Vacation rentals in Talbot County
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Top-rated vacation rentals in Talbot County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Cottage in Saint Michaels
4.98 out of 5 average rating, 418 reviewsSt. Michaels-Historic Dist. Margaret Wells House
The Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.
Mar 19 – 26
Apartment in Stevensville
4.97 out of 5 average rating, 239 reviewsBoutique by the Bay
Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.
Aug 16 – 23
Guest suite in Cambridge
4.95 out of 5 average rating, 265 reviewsOakley Suite
5 minute walk to restaurants and shops, 3 min.to the water. Ideal setting with lovely rear patio and garden with entrance to private family room. Stairs to upper level with 2 very large and private guest rooms. Landing at top of steps presents a convenience station with Keurig, microwave, and mini fridge. This Suite is completely private and includes 2 bedrooms, bath, family room, convenience station, and rear patio, all for one price! 1st floor Owners Suite available as well for a total of 8 !
Nov 17 – 24
Vacation rentals for every style
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Popular amenities for Talbot County vacation rentals
Other great vacation rentals in Talbot County
Home in Saint Michaels
4.91 out of 5 average rating, 138 reviewsDr. Miller house. Best location-in the heart town
Sep 12 – 19
Guesthouse in Oxford
4.99 out of 5 average rating, 81 reviewsThe Nichols House Cottage
Jul 25 – Aug 1
Guesthouse in Cambridge
5.0 out of 5 average rating, 12 reviewsCamelot Cottage
Jun 10 – 17
Guesthouse in Wye Mills
4.93 out of 5 average rating, 15 reviewsAdorable Lake Front 1BR Cottage-fully furnished!
Nov 18 – 25
Home in Bozman
5.0 out of 5 average rating, 5 reviewsGrace Creek Cottage
May 22 – 29
Cottage in Easton
5.0 out of 5 average rating, 83 reviewsCottage on Solitude Creek, Hot Tub & Firepit
Apr 17 – 24
Home in Easton
5.0 out of 5 average rating, 17 reviewsEastern Shore Retreat!
Nov 23 – 30
Guesthouse in Cambridge
4.96 out of 5 average rating, 72 reviewsCharming Guesthouse w/ Pool in Historic Cambridge
Mar 15 – 22
Home in Oxford
5.0 out of 5 average rating, 37 reviewsStunning Chesapeake waterfront home
Jan 21 – 28
Home in Easton
5.0 out of 5 average rating, 40 reviewsTuckaway Cove Relaxing waterfront property
Oct 30 – Nov 6
Barn in Queenstown
5.0 out of 5 average rating, 40 reviewsWaterfront Modern Guest Barn
Aug 23 – 30
Home in Saint Michaels
4.98 out of 5 average rating, 81 reviewsSM’s Premier Rental Heated Pool opens 4/12
Nov 2 – 9
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