Holiday Homes in Charlestown

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Charlestown holiday homes

1 bedroom, WiFi, bed sheets, wheelchair access
Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
10.0 out of 10, Exceptional, (2)
"Check in was quick and easy, property was exactly as I thought it would be and amenities were great."
United States
Joseph N.
The price is AU$171
includes taxes & fees
18 Dec - 19 Dec
Restful Non-Shared Basement Suite In Harford MD
Fridge, microwave, oven, stovetop
Small House on Gentleman’s Farm

Small House on Gentleman’s Farm

Small House on Gentleman’s Farm
Bel Air
10.0 out of 10, Exceptional, (13)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
The price is AU$421
includes taxes & fees
18 Dec - 19 Dec
Small House on Gentleman’s Farm
1 bedroom
Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.6 out of 10, Exceptional, (5)
"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."
United States
Rees L.
The price is AU$245
includes taxes & fees
7 Jan - 8 Jan 2026
Summer Rustic Camping with AC and King Bed
Fridge, microwave, oven, stovetop
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

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
10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is AU$518
includes taxes & fees
19 Dec - 20 Dec
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.2 out of 10, Very good, (12)
"Nice and quiet place to stay"
United States
Gary M.
The price is AU$433
includes taxes & fees
21 Dec - 22 Dec
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Interior
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

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

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
2.0 star property
Nottingham
9.2 out of 10, Wonderful, (13)
"We had an excellent stay"
United States
Meagan
The price is AU$356
includes taxes & fees
18 Dec - 19 Dec
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Property grounds
Hobbit House one of a kind home

Hobbit House one of a kind home

Hobbit House one of a kind home
Bel Air
10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
The price is AU$466
includes taxes & fees
13 Jan - 14 Jan 2026
Hobbit House one of a kind home
Interior
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

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

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (21)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is AU$527
includes taxes & fees
30 Dec - 31 Dec
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Private kitchen
Room #2 in Elkton, MD – Easy Access to I-95

Room #2 in Elkton, MD – Easy Access to I-95

Room #2 in Elkton, MD – Easy Access to I-95
2.0 star property
Elkton
The price is AU$164
includes taxes & fees
19 Dec - 20 Dec
Room #2 in Elkton, MD – Easy Access to I-95
1 bedroom, iron/ironing board, free WiFi, bed sheets
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC

Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Aberdeen
The price is AU$362
includes taxes & fees
29 Dec - 30 Dec
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
Interior
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome

3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome

3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome
Elkton
10.0 out of 10, Exceptional, (1)
"Yes. Very welcoming. Great location. Overall good "
United States
Anonymous traveller
The price is AU$581
includes taxes & fees
18 Dec - 19 Dec
3 BD 1.5 Bathrooms, Large fenced yard, Indoor turf gym inside Secluded townhome
Dining
Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
2.0 star property
Nottingham
The price is AU$446
includes taxes & fees
30 Dec - 31 Dec
Amish Countryside Escape at Forest Edge Farm
Terrace/patio
High Tide Haven Suite

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is AU$306
includes taxes & fees
18 Dec - 19 Dec
High Tide Haven Suite
A heated pool
Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
2.0 star property
Middletown
The price is AU$689
includes taxes & fees
12 Jan - 13 Jan 2026
Heated Pool • Private Backyard • Home Theater
Sun-loungers, beach towels
5-bedroom vacation home 5 minutes from historic Charlestown

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, (146)
"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."
United States
Cara R.
The price is AU$915
includes taxes & fees
18 Dec - 19 Dec
5-bedroom vacation home 5 minutes from historic Charlestown
6 bedrooms, iron/ironing board, travel cot, WiFi
Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
8.8 out of 10, Excellent, (8)
"Quite lovely house with a gorgeous view over the water. It is definitely a good spot to stay with a large family or friends for a few days with plenty to do (relaxing on the dock, play games inside, not too far from Baltimore and other nice towns, etc). The host was great and very communicative as well.The only downsides were details around cleanliness and the check-out procedures. The house itself was overall fine, but there dishes left in the dishwasher that we had to put away, the bottom...
United States
Benjamin J.
The price is AU$1,265
includes taxes & fees
18 Dec - 19 Dec
Luxury Waterfront Home Built for Entertaining!
Private kitchen
Room #4 in Elkton, MD – Easy Access to I-95

Room #4 in Elkton, MD – Easy Access to I-95

Room #4 in Elkton, MD – Easy Access to I-95
2.0 star property
Elkton
The price is AU$192
includes taxes & fees
19 Dec - 20 Dec
Room #4 in Elkton, MD – Easy Access to I-95
Private kitchen
Room #3 in Elkton, MD – Easy Access to I-95

Room #3 in Elkton, MD – Easy Access to I-95

Room #3 in Elkton, MD – Easy Access to I-95
2.0 star property
Elkton
5.0 out of 10, (2)
"For our first time trying shared spaces. Over all, the pros; The room was in a nice home in a very quiet and decent housing development. The home was neat decorated in a minimalist style. The bed was very comfortable, pillows and bedding, and hot shower and bath water with soap provided. The kitchen/dining area was just right for cooking and dining and cleaning up had the minimal supplies needed. The sitting areas were very relaxing to watch T.V. and or just lounge. Common bathroom off living...
United States
Nicomedes M R.
The price is AU$189
includes taxes & fees
18 Dec - 19 Dec
Room #3 in Elkton, MD – Easy Access to I-95
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 Charlestown Hotel Reviews

Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

10/10 Excellent
"The room could use some updating, but it was clean and comfortable."
Virginia 1-night trip
Posted 2 days ago
Hilton Wilmington/Christiana

Find out more about Charlestown

Charlestown Holiday Homes information

Number of reviews
195
Accommodation
127 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$1,265

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