Trappe Holiday House Rentals from AU$358: Search Holiday Homes

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

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Our top choices for Trappe holiday homes

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

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

Cambridge

Mary Beth S.

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, a bedside table, a window with curtains, and a view of the sea.

2. More, than just a place to sleep - welcome home!

Cambridge

includes taxes & fees

19 Oct - 20 Oct

A wooden interior with a dining area, sofas, and a table.

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

Cambridge

Anonymous traveller

includes taxes & fees

19 Oct - 20 Oct

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

4. Waterfront Getaway with Dock

Woolford

Meagan G.

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

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

Cambridge

Jill C.

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a large TV, blue sofa, and a ceiling fan.

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

Woolford

Joyce F.

includes taxes & fees

21 Oct - 22 Oct

7. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

Bryan P.

includes taxes & fees

27 Oct - 28 Oct

A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

8. Turnbridge Manor

Denton

Jessica H.

includes taxes & fees

27 Oct - 28 Oct

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Top Trappe Hotel Reviews

Hyatt Regency Chesapeake Bay

8/10 Good

"Nice place, dinner staff was super slow but overall nice stay"

Sandaway Suites & Beach

10/10 Excellent

"This little B&B was a complete surprise. My high school friend and I were on the Eastern Shore for our 50th high school reunion and were looking for somewhere to stay. We ended up choosing Sandaway, quite honestly, b/c it was all that was available at the time. We had no expectations. What a stunning surprise to find one of the finest accommodations I've ever stayed in, regardless of price! There was not a single thing that a traveler may require that was not thought of - from hooks in the bath, plenty of towels, brochures in the room about local attractions, two luggage racks, extra blankets and pillows. There was a carafe of hot coffee and a basket of breakfast items left quietly on the room's attached porch in the morning. There was a sweet little "goodie" bag in the room when we arrived with waters, snacks and a warm welcome note. We were informed that room around the corner from ours that had various breakfast/snack items available in the morning that we were free to help ourselves to. The host Ben was extremely helpful and kind, and had a ready solution to any questions or issue. There was a Keurig machine in our room that we couldn't get to work. When we reached out to him, he not only brought us a new machine, he also brought us two carafes of freshly brewed coffee. The room was charming & immaculate (even the tv remote was protected with a bag), with a stunning view of the Bay. I cannot recommend Sandaway highly enough. I will def be returning with my husband!"

The Wildset

10/10 Excellent

"Loved my stay at Wildset. Place is very clean, cozy & comfortable. Staff very friendly. Convenience to everything in town. Only 2 issues I had was how long it took shower water to get hot. And it wasn’t super hot. Not sure if it was cause I was in main building. Other was a knocking noise which seemed to happen primarily while restaurant was open. Not sure if it was from the dishwasher or some other equipment. I’m a light sleeper too so some people may be able to sleep thru it. Would def stay here again!!"

Find out more about Trappe

Trappe Holiday Homes information

Number of reviews	191
Accommodation	246 Holiday Homes
Lowest Price	AU$358
Highest Price	AU$1,491

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Trappe holiday homes

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

2. More, than just a place to sleep - welcome home!