Trappe Holiday Rentals from NZ$504: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Trappe has to offer?

Private 2 Acre Waterfront Family Retreat with Pool & Pier : This holiday home rental outside of Trappe is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

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Our top choices for Trappe holiday rentals

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

Robert

includes taxes & fees

27 Oct - 28 Oct

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

2. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

includes taxes & fees

4 Oct - 5 Oct

3. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

includes taxes & fees

6 Oct - 7 Oct

A bedroom with a bed, a dresser, a mirror, and a window with curtains.

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

Cambridge

includes taxes & fees

5 Oct - 6 Oct

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

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

Cambridge

Anonymous traveller

includes taxes & fees

6 Oct - 7 Oct

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

6. Waterfront Getaway with Dock

Woolford

Meagan G.

includes taxes & fees

18 Oct - 19 Oct

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

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

Cambridge

Jill C.

includes taxes & fees

5 Oct - 6 Oct

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

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

Woolford

Joyce F.

includes taxes & fees

5 Oct - 6 Oct

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

Chesapeak beach

Bryan P.

includes taxes & fees

26 Oct - 27 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.

10. Turnbridge Manor

Denton

Glenn S.

includes taxes & fees

6 Oct - 7 Oct

A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

11. Plum Point Cottage #17

Huntingtown

includes taxes & fees

3 Oct - 4 Oct

A two-story house with a red roof, a brick chimney, and a small porch.

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

Stevensville

"We arrived and the air conditioning was broken.The owner did not inform us but installed portable AC’s running vents out of doors that would not close or lock. The old AC unit was installed incorrectly &BR below flooded by 12 am. contacted owner and then was told not to run AC & we would be refunded. Covered mattresses that were being soaked, cleaned up flood, washed all bedding. Owner said trying to find us another rental but there were none & I had service dog. If we moved we would miss...

Suzanne R.

includes taxes & fees

4 Oct - 5 Oct

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Top Trappe Hotel Reviews

Best Western Plus Easton Inn & Suites

8/10 Good

"Breakfast was great ! Staff was very helpful"

Inn at Perry Cabin

10/10 Excellent

"Outstanding experience in every way. Staff was superior — everyone greeted us by name and was eager to ensure we had everything we needed. Meals at Stars were excellent — and the gorgeous views of the water and property enhanced the dining experience. The lit firepits and comfy seating outside were a welcome retreat in the early evening so we could sit and take in the views. We strolled the grounds via the walking paths and enjoyed the lush gardens and plantings. All in all, an amazing getaway."

Find out more about Trappe

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Trappe holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Trappe. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Trappe. Seeing all the best attractions is bound to make you fall in love with Trappe. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Trappe short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Trappe?

Yes, there are holiday rentals close to the most popular sights in Trappe, or you can select a more secluded option if you're looking for a relaxing stay. Trappe is known for its waterfront and parks.

What are some of the best holiday rentals that Trappe has to offer?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: This holiday home rental outside of Trappe is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals will I find in Trappe?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Trappe stay.

What’s there to see and do in Trappe?

While exploring the area, visit family-friendly sights like Chesapeake Bay Maritime Museum, or get outside and enjoy nature at Gerry Boyle Park at Great Marsh. In the wider area, you’ll find Bill Burton Fishing Pier State Park and Choptank River Lighthouse.

What’s a holiday rental in Trappe like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Trappe. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips.

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Our top choices for Trappe holiday rentals