Elsmere Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Browse Select Elsmere Vacation Homes

Our top choices for Elsmere vacation homes

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (170)
"Easy check in process. House very clean. Going location. "
Chesapeake Bay House with Dock & Private Beach

Stay & Play at Our Beautiful Retreat

10.0 out of 10, Exceptional, (3)
"This property has everything you need for a friends weekend. Pickelball, pool, basketball, even golf hitting net were all used by our group and we enjoyed the TV room and large outdoor space. Takes a little navigating to get there, but the directions were well done and communication with the owner was great. They were very responsive to all of our questions. Would highly recommend this place for groups."
Stay & Play at Our Beautiful Retreat

Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

9.8 out of 10, Exceptional, (39)
"We had a great stay at this house while in town to celebrate our aunt's 90th birthday. The property was big enough to accommodate our 16 family members and we loved the historic charm. The busy road was a bit noisy but overall we had a wonderful time - thank you Vicki for a great experience!"
The price is CA $1,791
CA $2,361 total
includes taxes & fees
Aug 31 - Sep 1
Vacay in an Authentic Chadds Ford / Brandywine Valley / Longwood Gardens

Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

10.0 out of 10, Exceptional, (2)
"First, communication with the Property Manager was timely, professional, thorough and appreciated!Second, the home was beautiful inside and outside with great space to spend time together,Third, the location was incredible with privacy, beauty and easy proximity to area attractions like Longwood Gardens as well as outstanding restaurants and stores for necessities.Thank you for a home that was perfect for our visit and we hope to visit again soon!"
Luxurious 5-bedroom 5.5 bath house with AC, WiFi in charming Chadds Ford

The Lodge at Cricklewood...where time melts away....

10.0 out of 10, Exceptional, (73)
"My family and I throughly enjoyed our short stay at Eric’s property. It a beautiful home in beautiful landscapes. The home is fully stocked and made our celebration of a graduation weekend memorable and successful. "
The Lodge at Cricklewood...where time melts away....

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (80)
"So convenient and easy to walk to shops and food! The house is adorable and clean. Looking forward to staying again. "
The price is CA $303
CA $498 total
includes taxes & fees
Sep 2 - Sep 3
Homey Retreat in Historic Kennett Square!!

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (24)
"Super clean house that’s perfect for a group gathering "
Cozy Farmhouse in Greenville, DE

Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private

10.0 out of 10, Exceptional, (7)
"House is just as described. Spent a month here visiting family and friends. Will definitely book again! "
Chester County Oasis with Pool, Modern Ammenities, Tranquil and Private

Heritage Haven - West Chester Borough

9.6 out of 10, Exceptional, (4)
"Great place and Michael could not have been more hospitable. "
Heritage Haven - West Chester Borough

Underground Railroad Barn

9.8 out of 10, Exceptional, (19)
"Great place to stay close to Longwood Gardens. We wanted to visit the Gardens, rated #1 botanical gardens in the United States. The barn was very convenient, spacious, modern. "
The price is CA $172
CA $435 total
includes taxes & fees
Sep 22 - Sep 23
Underground Railroad Barn

Historic Home on Gay Street.

10.0 out of 10, Exceptional, (41)
"We had a wonderful stay here. So many places to walk to, and just truly enjoyed our time. Wonderful host!"
Historic Home on Gay Street.

3 Mi to Dtwn: Home w/ Yard in Newark

9.2 out of 10, Wonderful, (9)
"We loved staying here, location is great!"
3 Mi to Dtwn: Home w/ Yard in Newark

Welcome to Woodview Estates!

7.6 out of 10, Good, (4)
"The house was perfect for our stay. We were in town for a family event and needed a place for 8 adults and 4 children and this was perfect. Lots of space to spread out with a great rec room that kept both kids and adults entertained during down time. The neighborhood was beautiful and had easy access to area restaurants and shopping. Close to many area attractions. It was the perfect location to have close proximity to points of interest and then return to at end of day to a relaxing...
Welcome to Woodview Estates!

Historic Kennett Square

9.2 out of 10, Wonderful, (51)
"Great place close to WCU to attend graduation. Got to relax in the backyard. Would stay again "
Historic Kennett Square

Wilmington Comfort 4 Min to Riverfront fenced yard

9.2 out of 10, Wonderful, (20)
"Nice house"
Wilmington Comfort 4 Min to Riverfront fenced yard

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (4)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
The price is CA $127
CA $240 total
includes taxes & fees
Sep 1 - Sep 2
Summer Rustic Camping with AC and King Bed

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

9.8 out of 10, Exceptional, (6)
"Exactly as advertised and Brad was very helpful/responsive!"
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

2.0 out of 10, (1)
"Never heard from host. Expedia had to cancel reservation."
The price is CA $175
CA $211 total
includes taxes & fees
Sep 2 - Sep 3
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

9.8 out of 10, Exceptional, (19)
"We rented this townhouse for a month for my son's surgical residency rotation at Cristiana Care. It was a perfect location and easy to get to and from the hospital. Owner was very responsive with any questions / concerns which we appreciated. Very quiet and close to grocery stores. Even had a Trader Joe's close by!"
The price is CA $267
CA $459 total
includes taxes & fees
Sep 3 - Sep 4
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Elsmere Hotel Reviews

Find out more about Elsmere

Find out more about Elsmere

Elsmere Vacation Homes information

Number of reviews
77
Accommodation
168 Vacation Homes
Lowest Price
CA $127
Highest Price
CA $1,791

Explore a world of travel with Expedia

Explore a world of travel with Expedia