Town of Southeast Holiday Rentals

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Featured Town of Southeast Holiday Rentals

Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (49)
"Nice place"
United States
mary B.
The price is HK$1,927
HK$2,453 total
includes taxes & fees
5 Jan - 6 Jan 2026
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Holiday Home in Brookfield

9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Dining
Peaceful Vintage Home with Private Pond in Redding, CT.

Holiday Home in Redding

2.0 star property
10.0 out of 10, Exceptional, (2)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is HK$3,468
HK$5,429 total
includes taxes & fees
15 Dec - 16 Dec
Peaceful Vintage Home with Private Pond in Redding, CT.
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Holiday Home in New Fairfield

9.2 out of 10, Wonderful, (34)
"Amazing beautiful place!! Everything clean!! Definitely going to come back! "
United States
Andrew E.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Exterior
Rustic Cabin in Fishkill!

Cabin in Fishkill

10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is HK$2,355
HK$3,519 total
includes taxes & fees
8 Dec - 9 Dec
Rustic Cabin in Fishkill!
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Cottage in Fort Montgomery

9.8 out of 10, Exceptional, (129)
"It has an incredible mountain and water view. "
United States
MIHYUN
The price is HK$1,464
HK$2,395 total
includes taxes & fees
7 Dec - 8 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Outdoor dining
Eaglefest time! Plus stunning winter views of Croton River Gorge, a birder haven

Cottage in Croton-on-Hudson

9.6 out of 10, Exceptional, (15)
"We enjoyed our overnight stay at this quaint nicely appointed carriage house."
United States
Cathleen C.
Eaglefest time! Plus stunning winter views of Croton River Gorge, a birder haven
Children’s area
Hickory on Willow Lake

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is HK$2,997
HK$4,298 total
includes taxes & fees
29 Dec - 30 Dec
Hickory on Willow Lake
Interior
Contemporary Cozy Cottage

Holiday Home in Lake Peekskill

10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,752
HK$3,268 total
includes taxes & fees
8 Dec - 9 Dec
Contemporary Cozy Cottage
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Holiday Home in Danbury

10.0 out of 10, Exceptional, (24)
"Beautiful property with amazing lake views and water access."
United States
Sophia C.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Dining
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Apartment in Beacon

9.6 out of 10, Exceptional, (11)
"The views from the property match the pictures and in a great accessible location "
United States
Isis J.
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA
Dining tables
Chestnut on Willow Lake

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (4)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is HK$3,853
HK$5,455 total
includes taxes & fees
8 Dec - 9 Dec
Chestnut on Willow Lake
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is HK$700
HK$961 total
includes taxes & fees
16 Dec - 17 Dec
New One Bedroom Apartment Centrally Located in Southbury
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Holiday Home in Highland Falls

10.0 out of 10, Exceptional, (5)
House on the Babbling Brook- Quiet 2BR + King Bed!
Smart TV, fireplace, books
6 BR Mansion , Celebration Welcomes

Villa in Norwalk

10.0 out of 10, Exceptional, (3)
"Lots of space and very convenient "
United States
Michael J.
6 BR Mansion , Celebration Welcomes
Exterior
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Holiday Home in New Fairfield

10.0 out of 10, Exceptional, (80)
"Beautiful fun home, great owner!"
United States
Robin B.
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Cabin in Holmes

10.0 out of 10, Exceptional, (197)
"Great place to get away. Absolutely recommend it. "
United States
Demian B.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Exterior
Red Cottage - Lakeside Property!

Holiday Home in Fishkill

The price is HK$4,066
HK$5,725 total
includes taxes & fees
6 Jan - 7 Jan 2026
Red Cottage - Lakeside Property!
Outdoor dining
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Holiday Home in New Fairfield

9.8 out of 10, Exceptional, (35)
"Perfect location, well equipped from decks and dock, kayaks and fire pit. Beautiful well kept landscape. Nice open floor plan for family gatherings."
United States
Brian W.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
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.
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Top Town of Southeast Hotel Reviews

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

10/10 Excellent
"Good"
Omar 3-night trip
Posted 1 day ago
EVEN Hotel Norwalk by IHG