Williamsburg Vacation Rentals

Dates

November 2026

December 2026

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Our top choices for Williamsburg vacation rentals

A rustic cabin with a sign reading 'A-M-A-L-G-A-M-A-T-E-D' and a small outdoor seating area with two chairs.

1. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!

Seaford

Whitney H.

SAR 581 total

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

2. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

SAR 907 total

includes taxes & fees

16 Nov - 17 Nov

A living room with two grey sofas, a coffee table, and a ceiling fan.

3. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

SAR 1,211 total

includes taxes & fees

14 Nov - 15 Nov

A brick building with a white porch and a well-maintained lawn.

4. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Mary Beth S.

SAR 1,428 total

includes taxes & fees

30 Nov - 1 Dec

A wooden interior with a dining area, sofas, and a table.

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

Cambridge

Anonymous traveler

SAR 1,793 total

includes taxes & fees

10 Nov - 11 Nov

A living room with a dark gray sofa, a small round table, and a green throw blanket. There is a brick accent wall and a ceiling fan.

6. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

SAR 1,417 total

includes taxes & fees

1 Dec - 2 Dec

A marina with boats docked, a water tower, and residential buildings with balconies.

7. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

Cambridge

mike

SAR 1,846 total

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a porch, two windows, and a door.

8. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

Denton

Dallas S.

SAR 1,309 total

includes taxes & fees

1 Dec - 2 Dec

A dining area with a round table, chairs, and a decorative table runner.

9. More, than just a place to sleep - welcome home!

Cambridge

SAR 1,455 total

includes taxes & fees

11 Nov - 12 Nov

10. Cambridge Apt in Walkable Neighborhood

Cambridge

Anonymous traveler

SAR 1,179 total

includes taxes & fees

14 Nov - 15 Nov

11. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

Easton

Lynn G.

SAR 1,512 total

includes taxes & fees

16 Nov - 17 Nov

A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

12. Turnbridge Manor

Denton

Jessica H.

SAR 2,184 total

includes taxes & fees

19 Nov - 20 Nov

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Find vacation rentals that suit your style

Top Williamsburg Hotel Reviews

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

Marvel's on the Creek

East New Market

10/10 Excellent

This was my first time @ a bed and breakfast. The owners, Debbie and Allen are amazing. Being an introvert and there for an Ironman race, I was concerned about having to interact too much with other people. Debbie struck the perfect balance of being available but also giving people space to hide away. The property is gorgeous and clean. Her breakfasts are amazing (eggs cooked to order, bacon, biscuits, quiche, homefries, etc). She goes above and beyond to make people feel welcomed. She woke up...

Joseph

A modern breakfast area with a counter, seating, and a chalkboard menu.

Hampton Inn Seaford

Seaford

10/10 Excellent

Anonymous traveler

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Excellent

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

A spacious lobby with a blue sofa, a red armchair, and a patterned carpet.

Comfort Suites Seaford

Seaford

10/10 Excellent

Anonymous traveler

A Holiday Inn Express hotel with a prominent illuminated sign, a flagpole with flags, and a well-lit entrance.

Holiday Inn Express Cambridge by IHG

Cambridge

10/10 Excellent

Charles A

A modern hotel dining area with a long table, four chairs, and three pendant lights.

Hampton Inn Easton

Easton

10/10 Excellent

Anonymous traveler

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

Best Western Plus Easton Inn & Suites

Easton

10/10 Excellent

Everything was good with checkin ,check out, and the room. The only complaint I can voice is with the breakfast service attendant. She was not very warm or inviting, did not speak to guest. She did have everything out and the area clean, but at the end of breakfast time, she removed all plates and bowls first so no one could get anything else to eat. We were late eating on our 3rd morning, but were in time to get our food before she started putting away. But then put chairs on the tables so...

Nancy

A spacious lobby with a reception desk, seating area, and a television screen.

Comfort Inn & Suites Cambridge

Cambridge

10/10 Excellent

Eddie

An indoor swimming pool with lounge chairs and a no diving sign.

Holiday Inn Express Easton by IHG

Easton

10/10 Excellent

Belinda

A hotel lobby with a reception desk, seating area, and a large wall mural.

Best Western Denton Inn

Denton

10/10 Excellent

rich

A resort with a large pool, outdoor seating, and a view of the sea.

Hyatt Regency Chesapeake Bay

Cambridge

10/10 Excellent

Sue

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

Baymont by Wyndham Easton

Easton

10/10 Excellent

Hannah

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

The Tidewater Inn

Easton

10/10 Excellent

Maria

A large, two-story house with a prominent tower and a covered porch.

Hummingbird Inn

Easton

10/10 Excellent

My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...

Robert

A beachfront property with a large tree, multiple buildings, and beach chairs.

Sandaway Suites & Beach

Oxford

10/10 Excellent

joseph

Cambridge Apt in Walkable Neighborhood

Cambridge

10/10 Excellent

LOIS

Frequently Asked Questions

Can I find vacation rentals in Williamsburg?

Yes, there are vacation rentals near top points of interest in Williamsburg, or you can select a more remote option if you want a relaxing place to stay.

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

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*: This vacation home rental outside of Williamsburg is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What can I see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Ruark Boatworks, or get outside and enjoy nature at Long Wharf Park. Layton's Chance Vineyard and Winery and Martinak State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Williamsburg?

Vacation rentals are private properties you can stay in for a short or long stay in Williamsburg. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.

Williamsburg Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Williamsburg vacation rentals

1. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!

2. Sailwinds Loft at Cambridge Creek

3. Cambridge Apt in Walkable Neighborhood

4. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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

6. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

7. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

8. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

9. More, than just a place to sleep - welcome home!

10. Cambridge Apt in Walkable Neighborhood

11. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

12. Turnbridge Manor

Find vacation rentals that suit your style

Top Williamsburg Hotel Reviews

Marvel's on the Creek

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Williamsburg?

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

What can I see and do in Williamsburg?

What are vacation rentals like in Williamsburg?