Holiday rentals near Teddy Bear Town
We found 860 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Teddy Bear Town that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, such as Wi-Fi and cable TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Teddy Bear Town
Showing deals for:15 Aug - 22 Aug
Image gallery for Cute Custer Cottage - Walk to restaurants and shopping
1010 out of 10 rating
Exceptional
(6 reviews)
Cute Custer Cottage - Walk to restaurants and shopping
Custer, SD
12% off
Price is AU$3,865
AU$3,865
AU$552 per night
includes taxes & fees
Image gallery for Beautiful, Countryside, 6 Bdrm Next to Custer State Park with Air Conditioning
1010 out of 10 rating
Exceptional
(25 reviews)
Beautiful, Countryside, 6 Bdrm Next to Custer State Park with Air Conditioning
Custer, SD
17% off
Price is AU$8,913
AU$8,913
AU$1,273 per night
includes taxes & fees
Image gallery for Centrally Located near everything the Black Hills has to offer!
1010 out of 10 rating
Exceptional
(57 reviews)
Centrally Located near everything the Black Hills has to offer!
Rapid City, SD
9% off
Price is AU$2,491
AU$2,491
AU$356 per night
includes taxes & fees
Image gallery for Hidden Gem! Be Still Lodge
1010 out of 10 rating
Exceptional
(17 reviews)
Hidden Gem! Be Still Lodge
Rapid City, SD
8% off
Price is AU$6,672
AU$6,672
AU$953 per night
includes taxes & fees
Image gallery for Rustic Custom Timber Frame Cabin
1010 out of 10 rating
Exceptional
(36 reviews)
Rustic Custom Timber Frame Cabin
Rapid City, SD
8% off
Price is AU$4,774
AU$4,774
AU$682 per night
includes taxes & fees
Image gallery for Rustic Family Mountain Top Cabin! 360 degree “million dollar” Black Hills views!
1010 out of 10 rating
Exceptional
(32 reviews)
Rustic Family Mountain Top Cabin! 360 degree “million dollar” Black Hills views!
Hill City, SD
6% off
Price is AU$4,709
AU$4,709
AU$673 per night
includes taxes & fees
Image gallery for Log Home, secluded on a creek
1010 out of 10 rating
Exceptional
(40 reviews)
Log Home, secluded on a creek
Custer, SD
13% off
Price is AU$5,320
AU$5,320
AU$760 per night
includes taxes & fees
Image gallery for NEW A/C! End of the Road location and still close to all the sites! Campfires!
1010 out of 10 rating
Exceptional
(73 reviews)
NEW A/C! End of the Road location and still close to all the sites! Campfires!
Custer, SD
8% off
Price is AU$4,705
AU$4,705
AU$672 per night
includes taxes & fees
Image gallery for Affluent neighborhood, Solarium, Sleeps 12
9.69.6 out of 10 rating
Exceptional
(40 reviews)
Affluent neighborhood, Solarium, Sleeps 12
Rapid City, SD
8% off
Price is AU$7,895
AU$7,895
AU$1,128 per night
includes taxes & fees
Image gallery for Private lodge Black Hills kids<10yrs stay free Custer Rushmore Small Grp rates
1010 out of 10 rating
Exceptional
(77 reviews)
Private lodge Black Hills kids<10yrs stay free Custer Rushmore Small Grp rates
Hermosa, SD
8% off
Price is AU$9,377
AU$9,377
AU$1,340 per night
includes taxes & fees
Image gallery for A/C! BIG Rooms! Lots of Space! Porch and Patio with gas fire table! Value!!
9.89.8 out of 10 rating
Exceptional
(100 reviews)
A/C! BIG Rooms! Lots of Space! Porch and Patio with gas fire table! Value!!
Custer, SD
8% off
Price is AU$4,509
AU$4,509
AU$644 per night
includes taxes & fees
Image gallery for Rustic Mountain Modern Home With Breathtaking Black Hills Views!
1010 out of 10 rating
Exceptional
(59 reviews)
Rustic Mountain Modern Home With Breathtaking Black Hills Views!
Rapid City, SD
8% off
Price is AU$7,941
AU$7,941
AU$1,134 per night
includes taxes & fees
Image gallery for Suite 205 "The Tawny Eagle"
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Suite 205 "The Tawny Eagle"
Custer, SD
8% off
Price is AU$2,022
AU$2,022
AU$289 per night
includes taxes & fees
Image gallery for Renovated Ranch-Style Home acre lot. The Sunset Cliff Experience. Pet Friendly.
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Renovated Ranch-Style Home acre lot. The Sunset Cliff Experience. Pet Friendly.
Rapid City, SD
8% off
Price is AU$5,453
AU$5,453
AU$779 per night
includes taxes & fees
Image gallery for Family size loft in Downtown Custer - Minutes to Custer State Park
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Family size loft in Downtown Custer - Minutes to Custer State Park
Custer, SD
8% off
Price is AU$4,970
AU$4,970
AU$710 per night
includes taxes & fees
Image gallery for Pinetree Cabin - 4 king beds, stunning views
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Pinetree Cabin - 4 king beds, stunning views
Custer, SD
8% off
Price is AU$9,024
AU$9,024
AU$1,289 per night
includes taxes & fees
Image gallery for Peaceful Hilltop Home With Amazing City View
1010 out of 10 rating
Exceptional
(35 reviews)
Peaceful Hilltop Home With Amazing City View
Rapid City, SD
8% off
Price is AU$5,523
AU$5,523
AU$789 per night
includes taxes & fees
Image gallery for Suite 201 "The Golden Eagle"
1010 out of 10 rating
Exceptional
(16 reviews)
Suite 201 "The Golden Eagle"
Custer, SD
8% off
Price is AU$2,022
AU$2,022
AU$289 per night
includes taxes & fees
Image gallery for Step Back in Time: Downtown Custer, SD Victorian Historic Brothel
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Step Back in Time: Downtown Custer, SD Victorian Historic Brothel
Custer, SD
8% off
Price is AU$4,967
AU$4,967
AU$710 per night
includes taxes & fees
Image gallery for NEW Updated Farmhouse in Custer - 2 Blocks from Main Street!
1010 out of 10 rating
Exceptional
(11 reviews)
NEW Updated Farmhouse in Custer - 2 Blocks from Main Street!
Custer, SD
8% off
Price is AU$5,377
AU$5,377
AU$768 per night
includes taxes & fees
Image gallery for Cabin nestled in the Pines near Lake Pactola! ATV trails! Mt Rushmore! WI-FI
9.69.6 out of 10 rating
Exceptional
(111 reviews)
Cabin nestled in the Pines near Lake Pactola! ATV trails! Mt Rushmore! WI-FI
Rapid City, SD
8% off
Price is AU$3,673
AU$3,673
AU$525 per night
includes taxes & fees
Image gallery for Deer Meadow: Cabins @ Creekside #5
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Deer Meadow: Cabins @ Creekside #5
Hill City, SD
9% off
Price is AU$2,850
AU$2,850
AU$407 per night
includes taxes & fees
Image gallery for New! Nostalgic 1950's Ranch on the West Side
9.49.4 out of 10 rating
Exceptional
(14 reviews)
New! Nostalgic 1950's Ranch on the West Side
Rapid City, SD
8% off
Price is AU$3,141
AU$3,141
AU$449 per night
includes taxes & fees
Image gallery for At the edge of Hill City in the heart of the Black Hills
9.89.8 out of 10 rating
Exceptional
(36 reviews)
At the edge of Hill City in the heart of the Black Hills
Hill City, SD
8% off
Price is AU$4,979
AU$4,979
AU$711 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Teddy Bear Town
Country setting, minutes from Custer. Paved road. No Cleaning Fees. UNIT 2
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Bears Den Vacation Cabin at Creekside
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Downtown Custer BASE CAMP - Needles Loft
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Clean Summer Stay in Rapid City
Sleeps 8 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
SD11KEYU1 · (U1) Close to Mt. Rushmore Short Walk to Downtown❣
Sleeps 8 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Spring Creek Splendor. The Perfect Location. Private Lower Level Apartment. Fun!
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
162 reviews(162 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