Default HTG hotel image

Search Apartment Rentals in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Winchester apartments

A residential house with a brick exterior, a dark roof, and a front porch with a bench.

1. Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"It is in a lovely neighborhood and the hosts were very welcoming of us and my 2 dogs. We were all very comfortable."
United States
Barb
The price is CA $198
CA $246 total
includes taxes & fees
Nov 15 - Nov 16
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A pig in a fenced area with a house and trees in the background.

2. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is CA $185
CA $263 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 1-bedroom apartment in Lincoln University
A wooden deck with a glass-top table and metal chairs.

3. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (53 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is CA $100
CA $147 total
includes taxes & fees
Nov 24 - Nov 25
Country Get Away Studio Apartment
A covered outdoor seating area with wicker furniture and a central fire pit.

4. Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is CA $209
CA $490 total
includes taxes & fees
Dec 1 - Dec 2
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

5. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"The Port Deposit area is a favorite "mini-vacation" location with great bars/restaurants and beautiful walks. We've stayed at this property a number of times and we've found the rooms to be perfect for our needs. "
United States
Lance W.
The price is CA $249
CA $452 total
includes taxes & fees
Nov 14 - Nov 15
Private 3 room Queen Suite w/Kitchenette
A modern kitchen with a large island, built-in cabinets, and a stainless steel refrigerator.

6. Luxury Apartment in Kennett Square

Luxury Apartment in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (51 reviews)
"Great location, comfortable stay."
United States
Anonymous traveller
The price is CA $278
CA $441 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Apartment in Kennett Square
A house with a wooden front door, a mailbox, and a number sign above the door.

7. The Suite in a carriage house in Kennett Square

The Suite in a carriage house in Kennett Square
Kennett Square
10.0 out of 10, Exceptional, (37 reviews)
"Great base station for seeing the area, including Longview Gardens. Delightful, walkable town."
United States
Robert M.
The price is CA $278
CA $416 total
includes taxes & fees
Nov 16 - Nov 17
The Suite in a carriage house in Kennett Square
A covered pavilion with a brick floor and benches, surrounded by greenery and a body of water.

8. Entire place with private parking

Entire place with private parking
Hilltop
8.0 out of 10, Very good, (11 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is CA $149
CA $223 total
includes taxes & fees
Nov 15 - Nov 16
Entire place with private parking
A grand building with a red entrance door, columns, and a sign reading 'The Grand Opera House.'

9. Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
8.8 out of 10, Excellent, (3 reviews)
"The apartment was pretty nice and in a great location but traffic and people on the street were quite loud. The bed however, was probably the worst I have ever slept on. All stabby springs."
United States
Sarah C.
The price is CA $135
CA $215 total
includes taxes & fees
Nov 15 - Nov 16
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
A storefront with a 'WARNER' sign, large windows, and outdoor seating.

10. Modern Downtown 1BR | Free Garage Parking + Workspace

Modern Downtown 1BR | Free Garage Parking + Workspace
Downtown Wilmington
7.4 out of 10, Good, (3 reviews)
"We were in town for a wedding at Hotel DuPont. The proximity to the hotel was amazing! The apartment was cozy and clean. Felt very safe and loved that you needed a code just to enter the main door at the entrance to the building. The host was great and responded quickly to any questions. Having free parking was also a huge plus!! Definitely recommend and would stay again if ever in town."
United States
Aileen R.
The price is CA $147
CA $310 total
includes taxes & fees
Nov 29 - Nov 30
Modern Downtown 1BR | Free Garage Parking + Workspace
A modern living room with a fireplace, a dining area with a table and chairs, and a large flat-screen TV mounted on the wall.

11. The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Pennsville Township
The price is CA $392
CA $985 total
includes taxes & fees
Nov 15 - Nov 16
The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Comfort Inn & Suites Newark - Wilmington

Comfort Inn & Suites Newark - Wilmington

10/10 Excellent
"Our stay could not have been better. The price was great and the facility was clean and well maintained. The staff was friendly and helpful. We will definitely stay again on our next trip to UD,"
John 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Newark - Wilmington

Find out more about Winchester

Winchester Apartments information

Number of reviews
126
Accommodation
117 Apartments
Lowest Price
CA $147
Highest Price
CA $985

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay with in Elkton, with 39 hotels and accommodations including 3 apartments.
Are you thinking about an apartment instead of a traditional hotel?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the top apartment for my stay in Winchester?
Listed below are some of the favorite apartments in the area: WORLD'S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: Situated in Earleville, 16.9 mi/27.2 km from the heart of Winchester. Includes free WiFi and Smart TVs. Country Get Away Studio Apartment: It's situated in Elkton, 9.1 mi/14.6 km away. Includes free WiFi, private patios, and Smart TVs. Historic charm, all new amenities at Swallow's Rest: East: 12.4 mi/19.9 km away in West Grove. Free WiFi, private patios, and Smart TVs are included.
What can I expect from the weather in Winchester?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Winchester. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 50 inches.
What are the must-see places to visit in Winchester?
Explore the area and family-friendly sights such as Fred Rust Ice Arena, or get out into nature at a spot like Fair Hill State Natural Resources Management Area. In the larger area, you'll find University of Delaware and University of Delaware Botanic Gardens.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Wilmington, DE (ILG-New Castle), which is located 14.5 mi (23.3 km) away from the heart of the city. Otherwise, look for flights into Baltimore Washington Intl. Airport (BWI), which is 54.5 mi (87.7 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia