A historic downtown street at dusk with vintage street lamps, brick buildings, and a sign for 'FELSH POINT'.

Maryland Holiday Rentals

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Our top choices for Maryland holiday rentals

A room with a large bed, multiple windows, and a ceiling fan.

1. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is HK$539
HK$1,974 total
includes taxes & fees
12 Oct - 13 Oct
Salisbury Riverfront Lofts
A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

2. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,327 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"
United States
cara
The price is HK$726
HK$813 total
includes taxes & fees
12 Oct - 13 Oct
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A riverside dock with boats, a covered seating area, and a bridge in the background.

3. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (30 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is HK$848
HK$2,188 total
includes taxes & fees
15 Oct - 16 Oct
Historic Chesapeake City Stay
A beachside boardwalk with shops, a Ferris wheel, and a tram.

4. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (43 reviews)
"A perfect location if you want to explore downtown Berlin. It’s right in the heart of Main Street walking distance to everything.The apartment had everything we needed and was very cozy and clean . Would definitely book this spot again."
United States
Sarah V.
The price is HK$565
HK$1,819 total
includes taxes & fees
18 Oct - 19 Oct
On Main Street - Apartment C - Berlin, MD
A waterfront with docked boats, a water taxi, and historic buildings.

5. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (215 reviews)
"We enjoyed our stay. It was a cute little place and perfect for 3 of us. The area is pretty quiet for the most part. We would definitely stay here again."
United States
Tammy
The price is HK$463
HK$1,804 total
includes taxes & fees
28 Oct - 29 Oct
Cozy Fells Point Gem / In The Heart of Fells Point
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

6. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (20 reviews)
"This was an adorable little place, perfect for my husband and I. With a few minor tweaks and upgrades, this would easily be a five star stay. I would happily stay here again. Thank you!"
United States
Deanna
The price is HK$557
HK$904 total
includes taxes & fees
12 Oct - 13 Oct
Lower Level Loft - Adorable Studio Apt. Near BWI
An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.

7. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (78 reviews)
"Cal and Colleen were very nice hosts. It was a very cozy space with plenty of amenities!"
United States
Julia R.
The price is HK$683
HK$1,328 total
includes taxes & fees
20 Oct - 21 Oct
Rollingside Guest Suite
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

8. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (130 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is HK$777
HK$1,247 total
includes taxes & fees
12 Oct - 13 Oct
First Floor Studio Apartment in Historic Chestertown
A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

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

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (25 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 HK$516
HK$1,635 total
includes taxes & fees
12 Oct - 13 Oct
Cute, Cozy 2-bedroom house near Annapolis with water access
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

10. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (29 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is HK$534
HK$982 total
includes taxes & fees
19 Oct - 20 Oct
Guest Suite for up to 2 in a Victorian on the Chester River
A spacious living room with large windows, a modern sofa, a round coffee table, and a dining area with a glass table and chairs.

11. Global Luxury Suites Bethesda Chevy Chase

Global Luxury Suites Bethesda Chevy Chase
3.5 star property
Bethesda Downtown
8.2 out of 10, Very good, (121 reviews)
"Beautiful Apartments! There were so nice I rented two for our family. Super clean, full kitchen with cookware. Prices were very reasonable! Really nice location for everything! I want to Thank Adam, and Dimitri. A special Thank you to Frank who runs the complex! AAA+++ Yocum family"
United States
Timothy T.
The price is HK$833
HK$1,198 total
includes taxes & fees
8 Nov - 9 Nov
Global Luxury Suites Bethesda Chevy Chase
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

12. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (100 reviews)
"Awesome place, great location"
United States
Mark M.
The price is HK$463
HK$1,795 total
includes taxes & fees
12 Oct - 13 Oct
Hidden Fells Point Gem / Private Courtyard Patio
A balcony with two chairs and a table, overlooking a beach with the ocean and a clear sky.

13. #1 Rated Condo, Oceanfront, with Bay View Too

#1 Rated Condo, Oceanfront, with Bay View Too
North Ocean City
10.0 out of 10, Exceptional, (342 reviews)
"Had a great stay "
United States
Ed B.
The price is HK$385
HK$1,793 total
includes taxes & fees
26 Oct - 27 Oct
#1 Rated Condo, Oceanfront, with Bay View Too
A lighthouse with a white exterior, a balcony, and a metal roof.

14. 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 HK$625
HK$2,174 total
includes taxes & fees
14 Oct - 15 Oct
Charming Coastal/Country Home w/3 Acres & Sauna!
A hotel room with two beds, a fireplace, a large window, and a modern chandelier.

15. The Marle

The Marle
4.5 star property
Old Goucher
The price is HK$1,688
HK$2,533 total
includes taxes & fees
12 Oct - 13 Oct
The Marle
A two-story brick building with a balcony and a porch decorated with lights and Christmas trees.

16. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
9.8 out of 10, Exceptional, (70 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
The price is HK$777
HK$1,414 total
includes taxes & fees
13 Oct - 14 Oct
Cozy Getaway near Harper`s Ferry, C&O & Potomac
A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

17. The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful place to visit "
United States
James L.
The price is HK$934
HK$2,263 total
includes taxes & fees
12 Oct - 13 Oct
The Cozy Crab- Your Charming Haven in Lovely North Beach!
A hotel room with two beds, a shower, a green accent wall, and a framed picture on the wall.

18. 2 Queen Beds |Non-Smoking, Kitchen

2 Queen Beds |Non-Smoking, Kitchen
Germantown
10.0 out of 10, Exceptional, (50 reviews)
"Good place to stay"
United States
Anonymous traveller
The price is HK$691
HK$781 total
includes taxes & fees
12 Oct - 13 Oct
2 Queen Beds |Non-Smoking, Kitchen
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

19. Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.8 out of 10, Exceptional, (25 reviews)
"Great location with plenty of space to relax."
United States
Doug R.
The price is HK$589
HK$1,462 total
includes taxes & fees
18 Oct - 19 Oct
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

20. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (274 reviews)
"Great spot, clean and affordable!"
United States
Beth H.
The price is HK$658
HK$1,590 total
includes taxes & fees
1 Nov - 2 Nov
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
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 Maryland Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

8/10 Good
"Location was wonderful. Right on the boardwalk. We had an ocean view balcony room and it was beautiful. Our room and the other 3 couple's rooms all had a large jacuzzi tub and a large rain shower head located directly in the center of the tub but no separate shower stall. It was pretty difficult to navigate for fear of falling. The amenities on website said complimentary parking but were charged $10 a day and also said there would be white cotton bath robes which there were none. I will say the staff was marvelous from check in to check out. The restaurant and lounge were very comfortable and again the staff couldn't have been more accommodating."
DIANE 2-night trip
Posted 6 hours ago
Holiday Inn & Suites Ocean City by IHG