Holiday rentals near Bear Track Landing
We found 1,705 holiday rentals — enter your dates for availability
If you are looking to stay near Bear Track Landing, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Bear Track Landing
Showing deals for:14 Nov - 21 Nov
Image gallery for Lovely 2 BR Condo in 4💎 Historic Golf Resort
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Williamsburg, VA
8% off
Price is £1,854
£1,854
£265 per night
includes taxes & fees
Image gallery for Waterfront with Private Pier and Tranquil Water views!
1010 out of 10 rating
Exceptional
(104 reviews)
Waterfront with Private Pier and Tranquil Water views!
Gloucester, VA
8% off
Price is £1,449
£1,449
£207 per night
includes taxes & fees
Image gallery for Historic Yorktown Waterfront Home
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Historic Yorktown Waterfront Home
Yorktown, VA
8% off
Price is £1,821
£1,821
£260 per night
includes taxes & fees
Image gallery for The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
1010 out of 10 rating
Exceptional
(62 reviews)
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Williamsburg, VA
8% off
Price is £2,219
£2,219
£317 per night
includes taxes & fees
Image gallery for ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
9.89.8 out of 10 rating
Exceptional
(241 reviews)
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Spring Grove, VA
12% off
Price is £2,462
£2,462
£352 per night
includes taxes & fees
Image gallery for Chesapeake Bay Cottage, Private Pool, Pier and Kayaks
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Chesapeake Bay Cottage, Private Pool, Pier and Kayaks
North, VA
8% off
Price is £2,222
£2,222
£317 per night
includes taxes & fees
Image gallery for Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
9.49.4 out of 10 rating
Exceptional
(124 reviews)
Quiet Riverfront House with Private Sandy Beach. Close to Colonial Williamsburg.
Hayes, VA
8% off
Price is £1,917
£1,917
£274 per night
includes taxes & fees
Image gallery for Water front Oasis with pickle-ball court and hot tub
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Water front Oasis with pickle-ball court and hot tub
North, VA
8% off
Price is £5,378
£5,378
£768 per night
includes taxes & fees
Image gallery for Private Beach & Pier - James River Beach Cottage - Jamestown & Williamsburg
9.69.6 out of 10 rating
Exceptional
(49 reviews)
Private Beach & Pier - James River Beach Cottage - Jamestown & Williamsburg
Surry, VA
19% off
Price is £1,568
£1,568
£224 per night
includes taxes & fees
Image gallery for The Inn at Woodmont Plantation, Gauthier Vineyard's Winery & Event Center
9.89.8 out of 10 rating
Exceptional
(26 reviews)
The Inn at Woodmont Plantation, Gauthier Vineyard's Winery & Event Center
Barhamsville, VA
8% off
Price is £4,297
£4,297
£614 per night
includes taxes & fees
Image gallery for James River Waterfront with spectacular views across the river from Williamsburg
1010 out of 10 rating
Exceptional
(137 reviews)
James River Waterfront with spectacular views across the river from Williamsburg
Surry, VA
8% off
Price is £2,030
£2,030
£290 per night
includes taxes & fees
Image gallery for Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields
1010 out of 10 rating
Exceptional
(8 reviews)
Freshly renovated c1900 Farmhouse in Plainview surrounded by crop fields
Buena Vista, VA
8% off
Price is £1,564
£1,564
£223 per night
includes taxes & fees
Image gallery for Relax And Reconnect With Expansive Views Of The Historic James River
1010 out of 10 rating
Exceptional
(51 reviews)
Relax And Reconnect With Expansive Views Of The Historic James River
Claremont, VA
21% off
Price is £1,624
£1,624
£232 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Home Near Many Local Attractions!
9.89.8 out of 10 rating
Exceptional
(77 reviews)
Beautiful Waterfront Home Near Many Local Attractions!
West Point, VA
7% off
Price is £1,477
£1,477
£211 per night
includes taxes & fees
Image gallery for Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area
9.89.8 out of 10 rating
Exceptional
(68 reviews)
Waterfront Cottage With Private Beach & Pier - James River - Williamsburg Area
Surry, VA
13% off
Price is £1,503
£1,503
£215 per night
includes taxes & fees
Image gallery for Secluded Riverfront Home + Deep Water Boat Dock - Between Williamsburg-Richmond
1010 out of 10 rating
Exceptional
(10 reviews)
Secluded Riverfront Home + Deep Water Boat Dock - Between Williamsburg-Richmond
Charles City, VA
14% off
Price is £2,603
£2,603
£372 per night
includes taxes & fees
Image gallery for Riverfront Cottage w/ Private Beach Near Wmsburg
1010 out of 10 rating
Exceptional
(20 reviews)
Riverfront Cottage w/ Private Beach Near Wmsburg
Surry, VA
8% off
Price is £1,704
£1,704
£243 per night
includes taxes & fees
Image gallery for Ivy's Cottage w/ Outdoor Movies Williamsburg Stay
1010 out of 10 rating
Exceptional
(34 reviews)
Ivy's Cottage w/ Outdoor Movies Williamsburg Stay
Toano, VA
7% off
Price is £2,127
£2,127
£304 per night
includes taxes & fees
Image gallery for Right on Main St! Shops, Arts, Dining and More!
1010 out of 10 rating
Exceptional
(28 reviews)
Right on Main St! Shops, Arts, Dining and More!
Gloucester, VA
8% off
Price is £838
£838
£120 per night
includes taxes & fees
Image gallery for Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown
9.89.8 out of 10 rating
Exceptional
(391 reviews)
Cozy Cabin Getaway with Beautiful Sunsets on York River, minutes from Yorktown
Gloucester Point, VA
8% off
Price is £1,042
£1,042
£149 per night
includes taxes & fees
Image gallery for The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
1010 out of 10 rating
Exceptional
(16 reviews)
The Mill Camp offers comfortable and affordable accommodations. Pet Friendly!
Buena Vista, VA
8% off
Price is £801
£801
£114 per night
includes taxes & fees
Image gallery for Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.89.8 out of 10 rating
Exceptional
(138 reviews)
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Williamsburg, VA
7% off
Price is £780
£780
£111 per night
includes taxes & fees
Image gallery for Perfect for long-term workers & short stays—comfort, style & convenience await!
8.48.4 out of 10 rating
Very good
(16 reviews)
Perfect for long-term workers & short stays—comfort, style & convenience await!
Gloucester, VA
7% off
Price is £1,183
£1,183
£169 per night
includes taxes & fees
Image gallery for TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
9.89.8 out of 10 rating
Exceptional
(29 reviews)
TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
Williamsburg, VA
8% off
Price is £2,221
£2,221
£317 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Bear Track Landing
King’s Creek Resort by Spinnaker
Sleeps 6 · 2 bedrooms
8.68.6 out of 10
Excellentexcellent
76 reviews(76 reviews)
Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis
Sleeps 4 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
272 reviews(272 reviews)
Tranquil Escape! Pool w/ Water Slides, Tennis Court, Near Merchants Square
Sleeps 5 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
9 reviews(9 reviews)
2 Family-friendly Units! Short Drive to Williamsburg International Airport!
Sleeps 10 · 2 bedrooms · 2 bathrooms
Private Cottage on Horse Farm in Williamsburg!
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
3 Relaxing Units! Pool, Tennis Court, Parking! Close to Merchants Square
Sleeps 15 · 3 bedrooms · 3 bathrooms
Top rated rentals - Bear Track Landing
Great!
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Picture perfect home and close to restaurants.
Ruth P.
Stayed Jul 2025
EXCELLENT LOCATION
1010 out of 10
Exceptionalexceptional
137 reviews(137 reviews)
This is the second year we have stayed here. Superb views over the James river. Quiet location. Very near Scotland Jamestown ferry. Free and one of the US best trips.There were only 3 of us so the house was spacious and we had a bathroom each. All the facilities you need , Good wifi and Tubi TV. Overall excellent
kevin h.
Stayed Jun 2025
Another wonderful stay in this idyllic home
1010 out of 10
Exceptionalexceptional
346 reviews(346 reviews)
This is the second occasion we have stayed at the cottage for a month and can’t wait to return again! Location is heavenly nothing better than sitting on the deck watching the wildlife in the garden and on the York river. The house is also very well situated for Williamsburg with all its attractions. A home from home with regard amenities. Donna and Mike are great hosts and are very responsive to their guests. Would not hesitate to recommend this home.
William R.
Stayed May 2024
Well appointed property in a convenient location
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Spacious and well appointed. Host very helpful. Vrbo app did not allow us to attach a photo to messages to our host.
Martin H.
Stayed Apr 2024
my short break
1010 out of 10
Exceptionalexceptional
267 reviews(267 reviews)
The house was very clean. Plenty of room for 2 people. Very quiet. Margaret & John was very helpful in time of some help.
Had everything you would need for short break or holiday. Would recommend to family and friends.
jane m.
Stayed Jul 2016
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value