Holiday rentals near Elephant's Trunk Flea Market
We found 457 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals within easy reach of Elephant's Trunk Flea Market that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include air conditioning and a pool. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Elephant's Trunk Flea Market
Showing deals for:15 Aug - 22 Aug
Image gallery for Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
1010 out of 10 rating
Exceptional
(79 reviews)
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
New Fairfield, CT
12% off
Price is NZ$20,369
NZ$20,369
NZ$2,910 per night
includes taxes & fees
Image gallery for Bantam Beauty - Surrounded By Nature!
1010 out of 10 rating
Exceptional
(10 reviews)
Bantam Beauty - Surrounded By Nature!
Bantam, CT
9% off
Price is NZ$9,976
NZ$9,976
NZ$1,425 per night
includes taxes & fees
Image gallery for Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
1010 out of 10 rating
Exceptional
(9 reviews)
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Watertown, CT
8% off
Price is NZ$17,050
NZ$17,050
NZ$2,436 per night
includes taxes & fees
Image gallery for Candlewood Cabin - with Private Waterfront
1010 out of 10 rating
Exceptional
(8 reviews)
Candlewood Cabin - with Private Waterfront
New Fairfield, CT
8% off
Price is NZ$5,366
NZ$5,366
NZ$767 per night
includes taxes & fees
Image gallery for Direct Lakefront Home on Lake Lillinonah with Elevator Access
1010 out of 10 rating
Exceptional
(29 reviews)
Direct Lakefront Home on Lake Lillinonah with Elevator Access
Brookfield, CT
8% off
Price is NZ$8,938
NZ$8,938
NZ$1,277 per night
includes taxes & fees
Image gallery for Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
1010 out of 10 rating
Exceptional
(6 reviews)
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Bethel, CT
8% off
Price is NZ$3,477
NZ$3,477
NZ$497 per night
includes taxes & fees
Image gallery for 1770 Colonial 5 Bedrooms 4 1/2 Baths Sleeps 9
1010 out of 10 rating
Exceptional
(11 reviews)
1770 Colonial 5 Bedrooms 4 1/2 Baths Sleeps 9
Litchfield, CT
25% off
Price is NZ$5,427
NZ$5,427
NZ$775 per night
includes taxes & fees
Image gallery for 6-Acre Luxurious Country Home with Goddess Point Lookout
1010 out of 10 rating
Exceptional
(8 reviews)
6-Acre Luxurious Country Home with Goddess Point Lookout
Woodbury, CT
8% off
Price is NZ$20,560
NZ$20,560
NZ$2,937 per night
includes taxes & fees
Image gallery for A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
1010 out of 10 rating
Exceptional
(6 reviews)
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Holmes, NY
8% off
Price is NZ$4,822
NZ$4,822
NZ$689 per night
includes taxes & fees
Image gallery for My favorite place!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
My favorite place!
Danbury, CT
8% off
Price is NZ$12,209
NZ$12,209
NZ$1,744 per night
includes taxes & fees
Image gallery for Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
1010 out of 10 rating
Exceptional
(13 reviews)
Long Meadow Manor, skiing, game room, Apple picking and Lake nearby
Bethlehem, CT
8% off
Price is NZ$9,084
NZ$9,084
NZ$1,298 per night
includes taxes & fees
Image gallery for Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
1010 out of 10 rating
Exceptional
(22 reviews)
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Roxbury, CT
12% off
Price is NZ$2,565
NZ$2,565
NZ$366 per night
includes taxes & fees
Image gallery for Private Kent Getaway With Views, Pond & Pool
1010 out of 10 rating
Exceptional
(15 reviews)
Private Kent Getaway With Views, Pond & Pool
Kent, CT
8% off
Price is NZ$4,152
NZ$4,152
NZ$593 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(8 reviews)
Historic Designer City Getaway
Easton, CT
8% off
Price is NZ$12,787
NZ$12,787
NZ$1,827 per night
includes taxes & fees
Image gallery for Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
9.89.8 out of 10 rating
Exceptional
(52 reviews)
Prana Residence Spa with Indoor Pool, Sauna, Jacuzzi & Solarium - near Kent
Cornwall Bridge, CT
8% off
Price is NZ$9,250
NZ$9,250
NZ$1,321 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake
1010 out of 10 rating
Exceptional
(11 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is NZ$8,708
NZ$8,708
NZ$1,244 per night
includes taxes & fees
Image gallery for Charming Cottage in Washington Depot
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Charming Cottage in Washington Depot
Washington Depot, CT
8% off
Price is NZ$4,788
NZ$4,788
NZ$684 per night
includes taxes & fees
Image gallery for Beautiful lake view home on Whaley Lake in Holmes, NY.
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful lake view home on Whaley Lake in Holmes, NY.
Holmes, NY
8% off
Price is NZ$8,686
NZ$8,686
NZ$1,241 per night
includes taxes & fees
Image gallery for Romantic Botanical Glamping with pool, gardens & smoked dinner for 2 available.
1010 out of 10 rating
Exceptional
(16 reviews)
Romantic Botanical Glamping with pool, gardens & smoked dinner for 2 available.
Southbury, CT
8% off
Price is NZ$2,886
NZ$2,886
NZ$412 per night
includes taxes & fees
Image gallery for The Overlook near South Farms in Litchfield County is Hospitality, integrated.
9.29.2 out of 10 rating
Wonderful
(5 reviews)
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris, CT
8% off
Price is NZ$2,865
NZ$2,865
NZ$409 per night
includes taxes & fees
Image gallery for The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Brewster, NY
13% off
Price is NZ$4,177
NZ$4,177
NZ$597 per night
includes taxes & fees
Image gallery for The Long View of Candlewood Lake
1010 out of 10 rating
Exceptional
(20 reviews)
The Long View of Candlewood Lake
New Milford, CT
8% off
Price is NZ$7,566
NZ$7,566
NZ$1,081 per night
includes taxes & fees
Image gallery for Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
1010 out of 10 rating
Exceptional
(8 reviews)
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield, CT
8% off
Price is NZ$7,889
NZ$7,889
NZ$1,127 per night
includes taxes & fees
Image gallery for Rare, peaceful glamping, hot shower, mini golf near appalachian trail
1010 out of 10 rating
Exceptional
(5 reviews)
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains, NY
8% off
Price is NZ$2,366
NZ$2,366
NZ$338 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Elephant's Trunk Flea Market
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
40 reviews(40 reviews)
Have a quiet weekend retreat at my recently renovated riverside bungalow
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
Candlewood Lake Family Fun
Sleeps 10 · 4 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Luxury Candlewood Lake Front House near Elephant Flea Trunk Market
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
33 reviews(33 reviews)
YOIN: Whispers of Tranquility, a Zen Retreat
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
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