
Holiday rentals near Ives Trail
We found 585 holiday rentals — enter your dates for availability
If you'd like to stay close to Ives Trail, take a look at private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the amenities that you need and want, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Ives Trail
Showing deals for:17 Oct - 24 Oct
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
7% off
Price is NZ$12,490
NZ$12,490
NZ$1,784 per night
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
16% off
Price is NZ$21,863
NZ$21,863
NZ$3,123 per night
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes

1010 out of 10 rating
Exceptional
(10 reviews)
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
Roxbury, CT
8% off
Price is NZ$8,987
NZ$8,987
NZ$1,284 per night
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
11% off
Price is NZ$20,969
NZ$20,969
NZ$2,996 per night
includes taxes & fees
Image gallery for Fun, Friends, and Family Lakefront Home w/Dock and Beach

1010 out of 10 rating
Exceptional
(11 reviews)
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac, NY
12% off
Price is NZ$8,654
NZ$8,654
NZ$1,236 per night
includes taxes & fees
Image gallery for Mid-Century Modern Hilltop Retreat

9.09.0 out of 10 rating
Wonderful
(9 reviews)
Mid-Century Modern Hilltop Retreat
South Salem, NY
12% off
Price is NZ$9,839
NZ$9,839
NZ$1,406 per night
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
8% off
Price is NZ$5,178
NZ$5,178
NZ$740 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway

1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is NZ$11,449
NZ$11,449
NZ$1,636 per night
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise

9.69.6 out of 10 rating
Exceptional
(40 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
8% off
Price is NZ$13,931
NZ$13,931
NZ$1,990 per night
includes taxes & fees
Image gallery for Ultra Secluded mountaintop mansion amazing views-hot tub-arcade

8.48.4 out of 10 rating
Very good
(18 reviews)
Ultra Secluded mountaintop mansion amazing views-hot tub-arcade
Mahopac, NY
16% off
Price is NZ$10,424
NZ$10,424
NZ$1,489 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway

1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is NZ$12,836
NZ$12,836
NZ$1,834 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
(26 reviews)
Charming Country Loft in Roxbury—Private & Serene! Escape to Litchfield Hills!
Roxbury, CT
12% off
Price is NZ$2,304
NZ$2,304
NZ$329 per night
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
19% off
Price is NZ$5,802
NZ$5,802
NZ$829 per night
includes taxes & fees
Image gallery for 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

1010 out of 10 rating
Exceptional
(22 reviews)
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
Carmel, NY
8% off
Price is NZ$16,159
NZ$16,159
NZ$2,308 per night
includes taxes & fees
Image gallery for Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!

9.89.8 out of 10 rating
Exceptional
(14 reviews)
Woodstove, firepit, lakeviews and access to lake, hiking trails, large terrace!
Holmes, NY
8% off
Price is NZ$7,162
NZ$7,162
NZ$1,023 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$4,791
NZ$4,791
NZ$684 per night
includes taxes & fees
Image gallery for Beautiful Lake View House Overlooking Peaceful Whaley Lake

1010 out of 10 rating
Exceptional
(12 reviews)
Beautiful Lake View House Overlooking Peaceful Whaley Lake
Holmes, NY
8% off
Price is NZ$8,435
NZ$8,435
NZ$1,205 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$8,542
NZ$8,542
NZ$1,220 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$4,236
NZ$4,236
NZ$605 per night
includes taxes & fees
Image gallery for Mid Century Modern ZEN House with Pool. 50 min from New York City

1010 out of 10 rating
Exceptional
(19 reviews)
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford, CT
20% off
Price is NZ$4,962
NZ$4,962
NZ$709 per night
includes taxes & fees
Image gallery for Amazing Lake House

1010 out of 10 rating
Exceptional
(32 reviews)
Amazing Lake House
Brookfield, CT
8% off
Price is NZ$4,987
NZ$4,987
NZ$712 per night
includes taxes & fees
Image gallery for The Suite at Pound Ridge

9.89.8 out of 10 rating
Exceptional
(6 reviews)
The Suite at Pound Ridge
Pound Ridge, NY
8% off
Price is NZ$3,911
NZ$3,911
NZ$559 per night
includes taxes & fees
Image gallery for The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

1010 out of 10 rating
Exceptional
(11 reviews)
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Brewster, NY
13% off
Price is NZ$3,840
NZ$3,840
NZ$549 per night
includes taxes & fees
Image gallery for Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

1010 out of 10 rating
Exceptional
(7 reviews)
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Sherman, CT
8% off
Price is NZ$6,287
NZ$6,287
NZ$898 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ives Trail
Magnificent Lake View
Sleeps 6 · 2 bedrooms · 1+ bathroom
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Sleeps 20 · 6 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Sleeps 8 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
15 reviews(15 reviews)
Candlewood Lake Retreat
Sleeps 6 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
24 reviews(24 reviews)
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
91 reviews(91 reviews)
Top rated rentals - Ives Trail
Beautiful home away from home
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Clean and tidy, close to amenities, friendly responsive hosts, would definitely stay again.
Cheryl A.
Stayed Apr 2025
- 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