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Williamsburg Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Williamsburg holiday rentals

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

1. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (43 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is HK$2,119
HK$3,484 total
includes taxes & fees
11 Oct - 12 Oct
Charming, updated 3 bedroom farmhouse farm stay.
A modern two-story house with large windows and a balcony.

2. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (12 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is HK$3,924
HK$4,961 total
includes taxes & fees
12 Oct - 13 Oct
Cozy Valley View Post & Beam Villa!
A modern kitchen with a central island, bar stools, and a bicycle.

3. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (8 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is HK$1,915
HK$3,928 total
includes taxes & fees
19 Oct - 20 Oct
Button's Modern Luxury Walkup Downtown Northampton
A cozy room with two beds, large windows, and a view of a snowy landscape.

4. 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, (79 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is HK$1,413
HK$2,174 total
includes taxes & fees
12 Oct - 13 Oct
The Creation Station is a cozy place so make yourself at home.
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

5. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (4 reviews)
"Enjoyed our stay!"
United States
Susan N.
The price is HK$4,701
HK$5,952 total
includes taxes & fees
5 Nov - 6 Nov
Amherst -NEW - Campus Convenience & Social Privacy
A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

6. Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass

Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
Amherst
10.0 out of 10, Exceptional, (13 reviews)
"Perfect location, clean house, great for families with kids!"
United States
Emily Robustelli K.
The price is HK$7,840
HK$12,754 total
includes taxes & fees
4 Nov - 5 Nov
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
A bedroom with a large bed, a nightstand with a lamp, a dresser, and a window with blinds.

7. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is HK$1,797
HK$3,682 total
includes taxes & fees
14 Oct - 15 Oct
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A modern living room with a flat-screen TV, a striped armchair, a leather sofa, and a kitchen area with bar stools.

8. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
10.0 out of 10, Exceptional, (1 review)
"Great space. Great location."
United States
Mike S.
The price is HK$2,943
HK$5,479 total
includes taxes & fees
26 Oct - 27 Oct
Penthouse overlooking downtown Amherst!
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

9. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
The price is HK$518
HK$1,937 total
includes taxes & fees
12 Oct - 13 Oct
Modern Studio Ideal for Traveling Professionals
A cat nestled among dense green foliage in a garden setting.

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

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
9.8 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Tom
The price is HK$1,766
HK$2,227 total
includes taxes & fees
14 Oct - 15 Oct
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A blue house with a porch, a wooden bench, and a door.

11. 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
9.2 out of 10, Wonderful, (10 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is HK$753
HK$1,937 total
includes taxes & fees
3 Nov - 4 Nov
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

12. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (69 reviews)
"It was absolutely amazing Beautiful apartment Clean cozy Beautiful back yard I will definitely stay here again if I am back in this area It’s a 10 out of 10 Thank you David"
United States
Jane P.
The price is HK$1,091
HK$1,815 total
includes taxes & fees
3 Nov - 4 Nov
Lovely 2nd Floor Apartment
Exterior

13. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"Closer to downtown able to"
United States
Jeremy R.
The price is HK$691
HK$2,752 total
includes taxes & fees
12 Oct - 13 Oct
Work, Play & Stay! Apt Near Holyoke Medical Center
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

14. Spacious Holyoke Home: Work, Play & Unwind!

Spacious Holyoke Home: Work, Play & Unwind!
Holyoke
10.0 out of 10, Exceptional, (4 reviews)
"This was a beautiful place to stay and was perfect for our needs. It was very clean and we enjoyed our stay. We didn't realize the house had three separate areas but it worked out well for our dance competition in Springfield."
United States
Celeste D.
Spacious Holyoke Home: Work, Play & Unwind!
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

15. Serene 1-bedroom suite on 75 acre horse property

Serene 1-bedroom suite on 75 acre horse property
Belchertown
10.0 out of 10, Exceptional, (38 reviews)
"Not your average stay! This place is super cool!!"
United States
Wayne B.
The price is HK$1,059
HK$1,966 total
includes taxes & fees
18 Oct - 19 Oct
Serene 1-bedroom suite on 75 acre horse property
A kitchen with wooden cabinets, a stainless steel dishwasher, and a dining table with benches.

16. A Scenic Townhouse Near Amherst (Next to a Horse Farm)

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is HK$1,004
HK$2,489 total
includes taxes & fees
19 Oct - 20 Oct
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

17. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
The price is HK$746
HK$1,905 total
includes taxes & fees
14 Oct - 15 Oct
Modern Studio Ideal for Traveling Professionals
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

18. 2 Twin beds on 1st floor with En-suite bathroom.

2 Twin beds on 1st floor with En-suite bathroom.
Shelburne Falls
The price is HK$772
HK$1,467 total
includes taxes & fees
4 Nov - 5 Nov
2 Twin beds on 1st floor with En-suite bathroom.
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

19. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (38 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is HK$1,236
HK$1,663 total
includes taxes & fees
12 Oct - 13 Oct
Newly Built Barn Loft in Pioneer Valley
A bedroom with a bed, curtains, a bedside table, and a lamp.

20. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is HK$1,695
HK$3,579 total
includes taxes & fees
13 Oct - 14 Oct
Townhouse with Pool Table - Renovated w/ King Bed
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

Hotel UMass

Hotel UMass

8/10 Good
"Overall - very good. Clean room, friendly and helpful staff; as well as a good included breakfast!"
James 3-night trip
Posted 10 hours ago
Hotel UMass

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?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Williamsburg is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay.

How many holiday rentals are there in Williamsburg?

Choose from 5 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 Brewer Brook Wildlife Management Area and Silvio O. Conte National Fish and Wildlife Refuge.

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.