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Conowingo Vacation Rentals

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Our top choices for Conowingo vacation rentals

1. Cozy 1-bedroom bungalow in quaint Darlington with AC

Cozy 1-bedroom bungalow in quaint Darlington with AC
Darlington
10.0 out of 10, Exceptional, (11 reviews)
"Excellent host, property, and experience. We enjoyed our stay, and we will be back."
United States
Kevin A.
The price is CA $168
CA $196 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 1-bedroom bungalow in quaint Darlington with AC

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

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (60 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is CA $245
CA $271 total
includes taxes & fees
Nov 5 - Nov 6
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

3. 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)
"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!"
United States
Don S.
The price is CA $258
CA $279 total
includes taxes & fees
Nov 6 - Nov 7
Luxury Bed and Breakfast for a Weekend Getaway near Susquehanna State Park, Maryland

4. 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, (25 reviews)
"Great rustic setting for a perfect weekend getaway!"
United States
Emily D.
The price is CA $205
CA $340 total
includes taxes & fees
Nov 8 - Nov 9
Winery & Vineyard Loft with 1000+ acres of hiking. Farm with Goats & Horses

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

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $186
CA $285 total
includes taxes & fees
Nov 9 - Nov 10
Quarry Landing - Center of Town & River View - 3 Bedroom

6. Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette
Port Deposit
10.0 out of 10, Exceptional, (33 reviews)
"This is a very nice apt. The owner was very receptive to any questions we had, even allowed an early checkin."
United States
Kathleen B.
The price is CA $245
CA $443 total
includes taxes & fees
Nov 9 - Nov 10
Private 3 room Queen Suite w/Kitchenette

7. Charming 2-bedroom house in Aberdeen with WiFi and AC

Charming 2-bedroom house in Aberdeen with WiFi and AC
Aberdeen
7.6 out of 10, Good, (19 reviews)
"Nice place"
United States
christine
The price is CA $111
CA $135 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom house in Aberdeen with WiFi and AC

8. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
9.0 out of 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. "
United States
jckglss6 G.
The price is CA $183
CA $299 total
includes taxes & fees
Nov 16 - Nov 17
Amish Countryside Escape at Forest Edge Farm

9. Waterfront Retreat w/ Hot Tub, Games & Views

Waterfront Retreat w/ Hot Tub, Games & Views
Whiteford
9.8 out of 10, Exceptional, (30 reviews)
"We like the property, it's location, and views.."
United States
Nazia M.
The price is CA $1,325
CA $2,101 total
includes taxes & fees
Nov 5 - Nov 6
Waterfront Retreat w/ Hot Tub, Games & Views

10. The River Shack *kayaks*hottub*fishing*quiet*family

The River Shack *kayaks*hottub*fishing*quiet*family
Airville
9.8 out of 10, Exceptional, (14 reviews)
"This property was great, everything you could need was provided. We really enjoyed our stay"
United States
Barb R.
The price is CA $204
CA $557 total
includes taxes & fees
Nov 5 - Nov 6
The River Shack *kayaks*hottub*fishing*quiet*family

11. 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 $194
CA $242 total
includes taxes & fees
Nov 5 - Nov 6
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

12. Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy

Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy
Delta
10.0 out of 10, Exceptional, (5 reviews)
"We had a perfect weekend at this little cabin get-away! The listing pictures portrayed the site perfectly. Well before check-in, the D-Lux team was in touch to make sure we had check-in codes and to answer any questions if we would have had them. Upon arrival the place was spotless and very inviting. It was adequately stocked with necessities and even had a few extra touches that we appreciated. The hammock, hottub, and sauna were clean and perfect and helped us have a truly relaxing weekend....
United States
Megan K.
The price is CA $265
CA $545 total
includes taxes & fees
Nov 16 - Nov 17
Creekside Cabin: Sauna | Hot Tub | Fire Pit | Romantic | Peaceful | Cozy

13. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $434
CA $651 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Cottage, (romantic couple’s getaway)

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

Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
Nottingham
9.6 out of 10, Exceptional, (29 reviews)
"What a great stay and a beautiful farm. We really enjoyed visiting the animals and hiking to the vinery."
United States
Anastasia T.
The price is CA $232
CA $326 total
includes taxes & fees
Nov 9 - Nov 10
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

15. 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, (165 reviews)
"Family friendly, clean, quiet and great place to relax and watch the birds."
United States
Teresa M.
The price is CA $340
CA $717 total
includes taxes & fees
Nov 16 - Nov 17
5-bedroom vacation home 5 minutes from historic Charlestown

16. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is CA $175
CA $203 total
includes taxes & fees
Nov 9 - Nov 10
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

17. 2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA

2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA
Quarryville
10.0 out of 10, Exceptional, (104 reviews)
"Beautiful property...a true home away from home. "
United States
Marilyn B.
The price is CA $211
CA $405 total
includes taxes & fees
Nov 7 - Nov 8
2 Bedroom 2 Bath - Pack House Cottage Lancaster County PA

18. Watch Deer from a Farm Cottage

Watch Deer from a Farm Cottage
Bel Air
10.0 out of 10, Exceptional, (7 reviews)
"Pet friendly."
United States
Claudia L.
The price is CA $208
CA $456 total
includes taxes & fees
Nov 11 - Nov 12
Watch Deer from a Farm Cottage

19. Waterfront house with amazing views. Top of the Chesapeake

Waterfront house with amazing views. Top of the Chesapeake
Perryville
10.0 out of 10, Exceptional, (115 reviews)
"Matt was a wonderful host whi responded to my texts very quickly. The house was perfect for a quick getaway celebrating my dad's retirement. Fishing from the dock was a plus, and everyone caught fish, even some "keepers"."
United States
Joe M.
The price is CA $381
CA $733 total
includes taxes & fees
Nov 5 - Nov 6
Waterfront house with amazing views. Top of the Chesapeake

20. 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, (5 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."
United States
Laura K.
The price is CA $367
CA $590 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Wellness Retreat Sauna/Hot Tub/Cold Plunge
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 Conowingo Hotel Reviews

Find out more about Conowingo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Conowingo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Conowingo?

Yes, we have vacation rentals close to top points of interest in Conowingo, or you can choose a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Conowingo?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental outside of Conowingo is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What’s there to see and do in Conowingo?

While exploring the area, visit family-friendly sights like Plumpton Park Zoo, or get outside and enjoy nature at North East Beach Area. In the larger area, you’ll find Conowingo Dam and Susquehanna State Park.

What’s a vacation rental in Conowingo like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Conowingo. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.