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Featured Cottages in Trappe

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD
Located in Wittman, this cottage is on the waterfront, within a 15-minute drive of Wittman Park and CL Open Field.
Opens in a new windowRelaxing Waterfront Cottage Near St Michaels, Maryland
Premier St. Michaels Cottage - T. Blades House -  Walk to Everything in Town

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD
With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.
Opens in a new windowPremier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville MD
With a stay at this cottage in Stevensville, you'll be within a 5-minute drive of Romancoke Wharf County Park and Chesapeake Bay.
Opens in a new windowAccessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD
With a stay at this cottage in St. Michaels (Downtown St. Michaels), you'll be steps from Muskrat Park and St. Michaels Marina.
Opens in a new windowJohn Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels

Neavitt MD
When you stay at this cottage in Neavitt, you'll be steps from Neavitt Park.
Opens in a new windowThe Middle Point Cabin in Saint Michaels
Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels

Bozman MD
When you stay at this cottage in Bozman, you'll be 14 minutes by car from Neavitt Park.
Opens in a new windowCharming Waterfront Cottage Retreat near St. Michaels
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD
With a stay at this cottage in Cambridge, you'll be on the waterfront, and 5.6 mi (9 km) from Chesapeake Bay and 5.6 mi (9 km) from Northern Chesapeake Bay.
Opens in a new windowFamily and Pet-Friendly, Waterfront with Pier
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD
Located in Cambridge, this cottage is on the waterfront, within a 15-minute drive of Spocott Windmill and Chesapeake Bay.
Opens in a new windowCozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!

Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!

Cambridge MD
Located in Cambridge, this cottage is on the waterfront, within a 15-minute drive of Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad ...
Opens in a new windowCedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!
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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.

Trappe Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Trappe will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Trappe definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Trappe, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Trappe Cottages essential information

Accommodation
47 Cottages
Lowest Price
AU$184
Highest Price
AU$337
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, The Middle Point Cabin in Saint Michaels, Charming Waterfront Cottage Retreat near St. Michaels, Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Cedar Point 6.5 Acre Waterfront Family Retreat With Pool And Sandy Beach!

Top trending hotels in Trappe

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is AU$337 per night from 23 Feb to 24 Feb
AU$337
23 Feb - 24 Feb
includes taxes & fees
Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 5 minutes from Eastern Shore Hospital ...
Opens in a new windowHyatt Regency Chesapeake Bay
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
The price is AU$276 per night from 2 Mar to 3 Mar
AU$276
2 Mar - 3 Mar
includes taxes & fees
When you stay at The Tidewater Inn in Easton, you'll be in the historical district, just steps from Avalon Theatre and Talbot County Visitor Center.
Opens in a new windowThe Tidewater Inn
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is AU$307 per night from 16 Feb to 17 Feb
AU$307
16 Feb - 17 Feb
includes taxes & fees
With a stay at The Wildset in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Higgins Yacht Yard and Marina and Saint Michaels Town ...
Opens in a new windowThe Wildset
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Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

2.5 out of 5
8708 Alicia Drive Easton MD
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 15 Feb to 16 Feb
AU$184
15 Feb - 16 Feb
includes taxes & fees
With a stay at Best Western Plus Easton Inn & Suites in Easton, you'll be within a 5-minute drive of Easton Cycle and Sport and Talbot Massage.
Opens in a new windowBest Western Plus Easton Inn & Suites
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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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^Subject to availability and chosen travel dates.