A white house, a horse grazing, and a field of yellow flowers.

Centreville Vacation 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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Dates

November 2026

December 2026

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Our top choices for Centreville vacation rentals

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

1. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

$136 nightly

Nov 9 - Nov 10

Total with taxes and fees

A deck with a view of a marina, including boats and docks.

2. Cass-N-Reel Luxury Houseboat

Grasonville

Yamilet

$233 nightly

Nov 12 - Nov 13

Total with taxes and fees

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!

Rock Hall

lisa p.

$251 nightly

Nov 6 - Nov 7

Total with taxes and fees

A garden path leading to a wooden building with a rustic appearance.

4. Secluded Cottage in Middle of Chestertown

Chestertown

Amy D.

$263 nightly

Nov 6 - Nov 7

Total with taxes and fees

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

5. BAYSIDE BUNGALOW

Rock Hall

Diane V.

$272 nightly

Nov 6 - Nov 7

Total with taxes and fees

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!

Stevensville

Michael V.

$284 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

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.

$261 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

8. Newly restored apartment in the heart of Chestertown

Chestertown

Susan A.

$290 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Millington

Quinton

$110 nightly

Nov 9 - Nov 10

Total with taxes and fees

A covered porch with a wooden bench, potted plants, and a decorative railing.

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

Chestertown

Mandy D.

$420 nightly

Nov 8 - Nov 9

Total with taxes and fees

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!

Stevensville

Anthony P.

$324 nightly

Nov 23 - Nov 24

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.

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

Dover

Richard B.

$138 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Denton

Dallas S.

$329 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

Pasadena

Charles W.

$383 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Arnold

Anonymous traveler

$352 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

16. Turtle Cove Room

Kent County

Jennifer M.

$176 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a bed, a desk, a chair, a ceiling fan, a TV, and a window.

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

Arnold

Linda B.

$276 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

Easton

Lynn G.

$379 nightly

Nov 10 - Nov 11

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.

19. 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.

$189 nightly

Nov 9 - Nov 10

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.

20. Turnbridge Manor

Denton

Jessica H.

$549 nightly

Nov 9 - Nov 10

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Centreville Hotel Reviews

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

Hyatt Place Kent Narrows & Marina

Grasonville

10/10 Excellent

Joe

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Excellent

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

A balcony with a view of a body of water, a row of buildings, and a chair.

Hilton Garden Inn Kent Island Marina

Grasonville

10/10 Excellent

Kathie

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

Fairfield Inn & Suites by Marriott Easton

Easton

10/10 Excellent

The Fairfield Inn on US50 has become our go-to mid-range hotel in Easton. We have stayed here several times in recent years, and once again had a great experience during this Christmas stay. The facilities are clean and in good condition. The staff is friendly, welcoming, and accommodating. When I booked our stay this time through a third-party, I got a little confused about room options, and took the only king-bed room that I saw. The manager didnt know I had any concerns, and when the staff...

Richard

A hotel lobby with a fireplace, seating area, and a television.

Comfort Inn & Suites Chestertown

Chestertown

10/10 Excellent

Laura

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Excellent

Chuck

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

Best Western Kent Narrows Inn

Grasonville

10/10 Excellent

Valerie

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

Inn at Perry Cabin

Downtown St. Michaels

10/10 Excellent

Norm

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

Best Western Plus Easton Inn & Suites

Easton

10/10 Excellent

Everything was good with checkin ,check out, and the room. The only complaint I can voice is with the breakfast service attendant. She was not very warm or inviting, did not speak to guest. She did have everything out and the area clean, but at the end of breakfast time, she removed all plates and bowls first so no one could get anything else to eat. We were late eating on our 3rd morning, but were in time to get our food before she started putting away. But then put chairs on the tables so...

Nancy

A spacious lobby with a staircase, a reception desk, and a dining area.

Quality Inn Grasonville near Kent Island

Grasonville

10/10 Excellent

My wife and have been staying here off and on for a few years now. We have always found it to a lovely place stay . The staff there is especially courteous and helpful whenever a special need arises ! We give special notice of thanks to general manager Amy Patel for her attention to service and her pleasant attitude at all times ! Her caring manner and attention to detail are par excellence ! The cleanliness , breakfast included , location and the inground pool make this a sure bet for any...

Chuck

An indoor swimming pool with lounge chairs and a no diving sign.

Holiday Inn Express Easton by IHG

Easton

10/10 Excellent

Belinda

A two-story house with a covered porch, a staircase, and a garden area.

Haven Point Inn and Gallery

Rock Hall

10/10 Excellent

Joe

A modern hotel dining area with a long table, four chairs, and three pendant lights.

Hampton Inn Easton

Easton

10/10 Excellent

Anonymous traveler

A large, two-story house with a prominent tower and a covered porch.

Hummingbird Inn

Easton

10/10 Excellent

My wife and I were celebrating our 15th anniversary and the Hummingbird Inn was the perfect relaxing and romantic getaway. Eric and Michael are gracious and accommodating hosts. The Inn is gorgeous. Our room was elegant yet comfortable. There are plenty of restaurants within walking distance and lots of cool shops to check out. I also want to throw a shout out to Storm and Daughters Ice Cream which we walked to after dinner because it’s maybe the best ice cream we’ve ever had. Then back to the...

Robert

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

The Oaks Waterfront

Easton

10/10 Excellent

William

A large, two-story barn-style building with a covered front porch and a garage.

Kent Island Resort

Stevensville

10/10 Excellent

I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.

John

A hotel lobby with a reception desk, seating area, and a large wall mural.

Best Western Denton Inn

Denton

10/10 Excellent

rich

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 $116 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.

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 8 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 Paul Reed Smith Guitars, 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

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Centreville vacation rentals

1. First Floor Studio Apartment in Historic Chestertown

2. Cass-N-Reel Luxury Houseboat

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

4. Secluded Cottage in Middle of Chestertown

5. BAYSIDE BUNGALOW

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

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

8. Newly restored apartment in the heart of Chestertown

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

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

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

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

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

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

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

16. Turtle Cove Room

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

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

19. Beachcomber Suite

20. Turnbridge Manor

Find vacation rentals that suit your style

Top Centreville Hotel Reviews

Hyatt Place Kent Narrows & Marina

10/10 Excellent

Find out more about Centreville

Everything you need to know about Centreville vacation rentals

Centreville vacation rentals: An excellent choice for every season

How to find incredible deals on Centreville rentals

Frequently Asked Questions

Can I find vacation rentals in Centreville?

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

How many vacation rentals will I find in Centreville?

What’s there to see and do in Centreville?

What’s a vacation rental in Centreville like?

Explore a world of travel with Expedia