Vacation rentals near Elephant's Trunk Flea Market
We found 459 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals near Elephant's Trunk Flea Market that provide the perfect home base for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for hanging out with the people that matter most, which might include WiFi and a pool. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - Elephant's Trunk Flea Market
Showing deals for:Nov 7 - Nov 14
Image gallery for Fabulous year round waterfront retreat on Lake Waramaug
1010 out of 10 rating
Exceptional
(6 reviews)
Fabulous year round waterfront retreat on Lake Waramaug
New Preston, CT
10% off
Price is CA $1,236
CA $1,236
CA $11,101 total
CA $11,101 total
includes taxes & fees
Image gallery for Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
1010 out of 10 rating
Exceptional
(20 reviews)
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Danbury, CT
10% off
Price is CA $1,051
CA $1,051
CA $9,649 total
CA $9,649 total
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
1010 out of 10 rating
Exceptional
(16 reviews)
100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Washington, CT
20% off
Price is CA $2,445
CA $2,445
CA $20,721 total
CA $20,721 total
includes taxes & fees
Image gallery for Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Washington, CT
10% off
Price is CA $1,060
CA $1,060
CA $10,042 total
CA $10,042 total
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
1010 out of 10 rating
Exceptional
(11 reviews)
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
Roxbury, CT
40% off
Price is CA $968
CA $968
CA $8,432 total
CA $8,432 total
includes taxes & fees
Image gallery for Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
1010 out of 10 rating
Exceptional
(5 reviews)
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
New Fairfield, CT
19% off
Price is CA $399
CA $399
CA $3,782 total
CA $3,782 total
includes taxes & fees
Image gallery for Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Millbrook - Beautifully Restored 1840 Colonial - Dutchess Co. NY
Millbrook, NY
10% off
Price is CA $627
CA $627
CA $5,855 total
CA $5,855 total
includes taxes & fees
Image gallery for Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Watertown, CT
10% off
Price is CA $1,245
CA $1,245
CA $11,339 total
CA $11,339 total
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
9.89.8 out of 10 rating
Exceptional
(11 reviews)
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Washington, CT
40% off
Price is CA $862
CA $862
CA $7,519 total
CA $7,519 total
includes taxes & fees
Image gallery for Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Brookfield, CT
20% off
Price is CA $1,978
CA $1,978
CA $17,262 total
CA $17,262 total
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
9.89.8 out of 10 rating
Exceptional
(6 reviews)
100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Roxbury, CT
56% off
Price is CA $694
CA $694
CA $6,073 total
CA $6,073 total
includes taxes & fees
Image gallery for Candlewood Lake Perfection: Large and very private House, property and pool.
1010 out of 10 rating
Exceptional
(18 reviews)
Candlewood Lake Perfection: Large and very private House, property and pool.
Danbury, CT
10% off
Price is CA $2,471
CA $2,471
CA $21,492 total
CA $21,492 total
includes taxes & fees
Image gallery for Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
New Milford, CT
15% off
Price is CA $701
CA $701
CA $6,404 total
CA $6,404 total
includes taxes & fees
Image gallery for Charming 1870 cape cottage in Litchfield
1010 out of 10 rating
Exceptional
(52 reviews)
Charming 1870 cape cottage in Litchfield
Litchfield, CT
10% off
Price is CA $309
CA $309
CA $2,690 total
CA $2,690 total
includes taxes & fees
Image gallery for Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
Washington, CT
40% off
Price is CA $968
CA $968
CA $8,432 total
CA $8,432 total
includes taxes & fees
Image gallery for Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
9.69.6 out of 10 rating
Exceptional
(71 reviews)
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bethlehem, CT
10% off
Price is CA $284
CA $284
CA $2,476 total
CA $2,476 total
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
10% off
Price is CA $804
CA $804
CA $7,519 total
CA $7,519 total
includes taxes & fees
Image gallery for Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
1010 out of 10 rating
Exceptional
(12 reviews)
Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
Bethlehem, CT
10% off
Price is CA $303
CA $303
CA $3,060 total
CA $3,060 total
includes taxes & fees
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
15% off
Price is CA $1,785
CA $1,785
CA $15,815 total
CA $15,815 total
includes taxes & fees
Image gallery for Lake Mahopac House with lakefront & pontoon boat
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Lake Mahopac House with lakefront & pontoon boat
Mahopac, NY
5% off
Price is CA $1,202
CA $1,202
CA $10,493 total
CA $10,493 total
includes taxes & fees
Image gallery for Guest Cottage on Country Estate
9.29.2 out of 10 rating
Wonderful
(41 reviews)
Guest Cottage on Country Estate
Watertown, CT
5% off
Price is CA $226
CA $226
CA $2,231 total
CA $2,231 total
includes taxes & fees
Image gallery for Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
1010 out of 10 rating
Exceptional
(15 reviews)
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Carmel, NY
24% off
Price is CA $524
CA $524
CA $4,828 total
CA $4,828 total
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
10% off
Price is CA $1,219
CA $1,219
CA $11,117 total
CA $11,117 total
includes taxes & fees
Image gallery for Beautiful Cottage and Waterfront Access
9.89.8 out of 10 rating
Exceptional
(104 reviews)
Beautiful Cottage and Waterfront Access
New Preston, CT
10% off
Price is CA $274
CA $274
CA $2,638 total
CA $2,638 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Elephant's Trunk Flea Market
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
Lakeview Cottage with Dock, Kayaks
Sleeps 7 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Charming 1760 Cape Nestled in the Foothills of Litchfield County
Sleeps 6 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
153 reviews(153 reviews)
5 min walk to private beach
Sleeps 5 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Walk to Putnam Lake: Updated Home w/ Deck
Sleeps 4 · 2 bedrooms · 1+ bathroom
Hoppy Hill Farm House
Sleeps 3 · 1 bedroom · 1+ bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Top rated rentals - Elephant's Trunk Flea Market
Putnam County Getaway
1010 out of 10
Exceptionalexceptional
85 reviews(85 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, yards and more
More for lessMore space, more privacy, more amenities — more value