Williamstown Holiday Rentals

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Holiday Rentals in Williamstown

Vacation Village in the Berkshires

3.0 star property
Williamstown
8.8 out of 10, Excellent, (2124)
"Clean and great pool and hot tub facilities "
United States
Alyce
The price is HK$713
HK$882 total
includes taxes & fees
12 Nov - 13 Nov
Vacation Village in the Berkshires

Downtown | Waterfront | Walk to Shops

Williamstown
10.0 out of 10, Exceptional, (6)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is HK$1,011
HK$2,151 total
includes taxes & fees
9 Nov - 10 Nov
Downtown | Waterfront | Walk to Shops

2-Bdr Apt In Town, By the Water

Williamstown
9.4 out of 10, Exceptional, (10)
"Lovely property, in good shape. Close to many Williamstown attractions."
United States
Scott M.
The price is HK$933
HK$2,098 total
includes taxes & fees
9 Nov - 10 Nov
2-Bdr Apt In Town, By the Water

North Getaway Cottage

Williamstown
9.4 out of 10, Exceptional, (23)
"This home was perfect for five of us to reconnect after many years! Williamstown was beautiful and suited our needs. We enjoyed both the nearby Clark Museum and Mass MOCA, as well as Mt. Greylock. Since all of us were coming from different directions, we had five cars and thankfully, this house has plenty of parking. I’d recommend this VRBO highly, especially for family of students at Williams College."
United States
Jenny LaBate P.
The price is HK$1,574
HK$3,461 total
includes taxes & fees
11 Nov - 12 Nov
North Getaway Cottage

New Studio In Town, By the Water

Williamstown
10.0 out of 10, Exceptional, (10)
"We loved our stay in Apt A! Easy to find, close to town and shops. The apartment was well equipped and stocked. The backyard space is a peaceful oasis. Listening to the river while relaxing in an Adirondack chair was exactly what my husband and I needed. It’s walking distance to the college campus and the Water St. Grill is right across the street! "
United States
Jay T.
The price is HK$933
HK$2,001 total
includes taxes & fees
9 Nov - 10 Nov
New Studio In Town, By the Water

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
Chatham
10.0 out of 10, Exceptional, (3)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,672
HK$2,797 total
includes taxes & fees
19 Nov - 20 Nov
Sugar Shack - 300 square feet of pure sweetness.

BLUSH: Boutique TINY home*private spa*walk to town

Chatham
10.0 out of 10, Exceptional, (6)
"Perfect blend of decore, comfort, and function. We went to Tanglewood which was only a half hour away. Came back to hot tub and fire pit. Beds here are soooo comfy! This is our 2nd time here and won’t be our last."
United States
Melissa D.
The price is HK$1,672
HK$2,806 total
includes taxes & fees
17 Nov - 18 Nov
BLUSH: Boutique TINY home*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town

Chatham
10.0 out of 10, Exceptional, (9)
"We had the best time here. The house is even cuter and cozier in person (which says a lot because the pictures are great!). The hot tub was a great luxury and the house is literally a 3 minute walk to town. So convenient! We also had a fire in the Viking tent one night which was fun. Heidi was super helpful and quick to respond to any queries during our stay. She even left rose petals on the bed and a bottle of Prosecco chilling in the fridge for us upon our arrival. I would stay here again in a...
United States
Megan H.
The price is HK$1,749
HK$3,209 total
includes taxes & fees
16 Nov - 17 Nov
HunnyHAUS: Deluxe TINY*private spa*walk to town

Jiminy Peak Mountain Resort

3.0 star property
Hancock
8.2 out of 10, Very good, (984)
"It was a fun place to stay. Rooms were clean and dishes well stocked in the kitchenette. "
United States
Sandhya
The price is HK$1,158
HK$1,294 total
includes taxes & fees
8 Nov - 9 Nov
Jiminy Peak Mountain Resort

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
Whitingham
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is HK$1,088
HK$2,368 total
includes taxes & fees
9 Nov - 10 Nov
Lake Whitingham & Mount Snow Area Village Apartment

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Whitingham
10.0 out of 10, Exceptional, (14)
" The home has everything that you could possibly need. The host was great in checking in to make sure our stay was going well and if we needed anything. The beds were comfortable, the living room spacious and a great place to hang out. The house was spotless. The outdoor area is beautiful and a fantastic place to enjoy the beautiful setting. Best VRBO that I have stayed at, we are hoping to make a return trip. Would highly recommend!"
United States
Jeannine H.
The price is HK$1,547
HK$3,910 total
includes taxes & fees
17 Nov - 18 Nov
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (132)
"Perfect location "
United States
krystle
The Ponds at Foxhollow

Florida Mountain Log Cabin

2.0 star property
Florida
10.0 out of 10, Exceptional, (4)
"We loved our 1 night stay here - it is a super cute log cabin with comfortable beds and very clean! Our favorite part was the fire pit for smores and the kids especially loved the cozy swings! Host was very accessible. Definitely recommend!"
United States
Kate R.
The price is HK$1,429
HK$2,636 total
includes taxes & fees
12 Nov - 13 Nov
Florida Mountain Log Cabin

Taborton Harvest Boulder Pines Cabin in the woods

Sand Lake
10.0 out of 10, Exceptional, (13)
"We LOVED our stay! Cabins were spotless and the main building was just great! Waking up to a picture window behind us with all the fall colors in their glory was such a highlight. "
United States
Barb W.
The price is HK$972
HK$1,433 total
includes taxes & fees
9 Nov - 10 Nov
Taborton Harvest Boulder Pines Cabin in the woods

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Hancock
10.0 out of 10, Exceptional, (8)
"Perfect place to stay for a quick ski trip. Host was super helpful & accommodating. Suite was comfortable & well-equipped. We’ll be back "
United States
Kevin K.
The price is HK$816
HK$1,824 total
includes taxes & fees
12 Nov - 13 Nov
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Lanesborough
9.6 out of 10, Exceptional, (67)
"Perfect take out cafe across the street, was very comfortable would stay again for sure"
United States
Christopher
The price is HK$1,050
HK$1,605 total
includes taxes & fees
9 Nov - 10 Nov
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
9.8 out of 10, Exceptional, (27)
"We absolutely loved this stay. The space was gorgeous and cozy. Fully equipped kitchen we were able to cook dinner in. The location about 45 minutes from Stratton where we skied, but was well worth the drive. Would absolutely stay here again. Thanks again Laurie! "
United States
Cassidy L.
The price is HK$770
HK$1,907 total
includes taxes & fees
8 Nov - 9 Nov
Peaceful Stay at Birds of a Feather Farm & Spa

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock
10.0 out of 10, Exceptional, (4)
"This is my favorite unit of all the units I have stayed in! The pirate stuff was so cool and we could see our kids ski from the inside! The owner is so easy to communicate with. We love having the ability to cook and spread out while we are in the unit. We aaaaargh definitely going to stay here again!"
United States
Stephanie K.
The price is HK$816
HK$1,824 total
includes taxes & fees
12 Nov - 13 Nov
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Bear Creek Cabin

Charlemont
10.0 out of 10, Exceptional, (41)
"We enjoyed our stay!!"
United States
Hillary S.
The price is HK$3,110
HK$4,655 total
includes taxes & fees
10 Nov - 11 Nov
Bear Creek Cabin

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
The price is HK$2,694
HK$4,881 total
includes taxes & fees
16 Nov - 17 Nov
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Williamstown Hotel Reviews

Find out more about Williamstown

Search for holiday rentals in Williamstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Williamstown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Williamstown!

Frequently asked questions

Can I find a holiday rental in Williamstown?

Yes, there are holiday rentals in Williamstown close to Hopkins Observatory, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the university campus and art scene in Williamstown. You can also check out the museums while you're visiting.

What are some of the best holiday rentals that Williamstown has to offer?

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox: This highly rated holiday home rental in Williamstown is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Williamstown?

Choose from 37 Expedia holiday rentals in Williamstown for a memorable holiday.

What can I see and do in Williamstown?

Cultural attractions include Williams College Museum of Art and Sterling and Francine Clark Art Institute, whereas Mount Greylock State Reservation and Brodie Mountain are a couple of picturesque spots to enjoy the outdoors. While here, The Clark Art Institute and Waubeeka Golf Links are other places worth a visit.

What are holiday rentals like in Williamstown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamstown. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.