Holiday rentals near Bear Pond Trailhead
We found 1,231 holiday rentals — enter your dates for availability
If you'd like to stay close to Bear Pond Trailhead, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Bear Pond Trailhead
Showing deals for:15 Aug - 22 Aug
Image gallery for Quaint Private Cottage in Residential Mount Dora - 1/2 mile from downtown
1010 out of 10 rating
Exceptional
(378 reviews)
Quaint Private Cottage in Residential Mount Dora - 1/2 mile from downtown
Mount Dora, FL
8% off
Price is NZ$1,643
NZ$1,643
NZ$235 per night
includes taxes & fees
Image gallery for King bd / Charming 2 story cottage w/ Private Yard
1010 out of 10 rating
Exceptional
(14 reviews)
King bd / Charming 2 story cottage w/ Private Yard
Orlando, FL
11% off
Price is NZ$4,637
NZ$4,637
NZ$662 per night
includes taxes & fees
Image gallery for Relaxing four bed room getaway built for long stays
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Relaxing four bed room getaway built for long stays
Orlando, FL
7% off
Price is NZ$2,709
NZ$2,709
NZ$387 per night
includes taxes & fees
Image gallery for Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
1010 out of 10 rating
Exceptional
(114 reviews)
Resort Like Private Pool Waterfront Retreat 4/2 Home in Orlando Weekly discounts
Orlando, FL
7% off
Price is NZ$3,013
NZ$3,013
NZ$430 per night
includes taxes & fees
Image gallery for Lakefront Home Where You Can Retreat And Relax
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Lakefront Home Where You Can Retreat And Relax
Longwood, FL
7% off
Price is NZ$3,112
NZ$3,112
NZ$445 per night
includes taxes & fees
Image gallery for The Idle Hour Cottage - Walk to Downtown!!!
1010 out of 10 rating
Exceptional
(129 reviews)
The Idle Hour Cottage - Walk to Downtown!!!
Mount Dora, FL
8% off
Price is NZ$1,747
NZ$1,747
NZ$250 per night
includes taxes & fees
Image gallery for “1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
9.69.6 out of 10 rating
Exceptional
(10 reviews)
“1933” Sleeps 6, King Beds, Spacious, 5 min walk to downtown Mt. Dora
Mount Dora, FL
7% off
Price is NZ$3,295
NZ$3,295
NZ$471 per night
includes taxes & fees
Image gallery for The Augustine · Complete Renovation - Steps to Downtown w King Bed
1010 out of 10 rating
Exceptional
(24 reviews)
The Augustine · Complete Renovation - Steps to Downtown w King Bed
Mount Dora, FL
11% off
Price is NZ$2,686
NZ$2,686
NZ$384 per night
includes taxes & fees
Image gallery for Rocking Chair Cottage in Historic Mt Dora ...Walk to Town
1010 out of 10 rating
Exceptional
(105 reviews)
Rocking Chair Cottage in Historic Mt Dora ...Walk to Town
Mount Dora, FL
8% off
Price is NZ$2,655
NZ$2,655
NZ$379 per night
includes taxes & fees
Image gallery for The Beekeeper's Cottage - Downtown Mount Dora, Florida
9.69.6 out of 10 rating
Exceptional
(15 reviews)
The Beekeeper's Cottage - Downtown Mount Dora, Florida
Mount Dora, FL
7% off
Price is NZ$2,745
NZ$2,745
NZ$392 per night
includes taxes & fees
Image gallery for Central Mount Dora Sweetheart
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Central Mount Dora Sweetheart
Mount Dora, FL
8% off
Price is NZ$2,908
NZ$2,908
NZ$415 per night
includes taxes & fees
Image gallery for Dora Splash Pad
9.89.8 out of 10 rating
Exceptional
(104 reviews)
Dora Splash Pad
Mount Dora, FL
12% off
Price is NZ$3,656
NZ$3,656
NZ$522 per night
includes taxes & fees
Image gallery for Tranquil Home with Pool and Pristine Lake Access
1010 out of 10 rating
Exceptional
(230 reviews)
Tranquil Home with Pool and Pristine Lake Access
Eustis, FL
8% off
Price is NZ$2,583
NZ$2,583
NZ$369 per night
includes taxes & fees
Image gallery for This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.
1010 out of 10 rating
Exceptional
(6 reviews)
This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.
Longwood, FL
8% off
Price is NZ$3,318
NZ$3,318
NZ$474 per night
includes taxes & fees
Image gallery for *Travel Themed Property with Backyard Oasis*
9.89.8 out of 10 rating
Exceptional
(24 reviews)
*Travel Themed Property with Backyard Oasis*
Maitland, Florida
12% off
Price is NZ$5,193
NZ$5,193
NZ$742 per night
includes taxes & fees
Image gallery for Recharge @ Timberland Lodge: Pool Hottub Sauna
1010 out of 10 rating
Exceptional
(11 reviews)
Recharge @ Timberland Lodge: Pool Hottub Sauna
Longwood, FL
8% off
Price is NZ$6,336
NZ$6,336
NZ$905 per night
includes taxes & fees
Image gallery for Tropical Oasis - Heated Luxury Pool - Game Room
1010 out of 10 rating
Exceptional
(15 reviews)
Tropical Oasis - Heated Luxury Pool - Game Room
Longwood, FL
8% off
Price is NZ$5,302
NZ$5,302
NZ$757 per night
includes taxes & fees
Image gallery for Cottage Retreat in the City
1010 out of 10 rating
Exceptional
(28 reviews)
Cottage Retreat in the City
Orlando, FL
7% off
Price is NZ$1,709
NZ$1,709
NZ$244 per night
includes taxes & fees
Image gallery for Lakefront Artist's Studio- Isolate in Luxury!
9.69.6 out of 10 rating
Exceptional
(56 reviews)
Lakefront Artist's Studio- Isolate in Luxury!
Orlando, FL
8% off
Price is NZ$2,160
NZ$2,160
NZ$309 per night
includes taxes & fees
Image gallery for ON SALE 3BR Home w/ Patio Near Beach & Disneyworld
9.49.4 out of 10 rating
Exceptional
(6 reviews)
ON SALE 3BR Home w/ Patio Near Beach & Disneyworld
Deltona, FL
7% off
Price is NZ$2,442
NZ$2,442
NZ$349 per night
includes taxes & fees
Image gallery for Luxurious resort-style home with a Heated Pool on .34 acres!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Luxurious resort-style home with a Heated Pool on .34 acres!
Apopka, FL
5% off
Price is NZ$5,101
NZ$5,101
NZ$729 per night
includes taxes & fees
Image gallery for Cozy 4/2, Centrally Located, King Beds, Pergola, Hot Tub & Pool!
1010 out of 10 rating
Exceptional
(12 reviews)
Cozy 4/2, Centrally Located, King Beds, Pergola, Hot Tub & Pool!
Casselberry, FL
8% off
Price is NZ$3,852
NZ$3,852
NZ$550 per night
includes taxes & fees
Image gallery for Temporary living that feels like home where you can relax and be yourself.
1010 out of 10 rating
Exceptional
(139 reviews)
Temporary living that feels like home where you can relax and be yourself.
Maitland, FL
8% off
Price is NZ$2,305
NZ$2,305
NZ$329 per night
includes taxes & fees
Image gallery for ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando
1010 out of 10 rating
Exceptional
(8 reviews)
ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando
Orlando, FL
8% off
Price is NZ$3,180
NZ$3,180
NZ$454 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Bear Pond Trailhead
Serene Lakefront Retreat - Spacious and Cozy Chateau with Country Flair!
Sleeps 11 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Adorable Private Tiny Home "The Pink House" in Downtown Mt. Dora!! Pet Friendly
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
"THE FISHERMAN'S COTTAGE" Historic District-Mount Dora's # 1 DESTINATION Rental!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
107 reviews(107 reviews)
Quaint Private Cottage in Residential Mount Dora - 1/2 mile from downtown
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
378 reviews(378 reviews)
High Hedges Cottage - Close to downtown Mt Dora in quiet neighborhood
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
135 reviews(135 reviews)
Historic Tremain Cottages
Sleeps 3 · 1 bedroom
8.48.4 out of 10
Very goodvery good
29 reviews(29 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
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