Milton Holiday Rentals
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Our top choices for Milton holiday rentals

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Relaxed Mountain Living Near Minnewaska | Dream House in the GunksKerhonkson
10.0 out of 10, Exceptional, (32)
The price is HK$553
HK$1,388 total
includes taxes & fees
5 Jan - 6 Jan 2026

Cozy Apartment with Sauna in Historic Stone Ridge
Cozy Apartment with Sauna in Historic Stone RidgeStone Ridge
9.0 out of 10, Wonderful, (15)
The price is HK$455
HK$1,213 total
includes taxes & fees
4 Jan - 5 Jan 2026

Cozy 1-bedroom retreat minutes from West Point!
Cozy 1-bedroom retreat minutes from West Point!Highland Falls
10.0 out of 10, Exceptional, (1)
The price is HK$735
HK$1,476 total
includes taxes & fees
26 Jan - 27 Jan 2026

Dream getaway apartment in the foot of Gunks Ridge
Dream getaway apartment in the foot of Gunks RidgeWallkill
9.6 out of 10, Exceptional, (24)
The price is HK$455
HK$1,290 total
includes taxes & fees
5 Jan - 6 Jan 2026

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!Kingston
10.0 out of 10, Exceptional, (4)
The price is HK$436
HK$1,778 total
includes taxes & fees
6 Jan - 7 Jan 2026

Campfire Cottage: Fireplace, fire pit & no chores!
Campfire Cottage: Fireplace, fire pit & no chores!Kingston
10.0 out of 10, Exceptional, (30)
The price is HK$552
HK$1,926 total
includes taxes & fees
6 Jan - 7 Jan 2026

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
Luxe Studio 2 on Main Street- Luxury Steam Shower, KitchenBeacon
10.0 out of 10, Exceptional, (32)
The price is HK$856
HK$1,872 total
includes taxes & fees
4 Jan - 5 Jan 2026

Retro Retreat: renovated 2BR, desk, no chore list!
Retro Retreat: renovated 2BR, desk, no chore list!Kingston
9.6 out of 10, Exceptional, (15)
The price is HK$630
HK$2,299 total
includes taxes & fees
7 Jan - 8 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Milton Hotel Reviews

Courtyard by Marriott Poughkeepsie
10/10 Excellent
Find out more about Milton
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