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Bedford Hills Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Bedford Hills vacation rentals

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.

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

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
Ann S.
The price is CA $220
CA $444 total
includes taxes & fees
Nov 1 - Nov 2
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A campfire with a wooden table and benches by a lake.

2. 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)
The price is CA $243
CA $497 total
includes taxes & fees
Oct 11 - Oct 12
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

3. '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 CA $323
CA $608 total
includes taxes & fees
Oct 26 - Oct 27
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
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

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is CA $253
CA $507 total
includes taxes & fees
Nov 3 - Nov 4
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

5. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (189 reviews)
The price is CA $205
CA $236 total
includes taxes & fees
Oct 13 - Oct 14
Stamford Suites
A stone staircase leading to a house with a stone wall and a metal gate.

6. 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, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is CA $356
CA $605 total
includes taxes & fees
Oct 12 - Oct 13
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

7. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is CA $142
CA $262 total
includes taxes & fees
Oct 11 - Oct 12
Welcome to Sweet Abby Rose!
A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

8. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
Ossining
8.2 out of 10, Very good, (19 reviews)
"A family trip with teens and tweens- a perfect space! Clean, hist was friendly, the house was stocked with all we'd need! A great getaway for any family NYC trip!"
United States
Justeen P.
The price is CA $312
CA $1,187 total
includes taxes & fees
Oct 21 - Oct 22
Snow Days & City Escapes: Spacious Ossining Home
A hallway with hardwood flooring, a staircase, and a dining area with a chair and table.

9. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is CA $388
CA $1,159 total
includes taxes & fees
Oct 21 - Oct 22
Snow Days & City Escapes: Spacious Ossining Home
A motel with a blue awning and a '6 Now Open' sign.

10. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (3 reviews)
"Short trip so just needed something quick, location near Westchester Airport suited us well."
United States
Anonymous traveller
The price is CA $172
CA $197 total
includes taxes & fees
Oct 26 - Oct 27
1 Queen Bed | Non-Smoking
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

11. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (41 reviews)
The price is CA $320
CA $599 total
includes taxes & fees
Oct 14 - Oct 15
Contemporary Cozy Cottage
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

12. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
The price is CA $172
CA $453 total
includes taxes & fees
Oct 14 - Oct 15
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A modern living room with a sofa, a coffee table, and a bar stool.

13. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is CA $205
CA $449 total
includes taxes & fees
Oct 18 - Oct 19
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A dining table set with blue bowls, gold cutlery, and yellow lemons.

14. Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
The price is CA $154
CA $347 total
includes taxes & fees
Oct 15 - Oct 16
Romantic Hide Out
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

15. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (20 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is CA $224
CA $470 total
includes taxes & fees
Oct 14 - Oct 15
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A covered area with exercise equipment, chairs, and a view through large windows.

16. 1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is CA $321
CA $407 total
includes taxes & fees
Nov 8 - Nov 9
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Living area

17. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is CA $176
CA $323 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 1-bedroom retreat minutes from West Point!
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

18. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is CA $255
CA $503 total
includes taxes & fees
Oct 11 - Oct 12
Elegant Hideaway with Free Parking
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

19. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
The price is CA $495
CA $570 total
includes taxes & fees
Oct 19 - Oct 20
Guesthouse at Norwalk Inn
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

20. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is CA $205
CA $597 total
includes taxes & fees
Oct 15 - Oct 16
Modern Luxe 1BR Apt in Downtown Stamford
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 Bedford Hills Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

8/10 Good
"This hotel wasn’t bad by any means, comfortable and clean, but shouldn’t be designed as a luxury stay. No amenities like in room snacks/mini bar, slippers, etc - not even toilet paper stocked at the front desk if you need extra, and there just wasn’t anything stand out."
Natalie 5-night trip
Posted 10 hours ago
Hyatt Regency Greenwich

Find out more about Bedford Hills

Everything you need to know about Bedford Hills vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bedford Hills vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bedford Hills vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bedford Hills vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bedford Hills. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bedford Hills vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bedford Hills vacation rentals we have selected for you start as low as CA $236 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bedford Hills rentals

At Expedia, we put the best Bedford Hills vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bedford Hills rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bedford Hills vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bedford Hills. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Bedford Hills?

Yes, we offer vacation rentals close to popular attractions in Bedford Hills, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Bedford Hills?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This vacation home rental outside of Bedford Hills is located in the mountains and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Make the most of the 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 larger area.

What are vacation rentals like in Bedford Hills?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Bedford Hills. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.