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Top Holiday Rentals in Williamsburg

Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (33)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is £211
includes taxes & fees
5 May - 6 May
Cozy apartment located in quiet Williamsburg
Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (182)
"Thank you, Justin, for sharing your beautiful home with my family. We had a very nice time and relaxed in the beautiful quiet surroundings. I was so excited when I saw some Norwex items as I am a consultant and also use Norwex in my home. We hope to visit again in the warmer months as it was a perfect memory for our family. Thanks again, The Short family"
Peace and quiet on the lake
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"The property was quiet and clean."
Berkshire Village Carriage House - Super Private!!
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Fridge, microwave, oven, stovetop
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (7)
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
Exterior
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Golf
Hadley Amherst Location.Explore the Valley Colleges!
10.0 out of 10, Exceptional, (123)
"Stayed a week for out-of-town work wonderful host great place would defiantly go back. Thank you for letting us use your home. Marc"
Hadley Amherst Location.Explore the Valley Colleges!
Property grounds
The Creation Station is a cozy place so make yourself at home.
9.8 out of 10, Exceptional, (48)
"Place is amazing. Very comfy and cozy. Loved the deck Lighted trails at night were awesome. Had the best time. Definitely will book again"
The price is £190
includes taxes & fees
3 Jun - 4 Jun
The Creation Station is a cozy place so make yourself at home.
2 bedrooms, iron/ironing board, internet, bed sheets
Easthampton Vacation Rental - Walk to Breweries!
10.0 out of 10, Exceptional, (2)
"This is one of the best properties in the Pioneer Valley for the price. Comfortable, clean, and central. The team at Evolve and the local property manager are incredibly kind and responsive. Check-in was flawless and our stay was an absolute 10/10 from top to bottom. Keep in mind this property does have stairs to get to the bathroom and bedrooms, but the double railings made it a breeze for my elderly parents. The location is unbeatable, so many things to do within a five minute walk from the...
Easthampton Vacation Rental - Walk to Breweries!
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (80)
"Comfortable and convenient"
The price is £168
includes taxes & fees
2 Jun - 3 Jun
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Property grounds
Private Island - On Largest Fresh Water Reservoir in Mass. 24' Pontoon boat
10.0 out of 10, Exceptional, (3)
"So grateful to Bill for such a wonderful stay! The cottage was so lovely and had everything you could need for a weekend on the lake. Will definitely be returning in the future 😊"
Private Island - On Largest Fresh Water Reservoir in Mass. 24' Pontoon boat
Fridge, microwave, oven, stovetop
comfort, luxury, privacy
9.8 out of 10, Exceptional, (48)
"There are steps down to this convenient, functional apartment that functioned as the hub for our 2 day stay. Just a few minutes walk to the nearby Cushman market and cafe for essential sustenance. Lee is a great host and quick to field any questions."
comfort, luxury, privacy
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (12)
"We had a very pleasant stay at Bear Creek Cabin. It’s just a short ride to Berkshire East for skiing and snow tubing. The house is beautiful and has all the essentials. Bunk room was perfect for the kids, and upstairs open master bedroom had beautiful views. We’d love to come back in the summer to enjoy the creek and warm weather activities. FYI- there are limited restaurant options in the immediate area, so we stopped for groceries on the way up. The kitchen had all we needed. Thanks for a...
The price is £486
includes taxes & fees
8 May - 9 May
Bear Creek Cabin
1 bedroom, iron/ironing board, free WiFi, bed sheets
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (38)
"The vrbo was as-described and the hosts exceptionally personable and friendly. Exemplary!"
Spectacular Mountain views with all the amentities nearby
Exterior
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (32)
"Perfect litle getaway. Not to far from town, beautiful surrounding area, exactly what i was looking for."
Cozy Cottage Along Idyllic Green River
Exterior
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, (4)
"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."
Quintessential 6-BR Berkshires Lodge
Interior
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (6)
"My wife and I were looking for a nice little getaway within reasonable driving distance and came across this great property. As soon as we saw the big windows in the living room we were sold. Definitely getting added to our short list of places to go back to."
Berkshires Cabin 2 Mi to Appalachian Trail!
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (115)
"Flight's End was more wonderful than we anticipated. The home is cozy with all the things you need for a relaxing visit. We enjoyed the beauty of the area, the excitement of the pond (kayaking, otters, beavers and ducks) and took some of the helpful suggestions of our hosts. We will definitely be bac!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Property grounds
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (119)
"My wife and I and our daughter and dog spent the week. Everything we needed was provided. Nice quiet and relaxing time. Great location down the street from the AMC Noble View trails. We all had a wonderful hike and a wonderful week."
The price is £299
includes taxes & fees
16 May - 17 May
Big farmhouse in the foothills of the Berkshires
Lake
Berkshire Lake access
10.0 out of 10, Exceptional, (41)
"Living space is bigger than the pictures, plenty of room for everyone, well stocked kitchen, everything we needed!"
Berkshire Lake access
Exterior
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
6.6 out of 10, (11)
"This house is one of the worst places I have ever stayed. I booked for 13 people and only 2 of the 3 showers worked which they never disclosed to us. The house was a total pigsty. Dirty dishes in the sink. Old food in the fridge. Frozen food in the freezer and the freezer was disgusting with frozen spills that looked like they were there for years. Holes in the walls & doors, burn marks on the counters, dirty table cloth. Bathrooms were filthy. No shades on 90 % of the windows & no curtains at...
The price is £1,339
includes taxes & fees
8 May - 9 May
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall, Mount Holyoke College and a minute from Hampshire College
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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.

Williamsburg Holiday Rental Travel Info

Number of holiday rentals
2
Popular accommodation
Williamsburg private holiday homes
Known landmarks
Hadley Farm Museum, Porter Phelps Huntington Museum and Petticoat Hill
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Williamsburg you may be interested in

Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (33)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is £211
includes taxes & fees
5 May - 6 May
Cozy apartment located in quiet Williamsburg
Property amenity
Howard Johnson by Wyndham Amherst Hadley
2.0 star property
7.4 out of 10, Good, (1000)
"Convenient to get around. Nice people. Room need to be updated. "
The price is £98
includes taxes & fees
8 May - 9 May
Howard Johnson by Wyndham Amherst Hadley
Indoor pool
D. Hotel Suites & Spa
3.0 star property
9.4 out of 10, Exceptional, (2255)
"Overall a very nice hotel, and flexible in letting my family use the breakfast space for a small dinner gathering one evening. Our room's layout was great for 1-2 adults plus a child. Had a small issue with the thermostat in our room, plus a hotel-info QR code posted in the room came up as inactive."
The price is £139
includes taxes & fees
8 May - 9 May
D. Hotel Suites & Spa
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.

Everything you need to know about Williamsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Williamsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg holiday rentals we have selected for you start as low as £168 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Williamsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Williamsburg?

Yes, there are holiday rentals in Williamsburg close to Petticoat Hill, 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?

Cozy apartment located in quiet Williamsburg: This highly rated holiday home rental in Williamsburg is in a rural location, and equipped with air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Williamsburg?

Choose from 3 Expedia holiday rentals in Williamsburg for a memorable holiday.

What can I see and do in Williamsburg?

Family-friendly attractions include Petticoat Hill, whereas Swift River is a spot to enjoy the outdoors. Look Memorial Park and Smith College are a couple of places you'll find in the wider 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.

Recent reviews of Williamsburg properties
Expedia verified reviews