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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Trappe Apartments

Harbor View Suite
Fridge, microwave, coffee/tea maker, toaster

Harbor View Suite

10.0 out of 10, Exceptional, (25)
"The room and location were perfect. Very clean and comfortable space to stay and right in the heart of town. "
Harbor View Suite
Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
Iron/ironing board, WiFi, bed sheets

Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops

10.0 out of 10, Exceptional, (22)
"This was the perfect spot for a long weekend. Excellent location and the unit itself was more than we expected. "
Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
Cambridge Apt in Walkable Neighborhood
TV

Cambridge Apt in Walkable Neighborhood

9.0 out of 10, Wonderful, (2)
"I stayed for three nights and was quite pleased. The location is great, only a few steps from the river with a private yard. The apartment itself is older but has been upgraded and improved. Very comfortable and clean. Would definitely stay again."
Cambridge Apt in Walkable Neighborhood
Modern Cambridge Cottage: Walk to Town, Waterfront
Fridge, microwave, stovetop, dishwasher

Modern Cambridge Cottage: Walk to Town, Waterfront

10.0 out of 10, Exceptional, (11)
"Was a great stay"
Modern Cambridge Cottage: Walk to Town, Waterfront
The heart of St Michaels awaits.
Exterior

The heart of St Michaels awaits.

10.0 out of 10, Exceptional, (46)
"Beautiful, clean and well appointed in the perfect spot in downtown Saint Michael’s. Highly recommended!!"
The heart of St Michaels awaits.
Sailwinds Loft at Cambridge Creek
Private kitchen

Sailwinds Loft at Cambridge Creek

10.0 out of 10, Exceptional, (11)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is CA $213
CA $350 total
includes taxes & fees
Aug 17 - Aug 18
Sailwinds Loft at Cambridge Creek
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Apartment (4 Bedrooms) | Interior

Walk to Dtwn: Waterfront Eastern Shore Townhome!

3.0 star property
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops
Living area

Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops

9.8 out of 10, Exceptional, (6)
"We loved the property and the location (can’t be beat!). We walked to shops, restaurants, and bars all over town. It also had convenient parking. The apartment was clean and had everything we needed for a short stay. "
Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops
Relax on the Eastern Shore of Kent Narrows in a King Bed
Smart TV, fireplace, DVD player, books

Relax on the Eastern Shore of Kent Narrows in a King Bed

10.0 out of 10, Exceptional, (12)
"Comfortable rental with lots of space. 5 star hosts."
Relax on the Eastern Shore of Kent Narrows in a King Bed
Belle Blu of Kent Narrows Grasonville, Maryland
3 bedrooms, desk, iron/ironing board, travel crib

Belle Blu of Kent Narrows Grasonville, Maryland

10.0 out of 10, Exceptional, (3)
"The host's were very helpful"
Belle Blu of Kent Narrows Grasonville, Maryland
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Outdoor dining

Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm

9.8 out of 10, Exceptional, (50)
"This place is absolutely beautiful. So relaxing and management well let’s just say that they are the best people to be around. Looking forward to returning one day. Hated to leave"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets
Exterior

Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets

10.0 out of 10, Exceptional, (3)
"This studio was the perfect fit for my weekend. Equipped with all the essentials and cozy! Also close to my weekend event. Owners were extremely responsive. I definitely recommend a stay here."
Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets
Cambridge Apt in Walkable Neighborhood
Apartment (1 Bedroom) | Interior

Cambridge Apt in Walkable Neighborhood

3.0 star property
Cambridge Apt in Walkable Neighborhood
Vacation Rental in Historic St. Michaels
Fridge, microwave, oven, stovetop

Vacation Rental in Historic St. Michaels

Vacation Rental in Historic St. Michaels
Walk to Park & River: Dog-friendly Cambridge Gem
Apartment (0 Bedroom) | Interior

Walk to Park & River: Dog-friendly Cambridge Gem

Walk to Park & River: Dog-friendly Cambridge Gem
Walk to Park & River: Dog-Friendly Cambridge Gem
Terrace/patio

Walk to Park & River: Dog-Friendly Cambridge Gem

Walk to Park & River: Dog-Friendly Cambridge Gem
Modern Cambridge Cottage: Walk to Town, Waterfront
Apartment (0 Bedroom) | Interior

Modern Cambridge Cottage: Walk to Town, Waterfront

3.0 star property
Modern Cambridge Cottage: Walk to Town, Waterfront
Walkable Condo w/ Drawbridge Views in Cambridge
Apartment (2 Bedrooms) | Interior

Walkable Condo w/ Drawbridge Views in Cambridge

3.0 star property
Walkable Condo w/ Drawbridge Views in Cambridge
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 Trappe Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Very nice stay"
Anthony 1-night trip
Posted 22 hours ago
St Michaels Inn