Location

Dates

Guests

Vacation rentals in Maryland, United States

Welcome to Surf's Edge

Path to the beach

Welcome to Surf's Edge

Enjoy the views!

Ocean Front room (Queen)

Surf's Edge - Ocean front with stunning views

2 bedrooms·2 baths

Ocean City • Maryland

5(57 reviews)

$ 922,14 USD total por 3 noites

28 – 31 de out. de 2026

Living Area w/ Cozy Fireplace & Big Screen LCD TV

Living Room w/ Queen Sleeper

Living Area w/ Queen Sleeper Featuring an Air Dream Mattress

Kitchen Area w/ Granite Counter Tops & Stainless Steel Appliances

Makai Unit #411

2 bedrooms·2 baths

Ocean City • Maryland

4.93(137 reviews)

$ 444,00 USD total por 3 noites

19 – 22 de out. de 2026

Wight Bay Unit 245

Wight Bay Unit 245

Wight Bay Unit 245

Wight Bay Unit 245

Wight Bay Unit 245

Wight Bay Unit 245

2 bedrooms·2 baths

Ocean City • Maryland

4.89(204 reviews)

$350/ noite(excl. taxas & impostos)

Offshore Tails

2 bedrooms·2 baths

Ocean Pines • Maryland

4.92(24 reviews)

$ 1.111,48 USD total por 3 noites

12 – 15 de mai. de 2027

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

The Blue Sky Bungalow: A-frame/Lake Access/Firepit

3 bedrooms·2 baths

Swanton • Maryland

5(44 reviews)

$ 693,68 USD total por 3 noites

19 – 22 de out. de 2026

Historic Condo Near Antietam and Whitetail Ski

Historic Condo Near Antietam and Whitetail Ski

Historic Condo Near Antietam and Whitetail Ski

Historic Condo Near Antietam and Whitetail Ski

Historic Condo Near Antietam and Whitetail Ski

Historic Condo Near Antietam and Whitetail Ski

2 bedrooms·1 bath

Hagerstown • Maryland

4.82(282 reviews)

$ 808,81 USD total por 3 noites

1 – 4 de jan. de 2027

Shire Retreat - Berlin, Assateague, Ocean City

Shire Retreat - Berlin, Assateague, Ocean City

Shire Retreat - Berlin, Assateague, Ocean City

Shire Retreat - Berlin, Assateague, Ocean City

Shire Retreat - Berlin, Assateague, Ocean City

Shire Retreat - Berlin, Assateague, Ocean City

5 bedrooms·3 baths

Berlin • Maryland

5(1 review)

$ 1.109,04 USD total por 3 noites

19 – 22 de out. de 2026

Hickory House on the Chesapeake Bay! image 1

Hickory House on the Chesapeake Bay! image 2

Hickory House on the Chesapeake Bay! image 4

Hickory House on the Chesapeake Bay! image 6

Bay Views, Private Beach Access and Pet Friendly!

2 bedrooms·1 bath

Saint Leonard • Maryland

4.92(88 reviews)

$ 647,00 USD total por 3 noites

19 – 22 de out. de 2026

Quiet Family Getaway with Pool

2 bedrooms·2 baths

Ocean City • Maryland

4.92(61 reviews)

$ 910,20 USD total por 4 noites

21 – 25 de mai. de 2027

Happy Ours on Sunset Island

Happy Ours on Sunset Island

Happy Ours on Sunset Island

Covered porch off of living room

Covered porch off of living room (bayside)

Happy Ours on Sunset Island

5 bedrooms·4½ baths

Ocean City • Maryland

5(12 reviews)

$ 4.663,68 USD $ 4.530,32 USD total por 7 noites

6 – 13 de jun. de 2027

Beachfront-Panoramic Ocean Views-Newly Renovated

Beachfront-Panoramic Ocean Views-Newly Renovated

Beachfront-Panoramic Ocean Views-Newly Renovated

Beachfront-Panoramic Ocean Views-Newly Renovated

Beachfront-Panoramic Ocean Views-Newly Renovated

Beachfront-Panoramic Ocean Views-Newly Renovated

2 bedrooms·1 bath

Ocean City • Maryland

5(17 reviews)

$ 4.009,77 USD total por 7 noites

19 – 26 de out. de 2026

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

"Woodlore" at Deep Creek Lake MD

3 bedrooms·1½ baths

Swanton • Maryland

5(16 reviews)

$ 1.022,00 USD total por 3 noites

19 – 22 de out. de 2026

Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade image 1

Fully loaded with amenities, this spacious log cabin, with TWO bedroom suites (all with private bathrooms) is ready to provide your group with endless fun. Centrally located to the lake, restaurants, all local activities & walkable to Wisp Resort.

Cozy up in the living room with the sweeping views of Wisp Resort right outside the window. And, with the added warmth of the fireplace, the living area is your perfect place to relax in the cabin.

Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade image 4

Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade image 5

Base Camp | Dogs OK, Hot Tub, Walk to Wisp, Arcade

2 bedrooms·2 baths

McHenry • Maryland

$ 902,88 USD total por 3 noites

19 – 22 de out. de 2026

Cozy 5-Bed Retreat, Heated Spa

Elegant brick home with glowing entry and stunning autumn curb appeal

Convenient in-home laundry room with washer, dryer, iron, and folding space

Cozy 5-Bed Retreat, Heated Spa

this is the Blue Room. The Decour is inspired by grand millennial chinoiserie. Daylight above is a remote controlled fandelier for climate comfort.

Cozy 5-Bed Retreat, Heated Spa

5 bedrooms·3½ baths

Port Republic • Maryland

4.78(58 reviews)

$ 1.680,50 USD total por 3 noites

19 – 22 de out. de 2026

Floor-to-ceiling glass allows complete lakefront experience!

Top of the line Kingston outdoor furniture - with seating for 10 on upper deck - great views of lake, lakefront and outdoor fire pit.

Main floor living area with HD TV and wood-burning fireplace - and lake views!

Main floor living area - open floor plan and independent heat/ac allows for fine-tuning your comfort.

Lakefront pup-friendly home on Deep Creek Lake!

4 bedrooms·3 baths

Swanton • Maryland

5(29 reviews)

$ 2.017,10 USD total por 3 noites

19 – 22 de out. de 2026

Bahia Vista II

3 bedrooms·2 baths

Ocean City • Maryland

4.95(21 reviews)

$ 750,00 USD total por 3 noites

19 – 22 de out. de 2026

Stylish retreat steps to beach with all amenities!

Bright and beautiful kitchen!

Dining room table and view of second set of patio doors

Living room with doors to the deck.

Stylish retreat steps to beach with all amenities!

2 bedrooms·2 baths

Ocean City • Maryland

5(3 reviews)

$150 – $450/ noite(excl. taxas & impostos)

Sunset Overlook

Sunset Overlook

Sunset Overlook

Sunset Overlook

Sunset Overlook

Sunset Overlook

3 bedrooms·2 baths

Ocean City • Maryland

$ 781,44 USD total por 3 noites

19 – 22 de out. de 2026

Oasis at Charity’s Hope Farm Resort image 1

Fun with inflatables on the beautiful salt water pool with whirlpool jets.

Oasis at Charity’s Hope Farm Resort image 3

Horse trainer works with our miniature horse and pony.

Oasis at Charity’s Hope Farm Resort image 5

Oasis at Charity’s Hope Farm Resort

5 bedrooms·3 baths

La Plata • Maryland

4.94(36 reviews)

$ 2.240,00 USD $ 1.424,00 USD total por 3 noites

19 – 22 de out. de 2026

The Shellback: Annapolis, MD

The Shellback: Annapolis, MD

The Shellback: Annapolis, MD

The Shellback: Annapolis, MD

The Shellback: Annapolis, MD

The Shellback: Annapolis, MD

3 bedrooms·2 baths

Anne Arundel County • Maryland

5(15 reviews)

$ 1.347,56 USD total por 3 noites

25 – 28 de out. de 2026

Bracken Lodge - 30 acres of private luxury & fun!

Bracken Lodge - 30 acres of private luxury & fun!

Bracken Lodge - 30 acres of private luxury & fun!

Bracken Lodge - 30 acres of private luxury & fun!

Bracken Lodge - 30 acres of private luxury & fun!

Bracken Lodge - 30 acres of private luxury & fun!

5 bedrooms·5½ baths

Garrett County • Maryland

$ 3.050,00 USD total por 3 noites

20 – 23 de out. de 2026

Large Family Room

Large new comfortable sectional sofa

Freshly renovated ! Steps to outdoor pool & beach

Private patio with large sectional sofa furniture

Freshly renovated ! Steps to outdoor pool & beach

Freshly renovated ! Steps to outdoor pool & beach

2 bedrooms·2 baths

Ocean City • Maryland

4.97(187 reviews)

$ 532,80 USD total por 3 noites

19 – 22 de out. de 2026

Cozy Cottage By The Beach-Pet Friendly

Cozy Cottage By The Beach-Pet Friendly

Main living space.

Cozy Cottage By The Beach-Pet Friendly

Cozy Cottage By The Beach-Pet Friendly

3 bedrooms·2 baths

North Beach • Maryland

4.96(26 reviews)

$ 964,05 USD total por 3 noites

19 – 22 de out. de 2026

Your Home Away From Home 3br, SF Summer Retreat

Your Home Away From Home 3br, SF Summer Retreat

Your Home Away From Home 3br, SF Summer Retreat

Your Home Away From Home 3br, SF Summer Retreat

Your Home Away From Home 3br, SF Summer Retreat

Your Home Away From Home 3br, SF Summer Retreat

3 bedrooms·2 baths

Hagerstown • Maryland

5(19 reviews)

$ 750,00 USD total por 3 noites

19 – 22 de out. de 2026