Holiday rentals near Little Bennett Golf Course
We found 349 holiday rentals — enter your dates for availability
If you'd like to stay close to Little Bennett Golf Course, scroll through and discover holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Little Bennett Golf Course
Showing deals for:29 Aug - 5 Sept
Image gallery for Enjoy the serenity of our cozy wooded lodge by the Frederick Watershed
1010 out of 10 rating
Exceptional
(5 reviews)
Enjoy the serenity of our cozy wooded lodge by the Frederick Watershed
Frederick, MD
8% off
Price is NZ$3,704
NZ$3,704
NZ$529 per night
includes taxes & fees
Image gallery for Charming Townhouse in Germantown, MD - Sleeps 10
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Charming Townhouse in Germantown, MD - Sleeps 10
Germantown, MD
7% off
Price is NZ$3,644
NZ$3,644
NZ$521 per night
includes taxes & fees
Image gallery for Great Family Retreat at Private Farmhouse
1010 out of 10 rating
Exceptional
(100 reviews)
Great Family Retreat at Private Farmhouse
Ijamsville, MD
10% off
Price is NZ$8,920
NZ$8,920
NZ$1,274 per night
includes taxes & fees
Image gallery for Frederick Summer Home- History, Brew, Arts, Shop, w/OSP, Families & Friends Fun!
1010 out of 10 rating
Exceptional
(5 reviews)
Frederick Summer Home- History, Brew, Arts, Shop, w/OSP, Families & Friends Fun!
Frederick, MD
21% off
Price is NZ$2,887
NZ$2,887
NZ$412 per night
includes taxes & fees
Image gallery for Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen
9.29.2 out of 10 rating
Wonderful
(36 reviews)
Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen
Frederick, MD
16% off
Price is NZ$2,160
NZ$2,160
NZ$309 per night
includes taxes & fees
Image gallery for Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
Ijamsville, MD
8% off
Price is NZ$4,778
NZ$4,778
NZ$683 per night
includes taxes & fees
Image gallery for Spacious Quiet 3 Bedrooms Townhome in Germantown, MD (Free Parking)
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Spacious Quiet 3 Bedrooms Townhome in Germantown, MD (Free Parking)
Germantown, MD
5% off
Price is NZ$3,462
NZ$3,462
NZ$495 per night
includes taxes & fees
Image gallery for Your vacation at perfect & cozy townhouse
1010 out of 10 rating
Exceptional
(7 reviews)
Your vacation at perfect & cozy townhouse
Olney, MD
7% off
Price is NZ$2,535
NZ$2,535
NZ$362 per night
includes taxes & fees
Image gallery for Unique Little Charmer in Downtown Frederick
1010 out of 10 rating
Exceptional
(6 reviews)
Unique Little Charmer in Downtown Frederick
Frederick, MD
5% off
Price is NZ$2,607
NZ$2,607
NZ$372 per night
includes taxes & fees
Image gallery for “The Train Depot” 2nd oldest in the US
1010 out of 10 rating
Exceptional
(80 reviews)
“The Train Depot” 2nd oldest in the US
Frederick, MD
8% off
Price is NZ$4,008
NZ$4,008
NZ$573 per night
includes taxes & fees
Image gallery for Spacious Studio on Monocacy River, Sleeps 4, Full Bath, Kitchenette.
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Spacious Studio on Monocacy River, Sleeps 4, Full Bath, Kitchenette.
Frederick, MD
16% off
Price is NZ$1,469
NZ$1,469
NZ$210 per night
includes taxes & fees
Image gallery for Cozy, dog-friendly, downtown
1010 out of 10 rating
Exceptional
(18 reviews)
Cozy, dog-friendly, downtown
Frederick, MD
8% off
Price is NZ$2,245
NZ$2,245
NZ$321 per night
includes taxes & fees
Image gallery for Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful: Historic, Hiking, Biking and C&O Canal near Harpers Ferry & Frederick
Brunswick, MD
8% off
Price is NZ$1,224
NZ$1,224
NZ$175 per night
includes taxes & fees
Image gallery for Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
1010 out of 10 rating
Exceptional
(45 reviews)
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson, MD
8% off
Price is NZ$2,606
NZ$2,606
NZ$372 per night
includes taxes & fees
Image gallery for Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
1010 out of 10 rating
Exceptional
(68 reviews)
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Frederick, MD
8% off
Price is NZ$2,581
NZ$2,581
NZ$369 per night
includes taxes & fees
Image gallery for A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
9.89.8 out of 10 rating
Exceptional
(42 reviews)
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Frederick, MD
8% off
Price is NZ$2,057
NZ$2,057
NZ$294 per night
includes taxes & fees
Image gallery for The Log House at Sugarloaf Mountain MD
9.89.8 out of 10 rating
Exceptional
(21 reviews)
The Log House at Sugarloaf Mountain MD
Dickerson, MD
16% off
Price is NZ$12,356
NZ$12,356
NZ$1,765 per night
includes taxes & fees
Image gallery for Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
1010 out of 10 rating
Exceptional
(23 reviews)
Gorgeous apt, pets, outdoor grill & fire pit, walk --> DT Frederick
Frederick, MD
8% off
Price is NZ$3,194
NZ$3,194
NZ$456 per night
includes taxes & fees
Image gallery for A View of the Middletown Valley Like No Other
9.89.8 out of 10 rating
Exceptional
(21 reviews)
A View of the Middletown Valley Like No Other
Frederick, MD
8% off
Price is NZ$3,060
NZ$3,060
NZ$437 per night
includes taxes & fees
Image gallery for Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres
8.68.6 out of 10 rating
Excellent
(15 reviews)
Beautiful 1BR Walkout Fenced & Gated Villa, Onsite parking, Pet friendly-2+acres
Germantown, MD
7% off
Price is NZ$1,738
NZ$1,738
NZ$248 per night
includes taxes & fees
Image gallery for Romantic Stone Cottage Circa 1869-75 acres to Hike
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Romantic Stone Cottage Circa 1869-75 acres to Hike
Leesburg, VA
8% off
Price is NZ$4,740
NZ$4,740
NZ$677 per night
includes taxes & fees
Image gallery for Cottage on King | Charming Historic Leesburg Home
9.69.6 out of 10 rating
Exceptional
(51 reviews)
Cottage on King | Charming Historic Leesburg Home
Leesburg, VA
8% off
Price is NZ$3,532
NZ$3,532
NZ$505 per night
includes taxes & fees
Image gallery for RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
9.49.4 out of 10 rating
Exceptional
(106 reviews)
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Frederick, MD
12% off
Price is NZ$2,331
NZ$2,331
NZ$333 per night
includes taxes & fees
Image gallery for Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
1010 out of 10 rating
Exceptional
(42 reviews)
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick, MD
8% off
Price is NZ$2,975
NZ$2,975
NZ$425 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Little Bennett Golf Course
Lovely Large Farmhouse, Pond, Spectacular Views. Great for Events & Retreats
Sleeps 18 · 6 bedrooms · 5 bathrooms
9.49.4 out of 10
Exceptionalexceptional
152 reviews(152 reviews)
Walk to the canal and downtown!!! Cozy 1880 Fully Renovated townhome<br>
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
106 reviews(106 reviews)
Gorgeous 1840 Log Cabin- Downtown
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
133 reviews(133 reviews)
*Luxury Condo In Downtown Frederick*
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
60 reviews(60 reviews)
A newly renovated, pet-friendly Penthouse condo with private rooftop deck.
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value