Bedford Hills Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Bedford Hills holiday rentals

A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

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

Croton-on-Hudson

Mateo A.

HK$3,373 total

includes taxes & fees

26 Oct - 27 Oct

A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

2. Snow Days & City Escapes: Spacious Ossining Home

Ossining

HK$6,396 total

includes taxes & fees

21 Oct - 22 Oct

A stone staircase leading to a house with a stone wall and a metal gate.

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

Croton-on-Hudson

Eva C.

HK$3,339 total

includes taxes & fees

15 Oct - 16 Oct

A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

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

CROTON HDSN

Margaret S.

HK$2,815 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

5. Snow Days & City Escapes: Spacious Ossining Home

Ossining

Justeen P.

HK$6,197 total

includes taxes & fees

21 Oct - 22 Oct

A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

6. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Croton-on-Hudson

Ann S.

HK$2,422 total

includes taxes & fees

1 Nov - 2 Nov

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

7. Stamford Suites

Downtown Stamford

Alice

HK$1,327 total

includes taxes & fees

15 Oct - 16 Oct

A dock with kayaks and a canoe, surrounded by trees and a calm lake.

8. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

HK$2,736 total

includes taxes & fees

15 Oct - 16 Oct

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

9. Contemporary Cozy Cottage

Lake Peekskill

Aj L.

HK$3,312 total

includes taxes & fees

19 Oct - 20 Oct

A room with a wooden floor, a black leather chair, a piano, and a large window with a view of a deck and trees.

10. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

New Canaan

Kaia W.

HK$8,054 total

includes taxes & fees

4 Nov - 5 Nov

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

11. Guesthouse at Norwalk Inn

Historic District

Ronbert

HK$3,240 total

includes taxes & fees

18 Oct - 19 Oct

A covered area with exercise equipment, chairs, and a view through large windows.

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

Ossining

"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. "

Nada S.

HK$2,226 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

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

Ossining

natalie l.

HK$7,602 total

includes taxes & fees

4 Nov - 5 Nov

A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

14. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lake Peekskill

Angel R.

HK$5,167 total

includes taxes & fees

21 Oct - 22 Oct

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.

15. Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

HK$8,437 total

includes taxes & fees

3 Nov - 4 Nov

A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.

16. Luxury NYC Home with Free Parking for 12

White Plains

daniel

HK$4,944 total

includes taxes & fees

19 Oct - 20 Oct

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.

17. Luxury NYC Home Game Room Free Parking

White Plains

"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...

Jorge

HK$5,612 total

includes taxes & fees

19 Oct - 20 Oct

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

Greenwich

"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...

Kathleen W.

HK$2,347 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

19. Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

HK$3,254 total

includes taxes & fees

18 Oct - 19 Oct

A modern kitchen with a built-in oven, a large window, and a flat-screen TV mounted above the sink.

20. Luxury Urban Retreat + Spacious & Stylish

White Plains

HK$5,206 total

includes taxes & fees

19 Oct - 20 Oct

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Top Bedford Hills Hotel Reviews

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"Tout était parfait merci à tous"

Hyatt Regency Greenwich

8/10 Good

"The property is very pretty. Unfortunately the greenhouse style ceiling in the lobby was leaking due to heavy rain. The rooms were clean but the bathroom needs some work. Not quite clean enough for my standards. It needs some freshening up. The staff is friendly. Breakfast was ok but the staff seems to need more training to meet the standards of this type of hotel."

Hotel Nyack, a JdV by Hyatt Hotel

8/10 Good

"Room was clean but definitely showed some wear and tear. We stayed on a Sunday night in a corner room so didn’t have any issues with noise. When we asked about any dinner recommendations, the reply from the gentleman at the front desk was that he isn’t from the area and didn’t know - so thank goodness for Google :) We expected a stay that would be just okay based on the reviews but the location was right where we needed so went with Hotel Nyack. Wasn’t anything particularly bad, plus would prioritize clean and it was clean. We visited in October but the pool did look nice for summer months. Would still recommend if you also need something in the area. (We enjoyed a delicious dinner at Flights & Pints as well as fantastic quiche and pastries from Patisserie Didier Dumas the next morning, both walkable or a very short drive from the hotel.)"

Find out more about Bedford Hills

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Frequently asked questions

Can I find holiday rentals in Bedford Hills?

Yes, there are holiday rentals close to the most popular sights in Bedford Hills, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bedford Hills has to offer?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This holiday home rental outside of Bedford Hills is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What can I see and do in Bedford Hills?

Explore the area and family-friendly sights such as Bruce Museum of Arts and Science, or get out into nature at a spot like Lake Mahopac. Caramoor Center for Music and the Arts and Franklin D. Roosevelt State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Bedford Hills?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bedford Hills. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.

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Check prices for these dates

Our top choices for Bedford Hills holiday rentals

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

2. Snow Days & City Escapes: Spacious Ossining Home

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

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

5. Snow Days & City Escapes: Spacious Ossining Home

6. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

7. Stamford Suites

8. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

9. Contemporary Cozy Cottage

10. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

11. Guesthouse at Norwalk Inn

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

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

14. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

15. Summer Pool Oasis Custom Bar Arcade Pool Table

16. Luxury NYC Home with Free Parking for 12

17. Luxury NYC Home Game Room Free Parking

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

19. Modern Luxe 1BR Apt in Downtown Stamford

20. Luxury Urban Retreat + Spacious & Stylish

Find holiday rentals that suit your style

Top Bedford Hills Hotel Reviews

Sleepy Hollow Hotel, a Dolce by Wyndham

Hyatt Regency Greenwich

Ethan Allen Hotel

Baymont by Wyndham White Plains - Elmsford

Hotel Nyack, a JdV by Hyatt Hotel

West Gate Inn Nyack

Find out more about Bedford Hills

Frequently asked questions

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