Vacation Homes in Talbot County

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Our top choices for Talbot County holiday homes

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Historic District
10.0 out of 10, Exceptional, (32 reviews)
"Such a cute house and a short walk to all the shops and restaurants. "
United States
Ty M.
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier
Cambridge
9.6 out of 10, Exceptional, (89 reviews)
"The host, Virgina, was amazing, so accommodating. Beautiful property. Looking forward to hopefully booking next year. "
United States
Susan B.
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Historic Annapolis Home 1.5 blocks from center of town.

Historic Annapolis Home 1.5 blocks from center of town.
Historic District
9.8 out of 10, Exceptional, (46 reviews)
"We had another great stay! Great location and great host!"
United States
Liz D.
Historic Annapolis Home 1.5 blocks from center of town.

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Easton
10.0 out of 10, Exceptional, (98 reviews)
"The host was lovely. Very responsive, thoughtful and welcoming!The home was perfect for our get away. It was better than the photos, comfy with a well appointed kitchen!"
United States
lori l.
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage
north beach
9.8 out of 10, Exceptional, (84 reviews)
"The beach house was cute, well equipped and in good repair. Made for a cozy Christmas. Would come back to stay again."
United States
Kathleen S.
Sweet Bamboo Beach Cottage

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Eastport
10.0 out of 10, Exceptional, (133 reviews)
"Great host! Great house! "
United States
Carla M.
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
Lusby
9.6 out of 10, Exceptional, (8 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveller
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Walking distance to Navy Stadium! No cleaning fees!

Walking distance to Navy Stadium! No cleaning fees!
West Annapolis
10.0 out of 10, Exceptional, (11 reviews)
"Great communication, easy access, and home had everything we needed!"
United States
laura j.
Walking distance to Navy Stadium! No cleaning fees!

Waterfront Wildlife Retreat on the Patuxent River

Waterfront Wildlife Retreat on the Patuxent River
Lusby
10.0 out of 10, Exceptional, (177 reviews)
"Amazing location! Host is equally amazing and the home was perfect with everything we needed for a long relaxing weekend. Views are stunning and home was very comfortable. "
United States
Jenna G.
Waterfront Wildlife Retreat on the Patuxent River

Historic Home with Parking Steps From Capital & USNA

Historic Home with Parking Steps From Capital & USNA
Historic District
9.8 out of 10, Exceptional, (18 reviews)
"Great place and only minutes form DTA."
United States
john c.
Historic Home with Parking Steps From Capital & USNA

Charming Historic Townhouse Steps From USNA

Charming Historic Townhouse Steps From USNA
Historic District
10.0 out of 10, Exceptional, (40 reviews)
"The beds were incredibly comfortable and the location simply perfect! Easy to get to the Yard and Downtown. "
United States
Jennifer H.
Charming Historic Townhouse Steps From USNA

Historic Downtown House with Off Street Parking

Historic Downtown House with Off Street Parking
Historic District
10.0 out of 10, Exceptional, (17 reviews)
"Great for being able to walk to shops and restaurants. Beautiful and comfy house with parking-which was really nice to have."
United States
Patti H.
Historic Downtown House with Off Street Parking

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cape Saint Claire
10.0 out of 10, Exceptional, (43 reviews)
"Everything was perfect for a large family gathering over the holiday. "
United States
daniel h.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Bowie
10.0 out of 10, Exceptional, (1 review)
"The hosts were responsive to all my questions. The house was beautiful; the pictures didn’t fully give it justice. It was the perfect place to hold an epic sweet 16 sleepover for my daughter. Highly recommend!"
United States
Cheryl L.
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Back Creek Villa Covered Deck

Back Creek Villa Covered Deck
Solomons
Back Creek Villa Covered Deck

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Mechanicsville
10.0 out of 10, Exceptional, (10 reviews)
"Clean, comfortable home! Beautiful property, well stocked with everything you will need. Excellent, one of the best we have stayed at. Will book again! "
United States
Brian H.
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
Historic District
9.8 out of 10, Exceptional, (62 reviews)
"Great house and perfect location in town! "
United States
Sarah G.
Sophisticated Charmer with Parking & Views of the USNA Chapel Dome

Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (65 reviews)
"The home is beautiful and fully equipped. The homeowner responds to inquiries right away. We definitely will return."
United States
Amy D.
Charming Annapolis WaterVIEW Home

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is HK$577
HK$1,991 total
includes taxes & fees
8 Apr - 9 Apr
Charming Coastal/Country Home w/3 Acres & Sauna!

Spacious Luxe USNA Home - Pool, Hot Tub, Grill

Spacious Luxe USNA Home - Pool, Hot Tub, Grill
Murray Hill
9.8 out of 10, Exceptional, (26 reviews)
"Great location, great host! "
United States
Katie J.
Spacious Luxe USNA Home - Pool, Hot Tub, Grill
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

Find out more about Talbot County

Talbot County Vacation Homes information

Number of reviews
895
Accommodation
787 Vacation Homes
Lowest Price
HK$1,991
Highest Price
HK$1,991

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