Elkton Vacation Home Rentals from CA $278: Search Top Private Vacation Homes for Rent

Elkton Vacation Homes
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Our top choices for Elkton vacation homes

A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

A living room with a beige sofa, two armchairs, a glass coffee table, and a wall clock.

A compact kitchen with a black stove, white appliances, and dark cabinets.

A dining area with a glass-top table surrounded by wicker chairs with patterned upholstery.

1. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Elkton

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"

Shana G.

The price is CA $220

CA $220

CA $521 total

includes taxes & fees

Oct 13 - Oct 14

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

2. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view

Elkton

9.6 out of 10, Exceptional, (14 reviews)

9.6/10

Exceptional

(14 reviews)

"This is our 3rd year in a row renting Jessica’s property. We truly enjoyed our stay. Highly recommend staying here. Beautiful backyard looking out to the bay! It has been a highlight staying here visiting for UD graduations. We hope to be back!"

Natasha G.

The price is CA $403

CA $403

CA $649 total

includes taxes & fees

Oct 4 - Oct 5

Sunset River Shack -amazing waterfront view

A spacious living area with a large gray sofa, a coffee table, and a bar area with stools.

A modern interior with a black and wood console, a large mirror, and a potted plant.

A large house with a swimming pool, outdoor seating, and a fenced patio area.

A modern kitchen with white cabinetry, a central island, a built-in oven, and a stainless steel range hood.

3. Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

Elkton

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Everything was as advertised, clean, neat & spacious. Great communicators and readily available to answer questions."

Gary S.

The price is CA $1,373

CA $1,373

CA $2,316 total

includes taxes & fees

Oct 30 - Oct 31

Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

A kitchen with wooden cabinets, a microwave, a stove, and a coffee maker.

A bedroom with a bed, two windows with blinds, a bedside table, a small dresser, and an air conditioning unit.

A wooden staircase with a handrail, carpeted steps, and a ceiling light.

A living room with a sectional sofa, a coffee table, a ceiling fan, and a door with a window.

4. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

Chesapeake City

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."

Deb D.

The price is CA $205

CA $205

CA $418 total

includes taxes & fees

Oct 4 - Oct 5

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

A bunk bed room with white bedding and blue throw blankets.

A residential street lined with trees and houses.

A room with a mirror reflecting a sofa, armchair, ottoman, and a window with curtains.

5. Bohemia Manor Farm

Bohemia Manor Farm

3.5 star property

Chesapeake City

The price is CA $440

CA $440

CA $466 total

includes taxes & fees

Oct 20 - Oct 21

Bohemia Manor Farm

A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

A laundry room with two front-loading washing machines, a utility sink, and a power outlet.

A two-story house with a wooden deck and a staircase leading to the main entrance.

A dining room with a large wooden table, matching chairs, and a glass-fronted wooden cabinet.

6. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

New Castle

8.2 out of 10, Very good, (21 reviews)

8.2/10

Very good

(21 reviews)

"I’ve stayed in much better locations."

Grant H.

The price is CA $255

CA $255

CA $582 total

includes taxes & fees

Oct 4 - Oct 5

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

A lakeside view with a grassy area, a sandy beach, and a row of white chairs.

A bedroom with a bed, a nightstand, and a window overlooking a deck with outdoor furniture.

A cozy living room with a dark-colored sofa, a wooden coffee table, and a dining table. There is a large window with a view of the outdoors, and a ceiling fan is visible.

A bathroom with a white sink, mirror, and two wall-mounted lights. There is a wooden door leading to a dining area with a table and chairs.

7. 5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville

9.8 out of 10, Exceptional, (163 reviews)

9.8/10

Exceptional

(163 reviews)

"Family friendly, clean, quiet and great place to relax and watch the birds."

Teresa M.

The price is CA $379

CA $379

CA $766 total

includes taxes & fees

Oct 12 - Oct 13

5-bedroom vacation home 5 minutes from historic Charlestown

A patio with a table and chairs, an umbrella, and a view of a grassy yard and trees.

A gravel path in a park with trees and a distant building.

A hallway with a wooden cabinet and a framed picture on the wall.

A dining area with a table and chairs, a chandelier, and a door.

8. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm

Nottingham

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "

jckglss6 G.

The price is CA $179

CA $179

CA $308 total

includes taxes & fees

Oct 12 - Oct 13

Amish Countryside Escape at Forest Edge Farm

A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

A rustic barn with a large open door, surrounded by a well-maintained garden and a brick pathway leading to the entrance.

A modern kitchen with wooden cabinets, a large island with stools, a built-in oven, and a hanging light fixture.

A rustic barn interior with wooden beams, a large arched window, and string lights.

9. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse

Kennett Square

10.0 out of 10, Exceptional, (34 reviews)

10/10

Exceptional

(34 reviews)

"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"

Amy Y.

The price is CA $141

CA $141

CA $413 total

includes taxes & fees

Oct 7 - Oct 8

Underground Railroad 4 Bedroom Farmhouse

A bar area with a long counter, stools, and a dog.

A cozy attic room with a round rug, two chairs, a sofa, and a ceiling fan.

A living room with a sofa, a television, and shelves with books and decorative items.

A small, cozy attic bedroom with a sloped ceiling, a wooden bed, a desk, a chair, and a small rug.

10. Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

Nottingham

9.6 out of 10, Exceptional, (23 reviews)

9.6/10

Exceptional

(23 reviews)

"Great rustic setting for a perfect weekend getaway!"

Emily D.

The price is CA $200

CA $200

CA $346 total

includes taxes & fees

Oct 4 - Oct 5

Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

11. Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

Port Deposit

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Renee & Pat were excellent hosts and we will definitely try to book again when in the area. Everything was as advertised and much more. Being pet friendly was a plus. We enjoyed two restaurants in the area while there, Lee's Landing and Old South Smokehouse, highly recommend!"

Don S.

The price is CA $243

CA $243

CA $278 total

includes taxes & fees

Oct 12 - Oct 13

Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

A two-story residential building with a stone facade, a large front lawn, and a driveway.

A spacious living room with a sofa, a coffee table, and a fireplace. A kitchen is visible in the background.

12. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort

New Castle

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Beautiful well kept property with lots of room to relax."

Daniel J.

The price is CA $358

CA $358

CA $503 total

includes taxes & fees

Oct 4 - Oct 5

Elegant Family Stay • Quiet Neighborhood • Comfort

A spacious room with a large sliding glass door leading to a deck, a dining area with a white table, and a cozy seating area with a view of the water.

A waterfront property with multiple houses, a dock, and a beach.

A bathroom with a mirror, sink, and shower.

A spacious living area with a large window, a kitchen island, and a television.

13. Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

Charlestown

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Had a wonderful stay. They really thought of everything. Had everything we could have possibly needed. It's a beautiful place and it was very clean and cared for."

Laura K.

The price is CA $532

CA $532

CA $824 total

includes taxes & fees

Oct 18 - Oct 19

Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge

A modern living room with a grey sofa, a round coffee table, and a large horse painting on the wall.

A television mounted on a wall displaying a yellow taxi on a city street. Below the TV, there is a fireplace with a visible fire.

A hallway with framed pictures on the walls, a door at the end, and a staircase to the right.

14. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

Hilltop

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Wonderful stay , comfortable and very warm welcoming"

Shyaniece S.

The price is CA $199

CA $199

CA $330 total

includes taxes & fees

Oct 25 - Oct 26

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

A kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a window with a view of greenery.

A single-story house with a front porch, a small garden, and a clear sky.

A laundry area with stacked washing machines and a bathroom with a sink and mirror.

A cozy living room with a sofa, a coffee table with a book, and two lamps.

15. Cottage 3BR Near Longwood Gardens

Cottage 3BR Near Longwood Gardens

Avondale

Cottage 3BR Near Longwood Gardens

A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

A paved patio with potted plants, a stone wall, and a grassy area.

A garden with tall blue flowers, red foliage, and a glass structure in the background.

A bedroom with a bed, dresser, and a desk with a computer and lamp.

16. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley

Wilmington

10.0 out of 10, Exceptional, (213 reviews)

10/10

Exceptional

(213 reviews)

"Just perfect !"

Cloudi

The price is CA $206

CA $206

CA $308 total

includes taxes & fees

Oct 5 - Oct 6

Private Suite w/sitting room in the heart of Brandywine Valley

A living room with a dark grey sectional sofa, a round wooden coffee table, and a small side table.

A kitchen with a stove, oven, microwave, and white cabinets.

A bedroom with a bed, a nightstand, a window with blinds, and a wall with a decorative plate.

A living room with a flat-screen TV on a wooden cabinet, a framed picture above the TV, a staircase with a white railing, and a woven basket on the floor.

17. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Wilmington

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."

Chris D.

The price is CA $227

CA $227

CA $284 total

includes taxes & fees

Oct 20 - Oct 21

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

A dining area with a white table, wicker chairs, a ceiling fan, and wall-mounted light fixtures.

A bedroom with two beds, a chair, a nightstand, and a window.

A covered porch with a wooden deck, a sliding glass door, and a small outdoor light fixture.

A living room with a sofa, armchair, coffee table, TV stand, and a ceiling fan.

18. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

Kennett Square

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"The home was very clean and perfectly situated for easy access to downtown and local sites."

Patricia Nora R.

The price is CA $219

CA $219

CA $636 total

includes taxes & fees

Oct 13 - Oct 14

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

A modern kitchen with a black and white herringbone backsplash, stainless steel appliances, and a window with a view.

A living room with a sofa, a coffee table, and a dining area with chairs.

A bedroom with a bed, a dresser, a mirror, a wall-mounted lamp, and a woven stool.

A living room with a staircase, teal furniture, a TV, and framed pictures on the walls.

19. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!

Kennett Square

10.0 out of 10, Exceptional, (108 reviews)

10/10

Exceptional

(108 reviews)

"The property was wonderful...outdoor seating was a plus...the house was clean and the host was attentive. Close to restaurants, a true gem in Kennett square."

Melissa K.

The price is CA $356

CA $356

CA $572 total

includes taxes & fees

Oct 4 - Oct 5

Homey Retreat in Historic Kennett Square!!

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

A living room with a black sofa, a patterned rug, and a dining area with wooden flooring.

A covered patio with a table and chairs, a hanging disco ball, and a view of a backyard with a shed and trees.

20. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square

8.6 out of 10, Excellent, (22 reviews)

8.6/10

Excellent

(22 reviews)

"Linda's home is perfect for family traveling! Everything you need for cooking, washing, and just enjoying. The back yard and Patio were awesome for Thunderstorm watching. We'll be back !"

Patricia T.

The price is CA $174

CA $174

CA $664 total

includes taxes & fees

Oct 26 - Oct 27

Kennett Square, Near Longwood Gardens & Downtown

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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