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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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, (41 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 £338
includes taxes & fees
4 Oct - 5 Oct
Charming, updated 3 bedroom farmhouse farm stay.
A modern living room with a flat-screen TV, a striped armchair, a leather sofa, and a kitchen area with bar stools.

2. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
The price is £458
includes taxes & fees
28 Sept - 29 Sept
Penthouse overlooking downtown Amherst!
A modern two-story house with large windows and a balcony.

3. 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 £486
includes taxes & fees
28 Sept - 29 Sept
Cozy Valley View Post & Beam Villa!
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

4. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"Overall a great experience. Need clear instructions/signage for the studio room."
United States
Todd J.
The price is £189
includes taxes & fees
29 Sept - 30 Sept
Modern Studio Ideal for Traveling Professionals
A modern kitchen with a central island, bar stools, and a bicycle.

5. 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 £370
includes taxes & fees
7 Oct - 8 Oct
Button's Modern Luxury Walkup Downtown Northampton

6. 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 £272
includes taxes & fees
29 Sept - 30 Sept
Work, Play & Stay! Apt Near Holyoke Medical Center
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

7. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
The price is £180
includes taxes & fees
29 Sept - 30 Sept
Modern Studio Ideal for Traveling Professionals
A spacious living area with a large sofa, a kitchen island with bar stools, a wooden staircase, and a television displaying a movie.

8. Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
8.0 out of 10, Very good, (1 review)
"Very good trip overall. Great location. Just a few things needed to make it over the top!"
United States
William C B.
The price is £260
includes taxes & fees
5 Oct - 6 Oct
Real Estate: Therapy - Lake, Laundry, Love it
A cozy room with two beds, large windows, and a view of a snowy landscape.

9. 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, (77 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 £205
includes taxes & fees
29 Sept - 30 Sept
The Creation Station is a cozy place so make yourself at home.
A kitchen with wooden cabinets, a stainless steel dishwasher, and a dining table with benches.

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is £255
includes taxes & fees
5 Oct - 6 Oct
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

11. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (69 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is £176
includes taxes & fees
22 Oct - 23 Oct
Lovely 2nd Floor Apartment
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.

12. 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 £165
includes taxes & fees
27 Sept - 28 Sept
Newly Built Barn Loft in Pioneer Valley
A house with a staircase leading to a porch, surrounded by snow and string lights.

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

Light-filled treetop apartment close to downtown Greenfield and Highland Park
Greenfield
10.0 out of 10, Exceptional, (12 reviews)
"Nice place"
United States
Tom
The price is £218
includes taxes & fees
28 Sept - 29 Sept
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

14. Spacious 5BR w/ Hot Tub & Games

Spacious 5BR w/ Hot Tub & Games
Colrain
10.0 out of 10, Exceptional, (55 reviews)
"This is the second time we have stayed at this property. It is very spacious, cozy, and clean. The beds are very comfortable. It had everything we needed "
United States
Staci M.
The price is £501
includes taxes & fees
29 Sept - 30 Sept
Spacious 5BR w/ Hot Tub & Games
A hallway with wooden flooring, white walls, and a bed in the background.

15. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is £287
includes taxes & fees
28 Sept - 29 Sept
Cozy private 2 bed apartment in Shelburne Falls
A modern kitchen with white cabinetry, stainless steel appliances, and a marble countertop.

16. 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.
The price is £1,363
includes taxes & fees
7 Oct - 8 Oct
Spacious Holyoke Home: Work, Play & Unwind!
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

17. Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
The price is £154
includes taxes & fees
7 Oct - 8 Oct
Rose room Victorian home queen bed private bath
A bedroom with a bed, curtains, a bedside table, and a lamp.

18. 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 £352
includes taxes & fees
28 Sept - 29 Sept
Townhouse with Pool Table - Renovated w/ King Bed
A blue house with a porch, a wooden bench, and a door.

19. 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, (9 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is £186
includes taxes & fees
30 Sept - 1 Oct
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A living room with a sofa set, a coffee table, and two lamps.

20. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (12 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is £238
includes taxes & fees
28 Sept - 29 Sept
Cozy First Floor Apartment. Located in a quiet neighborhood.
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

10/10 Excellent
"We didn't expect much from a college hotel. We were wrong. It exceeded our expectations."
Richard 1-night trip
Posted 10 hours ago
Hotel UMass

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.