Holiday Rentals in Williamsburg

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Holiday Rentals in Williamsburg

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.8 out of 10, Exceptional, (9)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is €451
includes taxes & fees
9 Jul - 10 Jul
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
9.8 out of 10, Exceptional, (9)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
The price is €448
includes taxes & fees
9 Jul - 10 Jul
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

8.4 out of 10, Very good, (5)
"Large house with in law suite and 2nd entrance. Clean, rustic cabin feel. Plenty of room to stretch out. Game room and bar area is nice with big tv. Hot tub fairly new. Weather didnt permit using kayaks, but they are there for use on creek to river. Anyone who would pay for 3 or 4 rooms at the resort next door is crazy. Great place for a family get together. Bathrooms all updated. Plenty of stuff you need in bath and kitchen. Laundry room even had pods and dryer sheets."
The price is €570
includes taxes & fees
9 Jul - 10 Jul
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Riverfront Denton Estate on 7 Acres w/ Fire Pit!

2.0 star property
10.0 out of 10, Exceptional, (9)
"The property is a great place to get away and enjoy some time with family. We enjoyed swimming in the pool. Fishing was fun as well catfish for days. Nice sunsets by the fire and just overall a great time with the family. "
Riverfront Denton Estate on 7 Acres w/ Fire Pit!

Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18

10.0 out of 10, Exceptional, (76)
"We were very impressed with the property and your place was very clean and had just about everything we needed. The location is wonderful and close to the event that we stayed in Cambridge for. I would definitely recommend this for others and will likely be renting again"
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18

Minutes from Downtown Easton and St. Michaels | Private Dock | Kayaks | Pet Frie

10.0 out of 10, Exceptional, (16)
"Return visitors loving Seventh Haven ❤️"
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayaks | Pet Frie

Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.

9.6 out of 10, Exceptional, (5)
"We had a great week in Cambridge. The Retro House has everything you need. It’s neat, clean, bright and very easy to stay in. It’s in a quiet neighborhood just short drive from the center of town. This was our second stay in the Retro House, we love it & will be coming back in the spring for another week!"
The price is €341
includes taxes & fees
9 Jul - 10 Jul
Charming 3-bedroom Midcentury modern home, retro vibe and stylish furnishings.

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

10.0 out of 10, Exceptional, (56)
"We had a fantastic time- the location on the water was gorgeous and loved the hot tub and pool. Extremely quiet and private!"
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Stylish Home on the Choptank River (with Tidal Beach)

10.0 out of 10, Exceptional, (34)
"A beautiful and serene setting mapping the contours of nature, tranquility & relaxation. Steven is an exceptional host."
Stylish Home on the Choptank River (with Tidal Beach)

Choptank River Beach Home w/ Pier in Cambridge!

10.0 out of 10, Exceptional, (19)
"We wanted a quiet place by the water to celebrate our friend's next chapter. This was the best house right on the water and close to cute downtown Cambridge, MD. Would totally recommend and hope to come back in the summer to swim/kayak!"
Choptank River Beach Home w/ Pier in Cambridge!

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

10.0 out of 10, Exceptional, (5)
"This is such a special property. The house, the amenities and then the surprising foodie scene in Easton and St. Michael’s is within minutes. This is our second summer at this property and we are already starting to plan our third!"
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

9.2 out of 10, Wonderful, (5)
"Thank you for a beautiful stay! Well appointed kitchen, comfortable beds and a pristine lot. "
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
9.6 out of 10, Exceptional, (4)
"House was spacious plenty of room, great amenities, and very clean! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

Turnbridge Manor

9.8 out of 10, Exceptional, (11)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
The price is €525
includes taxes & fees
21 Jul - 22 Jul
Turnbridge Manor

Walk to Dtwn: Waterfront Eastern Shore Townhome!

10.0 out of 10, Exceptional, (4)
"Great stay, amazing home"
Walk to Dtwn: Waterfront Eastern Shore Townhome!

Lovely 3-bedroom house AC WiFi in the charming Cambridge, Great Location!!!!

Lovely 3-bedroom house AC WiFi in the charming Cambridge, Great Location!!!!

Sailwinds Loft at Cambridge Creek

9.8 out of 10, Exceptional, (10)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is €222
includes taxes & fees
13 Jul - 14 Jul
Sailwinds Loft at Cambridge Creek

Modern Cambridge Cottage: Walk to Town, Waterfront

10.0 out of 10, Exceptional, (9)
"Was a great stay"
Modern Cambridge Cottage: Walk to Town, Waterfront

Waterfront Retreat < 4 Mi to Dtwn Cambridge!

10.0 out of 10, Exceptional, (8)
"It was great! We highly recommend! "
Waterfront Retreat < 4 Mi to Dtwn Cambridge!

Upscale Condo in Historic Downtown Cambridge, Maryland

9.4 out of 10, Exceptional, (3)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
The price is €357
includes taxes & fees
9 Jul - 10 Jul
Upscale Condo in Historic Downtown Cambridge, Maryland
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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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.

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

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina: This holiday home rental outside of Williamsburg is located in the city centre, and has a garden, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Easton Cycle and Sport, or get outside and enjoy nature at Long Wharf Park. Layton's Chance Vineyard and Winery and Bill Burton Fishing Pier State Park 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 offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.