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109 Houses

24

Peaceful 5BR Nassau Duplex w/ Beautiful Lawn

New York / Nassau

Nassau house

5 16 2 nights min

  • 5 bedrooms
  • sleeps 16
  • 2 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$113

Responds fast!
avg. 14 minutes

Price per night from

$113

Great rentals within 20 miles that match your search

Distance approx 16.68 km from Nassau

(4) Excellent 

10

Great Vacation House in the Berkshires on Richmond Pond

Berkshires / Richmond

Richmond house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$213

Price per night from

$213

Distance approx 18.11 km from Nassau

(4) Excellent 

10

Comfortable Farmhouse in the Berkshires

Berkshires / West Stockbridge

West Stockbridge farmhouse

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$373

Price per night from

$373

Distance approx 12.19 km from Nassau

23

The Dacha: Summer/Skiing House in the Berkshires

New York / Treadwell

Treadwell apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$264

Price per night from

$264

Distance approx 19.42 km from Nassau

5

Cozy Modern Condo for the Berkshires

Berkshires / West Stockbridge

West Stockbridge condo

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$251

Responds fast!
avg. 2 hours 34 minutes

Price per night from

$251

Distance approx 12.29 km from Nassau

4

The Meadow House 4 bdrm 4 bath house

New York / Stephentown

Stephentown house

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$631

Price per night from

$631

Distance approx 16.09 km from Nassau

(3) Very Good 

14

2200sf Country House on 16 Acres-2 Miles to Jiminy

Berkshires / Hancock

Hancock house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Pet Friendly
“Great house Jiminy Peak” We (family of 4) stayed a weekend in January 2010 with friends (family of 5). It is a great house, perfect location and the owner is really great to deal with. Highly recommended for everyone with kids. easy drive to the slope
…see more

Price per night from

$258

Price per night from

$258

Distance approx 11.81 km from Nassau

14

Country Artists residence Near Hudson, NY

New York / Stuyvesant

Stuyvesant house

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$188

Responds fast!
avg. 29 minutes

Price per night from

$188

Distance approx 19.64 km from Nassau

(17) Excellent 

10

Stone School Cottage

Berkshires / Lanesboro

Lanesboro cottage

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden
“A wonderful experience” My parents really enjoyed their stay. They said everything was wonderful. It is a very charming and has wonderful history. They really thought the baby horses playing in the field across the street was an over the top touch.
…see more

Price per night from

$178

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$178

Distance approx 17.6 km from Nassau

28

Country Retreat w/ Pool Near Hip Hudson, NY

New York / Hudson

Hudson house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Ask about pets

Price per night from

$458

Price per night from

$458

Distance approx 17.8 km from Nassau

31

Lakefront house , great lake and mountain views

Catskill Region / Athens

Athens house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$314

Price per night from

$314

Distance approx 17.01 km from Nassau

(7) Excellent 

18

Plan your holidays in the Berkshires. Forecasting plenty of snow and mild temps.

Berkshires / West Stockbridge

West Stockbridge house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly
“A memorable weekend getaway includes the most perfect house..” My husband and I had the pleasure to rent out this house last summer with another married couple and their son. Although our daughter and their son truly enjoyed Tanglewood and our visits
…see more

Price per night from

$276

Price per night from

$276

Distance approx 16.96 km from Nassau

12

Idyllic Berkshire Home perfect for families or friends with pool and gardens

Berkshires / Richmond

Richmond house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly

Price per night from

$574

Price per night from

$574

Distance approx 12.27 km from Nassau

9

1876 Center Square Brownstone

New York / Albany

Albany house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$201

Price per night from

$201

Distance approx 19.07 km from Nassau

19

Relaxing Victorian Farmhouse

New York / Philmont

Philmont house

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

Distance approx 10.81 km from Nassau

7

Berkshires Cottage Country Retreat

New York / Stephentown

Stephentown cottage

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

Price per night from

$189

Responds fast!
avg. 2 hours 19 minutes

Price per night from

$189

Distance approx 16.62 km from Nassau

(1) Very Good 

23

Wyndham Bentley Brook Resort ~ 2 Bedroom, Sleeps 6

Berkshires / Hancock

Hancock condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$200

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$200

Distance approx 18.92 km from Nassau

(36) Excellent 

20

Berkshire Farmhouse Vacation

Berkshires / West Stockbridge

West Stockbridge house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden
“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the l
…see more

Price per night from

$261

Price per night from

$261

Distance approx 13.89 km from Nassau

(3) Excellent 

15

Troy, NY - Collar City Hideaway

New York / Troy

Troy apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden

Price per night from

$75

Responds fast!
avg. 1 hour 8 minutes

Price per night from

$75

Distance approx 14.69 km from Nassau

(1) Excellent 

13

Hudson Valley Cottage

New York / Ghent

Ghent cottage

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$172

Price per night from

$172

Distance approx 12.78 km from Nassau

(1) Very Good 

11

Washington Park Inn - Urban Inn on the park near Hospital & Center Sq w/ Parking

New York / Albany

Albany b and b

7 17 1 night min

  • 7 bedrooms
  • sleeps 17
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$148

Price per night from

$148

Distance approx 16.27 km from Nassau

23

Bassinova-on-Hudson

New York / Coxsackie

Coxsackie villa

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Child Friendly

Price per night from

$2,863

Price per night from

$2,863

Distance approx 12.4 km from Nassau

15

Cozy basement Studio Apartment Albany,NY

New York / Albany

Albany house

1 4 86 nights min

  • 1 bedroom
  • sleeps 4
  • 86 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$102

Price per night from

$102

Distance approx 17.48 km from Nassau

(1) Very Good 

4

Golden Triangle in the Berkshires

Berkshires / Hancock

Hancock house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$2,863

Price per night from

$2,863

Distance approx 1.54 km from Nassau Show on Map

10

Red Mapple Farm

New York / Malden Bridge

Malden Bridge house

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Ski
  • Child Friendly

Price per night from

$504

Price per night from

$504

Distance approx 16.66 km from Nassau

10

Vacation Village in the Berkshires Available July 22-29

Berkshires / Hancock

Hancock condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$158

Price per night from

$158

Distance approx 16.29 km from Nassau

(1) Very Good 

6

Jiminy Peak Ski Resort-Country Village's Best Unit

Berkshires / Hancock

Hancock apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly

Price per night from

$251

Responds fast!
avg. 7 minutes

Price per night from

$251

Distance approx 3.89 km from Nassau Show on Map

19

Brook Hill Farm House

New York / Valatie

Valatie house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$330

Price per night from

$330

Distance approx 7.85 km from Nassau Show on Map

25

NEW! Lakefront Averill Park Home w/Patio, Fire Pit

New York / Averill Park

Averill Park cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 15 minutes

Price per night from

$115

Distance approx 13.2 km from Nassau

19

Luxury Studio in the Old Plumbers Union

New York / Albany

Albany house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$149

Price per night from

$149

Distance approx 16.61 km from Nassau

8

7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside

Berkshires / Hancock

Hancock condo

2 8 7 nights min

  • 2 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$201

Price per night from

$201

Distance approx 18.43 km from Nassau

26

NEW! Lakefront Berkshires Cottage - Mins to Skiing

Berkshires / Lanesboro

Lanesboro cottage

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$235

Responds fast!
avg. 7 minutes

Price per night from

$235

Distance approx 13.88 km from Nassau

14

Modern Cozy Wooded Retreat

New York / Spencertown

Spencertown house

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$153

Price per night from

$153

Distance approx 16.61 km from Nassau

19

Visit the Norman Rockwell Museum!

Berkshires / Hancock

Hancock studio

Studio 4 3 nights min

  • Studio
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$97

Price per night from

$97

Distance approx 14.13 km from Nassau

43

Beautiful 52 Acre Farmhouse- weekly discounted rates - please inquire.

New York / West Coxsackie

West Coxsackie house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$287

Price per night from

$287

Distance approx 16.61 km from Nassau

19

Take a trip to Berkshire Museum in Pittsfield!

Berkshires / Hancock

Hancock studio

Studio 4 3 nights min

  • Studio
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$97

Price per night from

$97

Distance approx 15.15 km from Nassau

13

Limekiln Farm, historic farmhouse, sleeps up to 6

New York / West Coxsackie

West Coxsackie farmhouse

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$351

Price per night from

$351

Distance approx 15.15 km from Nassau

13

Double Room in Historic Farmhouse

New York / West Coxsackie

West Coxsackie b and b

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$115

Price per night from

$115