A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Stevensville vacation homes

A lighthouse with a white exterior, a balcony, and a metal roof.

1. 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 location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is ￥17,549
￥50,012 total
includes taxes & fees
Sep 28 - Sep 29
Charming Coastal/Country Home w/3 Acres & Sauna!
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

2. 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, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is ￥14,989
￥46,679 total
includes taxes & fees
Sep 28 - Sep 29
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Three birds perched on a wooden structure by the water.

3. 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, (74 reviews)
"Just what was needed for our weekend stay."
United States
barbara s.
The price is ￥118,703
￥209,629 total
includes taxes & fees
Sep 27 - Sep 28
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

4. 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 ￥133,833
￥225,686 total
includes taxes & fees
Sep 29 - Sep 30
4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!
A two-story house with a red roof, a brick chimney, and a small porch.

5. 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
8.0 out of 10, Very good, (5 reviews)
"We arrived and the air conditioning was broken.The owner did not inform us but installed portable AC’s running vents out of doors that would not close or lock. The old AC unit was installed incorrectly &BR below flooded by 12 am. contacted owner and then was told not to run AC & we would be refunded. Covered mattresses that were being soaked, cleaned up flood, washed all bedding. Owner said trying to find us another rental but there were none & I had service dog. If we moved we would miss...
United States
Suzanne R.
The price is ￥113,364
￥165,896 total
includes taxes & fees
Sep 25 - Sep 26
5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

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

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is ￥43,524
￥80,360 total
includes taxes & fees
Sep 25 - Sep 26
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
A building with a gabled roof and a circular vent on the roof.

7. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (65 reviews)
"Perfect little place for our weekend stay!"
United States
Diane V.
The price is ￥31,490
￥49,701 total
includes taxes & fees
Sep 27 - Sep 28
BAYSIDE BUNGALOW
A spacious living room with a leather sofa, a wooden coffee table, and a fireplace.

8. Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (5 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is ￥30,704
￥61,234 total
includes taxes & fees
Sep 27 - Sep 28
Bayside Cottage steps from Rock Hall Harbor
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

9. 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, (41 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 ￥21,964
￥50,886 total
includes taxes & fees
Oct 1 - Oct 2
Large 2 bedroom house with private parking in a nice neighborhood
A beach with chairs and a pier in the background.

10. 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)
"Almost everything that you might need is provided, but if not there is shopping close by. Hot tub was nice. Very clean home."
United States
Sharon Z.
The price is ￥33,474
￥78,757 total
includes taxes & fees
Sep 28 - Sep 29
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

11. 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 ￥31,496
￥89,312 total
includes taxes & fees
Oct 20 - Oct 21
Annapolis Retreat - 7 mins from downtown Annapolis!
A dining area with a table, chairs, a bench, a chandelier, and a view into another room.

12. Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
8.0 out of 10, Very good, (1 review)
"This property was an up and down property for us. The ups: check in process was flawless; cleanliness was as good as an old house can be; and the location was superb. The downs: they say it can sleep ten. Well ten people might sleep but they can’t do much else. There are two baths and the kitchen was fine and although adequate to work with. But there are only four wine glasses and barely five people can sit at the dining room table. So if ten people sleep - they wake up and there are enough...
United States
DEAN F.
The price is ￥29,438
￥88,770 total
includes taxes & fees
Sep 28 - Sep 29
Historic Row Home in Downtown Annapolis
A covered outdoor area with a view of the water, a wicker chair, a table with a plant, and a sofa with pillows.

13. Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (78 reviews)
"Our family had a wonderful stay at your beautiful home! The views are to die for! House was very clean with all equipment and kitchen appliances all available! Very happy with our stay! "
United States
Whitney M.
The price is ￥62,833
￥120,886 total
includes taxes & fees
Sep 28 - Sep 29
Charming Annapolis WaterVIEW Home
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

14. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (22 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is ￥11,111
￥33,777 total
includes taxes & fees
Oct 6 - Oct 7
Cute, Cozy 2-bedroom house near Annapolis with water access
A kitchen with wooden cabinets, a dining table, and a refrigerator.

15. 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 ￥53,179
￥66,243 total
includes taxes & fees
Sep 30 - Oct 1
Family Retreat at Lansdowne Manor
A spacious living room with a fireplace, a television, and a dining area with a table and chairs.

16. Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Annapolis
The price is ￥38,796
￥100,587 total
includes taxes & fees
Sep 27 - Sep 28
Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
A bedroom with a sloped ceiling, a bed with a striped bedspread, two red chairs, a television mounted on the wall, and a window with blinds.

17. Annapolis Charmer - Perfect Location

Annapolis Charmer - Perfect Location
Historic District
The price is ￥28,813
￥99,347 total
includes taxes & fees
Sep 27 - Sep 28
Annapolis Charmer - Perfect Location

18. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
The price is ￥42,834
￥95,923 total
includes taxes & fees
Sep 28 - Sep 29
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
A wooden dock extending into a calm body of water with boats docked at the end.

19. 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)
The price is ￥33,852
￥68,028 total
includes taxes & fees
Oct 6 - Oct 7
Cozy 2br home w/ parking in downtown Annapolis
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

20. 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)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
The price is ￥30,230
￥195,945 total
includes taxes & fees
Oct 5 - Oct 6
Luxe Row Home Steps to USNA Gate 3!
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 Stevensville Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"I love the Graduate Hotel and it is very convenient. But please fix the parking garage gate 😬! It’s terrible!"
Jesse 4-night trip
Posted 10 hours ago
Graduate by Hilton Annapolis

Find out more about Stevensville

Stevensville Vacation Homes information

Number of reviews
513
Accommodation
694 Vacation Homes
Lowest Price
￥33,777
Highest Price
￥225,686