Holiday rentals near Thanksgiving Farm Wines
We found 1,236 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near Thanksgiving Farm Wines. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a hot tub. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Thanksgiving Farm Wines
Showing deals for:17 Oct - 24 Oct
Image gallery for 3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
10 out of 10 rating
Exceptional
(34 reviews)
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
Crownsville, MD
8% off
Price is AU$35,454
AU$5,065 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Thanksgiving Farm Wines
Showing deals for: 14 Oct - 17 Oct
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
10 out of 10
exceptional
(74 reviews)
The current price is AU$1,945
for 3 nights, 1 apartment
AU$648 per night
includes taxes & fees
Top rated rentals - Thanksgiving Farm Wines
SPECTACULAR!!!
10 out of 10
exceptional
(192 reviews)
CONGRATULATIONS! You have found the best house on Kent Island and all of VRBO.We just finished an incredible stay here and were blown away from the moment we pulled up the driveway. The house is spotless, beautifully decorated, and fully stocked with everything you could possibly need. The amenities truly went above and beyond. The outdoor spaces are immaculate and luxurious, with a wraparound porch on both levels and a breathtaking pool. Our family especially enjoyed the daily deer sightings on the property.As for the host, John was extremely hospitable. His attention to detail is unmatched. He was accessible, accommodating, and made sure everything was perfect for our stay.We will forever cherish the family memories we made here. If you're lucky enough to see this place available, book it!
Charlene U.
Stayed June 2025
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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value