Search Vacation Homes in Hillsmere Shores

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In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Homes in Hillsmere Shores

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

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
$246 nightly
The price is $261
Dec 1 - Dec 2
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Marina
Charming Coastal/Country Home w/3 Acres & Sauna!

Vacation Home in Stevensville

9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
$251 nightly
The price is $266
Nov 30 - Dec 1
Total with taxes and fees
Charming Coastal/Country Home w/3 Acres & Sauna!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in North Beach

10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
$297 nightly
The price is $328
Dec 1 - Dec 2
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
Exterior
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Vacation Home in Grasonville

9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
$395 nightly
The price is $419
Dec 1 - Dec 2
Total with taxes and fees
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
$374 nightly
The price is $426
Nov 29 - Nov 30
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$419 nightly
The price is $462
Dec 1 - Dec 2
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Fridge, microwave, oven, stovetop
Modern New Suite Close to US Capital and BWI Airport

Vacation Home in Pasadena

7.0 out of 10, Good, (2)
"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "
United States
Brittnie A.
$148 nightly
The price is $169
Dec 1 - Dec 2
Total with taxes and fees
Modern New Suite Close to US Capital and BWI Airport
Interior
Charming Pet-Friendly Stay - Near Bay & Beaches.

Vacation Home in Annapolis

10.0 out of 10, Exceptional, (6)
"The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here."
United States
Kristina
$484 nightly
The price is $551
Dec 2 - Dec 3
Total with taxes and fees
Charming Pet-Friendly Stay - Near Bay & Beaches.
1 bedroom, desk, free WiFi, bed sheets
Lower Level Loft - Adorable Studio Apt. Near BWI

Vacation Home in South Gate

9.4 out of 10, Exceptional, (13)
"This was great for our stay. Nice place to come back to at the end of the day. It’s in a quiet neighborhood and being a lower level there is no traffic noise either. Great communication with the host and the description of the listing is accurate. Enjoy!"
United States
Jack B.
$104 nightly
The price is $119
Nov 30 - Dec 1
Total with taxes and fees
Lower Level Loft - Adorable Studio Apt. Near BWI
Marina
Cozy 2br home w/ parking in downtown Annapolis

Vacation Home in Historic District

10.0 out of 10, Exceptional, (72)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
$267 nightly
The price is $304
Nov 30 - Dec 1
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
Smart TV, fireplace
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Vacation Home in Glen Burnie

8.0 out of 10, Very Good, (2)
"No problems close to everything, only gripe was it being a basement and little feet upstairs tend to be a bit lohd. However, just the bathroom alone made this property worth another stay"
United States
James D.
$110 nightly
The price is $125
Nov 29 - Nov 30
Total with taxes and fees
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Outdoor dining
Chesapeake Bay Harbor View in a central location to events/restaurants

Vacation Home in Rock Hall

2.5 star property
10.0 out of 10, Exceptional, (2)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
$257 nightly
The price is $272
Nov 30 - Dec 1
Total with taxes and fees
Chesapeake Bay Harbor View in a central location to events/restaurants
Outdoor dining
BAYSIDE BUNGALOW

Vacation Home in Rock Hall

10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
$251 nightly
The price is $266
Nov 30 - Dec 1
Total with taxes and fees
BAYSIDE BUNGALOW
Smart TV
The Hideaway Spot- Waterfront w/ Dock on Long Cove

Vacation Home in Glen Burnie

8.6 out of 10, Excellent, (8)
"This place had everything we needed for a great family Christmas. Responsive host. Fun times! "
United States
Tammy A.
$305 nightly
The price is $348
Dec 2 - Dec 3
Total with taxes and fees
The Hideaway Spot- Waterfront w/ Dock on Long Cove
Fridge, microwave, oven, stovetop
Cute bungalow blocks to Stadium

Vacation Home in Admiral Heights

9.8 out of 10, Exceptional, (6)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
$488 nightly
The price is $552
Nov 30 - Dec 1
Total with taxes and fees
Cute bungalow blocks to Stadium
Smart TV, books
Large 2 bedroom house with private parking in a nice neighborhood

Vacation Home in Arnold

9.4 out of 10, Exceptional, (33)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
United States
Jim G.
$285 nightly
The price is $324
Nov 30 - Dec 1
Total with taxes and fees
Large 2 bedroom house with private parking in a nice neighborhood
Fridge, microwave, oven, stovetop
Neptune by the Water - Pet Friendly Fenced Yard

Vacation Home in Cape Saint Claire

9.8 out of 10, Exceptional, (11)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
$513 nightly
The price is $549
Dec 3 - Dec 4
Total with taxes and fees
Neptune by the Water - Pet Friendly Fenced Yard
TV, offices
Wright's Cottage- Pet's Welcome & EV Charging

Vacation Home in Annapolis

9.2 out of 10, Wonderful, (15)
"The property was well cleaned and communication with owner was excellent. Would stay again"
United States
Kristen
$327 nightly
The price is $372
Dec 10 - Dec 11
Total with taxes and fees
Wright's Cottage- Pet's Welcome & EV Charging
Interior
Historic Row Home 1 Block from Gate 1 at USNA!

Vacation Home in Historic District

10.0 out of 10, Exceptional, (5)
"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "
United States
Katie S.
$649 nightly
The price is $740
Nov 30 - Dec 1
Total with taxes and fees
Historic Row Home 1 Block from Gate 1 at USNA!
Property grounds
New! Stylish downtown home w/awesome outdoor area!

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (26)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
$502 nightly
The price is $532
Dec 25 - Dec 26
Total with taxes and fees
New! Stylish downtown home w/awesome outdoor area!
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 Hillsmere Shores Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"clean and great location"
susan 1-night trip
Posted 11 hours ago
Annapolis Waterfront Hotel, Autograph Collection

Find out more about Hillsmere Shores

Hillsmere Shores Vacation Homes information

Number of reviews
375
Accommodation
695 Vacation Homes
Lowest Price
$119
Highest Price
$740

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