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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Vacation Homes in Trappe

Dollhouse in Central Historic St Michaels
Exterior

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (49)
"This is a lovely historic home that is close to town. It's nicely decorated, has a screened deck out back, and makes for a comfortable stay."
Dollhouse in Central Historic St Michaels
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Interior

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

9.8 out of 10, Exceptional, (10)
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Property grounds

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

10.0 out of 10, Exceptional, (8)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is SAR 920
SAR 1,771 total
includes taxes & fees
23 Jun - 24 Jun
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Rising Sun Bay View Cottage
Terrace/patio

Rising Sun Bay View Cottage

Rising Sun Bay View Cottage
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Fridge, microwave, oven, stovetop

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

10.0 out of 10, Exceptional, (4)
"Thank you for a beautiful stay! Well appointed kitchen, comfortable beds and a pristine lot. "
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Waterfront Getaway with Dock
Fridge, microwave, oven, stovetop

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (42)
"We appreciated the cleanliness of the home and the location was beautiful and convenient to the state/national park, town and Harriet Tubman museum."
The price is SAR 863
SAR 1,038 total
includes taxes & fees
13 Jul - 14 Jul
Waterfront Getaway with Dock
Family & Friends Paradise – Pool, BBQ, & More!
Pool

Family & Friends Paradise – Pool, BBQ, & More!

Family & Friends Paradise – Pool, BBQ, & More!
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (38)
"Very clean, great location"
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Beautiful Waterfront Retreat in Cambridge!
Fridge, microwave, oven, stovetop

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (36)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is SAR 1,013
SAR 1,874 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful Waterfront Retreat in Cambridge!
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sun loungers, beach towels

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

10.0 out of 10, Exceptional, (33)
"Great stay"
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Outdoor pool

Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks

10.0 out of 10, Exceptional, (130)
"Great location and property. And epic crabbing to top it off!"
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Miscellaneous

Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.

2.0 star property
9.6 out of 10, Exceptional, (4)
"The place is tucked away and totally private, beautiful view, comfortable and clean. The owners were very accommodating to one issue that we had with the house resolved quickly. House is equipped with a ton of amenities and a 6seater limo style golf cart to carry everyone and their things to the fishing pier. We wish we had stayed longer. "
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Pool

Walk to Dtwn: Waterfront Eastern Shore Townhome!

10.0 out of 10, Exceptional, (3)
"We had a wonderful couple of days at this beautifully decorated home! It truly felt like a home away from home. The kitchen was stocked with everything we could possibly need. The location on the harbor was lovely! And walkable to restaurants and playground. It was exactly what we were looking for in our stay!"
Walk to Dtwn: Waterfront Eastern Shore Townhome!
The Blackwater refuge country house on a quiet 12 acres
Property grounds

The Blackwater refuge country house on a quiet 12 acres

9.8 out of 10, Exceptional, (9)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Interior

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
9.6 out of 10, Exceptional, (4)
"House was spacious plenty of room, great amenities, and very clean! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Grasonville Home w/ Private Pool on the Water
Pool

Grasonville Home w/ Private Pool on the Water

10.0 out of 10, Exceptional, (21)
"Location was great for our stay"
Grasonville Home w/ Private Pool on the Water
Tilghman Island Retreat By Knapps Narrows!
TV, books

Tilghman Island Retreat By Knapps Narrows!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great little cottage for small family in quiet, low key area. "
Tilghman Island Retreat By Knapps Narrows!
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayaks | Pet Frie
Exterior

Minutes from Downtown Easton and St. Michaels | Private Dock | Kayaks | Pet Frie

10.0 out of 10, Exceptional, (16)
"Return visitors loving Seventh Haven ❤️"
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayaks | Pet Frie
15% Off Promo! Tilghman Cottage by Views & Eats
TV, offices

15% Off Promo! Tilghman Cottage by Views & Eats

10.0 out of 10, Exceptional, (6)
"Stayed here for a girls trip, and what a cute place! Very clean updated house within walking distance to a great restaurant, Marker 5. We rented bikes and what a great way to explore the island! Only 20 minutes from St. Michaels, lots of restaurants to choose from. Highly recommend Limoncello in St. Michaels! Great quick, quiet getaway! "
15% Off Promo! Tilghman Cottage by Views & Eats
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien
Beach

Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien

10.0 out of 10, Exceptional, (2)
"I was all about having a killer water view, and this certainly has that. Entire house was beautiful, and very tastefully decorated. Would strongly recommend to any family. "
Minutes from Downtown Easton and St. Michaels | Private Dock | Kayak | Pet Frien
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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