Hillsboro Holiday Rentals, Maryland: Private House Rentals

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Go beyond your typical stay in Hillsboro

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Check prices for these dates

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Our top choices for Hillsboro hotels

1. Best Western Denton Inn

Denton

Courtney

฿3,941

฿4,375 total

includes taxes & fees

4 Oct - 5 Oct

2. Fairfield Inn & Suites by Marriott Easton

Easton

Stephanie

฿4,485

฿4,934 total

includes taxes & fees

27 Sept - 28 Sept

3. Holiday Inn Express Easton by IHG

Easton

Alicia

฿5,277

฿5,805 total

includes taxes & fees

8 Sept - 9 Sept

4. Hampton Inn Easton

Easton

Rachel

฿4,869

฿5,356 total

includes taxes & fees

6 Sept - 7 Sept

Suite, 1 King Bed, Non Smoking, Corner (with Sofabed)

5. Best Western Plus Easton Inn & Suites

Easton

Margaret

฿4,281

฿4,710 total

includes taxes & fees

27 Sept - 28 Sept

6. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

฿5,045

฿5,600 total

includes taxes & fees

4 Oct - 5 Oct

7. Econo Lodge Easton Route 50

Easton

Nicole

฿2,688

฿2,957 total

includes taxes & fees

10 Sept - 11 Sept

8. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

฿3,319

฿3,684 total

includes taxes & fees

28 Sept - 29 Sept

Basic Room, 1 King Bed (Safari Suite (at Tidewater House))

9. The Tidewater Inn

Easton

Diana

฿6,273

฿6,900 total

includes taxes & fees

8 Sept - 9 Sept

Executive Triple Room, Multiple Beds, Ensuite

10. Hummingbird Inn

Easton

Lewis

฿9,827

฿11,188 total

includes taxes & fees

27 Sept - 28 Sept

11. Hilton Garden Inn Kent Island Marina

Grasonville

roney

฿4,871

฿5,407 total

includes taxes & fees

4 Oct - 5 Oct

Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave

12. Best Western Kent Narrows Inn

Grasonville

Joshua

฿3,861

฿4,286 total

includes taxes & fees

28 Sept - 29 Sept

13. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Emily

฿4,227

฿4,692 total

includes taxes & fees

7 Sept - 8 Sept

14. Inn at Perry Cabin

Downtown St. Michaels

Andrew

฿20,079

฿22,087 total

includes taxes & fees

7 Sept - 8 Sept

15. St Michaels Inn

St. Michaels

Jennifer

฿3,136

฿3,450 total

includes taxes & fees

20 Sept - 21 Sept

Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

16. The Oaks Waterfront

Easton

Jeffrey

฿14,606

฿16,067 total

includes taxes & fees

7 Sept - 8 Sept

17. The Wildset

Downtown St. Michaels

Paula

฿7,932

฿9,555 total

includes taxes & fees

22 Sept - 23 Sept

3 Luxury Double, King Jacuzzi with fireplace

18. George Brooks House B&B

St. Michaels

Erin

฿7,019

฿7,721 total

includes taxes & fees

7 Sept - 8 Sept

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Top Hillsboro Hotel Reviews

St Michaels Inn

10/10 Excellent

"We had a great stay . It's a dated hotel but was great for the price . .Staff were nice . The place was clean ,bed Breakfast was really good had a good amount of choices.Price was perfect for the place . Will stay there again in the future ."

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Check-in and check out was easy and flawless. The room itself was very spacious , but could use a mild refreshing. Included breakfast was excellent. Location and access to Easton was excellent. All in all a good value."

The Wildset

10/10 Excellent

"Clean and comfortable. All staff were friendly and helpful. Location made virtually the whole town walkable. Dinner at the restaurant was top notch."

Best Western Kent Narrows Inn

10/10 Excellent

"Close to the bay"

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"My third stay. Hotel is clean, staff are friendly and helpful and the location is great."

Inn at Perry Cabin

10/10 Excellent

"All staff were very pleasant, engaged, and helpful. Everyone seems to genuinely care about making the experience memorable. The property, setting, grounds, and amenities are beautiful and well-maintained."

Hilton Garden Inn Kent Island Marina

8/10 Good

"under beds needs better cleaning. bathroom toilet seat needs cleaning (room 519) tighten. faucet needs maintenance both tub and sink."

Econo Lodge Easton Route 50

8/10 Good

"Nice for the price"

Best Western Denton Inn

10/10 Excellent

"My stay was 10 days. Extremely professional and friendly staff. All worked hard. Clean rooms. Pool was nice. Washer-dryer worked out great. Breakfast was fresh everyday. Very good management team running this Hotel."