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Williamsburg Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Williamsburg vacation 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, (44 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 ￥42,736
￥70,435 total
includes taxes & fees
Oct 30 - Oct 31
Charming, updated 3 bedroom farmhouse farm stay.
A modern kitchen with a central island, bar stools, and a bicycle.

2. 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 ￥38,633
￥79,219 total
includes taxes & fees
Oct 28 - Oct 29
Button's Modern Luxury Walkup Downtown Northampton
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, (13 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is ￥79,140
￥100,775 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Valley View Post & Beam Villa!
A kitchen with wooden cabinets, a stainless steel dishwasher, and a dining table with benches.

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

A Scenic Townhouse Near Amherst (Next to a Horse Farm)
Sunderland
The price is ￥19,972
￥49,753 total
includes taxes & fees
Oct 27 - Oct 28
A Scenic Townhouse Near Amherst (Next to a Horse Farm)
A cozy room with two beds, large windows, and a view of a snowy landscape.

5. 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 ￥28,490
￥42,962 total
includes taxes & fees
Nov 19 - Nov 20
The Creation Station is a cozy place so make yourself at home.
A bedroom with a bed, dresser, mirror, and a cabinet with glass doors.

6. 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 ￥57,539
￥108,181 total
includes taxes & fees
Oct 27 - Oct 28
Penthouse overlooking downtown Amherst!
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
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 ￥9,828
￥38,422 total
includes taxes & fees
Oct 22 - Oct 23
Modern Studio Ideal for Traveling Professionals
Exterior

8. 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 ￥9,828
￥50,283 total
includes taxes & fees
Nov 3 - Nov 4
Work, Play & Stay! Apt Near Holyoke Medical Center
A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

9. Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (70 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 ￥24,217
￥39,426 total
includes taxes & fees
Oct 26 - Oct 27
Lovely 2nd Floor Apartment
A bedroom with a large bed, a nightstand with a lamp, a dresser, and a window with blinds.

10. A Cozy Condo Near Horse Farm + Mount Sugarloaf

A Cozy Condo Near Horse Farm + Mount Sugarloaf
Sunderland
The price is ￥32,178
￥69,052 total
includes taxes & fees
Oct 22 - Oct 23
A Cozy Condo Near Horse Farm + Mount Sugarloaf
A two-story house with a front porch, a staircase leading to the entrance, and a well-maintained garden.

11. 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 ￥14,562
￥28,464 total
includes taxes & fees
Nov 2 - Nov 3
2 Twin beds on 1st floor with En-suite bathroom.
A blue house with a porch, a wooden bench, and a door.

12. 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
9.4 out of 10, Exceptional, (11 reviews)
"Very satisfied with the stay . Clean quiet and relaxing stay."
United States
JAMES S.
The price is ￥12,205
￥35,411 total
includes taxes & fees
Nov 4 - Nov 5
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

13. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
The price is ￥14,403
￥37,716 total
includes taxes & fees
Oct 26 - Oct 27
Modern Studio Ideal for Traveling Professionals
A modern kitchen with stainless steel appliances, a granite countertop, and a view into the dining area.

14. Cozy Home in Holyoke with 3 bedrooms

Cozy Home in Holyoke with 3 bedrooms
Holyoke
9.8 out of 10, Exceptional, (22 reviews)
"Fantastic stay in Holyoke. House is close to town, well outfitted, and super clean. Easy check in process and great experience all around. "
United States
Grant J.
The price is ￥24,569
￥57,013 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Home in Holyoke with 3 bedrooms
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

15. Amherst -NEW - Campus Convenience & Social Privacy

Amherst -NEW - Campus Convenience & Social Privacy
Amherst
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic property and host. Left a suit accidentally and they were extremely accommodating in helping us get it back."
United States
Kimberly D.
The price is ￥94,947
￥119,689 total
includes taxes & fees
Nov 5 - Nov 6
Amherst -NEW - Campus Convenience & Social Privacy
A wooden gazebo with a metal roof, surrounded by a brick patio with outdoor seating.

16. 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 ￥20,400
￥38,820 total
includes taxes & fees
Oct 28 - Oct 29
Serene 1-bedroom suite on 75 acre horse property
A house with a staircase leading to a porch, surrounded by snow and string lights.

17. 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 ￥32,098
￥40,456 total
includes taxes & fees
Oct 26 - Oct 27
Light-filled treetop apartment close to downtown Greenfield and Highland Park
A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

18. Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is ￥18,202
￥32,708 total
includes taxes & fees
Nov 9 - Nov 10
Private bed with En-suite bathroom Marigold Room
A dining area with a long wooden table set for six, surrounded by chairs. There are hanging pendant lights above the table.

19. 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 ￥158,351
￥257,616 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 5-Bedroom Home with Game Room in Amherst - Mins to UMass
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.

20. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (39 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 ￥24,929
￥33,544 total
includes taxes & fees
Oct 27 - Oct 28
Newly Built Barn Loft in Pioneer Valley
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

Blue A Modern Hotel, an Ascend Collection Hotel

Blue A Modern Hotel, an Ascend Collection Hotel

10/10 Excellent
"We loved the massage chair in the room and the staff was friendly. The breakfast was just Ok. Finding the hotel with WAZE was a bit confusing due to construction but our stay was great."
Leah 1-night trip
Posted 1 hour ago
Blue A Modern Hotel, an Ascend Collection Hotel

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 vacation rentals in Williamsburg?

Yes, we give you a choice of vacation rentals near popular points of interest in Williamsburg, or you can choose a secluded option if you'd like a relaxing place to stay. Williamsburg is known for its restaurants and shopping.

What are some of the best vacation rentals in Williamsburg?

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

How many vacation rentals are there in Williamsburg?

Choose from 5 Expedia vacation rentals in Williamsburg for a memorable vacation.

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 vacation rentals like in Williamsburg?

Vacation rentals are privately owned properties you can book for a short or long stay in Williamsburg. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.