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Aug 29 - Aug 31
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Browse Select Winchester Cottages

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

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

10.0 out of 10, Exceptional, (7)
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Charming Carriage House in the Heart of Kennett
Exterior

Charming Carriage House in the Heart of Kennett

10.0 out of 10, Exceptional, (34)
"Booked and stayed it was a great little place to have while visiting family"
The price is CA $283
CA $617 total
includes taxes & fees
Aug 25 - Aug 26
Charming Carriage House in the Heart of Kennett
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Outdoor dining

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (54)
"Lovely cottage, well-equipped, immaculately clean. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

10.0 out of 10, Exceptional, (19)
"Very nice cottage, as advertised"
The price is CA $242
CA $292 total
includes taxes & fees
Aug 24 - Aug 25
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Chesapeake City Pool Retreat – Waterfront Stay in the Woods
Terrace/patio

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

9.2 out of 10, Wonderful, (12)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake City Pool Retreat – Waterfront Stay in the Woods
Sunset River Shack -amazing waterfront view
Property grounds

Sunset River Shack -amazing waterfront view

2.0 star property
9.4 out of 10, Exceptional, (3)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
Sunset River Shack -amazing waterfront view
Spruce Edge Guest House
Exterior

Spruce Edge Guest House

10.0 out of 10, Exceptional, (7)
"We were visiting for a wedding and this was the best place to stay! Great amenities! Lots of personal touches and so peaceful!"
Spruce Edge Guest House
Waterfront cottage in historic Charlestown, Maryland
Exterior

Waterfront cottage in historic Charlestown, Maryland

9.8 out of 10, Exceptional, (8)
"Such a charming property and town. We loved everything about it!"
Waterfront cottage in historic Charlestown, Maryland
Waterfront Cottage on the C&D Canal!
Exterior

Waterfront Cottage on the C&D Canal!

8.0 out of 10, Very good, (5)
"Fantastic location "
Waterfront Cottage on the C&D Canal!
Walk to Town & River: Charming Home in North East!
House (3 Bedrooms) | Interior

Walk to Town & River: Charming Home in North East!

3.0 star property
Walk to Town & River: Charming Home in North East!
Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds

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

9.8 out of 10, Exceptional, (7)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
The price is CA $280
CA $409 total
includes taxes & fees
Aug 27 - Aug 28
Quarry Landing - Center of Town & River View - 3 Bedroom
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor
Exterior

3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor

9.4 out of 10, Exceptional, (6)
"Thanks Gwendolyn… we had a great time!"
3B/1FB/Kitchen, Center of Town, The Cottage @ the Manor
Waterfront Historical District Home Near River
House (3 Bedrooms) | Interior

Waterfront Historical District Home Near River

3.0 star property
10.0 out of 10, Exceptional, (2)
"The home was beautiful and well kept. Essential kitchen items are included along with sheets and towels. The host was a super reliable. Communication was wonderful. The host had toiletries and some stocked snacks for the guests. There were corn hole boards and ladder ball for guests to use. The home is about a block to the river where fishing is a must. There is also a public beach within walking distance. "
Waterfront Historical District Home Near River
Long Beach Cottage, (romantic couple’s getaway)
Property grounds

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
The price is CA $586
CA $865 total
includes taxes & fees
Aug 31 - Sep 1
Long Beach Cottage, (romantic couple’s getaway)
Vintage Waterfront Cottage with Stunning Sunsets
Terrace/patio

Vintage Waterfront Cottage with Stunning Sunsets

10.0 out of 10, Exceptional, (5)
"This was a perfect spot for a quick getaway for my husband and I! The house is lovely with plenty of charm, a well-appointed kitchen and comfortable furniture. The yard is lovely and it’s just a short walk to the private beach to bird watch or just take a stroll. Would highly recommend!"
Vintage Waterfront Cottage with Stunning Sunsets
Hill Top Cottage with Chickens!
Exterior

Hill Top Cottage with Chickens!

10.0 out of 10, Exceptional, (9)
"We loved it and would recommend to anyone looking for a quick getaway."
Hill Top Cottage with Chickens!
Thunder Hill Retreat - Spacious/Deck/Hot tub
Outdoor spa tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

10.0 out of 10, Exceptional, (14)
"Had a nice stay."
The price is CA $355
CA $765 total
includes taxes & fees
Sep 1 - Sep 2
Thunder Hill Retreat - Spacious/Deck/Hot tub
Charming 2-bedroom water oriented cottage with water access
Exterior

Charming 2-bedroom water oriented cottage with water access

10.0 out of 10, Exceptional, (1)
"This adorable cottage provided the perfect atmosphere for a week long getaway. The kitchen was immaculate and the center island quickly became our favorite place to sip our morning coffee. The bathroom was roomy with a beautiful shower and a large washer and dryer.The host was gracious and left cookies and candy as well as beautiful flowers upon our arrival. If our family is ever visiting the area again, we will definitely stay here!"
Charming 2-bedroom water oriented cottage with water access
Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!
House (3 Bedrooms) | Interior

Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!

3.0 star property
Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!
Spacious North East Home w/ Fenced Yard & Fire Pit
Interior

Spacious North East Home w/ Fenced Yard & Fire Pit

3.0 star property
Spacious North East Home w/ Fenced Yard & Fire Pit
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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Top Winchester Hotel Reviews

Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

10/10 Excellent
"This is a well run business. The front desk is particularly impressive with client-management and response to needs. Ms. Carol is one seasoned veteran in that regard, firm but very fair. Professional yet warm enough to accommodate your needs but just come correct and be honest. Customers should just endeavor to respect the property because some dog owners are unscrupulous by not picking up after their pets with human size poops. Overall, I’d recommend Sonesta ES without any reservation and in clear conscience. "
Olubunmi 2-night trip
Posted 19 hours ago
Sonesta ES Suites Wilmington - Newark