St. Mary's County Holiday Rentals

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Our top choices for St. Mary's County holiday rentals

Dining

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (14 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
United States
William L.
The price is HK$1,395
HK$2,976 total
includes taxes & fees
26 May - 27 May
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (3 reviews)
"Loved it! Wish we had more time to spend in the lovely rental. "
United States
Hilary B.
The price is HK$2,413
HK$4,645 total
includes taxes & fees
28 May - 29 May
Charming Waterfront 3-bedroom house in Piney Point
Interior

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Lexington Park
10.0 out of 10, Exceptional, (9 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is HK$1,450
HK$3,069 total
includes taxes & fees
1 Jun - 2 Jun
Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Smart TV, books

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is HK$1,881
HK$3,927 total
includes taxes & fees
26 May - 27 May
Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Property grounds

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is HK$1,939
HK$4,632 total
includes taxes & fees
26 May - 27 May
Come relax yourself a while
Fridge, microwave, oven, stovetop

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is HK$1,587
HK$4,142 total
includes taxes & fees
31 May - 1 Jun
Anne & Fred`s Leonardtown Home W/ Arcade room!
Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is HK$1,868
HK$2,757 total
includes taxes & fees
26 May - 27 May
Coles Point Marina
Sun-loungers

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is HK$2,362
HK$2,853 total
includes taxes & fees
26 May - 27 May
Cottage Located on the Patuxent River!
Interior

1 bedroom in a basement with private Private bathroom with cool AC

1 bedroom in a basement with private Private bathroom with cool AC
Waldorf
The price is HK$509
HK$748 total
includes taxes & fees
26 May - 27 May
1 bedroom in a basement with private Private bathroom with cool AC
Interior

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is HK$2,116
HK$2,541 total
includes taxes & fees
26 May - 27 May
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Exterior

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is HK$2,703
HK$3,316 total
includes taxes & fees
26 May - 27 May
2 Bedroom Cottage at Coles Point Marina
Outdoor pool

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Owings
10.0 out of 10, Exceptional, (50 reviews)
"We love this place!"
United States
Joan K.
The price is HK$1,019
HK$2,541 total
includes taxes & fees
27 May - 28 May
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
TV, books, stereo

River Refresh - Waterfront with Spa on Placid Bay

River Refresh - Waterfront with Spa on Placid Bay
Colonial Beach
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic amenities, beautiful view, cosy yet spacious!"
United States
Aaron M.
The price is HK$1,959
HK$4,160 total
includes taxes & fees
27 May - 28 May
River Refresh - Waterfront with Spa on Placid Bay
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is HK$2,116
HK$2,541 total
includes taxes & fees
26 May - 27 May
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Property grounds

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (10 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is HK$1,120
HK$2,475 total
includes taxes & fees
27 May - 28 May
Sail Away
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is HK$1,246
HK$2,193 total
includes taxes & fees
4 Jun - 5 Jun
Deal Island Bay Cottage
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (49 reviews)
"Gorgeous. Host is very welcoming and available. Clear instructions, which are super helpful. Peaceful and stunning location. Thank you, Teresa!"
United States
Carver Z.
The price is HK$1,030
HK$2,279 total
includes taxes & fees
8 Jun - 9 Jun
Soul Oasis - home on the Chesapeake Bay
Fridge, microwave, oven, stovetop

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (57 reviews)
"Great place, will stay again"
United States
Matt S.
The price is HK$1,802
HK$2,184 total
includes taxes & fees
2 Jun - 3 Jun
Waterfront Getaway with Dock
Exterior

Rest & Recharge, A-frame Cabin on Winery Grounds

Rest & Recharge, A-frame Cabin on Winery Grounds
Colonial Beach
9.8 out of 10, Exceptional, (64 reviews)
"Always a great stay! "
United States
Amy H.
The price is HK$1,008
HK$2,223 total
includes taxes & fees
7 Jun - 8 Jun
Rest & Recharge, A-frame Cabin on Winery Grounds
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 St. Mary's County Hotel Reviews

avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

6/10 Okay
"Asked for an early check in at 130 was told no problem got there still couldn’t get into room until 2 Why ask for 130 if you couldn’t accommodate my request. Was almost late for a wedding we came for. Very lazy housekeeping supervisor the other staff was great. Room was ok not super clean. Stained bed linen was definitely a bad look. Will not stay there in the future. Stay at your own risk."
Richard 1-night trip
Posted less than an hour ago
avid hotel California - Lexington Park by IHG