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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Centreville vacation homes

A bedroom with a bed, a ceiling fan, a door, and a view of the outdoors.

1. 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 ￥31,288
￥45,058 total
includes taxes & fees
Oct 28 - Oct 29
Cozy 1-bedroom in-law suite in lovely Chestertown with AC
A lighthouse with a white exterior, a balcony, and a metal roof.

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great stay"
United States
Michael V.
The price is ￥16,777
￥49,202 total
includes taxes & fees
Oct 25 - Oct 26
Charming Coastal/Country Home w/3 Acres & Sauna!
A building with a gabled roof and a circular vent on the roof.

3. 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 ￥31,604
￥49,881 total
includes taxes & fees
Oct 21 - Oct 22
BAYSIDE BUNGALOW
A covered patio with a table and chairs, a grill, and a decorative railing.

4. 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 ￥48,276
￥76,286 total
includes taxes & fees
Oct 22 - Oct 23
Wren Retweet- Country Estate in Center of C’Town
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

5. 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, (56 reviews)
"very clean home, quiet neighborhood in a great location."
United States
Anthony P.
The price is ￥11,983
￥42,873 total
includes taxes & fees
Oct 21 - Oct 22
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
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.

6. 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 ￥57,064
￥96,612 total
includes taxes & fees
Oct 27 - Oct 28
Turnbridge Manor
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

7. 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, (43 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 ￥22,044
￥53,232 total
includes taxes & fees
Oct 29 - Oct 30
Large 2 bedroom house with private parking in a nice neighborhood
Three birds perched on a wooden structure by the water.

8. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (75 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
The price is ￥126,258
￥216,217 total
includes taxes & fees
Oct 27 - Oct 28
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A covered outdoor seating area with wicker furniture, a ceiling fan, and a view of trees and houses.

9. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min

Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Cape Saint Claire
9.2 out of 10, Wonderful, (19 reviews)
"Quiet neighborhood, worked well for our group of 8."
United States
Jennifer H.
The price is ￥46,364
￥92,429 total
includes taxes & fees
Oct 21 - Oct 22
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
A wooden dock extending into a calm body of water with boats docked at the end.

10. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is ￥39,628
￥76,437 total
includes taxes & fees
Oct 21 - Oct 22
Cozy 2br home w/ parking in downtown Annapolis
A beach with chairs and a pier in the background.

11. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (19 reviews)
"The perfect off-season get-away! "
United States
Pamela B.
The price is ￥35,665
￥82,581 total
includes taxes & fees
Nov 3 - Nov 4
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A kitchen with wooden cabinets, a central island with stools, a refrigerator, and a brick accent wall.

12. Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive to questions and very easy to communicate with. The house was amazing and so close to downtown. Would definitely stay again!"
United States
Colleen W.
The price is ￥32,336
￥103,285 total
includes taxes & fees
Oct 21 - Oct 22
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

13. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic, property, location and positive interaction with owner."
United States
David R.
The price is ￥110,957
￥199,805 total
includes taxes & fees
Oct 21 - Oct 22
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A dining area with a table, chairs, a bench, a chandelier, and a view into another room.

14. Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
9.4 out of 10, Exceptional, (3 reviews)
"Great little house on a perfect location"
United States
Amy T.
The price is ￥29,392
￥89,711 total
includes taxes & fees
Nov 2 - Nov 3
Historic Row Home in Downtown Annapolis
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

15. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥31,543
￥90,712 total
includes taxes & fees
Nov 17 - Nov 18
Annapolis Retreat - 7 mins from downtown Annapolis!
A modern kitchen with a central island, built-in oven, and microwave.

16. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, Exceptional, (13 reviews)
"Great location, very clean, and the host was very responsive!"
United States
Heather B.
The price is ￥31,385
￥82,733 total
includes taxes & fees
Oct 21 - Oct 22
Cute bungalow blocks to Stadium
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

17. Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (7 reviews)
"Great property, great location. Host was super responsive and accommodating! Highly recommended."
United States
Remy S.
The price is ￥31,288
￥199,238 total
includes taxes & fees
Oct 21 - Oct 22
Luxe Row Home Steps to USNA Gate 3!
A two-story house with a red roof, a brick chimney, and a small porch.

18. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Stevensville
8.4 out of 10, Very good, (6 reviews)
"The house was clean. It is clear someone lives there full time and vacated the house for our stay. Their food and clothes remained in the property. It did not bother us, but not something we expected. The AC worked well. The owner communicated there were issues before we arrived that they were working to fix and left the number of the contractor in case we experienced issues. We were there the hottest weekend so far this year and did not have any issues. It does look like they are still...
United States
Michele F.
The price is ￥113,774
￥166,496 total
includes taxes & fees
Oct 27 - Oct 28
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Interior

19. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
9.0 out of 10, Wonderful, (10 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is ￥30,434
￥89,989 total
includes taxes & fees
Oct 21 - Oct 22
Historic Row Home | Hot Tub - 1 Block from Gate 1!
A two-story brick building with a balcony, American flags, and a stone wall.

20. Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.4 out of 10, Exceptional, (28 reviews)
"Our group really enjoyed the large outdoor area on the side of the house. We were part of a larger group in town for a wedding and we were able to host a get together for a fairly large group. Over all the house was very comfortable with a great location near heart of Annapolis."
United States
Paul
The price is ￥142,218
￥300,478 total
includes taxes & fees
Nov 2 - Nov 3
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
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 Centreville Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Had a wonderful stay, property could use a couple vending machine between floors."
Aaron 1-night trip
Posted 6 hours ago
Historic Inns of Annapolis

Find out more about Centreville

Centreville Vacation Homes information

Number of reviews
548
Accommodation
496 Vacation Homes
Lowest Price
￥42,873
Highest Price
￥300,478