Hot Middletown Cottage Rates

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Featured Cottages in Middletown

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

Lincoln University
The price is AU$776 per night from 15 Oct to 16 Oct
AU$776
15 Oct - 16 Oct
includes taxes & fees
This cottage is 11.1 mi (17.9 km) from University of Delaware and 3.9 mi (6.3 km) from Lower Chrome Serpentine Barrens.
Opens in a new windowThunder Hill Retreat - Spacious/Deck/Hot tub
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton
Located in Elkton, this vacation home is on the waterfront, a 5-minute drive from Chesland Park and 6 minutes from Brantwood Park.
Opens in a new windowCharming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit
The price is AU$411 per night from 9 Oct to 10 Oct
AU$411
9 Oct - 10 Oct
includes taxes & fees
A stay at this cottage places you in the heart of Port Deposit, a 1-minute drive from Susquehanna River and 6 minutes from Hollywood Casino.
Opens in a new windowQuarry Landing - Center of Town & River View - 3 Bedroom
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Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton
With a stay at this cottage in Elkton, you'll be within a 10-minute drive of Chesland Park and Chesapeake City Bridge.
Opens in a new windowChesapeake City Pool Retreat – Waterfront Stay in the Woods
Cozy Cottage on the North East River in Town!

Cozy Cottage on the North East River in Town!

North East, MD
Located in North East, this cottage is on the waterfront, a 2-minute drive from Upper Bay Museum and 5 minutes from Milburn Stone Theater.
Opens in a new windowCozy Cottage on the North East River in Town!
Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view

2 out of 5
Elkton
Located in Elkton, this cottage is on the waterfront, within a 15-minute drive of Chesland Park and Elk Forest Wildlife Management Area.
Opens in a new windowSunset River Shack -amazing waterfront view
Waterfront cottage in historic Charlestown, Maryland

Waterfront cottage in historic Charlestown, Maryland

Charlestown
With a stay at this cottage in Charlestown, you'll be within a 5-minute walk of Fair Green Park and Charlestown Town Hall.
Opens in a new windowWaterfront cottage in historic Charlestown, Maryland
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
Located in Earleville, this cottage is in a rural location, within a 15-minute drive of Earleville Wildlife Management Area and Earleville Wildlife Management ...
Opens in a new windowWaterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Eastern shore beachfront cottage with stunning sunset views!

Eastern shore beachfront cottage with stunning sunset views!

Worton
Located in Worton, this vacation home is on the waterfront, within a 10-minute drive of Betterton Community Park and Betterton Historic District.
Opens in a new windowEastern shore beachfront cottage with stunning sunset views!
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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.

Middletown 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 Middletown 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 Middletown 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 Middletown, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Middletown Cottages essential information

Accommodation
32 Cottages
Lowest Price
AU$128
Highest Price
AU$776
Popular accommodation
Thunder Hill Retreat - Spacious/Deck/Hot tub, Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC, Quarry Landing - Center of Town & River View - 3 Bedroom, Chesapeake City Pool Retreat – Waterfront Stay in the Woods, Cozy Cottage on the North East River in Town!, Sunset River Shack -amazing waterfront view, Waterfront cottage in historic Charlestown, Maryland, Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay , Eastern shore beachfront cottage with stunning sunset views!

Top trending hotels in Middletown

Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 29 Sept to 30 Sept
AU$206
29 Sept - 30 Sept
includes taxes & fees
With a stay at Hampton Inn Middletown in Middletown, you'll be within a 15-minute walk of Westown and Middletown Historic District.
Opens in a new windowHampton Inn Middletown
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr, Middletown, DE
Fully refundable
The price is AU$197 per night from 29 Sept to 30 Sept
AU$197
29 Sept - 30 Sept
includes taxes & fees
Located in Middletown, Holiday Inn Express & Suites Middletown by IHG is within a 5-minute drive of Dutch Country Farmers Market and Frog Hollow Golf Club.
Opens in a new windowHoliday Inn Express & Suites Middletown by IHG
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 26 Oct to 27 Oct
AU$205
26 Oct - 27 Oct
includes taxes & fees
Located in Middletown, Fairfield Inn & Suites by Marriott Middletown is within a 5-minute drive of Westown and Middletown Historic District.
Opens in a new windowFairfield Inn & Suites by Marriott Middletown
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Pleasant Hill Motel

Pleasant Hill Motel

2.5 out of 5
3155 Dupont Pkwy, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is AU$128 per night from 29 Sept to 30 Sept
AU$128
29 Sept - 30 Sept
includes taxes & fees
With a stay at Pleasant Hill Motel in Middletown, you'll be within a 5-minute drive of Appoquinimink Friends Meeting House and Historic Houses of Odessa.
Opens in a new windowPleasant Hill Motel
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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.