A stone bridge over a stream surrounded by autumn foliage.

Briarcliff Manor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Briarcliff Manor vacation rentals

A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

1. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is ￥60,269
￥131,833 total
includes taxes & fees
Nov 3 - Nov 4
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A stone staircase leading to a house with a stone wall and a metal gate.

2. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (27 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is ￥39,218
￥66,746 total
includes taxes & fees
Oct 26 - Oct 27
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

3. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is ￥72,626
￥155,246 total
includes taxes & fees
Nov 3 - Nov 4
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

4. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (9 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is ￥33,696
￥64,373 total
includes taxes & fees
Nov 3 - Nov 4
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

5. Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
The price is ￥36,207
￥45,564 total
includes taxes & fees
Nov 8 - Nov 9
Polished 1BR w/ Accessible Room Features + Sauna
A nighttime view of a residential street with houses, trees, and parked cars.

6. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is ￥28,048
￥56,481 total
includes taxes & fees
Nov 3 - Nov 4
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A living room with a black sofa, a wooden TV stand, and a ceiling fan.

7. Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC

Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
White Plains
The price is ￥25,836
￥49,646 total
includes taxes & fees
Oct 27 - Oct 28
Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

8. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is ￥36,207
￥45,564 total
includes taxes & fees
Nov 8 - Nov 9
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A hotel room with a bed, a nightstand, a lamp, and a door.

9. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveler
The price is ￥17,901
￥20,475 total
includes taxes & fees
Oct 27 - Oct 28
1 King Bed | Non-Smoking
A bedroom with a bed, white curtains, and a window with blinds.

10. Luxury Urban Retreat + Spacious & Stylish

Luxury Urban Retreat + Spacious & Stylish
White Plains
The price is ￥54,748
￥104,065 total
includes taxes & fees
Oct 27 - Oct 28
Luxury Urban Retreat + Spacious & Stylish
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

11. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is ￥77,651
￥112,187 total
includes taxes & fees
Oct 26 - Oct 27
Luxury NYC Home Game Room Free Parking
A hotel room with a bed, a desk, a television mounted on the wall, and a door with a lock.

12. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"Beds were adequate, nothing special but perfectly fine for a short overnight stay."
United States
Anonymous traveler
The price is ￥17,442
￥19,950 total
includes taxes & fees
Oct 27 - Oct 28
1 Queen Bed | Smoking
A reception area with a stone wall, a window with informational posters, a large illuminated number '6' sign, and a view of a building outside.

13. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"The staff were attentive without being pushy, and the bed provided good comfort."
United States
Anonymous traveler
The price is ￥18,360
￥20,999 total
includes taxes & fees
Oct 27 - Oct 28
2 Full Beds | Non-Smoking
A breakfast buffet with pastries, fruits, and a coffee station.

14. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (3 reviews)
"It was a fraude. You pay but property Is not to rent. I lost my money."
United States
daniel
The price is ￥63,533
￥98,842 total
includes taxes & fees
Oct 26 - Oct 27
Luxury NYC Home with Free Parking for 12
A room with a table, chairs, a mirror, a window with curtains, and an air conditioning unit.

15. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
8.0 out of 10, Very good, (6 reviews)
The price is ￥17,442
￥19,950 total
includes taxes & fees
Oct 27 - Oct 28
1 Queen Bed | Non-Smoking
A wooden staircase leading to a small shed with a slanted roof, surrounded by dense greenery and a stone wall.

16. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Megan D.
The price is ￥18,824
￥33,021 total
includes taxes & fees
Nov 3 - Nov 4
Piermont Oasis
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

17. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (198 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ￥23,292
￥26,785 total
includes taxes & fees
Nov 2 - Nov 3
Stamford Suites
A wooden staircase leading to a gazebo in a forested area with a metal railing.

18. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
8.6 out of 10, Excellent, (7 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is ￥35,296
￥47,234 total
includes taxes & fees
Oct 26 - Oct 27
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A room with large windows overlooking a lake and greenery.

19. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (45 reviews)
"Nice stay"
United States
Christopher J.
The price is ￥26,119
￥53,725 total
includes taxes & fees
Oct 26 - Oct 27
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A wooden gazebo with a lattice roof overlooking a forested area with a stream.

20. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is ￥51,610
￥79,213 total
includes taxes & fees
Oct 26 - Oct 27
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
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 Briarcliff Manor Hotel Reviews

Hilltop Inn & Suites

Hilltop Inn & Suites

10/10 Excellent
"We ended up getting a wheelchair accessible room, which was fine except the shower head was at our chest. We told front desk and they quickly had us moved to a new room. I’ve stayed here multiple times and been happy every time. I’ll be back."
Jamie 2-night trip
Posted 7 hours ago
Hilltop Inn & Suites

Find out more about Briarcliff Manor

Search for holiday rentals in Briarcliff Manor on Expedia! You can easily find your home rentals, villas, holiday apartments in Briarcliff Manor using one of the methods below:

  • View our selection of featured holiday rentals in Briarcliff Manor
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Look no further and take a look at our great range of rental properties in Briarcliff Manor!

Frequently asked questions

Can I find vacation rentals in Briarcliff Manor?

Yes, you can find vacation rentals close to top sights in Briarcliff Manor, or you can go with a secluded option if you're looking for relaxation. Briarcliff Manor is known for its churches and restaurants. Make sure you have time to check out the golf courses while you're in the area.

What's the top vacation rental in Briarcliff Manor?

Modern Luxury Home w GameRoom & Parking: Located near Briarcliff Manor, this vacation home rental is situated near the airport and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Briarcliff Manor?

Expedia has 3 vacation rentals for your stay in Briarcliff Manor.

What can I see and do in Briarcliff Manor?

Rockefeller State Park Preserve and Hardscrabble Wilderness Area are a couple of lovely local spots to get outside and enjoy nature. Rockwood Hall Park and Old Croton Aqueduct State Park are other places to visit while you're in town.

What are vacation rentals like in Briarcliff Manor?

Vacation rentals are private accommodations you can reserve for a short or long stay in Briarcliff Manor. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family gatherings.