A large brick house with a green roof, surrounded by lush gardens and trees.

Holiday Homes in Sherwood

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Sherwood holiday homes

Exterior

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (394 reviews)
"We loved everything about the place"
United States
BARBARA
The price is €143
includes taxes & fees
11 Aug - 12 Aug
Knapps Narrows Marina & Inn
Land view from property

2. Laurel Grove Inn on the South

Laurel Grove Inn on the South
3.5 star property
Annapolis
9.2 out of 10, Wonderful, (530 reviews)
"Beautiful property and lovely hosts."
United States
Ruth
The price is €178
includes taxes & fees
12 Aug - 13 Aug
Laurel Grove Inn on the South
Terrace/patio

3. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (154 reviews)
"Totally charming. We had a lovely time and our dogs loved it."
United States
Wm
The price is €214
includes taxes & fees
11 Aug - 12 Aug
The Tilghman Island Inn
Front of property

4. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (493 reviews)
"Wonderful hotel!"
United States
Tracey
The price is €249
includes taxes & fees
19 Aug - 20 Aug
The Wildset
Front of property

5. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,013 reviews)
"Room was pleasant and clean and breakfast was great!"
United States
Karen
The price is €85
includes taxes & fees
31 Aug - 1 Sept
St Michaels Inn
Exterior

6. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (106 reviews)
"Lovely, quiet location with pleasant staff and great activities. Some quirks with toilets and tvs that are to be expected in an older property but issues were addressed quickly. Would definitely stay again."
United States
Leslie
The price is €262
includes taxes & fees
1 Sept - 2 Sept
Wylder Tilghman Island
Exterior

7. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,005 reviews)
"Was very comfortable room very clean with easy parking and a fabulous hot breakfast!"
United States
Margaret
The price is €132
includes taxes & fees
11 Aug - 12 Aug
Best Western Plus Easton Inn & Suites
Premium bedding, down duvets, in-room safe, desk

8. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (395 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is €591
includes taxes & fees
26 Aug - 27 Aug
Inn at Perry Cabin
Lobby lounge

9. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (383 reviews)
"Clean, friendly and easily accessible from rt 50."
United States
Stephanie
The price is €129
includes taxes & fees
16 Aug - 17 Aug
Fairfield Inn & Suites by Marriott Easton
Free daily buffet breakfast

10. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (624 reviews)
"A clean hotel and a great breakfast."
United States
Maura
The price is €151
includes taxes & fees
11 Aug - 12 Aug
Holiday Inn Express Easton by IHG
Outdoor wedding area

11. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,015 reviews)
"The stay was great!"
United States
Theresa
The price is €212
includes taxes & fees
17 Aug - 18 Aug
Rod 'N' Reel Resort
Property grounds

12. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (196 reviews)
"Great quiet getaway spot! Beautiful and the staff was amazing!"
United States
Rob
The price is €257
includes taxes & fees
26 Aug - 27 Aug
Sandaway Suites & Beach
Exterior

13. Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (912 reviews)
"It was pleasant having a room that overlooked the courtyard."
United States
Karen
The price is €108
includes taxes & fees
13 Aug - 14 Aug
Quality Inn
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

14. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (44 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is €419
includes taxes & fees
16 Aug - 17 Aug
The Oaks Waterfront
Bar (on property)

15. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (581 reviews)
"place was grand- we'll be back"
United States
Donald
The price is €135
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Easton
Exterior

16. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is €201
includes taxes & fees
11 Aug - 12 Aug
George Brooks House B&B
Terrace/patio

17. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (805 reviews)
"Great location"
United States
jeanette
The price is €160
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Kent Narrows & Marina
Exterior

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

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,009 reviews)
"Very clean hotel,beautiful view and great staff."
United States
Jackie
The price is €114
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
Front of property

19. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (498 reviews)
"Excellent staff; clean room; requested a microwave for early AM - very good!"
United States
Dale
The price is €203
includes taxes & fees
7 Sept - 8 Sept
Anchored Inn at Hidden Harbour Marina
Terrace/patio

20. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,005 reviews)
"Clean place, convenient, freindly staff. Noisy from The Jetty, though"
United States
Bernard
The price is €141
includes taxes & fees
23 Aug - 24 Aug
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.
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Top Sherwood Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"We had an excellent stay. It was very clean and very conveniently located near everything we needed"
Heather 3-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG

Find out more about Sherwood

Sherwood Holiday Homes information

Number of reviews
9,207
Accommodation
591 Holiday Homes
Lowest Price
€76
Highest Price
€262