60 vacation rentals in Williamstown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in bed and breakfast rentals in Williamstown?

    Experience the best of Williamstown with our bed and breakfast rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Williamstown have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Williamstown. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Williamstown have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Williamstown. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Williamstown have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Williamstown. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Williamstown?

    Williamstown has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Williamstown have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Williamstown. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore