Apartment holiday rentals in Talbot County

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Popular amenities for Talbot County apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Trappe
4.75 out of 5 average rating, 8 reviews

ALL INCLUDED- Chic Move in Ready

PeterRating, 5 stars7 months ago
Convenient for working on a boat in Oxford. Less expensive than staying in Oxford.
Top Guest favourite
Apartment in Saint Michaels
5 out of 5 average rating, 44 reviews

Saint Michaels Luxury Get Away

VaughanRating, 5 stars2 weeks ago
Best place to stay in St Michaels! Pristine and right in the heart of the town. Walkable to everything. We loved every bit of our stay. Michelle was easy to communicate with and allowed us to check in early. We arrived to a bottle of champagne and thoughtful snacks and treats. Incredibly comfortable and newly renovated. Highly recommend. Will be staying here again next time we’re in the area!
Top Guest favourite
Apartment in Saint Michaels
4.97 out of 5 average rating, 93 reviews

Blue Crab Lodge

JaneRating, 5 stars2 days ago
Great location. Walkable to all St Michael’s has to offer. Brian’s place was well equipped, clean and comfortable. Would definitely stay again!
Guest favourite
Apartment in Wye Mills
4.78 out of 5 average rating, 67 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

MistyRating, 5 stars2 days ago
Location is quiet and tucked away. Clean and has everything you need. Close to The highway for easy access to eastern shore towns.
Guest favourite
Apartment in Saint Michaels
4.91 out of 5 average rating, 58 reviews

The heart of St Michaels awaits.

LaurenRating, 5 stars1 month ago
AMAZING location! We loved being able to park the car and walk to the shops, brewery, winery, restaurants, farmers market and more! The place was peaceful which helped since we had a baby with us. We would definitely rent again if we were to go back!
Superhost
Apartment in Cambridge
4.9 out of 5 average rating, 130 reviews

Little Slice of Cambridge. 2 bedroom, pet friendly

JoanRating, 5 stars2 weeks ago
We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.
Guest favourite
Apartment in Saint Michaels
4.96 out of 5 average rating, 55 reviews

Charming Apt. in St. Michaels

BarryRating, 5 stars4 days ago
Very clean and great location Walkable to all of the main sightseeing and restaurants. Comfortable bed and lovely, fun and unique decor. As others have said, the stairs to the second floor bedroom are narrow in this historic home and would be tough to navigate for elderly or very tall people. Fridge and microwave only in the kitchen, but that was all we needed for our breakfasts. Plenty of places to eat within a few blocks. Jill was a fantastic and responsive host. I would definitely recommend staying here.
Guest favourite
Apartment in Saint Michaels
4.9 out of 5 average rating, 31 reviews

Studio in Downtown – Walk to Everything!

StevenRating, 5 stars2 weeks ago
Great location in the heart of St Michaels. Located within walking distance and very convenient to everything. Place is relatively new with all accommodations. Private peaceful balcony and reserved parking space is a plus. We will stay there again!

Private apartment rentals

Apartment in Cambridge
4.56 out of 5 average rating, 9 reviews

Turn of the Century Gracious Living

RoxanneRating, 5 stars22 months ago
Lovely & comfortable space in a charming town. Mary was so helpful and easy to get a hold of. Great, great find.
Superhost
Apartment in Trappe
5 out of 5 average rating, 4 reviews

Furnished Very Spacious

AmeliaRating, 5 stars29 months ago
Vanessa was extremely helpful and the apartment was very comfortable and clean.
Superhost
Apartment in Saint Michaels
5 out of 5 average rating, 3 reviews

Apartment in Downtown – Walk to Everything!

RyanRating, 5 stars6 months ago
It was a very clean and beautiful place. Super convenient and comfortable. Within walking distance to all we wanted to do. Definitely would stay here again.
Guest favourite
Apartment in Saint Michaels
4.91 out of 5 average rating, 58 reviews

The heart of St Michaels awaits.

LaurenRating, 5 stars1 month ago
AMAZING location! We loved being able to park the car and walk to the shops, brewery, winery, restaurants, farmers market and more! The place was peaceful which helped since we had a baby with us. We would definitely rent again if we were to go back!
Guest favourite
Apartment in Saint Michaels
4.96 out of 5 average rating, 55 reviews

Charming Apt. in St. Michaels

BarryRating, 5 stars4 days ago
Very clean and great location Walkable to all of the main sightseeing and restaurants. Comfortable bed and lovely, fun and unique decor. As others have said, the stairs to the second floor bedroom are narrow in this historic home and would be tough to navigate for elderly or very tall people. Fridge and microwave only in the kitchen, but that was all we needed for our breakfasts. Plenty of places to eat within a few blocks. Jill was a fantastic and responsive host. I would definitely recommend staying here.
Apartment in Easton

3Br/1Ba Pondview Langsdale House

Destinations to explore