Vacation rentals in Helen

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Top-rated vacation rentals in Helen

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 299 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!

Mar 19 – 26

€ 137 per night
Guest favorite

Guest suite in La Plata

4.88 out of 5 average rating, 214 reviews

Beautiful Rural Suite near Washington, D.C.

Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

Aug 16 – 23

€ 114 per night
Guest favorite

Cottage in Leonardtown

4.97 out of 5 average rating, 120 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Oct 9 – 16

€ 180 per night

Popular amenities for Helen vacation rentals

Other great vacation rentals in Helen

Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Oct 5 – 12

€ 86 per night
Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 101 reviews

Captain Jack's Bay Hideaway

Oct 25 – Nov 1

€ 161 per night
Superhost

Home in Montross

4.92 out of 5 average rating, 144 reviews

Tranquil River Home

Oct 22 – 29

€ 163 per night
Guest favorite

Apartment in Lexington Park

4.98 out of 5 average rating, 101 reviews

Serene setting great location surrounded by woods

Jun 20 – 27

€ 76 per night
Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 reviews

Madison Nature Getaway

Oct 22 – 29

€ 124 per night
Guest favorite

Cabin in Lusby

4.94 out of 5 average rating, 139 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

Jul 14 – 21

€ 337 per night
Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 39 reviews

Old Bay Inn

Aug 31 – Sep 7

€ 148 per night
Guest favorite

Apartment in Leonardtown

4.94 out of 5 average rating, 33 reviews

Retreat at Fenwick

Sep 29 – Oct 6

€ 132 per night
Guest favorite

Cabin in Mechanicsville

4.97 out of 5 average rating, 38 reviews

Cozy Country Cabin

Dec 24 – 31

€ 190 per night
Guest favorite

Home in Hollywood

4.83 out of 5 average rating, 24 reviews

Riverhouse

Dec 9 – 16

€ 130 per night
Guest favorite

Home in Leonardtown

5.0 out of 5 average rating, 19 reviews

Water's Edge Cottage | Luxury Retreat

Aug 29 – Sep 5

€ 379 per night
Guest favorite

Home in Mechanicsville

5.0 out of 5 average rating, 47 reviews

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

Dec 2 – 9

€ 329 per night

Destinations to explore

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  2. United States
  3. Maryland
  4. St. Mary's County
  5. Helen