Photo by Jennifer Crim

Search Villas in Kent Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Villas in Kent Island

No exact matches found, but these alternatives could be just right

Recommended hotels in Kent Island

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (426)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is ¥28,323
¥35,358 total
includes taxes & fees
Dec 10 - Dec 11
The Inn at Chesapeake Bay Beach Club

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (123)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
United States
Chi
The price is ¥27,577
¥36,335 total
includes taxes & fees
Dec 1 - Dec 2
Kent Island Resort

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
The price is ¥12,132
¥40,459 total
includes taxes & fees
Nov 16 - Nov 17
Relax on Kent Island in 3 Bedroom Home w/Waterview

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Stevensville
9.6 out of 10, Exceptional, (31)
"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
The price is ¥10,515
¥38,255 total
includes taxes & fees
Nov 13 - Nov 14
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

40' Bristol sailboat with spectacular views

2.0 star property
Stevensville
The price is ¥46,218
¥67,281 total
includes taxes & fees
Nov 22 - Nov 23
40' Bristol sailboat with spectacular views

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

2.0 star property
Stevensville
10.0 out of 10, Exceptional, (6)
"This VRBO was very clean. Since it is a fairly new addition to VRBO, we thought it could use a little more info, like a portfolio with the combination to the bike locks, where to go to eat and visit, etc. Also, the only coffeemaker was a Keurig and we didn’t bring any K-cups. The 4 of us had a nice 50th Anniversary long weekend."
United States
Sharon M.
The price is ¥61,470
¥134,721 total
includes taxes & fees
Dec 1 - Dec 2
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"Our stay was great! No complaints at all."
United States
Diane
The price is ¥14,900
¥19,620 total
includes taxes & fees
Nov 26 - Nov 27
Rod 'N' Reel Resort

Comfort Inn & Suites Chestertown

2.5 star property
Chestertown
8.6 out of 10, Excellent, (844)
"This property is clean and welcoming. We were pleasantly surprised. Check in was easy, and the room was great. Breakfast was wonderful! Great place to stay."
United States
Paula
The price is ¥15,714
¥17,442 total
includes taxes & fees
Nov 18 - Nov 19
Comfort Inn & Suites Chestertown

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very Good, (75)
"Very nice rooms, "
United States
Stephania
The price is ¥15,252
¥17,438 total
includes taxes & fees
Nov 17 - Nov 18
The Lodge at Great Oak Landing

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (352)
"Yes. room was spotless and staff was awesome!"
United States
Frank
The price is ¥15,406
¥16,947 total
includes taxes & fees
Nov 13 - Nov 14
Knapps Narrows Marina & Inn

Quality Inn

2.5 star property
Easton
7.6 out of 10, Good, (810)
"The staff was outstanding. Rooms were modest but clean. TV remote did not work. "
United States
Scott
The price is ¥12,448
¥13,693 total
includes taxes & fees
Dec 7 - Dec 8
Quality Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (835)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is ¥24,252
¥26,677 total
includes taxes & fees
Dec 7 - Dec 8
The Tidewater Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1001)
"clean and comfy, friendly staff"
United States
Tamara
The price is ¥15,929
¥17,522 total
includes taxes & fees
Nov 23 - Nov 24
St Michaels Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (917)
"The hotel was nice and clean and the staff was always polite and helpful. "
United States
William
The price is ¥15,868
¥17,613 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Room was good, staff was accommodating. "
United States
Gabriela
The price is ¥12,202
¥13,910 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Annapolis Downtown

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (466)
"Property was very nice. They only downside was a limited breakfast."
United States
Elisha
The price is ¥23,432
¥26,712 total
includes taxes & fees
Nov 30 - Dec 1
Anchored Inn at Hidden Harbour Marina

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1000)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is ¥14,177
¥15,737 total
includes taxes & fees
Nov 18 - Nov 19
Best Western Kent Narrows Inn

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (849)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ¥14,405
¥15,989 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1003)
"Wonderful country inn!"
United States
Jennifer
The price is ¥14,274
¥16,272 total
includes taxes & fees
Dec 7 - Dec 8
Country Inn & Suites by Radisson, Annapolis, MD

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1000)
"Our view was spectacular and the room was immaculate. Staff was friendly and welcoming. It was close to several restaurants. "
United States
Patricia
The price is ¥15,677
¥17,401 total
includes taxes & fees
Nov 19 - Nov 20
Hilton Garden Inn Kent Island Marina
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kent Island Hotel Reviews

Find out more about Kent Island

Kent Island Villas information

Number of reviews
Accommodation
Villas
Lowest Price
Highest Price

Frequently asked questions

Why book your villa in Kent Island with Expedia?
Expedia makes it easy to find your dream villa in Kent Island. Vacationing with the kids? Use our helpful filters to search for stays with perks like a pool. If you have a certain budget, choose how much you want to spend and the star rating of the property. We'll help you find the perfect place that suits your style and taste.
How can I find cheap villas in Kent Island?
A great way to compare cheap villas in Kent Island is with Expedia's user-friendly filter tool. Narrow your search results by amenities, star rating and budget to find unbeatable rates in only a click or two.

Explore a world of travel with Expedia