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Barclay Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Barclay holiday 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

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (29 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is HK$534
HK$982 total
includes taxes & fees
19 Oct - 20 Oct
Guest Suite for up to 2 in a Victorian on the Chester River
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

Welcome to the secluded waterfront oasis
Millington
8.0 out of 10, Very good, (3 reviews)
"We really enjoyed our stay here! The house was clean, cozy, and had everything we needed. The host was so nice and easy to communicate with, which made everything really easy. We felt right at home and would definitely stay here again!"
United States
Destiny H.
The price is HK$1,685
HK$3,158 total
includes taxes & fees
15 Oct - 16 Oct
Welcome to the secluded waterfront oasis
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

Cozy 1-bedroom in-law suite in lovely Chestertown with AC
Chestertown
8.0 out of 10, Very good, (1 review)
"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...
United States
Miriam G.
The price is HK$1,727
HK$2,429 total
includes taxes & fees
21 Oct - 22 Oct
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (130 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is HK$777
HK$1,246 total
includes taxes & fees
22 Oct - 23 Oct
First Floor Studio Apartment in Historic Chestertown
A kitchen with wooden cabinets, a dining table, and a refrigerator.

5. Family Retreat at Lansdowne Manor

Family Retreat at Lansdowne Manor
Centreville
10.0 out of 10, Exceptional, (13 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
United States
Emily C.
The price is HK$2,117
HK$2,642 total
includes taxes & fees
15 Oct - 16 Oct
Family Retreat at Lansdowne Manor
A spacious living area with a dining table, sofa, and a kitchen in the background.

6. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (33 reviews)
"Enjoyable stay. All was as advertised. The host was very helpful when asked for information. Location was wonderful, very central in the old part of town. We had a great time!"
United States
Susan A.
The price is HK$1,766
HK$2,764 total
includes taxes & fees
18 Oct - 19 Oct
Newly restored apartment in the heart of Chestertown
A living room with a fireplace, patterned furniture, a coffee table, and a bookshelf.

7. Secluded Cottage in Middle of Chestertown

Secluded Cottage in Middle of Chestertown
Chestertown
10.0 out of 10, Exceptional, (2 reviews)
"Robert and Elizabeth were great hosts. They are very communicative and flexible. The house itself is lovely, with nicely decorated rooms and so spacious! The location can’t be beat. Will definitely stay here again."
United States
Amy D.
The price is HK$1,441
HK$2,150 total
includes taxes & fees
15 Oct - 16 Oct
Secluded Cottage in Middle of Chestertown
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

Wren Retweet- Country Estate in Center of C’Town
Chestertown
10.0 out of 10, Exceptional, (75 reviews)
"Perfect location for exploring the cutest town. "
United States
Mandy D.
The price is HK$2,390
HK$3,777 total
includes taxes & fees
27 Oct - 28 Oct
Wren Retweet- Country Estate in Center of C’Town
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.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is HK$746
HK$1,250 total
includes taxes & fees
21 Oct - 22 Oct
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
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!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (30 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is HK$925
HK$2,226 total
includes taxes & fees
15 Oct - 16 Oct
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

11. Beachcomber Suite

Beachcomber Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Lisa E.
The price is HK$1,366
HK$1,680 total
includes taxes & fees
19 Oct - 20 Oct
Beachcomber Suite
A building with a gabled roof and a circular vent on the roof.

12. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (67 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is HK$1,570
HK$2,477 total
includes taxes & fees
20 Oct - 21 Oct
BAYSIDE BUNGALOW
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

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful home. Plenty of space inside with great outdoor spaces. Very clean and easy to contact host. Family friendly-would highly recommend!"
United States
Jessica H.
The price is HK$2,825
HK$4,783 total
includes taxes & fees
27 Oct - 28 Oct
Turnbridge Manor
A room with teal walls, two wicker chairs, a small round table with a plant and books, and a white door with brass handles.

14. Turtle Cove Room

Turtle Cove Room
Kent County
The price is HK$1,271
HK$1,560 total
includes taxes & fees
9 Nov - 10 Nov
Turtle Cove Room
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

5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Host was great"
United States
mark o.
The price is HK$1,876
HK$4,291 total
includes taxes & fees
15 Oct - 16 Oct
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
A modern kitchen with a large island, bar stools, and pendant lighting.

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

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.2 out of 10, Wonderful, (12 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
Spacious 5 Bedroom w/Pool, Patio and Theater
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

Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
Betterton
The price is HK$1,335
HK$2,726 total
includes taxes & fees
21 Oct - 22 Oct
Cozy Family Friendly 1 story 3-bedroom house in charming Betterton
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 Barclay Hotel Reviews

Comfort Suites Dover University Area

Comfort Suites Dover University Area

10/10 Excellent
"The room was clean, the breakfast was limited and staff were ok."
virginia 1-night trip
Posted 4 hours ago
Comfort Suites Dover University Area

Find out more about Barclay

Search for holiday rentals in Barclay on Expedia! You can easily find your home rentals, villas, holiday apartments in Barclay using one of the methods below:

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Frequently asked questions

Are there holiday rentals in Barclay?

Yes, there are holiday rentals close to the most popular sights in Barclay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Barclay has to offer?

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*: This holiday home rental outside of Barclay is located on a river, and has an outdoor pool, a fireplace and a BBQ 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 that you can immerse yourself in your holiday.

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 wider area.

What’s a holiday rental in Barclay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Barclay. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for small groups.