Barclay Vacation Rentals from $159: Search Short-Term Rentals

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Our top choices for Barclay vacation rentals

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

1. Guest Suite for up to 2 in a Victorian on the Chester River

Millington

Riley B.

$118 nightly

Oct 19 - Oct 20

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, and a large window providing a view of greenery.

2. Welcome to the secluded waterfront oasis

Millington

Destiny H.

A deck with outdoor furniture, a potted plant, and a house in the background.

3. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

Chestertown

"Our first using VRBO. We were not sure what to expect but hoped it was as true as the listing. The home was cleaned and very nicely decorated. The bed was very comfortable and the home was spacious for two worked great. The water pressure was also great. Some small improvements will definitely give this place a 5 star. There was no closet to hang a men’s jacket or sun dresses; no mirror except in the bathroom and perhaps some coasters would help when spending some time reading in the living...

Miriam G.

$292 nightly

Oct 21 - Oct 22

Total with taxes and fees

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

$144 nightly

Oct 19 - Oct 20

Total with taxes and fees

A kitchen with wooden cabinets, a dining table, and a refrigerator.

5. Family Retreat at Lansdowne Manor

Centreville

Emily C.

A spacious living area with a dining table, sofa, and a kitchen in the background.

6. Newly restored apartment in the heart of Chestertown

Chestertown

Susan A.

$319 nightly

Oct 18 - Oct 19

Total with taxes and fees

A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

7. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

$264 nightly

Oct 18 - Oct 19

Total with taxes and fees

A hallway with wooden flooring, a door on the right, and a window at the end.

8. Wren Retweet- Country Estate in Center of C’Town

Chestertown

Mandy D.

$463 nightly

Oct 27 - Oct 28

Total with taxes and fees

A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

9. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Dover

Richard B.

$155 nightly

Oct 21 - Oct 22

Total with taxes and fees

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

10. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

lisa p.

$266 nightly

Oct 17 - Oct 18

Total with taxes and fees

A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

11. Beachcomber Suite

Kent County

"We absolutely loved staying at the Beachcomber Suite. Tucked away off the main road, with a massive screened porch to enjoy the country side and gardens. It was cosy, clean, well appointed. The shower was amazing. We had a multi-course dinner at Sassafras on the water which was right up the road, 3 minutes away on the water front. I got a text from Jane and Dennis that evening if I wanted fresh bagels in the morning. Well, of course I do! They were warm multi seed and fantastic start to...

Lisa E.

$197 nightly

Oct 19 - Oct 20

Total with taxes and fees

A building with a gabled roof and a circular vent on the roof.

12. BAYSIDE BUNGALOW

Rock Hall

Diane V.

$286 nightly

Oct 20 - Oct 21

Total with taxes and fees

A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

13. Turnbridge Manor

Denton

Jessica H.

$575 nightly

Oct 27 - Oct 28

Total with taxes and fees

A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

14. Turtle Cove Room

Kent County

$183 nightly

Oct 19 - Oct 20

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

15. 5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

Dover

mark o.

$536 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern kitchen with a large island, bar stools, and pendant lighting.

16. Spacious 5 Bedroom w/Pool, Patio and Theater

Magnolia

John K.

A house with a covered porch, a grill, and a propane tank in the yard.

17. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton

Betterton

$314 nightly

Oct 20 - Oct 21

Total with taxes and fees

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Top Barclay Hotel Reviews

Comfort Suites Dover University Area

10/10 Excellent

"The room was clean, the breakfast was limited and staff were ok."

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

8/10 Good

"Room was mostly clean but definitely had a pet odor in it. We had to burn candles to lessen the odor when we were in the room. Had an issue when we had to extend our trip a day because we had used Expedia. We were able to get another reservation and spoke directly to the front desk about staying in the same room and not being disturbed. (This was a working trip and we had been up almost 26 hours which is why we wanted everything set when we got to the hotel to sleep) We were guaranteed everything was set. The next morning housekeeping knocked on our door (waking us up) and then about 30 minutes later the front desk called, waking us up a second time. They apologized, but that isn’t much of a consolation when all you needed was sleep. Parking was great, and staff were nice. The breakfast was also good."

Find out more about Barclay

Everything you need to know about Barclay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Barclay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Barclay vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Barclay vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Barclay. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Barclay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Barclay rentals

At Expedia, we put the best Barclay vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Barclay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Barclay vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Barclay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Barclay?

Yes, there are vacation rentals close to popular sights in Barclay, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Barclay?

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*: This vacation home near Barclay is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Barclay?

While exploring the area, visit family-friendly sights like Crumpton Auction, or get outside and enjoy nature at Saulsbury Road Park. Rolphs Wharf Marina and Chestertown Historic District are a couple of places you'll find in the larger area.

What’s a vacation rental in Barclay like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Barclay. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.

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Check prices for these dates

Our top choices for Barclay vacation rentals

1. Guest Suite for up to 2 in a Victorian on the Chester River

2. Welcome to the secluded waterfront oasis

3. Cozy 1-bedroom in-law suite in lovely Chestertown with AC

4. First Floor Studio Apartment in Historic Chestertown

5. Family Retreat at Lansdowne Manor

6. Newly restored apartment in the heart of Chestertown

7. Secluded Cottage in Middle of Chestertown

8. Wren Retweet- Country Estate in Center of C’Town

9. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

10. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

11. Beachcomber Suite

12. BAYSIDE BUNGALOW

13. Turnbridge Manor

14. Turtle Cove Room

15. 5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

16. Spacious 5 Bedroom w/Pool, Patio and Theater

17. Cozy Family Friendly 1 story 3-bedroom house in charming Betterton

Find vacation rentals that suit your style

Top Barclay Hotel Reviews

Comfort Suites Dover University Area

Quality Inn & Suites Harrington - Milford

Red Roof Inn & Suites Dover Downtown

Sleep Inn & Suites Dover University Area

Microtel Inn & Suites by Wyndham Dover

DOVER INN

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Find out more about Barclay

Frequently asked questions

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