Williamsburg Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Williamsburg holiday rentals

Interior

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
2.5 star property
Holyoke
The price is HK$540
HK$1,860 total
includes taxes & fees
17 May - 18 May
Nurse-ready Studio Retreat! 2 Mi to Dtwn Holyoke
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, cozy and lots of nice plants! "
United States
Mary
The price is HK$909
HK$1,575 total
includes taxes & fees
20 May - 21 May
Lovely 2nd Floor Apartment
Property grounds

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is HK$1,543
HK$3,639 total
includes taxes & fees
19 May - 20 May
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
2 bedrooms, desk, iron/ironing board, travel cot

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Amherst
9.8 out of 10, Exceptional, (111 reviews)
"Lovely place to stay and close to a nice cafe/market. Hosts were friendly and had fresh breakfast food in the refrigerator waiting for us. "
United States
Bill K.
The price is HK$1,022
HK$1,491 total
includes taxes & fees
17 May - 18 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Exterior

Rose wisteria 4 guests 2 bedrooms-full+queen beds

Rose wisteria 4 guests 2 bedrooms-full+queen beds
Shelburne Falls
The price is HK$1,268
HK$2,379 total
includes taxes & fees
14 May - 15 May
Rose wisteria 4 guests 2 bedrooms-full+queen beds
1 bedroom, desk, iron/ironing board, travel cot

The Creation Station is a cozy place so make yourself at home.

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (75 reviews)
"An amazing location with the most friendly host! My mom, dog and i absolutely enjoyed this spot. Perfect for a fall get away and would stay again."
United States
Kelly Z.
The price is HK$1,409
HK$2,151 total
includes taxes & fees
18 May - 19 May
The Creation Station is a cozy place so make yourself at home.
Fridge, microwave, oven, stovetop

Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (17 reviews)
"The house was lovely and clean and the location was very convenient for us. We would stay there again!"
United States
Jennifer S.
The price is HK$1,253
HK$2,860 total
includes taxes & fees
19 May - 20 May
Cozy Home in Holyoke with 3 bedrooms
3 bedrooms, desk, iron/ironing board, travel cot

Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (12 reviews)
"The house was clean, comfortable and had everything covered for the weekend. A must stay when traveling to Chicopee."
United States
RAFAEL U.
The price is HK$1,578
HK$3,443 total
includes taxes & fees
19 May - 20 May
Townhouse with Pool Table - Renovated w/ King Bed
Property grounds

Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (146 reviews)
"The house is absolutely charming and cozy. It was very clean as well. "
United States
Amanda C.
The price is HK$1,566
HK$2,871 total
includes taxes & fees
14 May - 15 May
Big farmhouse in the foothills of the Berkshires
Exterior detail

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.6 out of 10, Exceptional, (8 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is HK$958
HK$2,207 total
includes taxes & fees
27 May - 28 May
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Interior

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is HK$1,141
HK$2,910 total
includes taxes & fees
14 May - 15 May
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Outdoor dining

Historic downtown apartment. Unscented products and sustainability practices.

Historic downtown apartment. Unscented products and sustainability practices.
Northampton
10.0 out of 10, Exceptional, (11 reviews)
"Quite a find in pricey Northampton. Within easy walking distance to restaurants and shops. Small but very comfortable. We didn't spend much time in the apartment, but it was perfect for what we needed."
United States
Jessica B.
The price is HK$1,440
HK$2,676 total
includes taxes & fees
18 May - 19 May
Historic downtown apartment. Unscented products and sustainability practices.
Smart TV, books, stereo

Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.4 out of 10, Exceptional, (26 reviews)
"The place was really nice! Very clean and well decorated. We had a great short stay and would definitely book it again in the future."
United States
Emily O.
The price is HK$1,233
HK$1,651 total
includes taxes & fees
17 May - 18 May
Newly Built Barn Loft in Pioneer Valley
Exterior detail

comfort, luxury, privacy

comfort, luxury, privacy
Amherst
9.8 out of 10, Exceptional, (78 reviews)
"We have stayed here several times and it is always perfect. The hosts are great and the house is perfect. "
United States
paul s.
The price is HK$951
HK$1,412 total
includes taxes & fees
18 May - 19 May
comfort, luxury, privacy
Exterior

Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke

Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Holyoke
10.0 out of 10, Exceptional, (2 reviews)
"The studio was clean, new and modern. There are no windows so it was dark and quiet to sleep. "
United States
Michelle
The price is HK$485
HK$1,862 total
includes taxes & fees
17 May - 18 May
Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke
Smart TV, books

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (14 reviews)
"Very nice cabin, responsive host."
United States
Nick R.
The price is HK$1,394
HK$3,262 total
includes taxes & fees
1 Jun - 2 Jun
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Exterior

Light-filled treetop apartment close to downtown Greenfield and Highland Park

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, immaculate and cool space! Perfect overnight after catching a show at Shea Theater."
United States
Nicole C.
The price is HK$958
HK$1,245 total
includes taxes & fees
19 May - 20 May
Light-filled treetop apartment close to downtown Greenfield and Highland Park
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 Williamsburg Hotel Reviews

Quality Inn West Springfield

Quality Inn West Springfield

8/10 Good
"Room was nice and clean. AC worked great. Nice bathroom. Breakfast was just OK, but overall no issues. It's an older property but my room was nicely updated."
Jennifer 4-night trip
Posted 5 hours ago
Quality Inn West Springfield

Find out more about Williamsburg

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

  • View our selection of featured holiday rentals in Williamsburg
  • Use the map to find apartments and other holiday homes in the Williamsburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Williamsburg while they last

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

Frequently asked questions

Can I find holiday rentals in Williamsburg?

Yes, there are holiday rentals close to the most popular sights in Williamsburg, or you can select a more secluded option if you're looking for a relaxing stay. Williamsburg is known for its restaurants and shopping.

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

Peace and quiet on the lake: This holiday home rental outside of Williamsburg is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Williamsburg?

Choose from 4 Expedia holiday rentals in Williamsburg for a memorable holiday.

What can I see and do in Williamsburg?

Swift River and Petticoat Hill are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Silvio O. Conte National Fish and Wildlife Refuge and Brewer Brook Wildlife Management Area.

What are holiday rentals like in Williamsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamsburg. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.