Centreville Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Centreville holiday rentals

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

1. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is HK$777
HK$1,180 total
includes taxes & fees
17 Nov - 18 Nov
First Floor Studio Apartment in Historic Chestertown
A deck with a view of a marina, including boats and docks.

2. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
The price is HK$706
HK$2,022 total
includes taxes & fees
12 Nov - 13 Nov
Cass-N-Reel Luxury Houseboat
A house with a blue front door, two windows, and a small porch.

3. 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, (33 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is HK$966
HK$2,180 total
includes taxes & fees
6 Nov - 7 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A garden path leading to a wooden building with a rustic appearance.

4. 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$1,440
HK$2,158 total
includes taxes & fees
17 Nov - 18 Nov
Secluded Cottage in Middle of Chestertown
A building with a gabled roof and a circular vent on the roof.

5. 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$1,569
HK$2,360 total
includes taxes & fees
6 Nov - 7 Nov
BAYSIDE BUNGALOW
A dining area with a wooden table and chairs, a kitchen in the background, and a staircase leading to another level.

6. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (50 reviews)
"Great stay"
United States
Michael V.
The price is HK$847
HK$2,454 total
includes taxes & fees
9 Nov - 10 Nov
Charming Coastal/Country Home w/3 Acres & Sauna!
A kitchen with a wooden island, built-in cabinets, and a window providing a view of the outdoors.

7. 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$1,553
HK$2,170 total
includes taxes & fees
19 Nov - 20 Nov
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A spacious living area with a dining table, sofa, and a kitchen in the background.

8. Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
10.0 out of 10, Exceptional, (34 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$1,765
HK$2,522 total
includes taxes & fees
8 Nov - 9 Nov
Newly restored apartment in the heart of Chestertown
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

9. 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, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is HK$533
HK$915 total
includes taxes & fees
17 Nov - 18 Nov
Guest Suite for up to 2 in a Victorian on the Chester River
A covered porch with a wooden bench, potted plants, and a decorative railing.

10. 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$3,585 total
includes taxes & fees
7 Nov - 8 Nov
Wren Retweet- Country Estate in Center of C’Town
A spacious living room with a ceiling fan, a staircase, and a view of the outdoors.

11. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (57 reviews)
"very clean home, quiet neighborhood in a great location."
United States
Anthony P.
The price is HK$1,177
HK$2,862 total
includes taxes & fees
23 Nov - 24 Nov
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

12. 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$745
HK$1,187 total
includes taxes & fees
11 Nov - 12 Nov
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
A two-story house with a porch, two windows, and a door.

13. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Denton
10.0 out of 10, Exceptional, (15 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
United States
Dallas S.
The price is HK$2,589
HK$3,676 total
includes taxes & fees
4 Dec - 5 Dec
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

14. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (4 reviews)
"We had a phenomenal time celebrating our engagement at Flohom! The space was spotlessly clean, super comfortable, and peaceful. The location was fantastic, and the hosting was top-notch from start to finish. We couldn't have asked for a better experience to"
United States
Charles W.
The price is HK$1,450
HK$3,424 total
includes taxes & fees
8 Nov - 9 Nov
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

15. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
United States
Anonymous traveller
The price is HK$1,432
HK$3,225 total
includes taxes & fees
15 Nov - 16 Nov
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A bedroom with a wooden headboard, striped pillows, a turtle-shaped pillow, and wall-mounted lamps.

16. Turtle Cove Room

Turtle Cove Room
Kent County
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. The room was clean. It was quiet and peaceful. There were blackout curtains on the windows. A very pleasant stay."
United States
Jennifer M.
The price is HK$1,271
HK$1,502 total
includes taxes & fees
9 Nov - 10 Nov
Turtle Cove Room
A bathroom with a white sink, a mirror, and a wooden cabinet with a drawer containing a hair dryer.

17. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (44 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is HK$1,059
HK$2,469 total
includes taxes & fees
10 Nov - 11 Nov
Large 2 bedroom house with private parking in a nice neighborhood
Living area

18. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
Easton
10.0 out of 10, Exceptional, (1 review)
"Fabulous location in town location! It was much larger than we expected - 2 levels. Nice open layout on the main level with 2 BR/BA and a 3rd BR/BA on 2nd floor. Owners are very responsive before and during the trip. We could not connect to the TV, but owner quickly offered assistance. Bathrooms can use some towel racks and shelves. Beds/pillows were comfy! We were very happy with our stay."
United States
Lynn G.
The price is HK$1,765
HK$3,152 total
includes taxes & fees
9 Nov - 10 Nov
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
A covered porch with a wooden floor, a sofa with cushions, a ceiling fan, and a view of a green landscape.

19. 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$1,365
HK$1,613 total
includes taxes & fees
9 Nov - 10 Nov
Beachcomber Suite
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.

20. 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$4,566 total
includes taxes & fees
9 Nov - 10 Nov
Turnbridge Manor
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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Find out more about Centreville

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

  • View our selection of featured holiday rentals in Centreville
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  • Enter your travel dates to view the best deals on holiday rentals in Centreville while they last

Look no further and take a look at our great range of rental properties in Centreville!

Frequently Asked Questions

Can I find holiday rentals in Centreville?

Yes, there are holiday rentals close to the most popular sights in Centreville, or you can select a more secluded option if you're looking for a relaxing stay. Centreville is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

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

The Colonial Farmhouse with Private Boat Rental: This highly rated holiday home rental in Centreville offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Centreville?

Choose from 8 Expedia holiday rentals in Centreville for a memorable holiday.

What’s there to see and do in Centreville?

While exploring the area, visit family-friendly sights like Paul Reed Smith Guitars, or get outside and enjoy nature at Earle Landing. In the wider area, you’ll find Queenstown Premium Outlets and Queenstown Harbor Golf.

What’s a holiday rental in Centreville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Centreville. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.