Talbot County Holiday Rentals

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Featured Talbot County Holiday Rentals

Interior
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
3.0 star property
The price is HK$2,618
HK$5,645 total
includes taxes & fees
28 Oct - 29 Oct
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks
Smart TV, fireplace, books, printers
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is HK$3,256
HK$7,074 total
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Sun-loungers, beach towels
Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is HK$1,165
HK$2,421 total
includes taxes & fees
27 Oct - 28 Oct
Soul Oasis - home on the Chesapeake Bay
Interior
Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly
Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly
10.0 out of 10, Exceptional, (28)
"We only had a short stay but the communication with Justin was extremely quick and responsive - very clear and a great host. The property was really clean, welcoming and perfect for our short break. "
United States
Lee B.
The price is HK$2,525
HK$6,112 total
includes taxes & fees
25 Nov - 26 Nov
Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly
Sun-loungers
Cottage Located on the Patuxent River!
Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is HK$2,063
HK$2,467 total
includes taxes & fees
1 Nov - 2 Nov
Cottage Located on the Patuxent River!
Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (14)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is HK$2,769
HK$5,044 total
includes taxes & fees
16 Nov - 17 Nov
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Dining
Mins to DTA - King Beds - Parking
Mins to DTA - King Beds - Parking
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house & great location! We will definitely be returning! Thank you Jessica!"
United States
Holly W.
Mins to DTA - King Beds - Parking
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
10.0 out of 10, Exceptional, (48)
"The house was perfect. The view was stunning. The pool was a perfect bonus!"
United States
Jamie A.
The price is HK$878
HK$2,001 total
includes taxes & fees
30 Oct - 31 Oct
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Interior
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
The price is HK$995
HK$2,150 total
includes taxes & fees
28 Oct - 29 Oct
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior detail
Secluded Cozy Cottage in Historic Downtown
Secluded Cozy Cottage in Historic Downtown
9.6 out of 10, Exceptional, (15)
"Very Annapolis! "
United States
Shannon G.
The price is HK$3,846
HK$6,280 total
includes taxes & fees
27 Oct - 28 Oct
Secluded Cozy Cottage in Historic Downtown
Property grounds
Turnbridge Manor
Turnbridge Manor
9.8 out of 10, Exceptional, (12)
"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."
United States
Katie K.
The price is HK$2,797
HK$4,736 total
includes taxes & fees
27 Oct - 28 Oct
Turnbridge Manor
TV, fireplace, offices
Annapolis Baystone House
Annapolis Baystone House
10.0 out of 10, Exceptional, (3)
"This was a beautiful property and I would stay here again if we travel back to the area."
United States
Katherine D V.
The price is HK$2,482
HK$5,815 total
includes taxes & fees
16 Nov - 17 Nov
Annapolis Baystone House
Property grounds
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (105)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
United States
Mary
The price is HK$769
HK$1,234 total
includes taxes & fees
27 Oct - 28 Oct
First Floor Studio Apartment in Historic Chestertown
Marina
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
2.0 star property
9.6 out of 10, Exceptional, (10)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
The price is HK$1,243
HK$2,907 total
includes taxes & fees
30 Oct - 31 Oct
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Dishwasher, coffee/tea maker, cookware/dishes/utensils
Naptown Villa House S
Naptown Villa House S
10.0 out of 10, Exceptional, (2)
"The house was fantastic! Beautifully maintained, clean, ample parking, great location to downtown, and has everything you’d need for a getaway!"
United States
Heather U.
The price is HK$3,964
HK$8,079 total
includes taxes & fees
27 Oct - 28 Oct
Naptown Villa House S
Interior
40' Bristol sailboat with spectacular views
40' Bristol sailboat with spectacular views
2.0 star property
The price is HK$2,331
HK$3,393 total
includes taxes & fees
27 Oct - 28 Oct
40' Bristol sailboat with spectacular views
Marina
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
2.5 star property
10.0 out of 10, Exceptional, (10)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
The price is HK$1,204
HK$2,833 total
includes taxes & fees
27 Oct - 28 Oct
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
9.6 out of 10, Exceptional, (17)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
United States
Aaron N.
The price is HK$1,165
HK$2,792 total
includes taxes & fees
27 Oct - 28 Oct
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Outdoor dining
Chesapeake Bay Harbor View in a central location to events/restaurants
Chesapeake Bay Harbor View in a central location to events/restaurants
2.5 star property
The price is HK$1,748
HK$2,117 total
includes taxes & fees
27 Oct - 28 Oct
Chesapeake Bay Harbor View in a central location to events/restaurants
Marina
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
9.6 out of 10, Exceptional, (31)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is HK$645
HK$2,075 total
includes taxes & fees
29 Oct - 30 Oct
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
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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Top Talbot County Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"First time staying here, Hotel staff were amazing, hotel was so welcoming and clean, our room was perfect. Loved the jetted tub, perfect for 2, and the fireplace set the tone for a great stay. Shower was huge, and so was our room. Breakfast was hot and delicious. Made for a great couple's getaway. "
Jessica 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Annapolis, MD