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

Q: What are some of the best vacation home rentals in Centreville?

The Colonial Farmhouse with Private Boat Rental : This Centreville vacation home rental offers an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Centreville vacation rentals

1. Family Retreat at Lansdowne Manor

Centreville

Emily C.

$372 nightly

Sep 2 - Sep 3

Total with taxes and fees

2. First Floor Studio Apartment in Historic Chestertown

Chestertown

S G.

$144 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

Rock Hall

Charlotte M.

$260 nightly

Aug 20 - Aug 21

Total with taxes and fees

4. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Grasonville

Robin

$400 nightly

Aug 20 - Aug 21

Total with taxes and fees

5. Newly restored apartment in the heart of Chestertown

Chestertown

Anonymous traveler

$320 nightly

Aug 20 - Aug 21

Total with taxes and fees

6. BAYSIDE BUNGALOW

Rock Hall

Diane V.

$262 nightly

Aug 20 - Aug 21

Total with taxes and fees

7. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

$272 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

Millington

Riley B.

$118 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Stevensville

Susan

$311 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

Chestertown

Mandy D.

$481 nightly

Aug 20 - Aug 21

Total with taxes and fees

11. Bayside Cottage steps from Rock Hall Harbor

Rock Hall

Adam S.

$406 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

Stevensville

"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."

Brian

$337 nightly

Aug 26 - Aug 27

Total with taxes and fees

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

Arnold

Chris A.

$329 nightly

Aug 24 - Aug 25

Total with taxes and fees

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

Pasadena

"My wife and I had a great time staying in this houseboat. It was our first time ever trying a houseboat and it did not disappoint us at all. The house was very clean and the host provides fully stocked kitchen cabinets, toiletries, towels, etc...We spent most of our time on the rooftop patio, soaking in the sun, and relaxing by the fire pit playing games. The bed was very comfortable as well. It was a great weekend, at a great house that has the benefit of being in a gated marina which was an...

Justin M.

$383 nightly

Aug 24 - Aug 25

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

15. Pool Loft Suite | Bay Access & Beach Passes

Cape Saint Claire

Ana S.

$429 nightly

Aug 20 - Aug 21

Total with taxes and fees

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

Arnold

Linda B.

$296 nightly

Sep 1 - Sep 2

Total with taxes and fees

17. Waterfront Oasis of Annapolis Star

Annapolis

Thomas

$348 nightly

Aug 20 - Aug 21

Total with taxes and fees

18. 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.

$182 nightly

Aug 24 - Aug 25

Total with taxes and fees

19. Turtle Cove Room

Kent County

$160 nightly

Aug 24 - Aug 25

Total with taxes and fees

20. Turnbridge Manor

Denton

Glenn S.

$583 nightly

Aug 20 - Aug 21

Total with taxes and fees

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Top Centreville Hotel Reviews

Hilton Garden Inn Kent Island Marina

8/10 Good

"We had a wonderful stay at Hilton Garden Kent Island Marina. This is our second time staying at this hotel and plan to come back next year. Unfortunately, our first night , we were met with a dirty spread and one of the beds had ll inening under the bed draping down."

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10/10 Excellent

"My two weeks at the river house were more than expected. The house is comfortable and well stocked. Communications with the innkeepers was excellent. Doug and Marian were extremely helpful and available on a minutes notice.My family and I made beautiful memories and will definitely plan on another visit."

Best Western Kent Narrows Inn

10/10 Excellent

"My husband and I stayed overnight for a quick trip to get away for our anniversary. The gentleman who checked us in gave us a great recommendation for dinner. We used the hot tub and the sauna. Our room was a king size that looked out over the parking lot but towards the water which is what we wanted. We slept in so we didn't have breakfast but the menu that was put up looked amazing."

Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"The location is great- not in the heart of the crowds down around the city dock, but close enough to walk down there in only a few minutes. The only negative is that the elevators were showing some grit/grime (gum stuck to the elevator floor) and the AC filter in the room was so filthy that we had to take it out and rinse it clean in the shower (not something you wanna do when you’re on your trip)."

Comfort Inn & Suites Chestertown

8/10 Good

"The door into the building from the parking lot is always locked, which is great, because it cannot be seen from the front desk, but it is difficult to enter with the room key. The key is a typical credit card-like key, but the electronic reader was wonky. Sometimes it worked and sometimes it didn’t. The cards worked well on the room doors but not on the entrance door. It was an inconvenience to walk around the building to get it the main entrance if the card did not work."

Find out more about Centreville

Everything you need to know about Centreville 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 Centreville 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 Centreville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Centreville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Centreville. 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 Centreville 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 Centreville rentals

At Expedia, we put the best Centreville 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 Centreville 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 Centreville 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 Centreville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Centreville?

Yes, we offer vacation rentals near popular points of interest in Centreville, or you can choose a more remote option if you'd like a relaxing place to 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 vacation home rentals in Centreville?

The Colonial Farmhouse with Private Boat Rental: This Centreville vacation home rental offers an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Centreville?

Choose from 7 Expedia vacation rentals in Centreville for a memorable vacation.

What’s there to see and do in Centreville?

While exploring the area, visit family-friendly sights like Chesapeake Bay Maritime Museum, or get outside and enjoy nature at Earle Landing. In the larger area, you’ll find Queenstown Premium Outlets and Queenstown Harbor Golf.

What’s a vacation rental in Centreville like?

Vacation rentals are private properties where you can stay for short or long periods in Centreville. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.

Centreville Vacation Rentals

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Check prices for these dates

Our top choices for Centreville vacation rentals

1. Family Retreat at Lansdowne Manor

2. First Floor Studio Apartment in Historic Chestertown

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

4. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

5. Newly restored apartment in the heart of Chestertown

6. BAYSIDE BUNGALOW

7. Secluded Cottage in Middle of Chestertown

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

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

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

11. Bayside Cottage steps from Rock Hall Harbor

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

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

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

15. Pool Loft Suite | Bay Access & Beach Passes

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

17. Waterfront Oasis of Annapolis Star

18. Beachcomber Suite

19. Turtle Cove Room

20. Turnbridge Manor

Find vacation rentals that suit your style

Top Centreville Hotel Reviews

Hilton Garden Inn Kent Island Marina

Find out more about Centreville

Explore a world of travel with Expedia

Frequently asked questions

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