A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Trappe vacation homes

Marina

1. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (25 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is AED 661
AED 1,448 total
includes taxes & fees
28 Sep - 29 Sep
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Terrace/patio

2. Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown

Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wouldn't hesitate to come back and stay for a few days. Beautiful home overlooking the docks."
United States
mike
The price is AED 1,015
AED 2,102 total
includes taxes & fees
22 Sep - 23 Sep
Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown
Smart TV

3. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (14 reviews)
"Very spacious home. 4 bedrooms and 4 baths. Great basement for watching TV with a large group. Home is about 15 minutes from downtown Cambridge."
United States
Anonymous traveler
The price is AED 1,342
AED 2,505 total
includes taxes & fees
22 Sep - 23 Sep
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Coffee/tea maker, fridge, microwave, oven

4. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (66 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is AED 760
AED 888 total
includes taxes & fees
4 Oct - 5 Oct
Waterfront Getaway with Dock
Smart TV

5. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (16 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is AED 1,204
AED 2,253 total
includes taxes & fees
22 Sep - 23 Sep
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Pool

6. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is AED 680
AED 1,788 total
includes taxes & fees
18 Oct - 19 Oct
Family Beach House: Spacious Deck, Grill & Views
Outdoor dining

7. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is AED 1,414
AED 1,772 total
includes taxes & fees
27 Sep - 28 Sep
Sunset Breezes - quiet waterfront retreat
Smart TV, books, printers

8. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
9.6 out of 10, Exceptional, (35 reviews)
"Anne is a great host, always responded promptly regardless of time.Property is huge! Lots of patio space, and included kayaks for us to use. Next time in the area will definitely stay there"
United States
Ramon A.
The price is AED 1,546
AED 2,640 total
includes taxes & fees
6 Oct - 7 Oct
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Dining

9. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is AED 1,010
AED 1,865 total
includes taxes & fees
22 Sep - 23 Sep
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Property grounds

10. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (18 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is AED 1,322
AED 2,239 total
includes taxes & fees
22 Sep - 23 Sep
Turnbridge Manor
Exterior

11. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is AED 1,001
AED 1,681 total
includes taxes & fees
22 Sep - 23 Sep
Plum Point Cottage #17
Exterior

12. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Stevensville
7.6 out of 10, Good, (4 reviews)
"The place was very clean and Host was ok the shopping was six miles away, not in walking distance, we had no pets on this trip."
United States
Anonymous traveler
The price is AED 2,645
AED 3,695 total
includes taxes & fees
22 Sep - 23 Sep
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
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

Cambridge Inn

Cambridge Inn

10/10 Excellent
"Great location, affordable, quiet, friendly helpful staff! 😊"
Irene 1-night trip
Posted 7 hours ago
Cambridge Inn