A calm lake surrounded by dense forest and hills.

Holiday Homes in Bedford

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Bedford holiday homes

A modern kitchen with a large island, white cabinetry, stainless steel appliances, and a view through large windows.

1. Private Country Getaway

Private Country Getaway
Bedford Hills
9.6 out of 10, Exceptional, (4 reviews)
"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "
United States
Karin R.
The price is AU$2,346
includes taxes & fees
2 Sept - 3 Sept
Private Country 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, (42 reviews)
"This is a beautiful property. Great location. And the hosts are very nice and very great in communicating everything. Loved staying there"
United States
Martina F.
The price is AU$552
includes taxes & fees
15 Sept - 16 Sept
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

3. 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, (18 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is AU$552
includes taxes & fees
9 Sept - 10 Sept
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
A room with two beds, white curtains, a ceiling light, and a window with a view.

4. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
White Plains
The price is AU$729
includes taxes & fees
27 Aug - 28 Aug
Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

5. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is AU$585
includes taxes & fees
7 Sept - 8 Sept
Gilded Age Luxury Surrounded by Nature
A modern kitchen with white cabinets, a marble island, and black bar stools.

6. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is AU$965
includes taxes & fees
27 Aug - 28 Aug
Spacious Retreat with Game Room and Fire Pit
A living room with a sofa set, a coffee table, and a television on a stand.

7. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is AU$823
includes taxes & fees
31 Aug - 1 Sept
Spacious Stamford Home | Family, Work, Parking
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

8. Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AU$598
includes taxes & fees
8 Sept - 9 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A living room with a piano, a white sofa, a coffee table, and a lamp.

9. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is AU$967
includes taxes & fees
14 Sept - 15 Sept
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

10. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (1 review)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
The price is AU$4,015
includes taxes & fees
21 Sept - 22 Sept
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

11. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (25 reviews)
"Great stay!"
United States
Kyra S.
The price is AU$1,428
includes taxes & fees
30 Aug - 31 Aug
5BR Beach House, Game Room + Huge Backyard
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is AU$773
includes taxes & fees
8 Sept - 9 Sept
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
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!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (9 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is AU$1,378
includes taxes & fees
1 Sept - 2 Sept
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A swimming pool with a stone wall and greenery, a covered patio with outdoor furniture, and a stone building with a tiled roof.

14. Private French Country Estate-New Canaan CT-Pool-Film Set- Aug&Sept availability

Private French Country Estate-New Canaan CT-Pool-Film Set- Aug&Sept availability
New Canaan
10.0 out of 10, Exceptional, (42 reviews)
"Unique home with beautiful grounds and classically designed interior. Perfect for relaxing and enjoying with family/friends."
United States
David
The price is AU$3,207
includes taxes & fees
9 Sept - 10 Sept
Private French Country Estate-New Canaan CT-Pool-Film Set- Aug&Sept availability
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

15. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is AU$1,300
includes taxes & fees
1 Sept - 2 Sept
5BR Beach House, Water Views, Game Room, Backyard
A modern living room with a large window offering a cityscape view, a blue sofa, a small side table, and a flat-screen TV.

16. The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace

The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Cove - East Side - Shippan
9.0 out of 10, Wonderful, (10 reviews)
"Beautiful place, very clean. Great Host!"
United States
Alejandro A.
The price is AU$1,573
includes taxes & fees
2 Sept - 3 Sept
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
An outdoor patio with a fire pit, green chairs, and a table.

17. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
9.8 out of 10, Exceptional, (9 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is AU$499
includes taxes & fees
14 Sept - 15 Sept
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

18. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
United States
Erin D.
The price is AU$1,591
includes taxes & fees
27 Aug - 28 Aug
5BR Beach Home | Walk to Cove Beach + Private Yard
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

19. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is AU$993
includes taxes & fees
31 Aug - 1 Sept
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
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 Hotel Reviews

HYATT house White Plains

HYATT house White Plains

10/10 Excellent
"Na"
Ronald 1-night trip
Posted 1 hour ago
HYATT house White Plains

Find out more about Bedford

Bedford Holiday Homes information

Number of reviews
262
Accommodation
270 Holiday Homes
Lowest Price
AU$499
Highest Price
AU$4,015