New Milford Rentals

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48 Houses

(4) Excellent 

36

20'x40' inground private pool just for you&house with 4bedrooms

Connecticut / New Milford

New Milford house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
“Wonderful experience!!!” My wife and our two children (10 and 7)spent a wonderful time at this beautiful New Milford retreat. The house was spacious and nicely decorated and we loved the privacy of the place. You couldn't see any neighbors and yet sho
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Price per night from

$328

Responds fast!
avg. 1 hour 37 minutes

Price per night from

$328

29

Very private,4bdrm house,20x40inground pool, pool house. Paradise!

Connecticut / New Milford

New Milford house

4 8 3 nights min

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

Price per night from

$402

Price per night from

$402

Great rentals within 20 miles that match your search

Distance approx 11.61 km from New Milford

(5) Excellent 

19

Its the Perfect Weekend House just 80min from NYC!

Connecticut / Woodbury

Woodbury house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

Price per night from

$160

Responds fast!
avg. 3 hours 21 minutes

Price per night from

$160

Distance approx 14.6 km from New Milford

24

Prana Residence - Spa

Connecticut / Cornwall Bridge

Cornwall Bridge house

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$751

Price per night from

$751

Distance approx 9.52 km from New Milford

29

Lake House Rental On Your Own Private Lake

New York / Wingdale

Wingdale villa

4 11 4 nights min

  • 4 bedrooms
  • sleeps 11
  • 4 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$717

Price per night from

$717

Distance approx 6.57 km from New Milford

24

Unique New Fairfield House w/ Deck & Lake Views!

Connecticut / New Fairfield

New Fairfield house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$287

Responds fast!
avg. 15 minutes

Price per night from

$287

Distance approx 8.14 km from New Milford

24

Lakefront New Preston Cottage w/Dock & Fire Pit!

Connecticut / New Preston

New Preston cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$201

Responds fast!
avg. 10 minutes

Price per night from

$201

Distance approx 13.12 km from New Milford

(9) Very Good 

20

Lake Bliss the Perfect Getaway

New York / Holmes

Holmes house

3 10 1 night min

  • 3 bedrooms
  • sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$251

Price per night from

$251

Distance approx 16.1 km from New Milford

(1) Excellent 

24

Litchfield House on Half Acre - 1 Mile to Town!

Connecticut / Litchfield

Litchfield house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$243

Responds fast!
avg. 15 minutes

Price per night from

$243

Distance approx 6.23 km from New Milford

30

South Street 4-BR Cottage with Heated Pool

Connecticut / Washington

Washington house

4 8 2 nights min

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

Price per night from

$696

Price per night from

$696

Distance approx 19.4 km from New Milford

8

Large Private Apartment

New York / Verbank

Verbank apartment

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child Friendly

Price per night from

$100

Price per night from

$100

Distance approx 10.14 km from New Milford

(1) Excellent 

14

Wits End Farm B&B

Connecticut / Bethlehem

Bethlehem b and b

5 10 4 nights min

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

Price per night from

$801

Price per night from

$801

Distance approx 3.19 km from New Milford

14

Lake Cottage with Views and Fireplace

Connecticut / Sherman

Sherman house

2 5 2 nights min

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

Price per night from

$200

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$200

Distance approx 13.77 km from New Milford

27

Country Estate newly renovated that sleeps 16!

Connecticut / Bethlehem

Bethlehem house

5 16 3 nights min

  • 5 bedrooms
  • sleeps 16
  • 3 nights min
  • Child Friendly

Price per night from

$258

Responds fast!
avg. 20 minutes

Price per night from

$258

Distance approx 14.14 km from New Milford

24

Victorian Newtown Apt w/Fire Pit 20 Mi to Jennings

Connecticut / Newtown

Newtown apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ski
  • Suitable for children age 5+

Price per night from

$140

Price per night from

$140

Distance approx 10.14 km from New Milford

(1) Excellent 

16

Wits End Farm

Connecticut / Bethlehem

Bethlehem house

6 12 3 nights min

  • 6 bedrooms
  • sleeps 12
  • 3 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$901

Price per night from

$901

Distance approx 7.27 km from New Milford

(1) Excellent 

23

Rhubarb Hill, a Charming 1850's Farmhouse

Connecticut / New Preston

New Preston house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$402

Price per night from

$402

Distance approx 9.04 km from New Milford

25

Lakefront Warren 'Carriage House' on 25 Acres!

Connecticut / Warren

Warren house

7 14 4 nights min

  • 7 bedrooms
  • sleeps 14
  • 4 nights min
  • Ski
  • Child Friendly
  • Air conditioning

Price per night from

$1,001

Responds fast!
avg. 13 minutes

Price per night from

$1,001

Distance approx 6.45 km from New Milford

12

Washington - "Kirby Road" 3-Bedroom Carriage House on the Green - PoshPadsCT

Connecticut / Washington

Washington house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$187

Price per night from

$187

Distance approx 7.3 km from New Milford

18

100%WashingtonZOOM MAP+PoshPadsCT "Magical Barn"

Washington / Washington Depot

Washington Depot house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$298

Price per night from

$298

Distance approx 7.3 km from New Milford

38

100% ROXBURY! PoshPadsCT "NORTH ST" Private, Mint 6-BR, Pool,Views, Fire Pl, BBQ

Washington / Washington Depot

Washington Depot house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$264

Price per night from

$264

Distance approx 7.3 km from New Milford

28

100% ROXBURY! (Zoom in Map++) PoshPadsCT "MOOSEHORN" Mint 5BR Pool, BBQ, Bikes

Washington / Washington Depot

Washington Depot house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child Friendly

Price per night from

$264

Price per night from

$264

Distance approx 10.23 km from New Milford

36

100% ROXBURY (Zoom in Map+) PoshPadsCT "PAINTER RIDGE" Mint 3BR, Pool, BBQ,Bikes

Connecticut / Washington

Washington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$264

Price per night from

$264

Distance approx 7.3 km from New Milford

22

100% WASHINGTON! (Zoom in Map ++) PoshPadsCT "SHEARER RD" Mint 3BR, Pool, BBQ

Washington / Washington Depot

Washington Depot house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$226

Price per night from

$226

Distance approx 6.87 km from New Milford

18

Washington "Plumb Hill" 5-Bedroom, Heated Pool, PoshPadsCT

Connecticut / Washington

Washington house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$264

Price per night from

$264

Distance approx 10.24 km from New Milford

21

Washington - "Senff 8-BR Estate" Heated Pool, Private Scenic Estate Neighborhood

Connecticut / Washington

Washington house

8 14 min stay varies

  • 8 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$341

Price per night from

$341

Distance approx 7.3 km from New Milford

36

100% ROXBURY! (Zoom Map In++) PoshPadsCT "PAINTER HILL" Mint 4-BR,Pool,Fire,BBQ

Washington / Washington Depot

Washington Depot house

4 14 min stay varies

  • 4 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$231

Price per night from

$231

Distance approx 7.3 km from New Milford

39

100% ROXBURY! (Zoom in Map++) PoshPadsCT "SENTRY HILL"Mint 6BR Pool,4 FirePlaces

Washington / Washington Depot

Washington Depot house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$264

Price per night from

$264

Distance approx 7.3 km from New Milford

42

100% WASHINGTON! (Zoom in Map++) PoshPadsCT "SUNNY RIDGE" 8-BR Estate, Pool, BBQ

Washington / Washington Depot

Washington Depot house

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly

Price per night from

$331

Price per night from

$331

Distance approx 9.99 km from New Milford

14

Washington "Shearer" 3-Bedroom Country Cottage - PoshPadsCT

Connecticut / Washington

Washington house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$676

Price per night from

$676

Distance approx 7.3 km from New Milford

34

100% WASHINGTON! (Zoom in Map++) PoshPadsCT "51 SENFF RD" Mint 5BR, Pool, BBQ

Washington / Washington Depot

Washington Depot house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$302

Price per night from

$302

Distance approx 4.67 km from New Milford

17

Roxbury "Judd's Bridge" 5-BR with Heated Pool, PoshPadsCT

Connecticut / Roxbury

Roxbury house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$876

Price per night from

$876

Distance approx 19.88 km from New Milford

4

Exclusive Rental in Beautiful Amenia!

New York / Amenia

Amenia house

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$153

Price per night from

$153

Distance approx 7.3 km from New Milford

24

100%WASHINGTON! Zoom In Map PoshPadsCT"Calhoun" 4BR, Views!,Meadows,Pool,25Acres

Washington / Washington Depot

Washington Depot house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$264

Price per night from

$264

Distance approx 11.15 km from New Milford

8

Library Bed Room with Fireplace, Dressing Room and Separate Entry from outside

Connecticut / Southbury

Southbury room

1 2 2 nights min

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

Price per night from

$104

Price per night from

$104

Distance approx 2.85 km from New Milford

(1)  

32

Must Love Garden and the Sound of Stream

New York / Lanesville

Lanesville house

4 9 1 night min

  • 4 bedrooms
  • sleeps 9
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$251

Price per night from

$251

Distance approx 19.53 km from New Milford

20

LAKEFRONT COTTAGE ON PRISTINE LAKE

New York / Carmel

Carmel cottage

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$226

Price per night from

$226

Distance approx 6.8 km from New Milford

7

2 Bedroom Suite with Kitchen

Connecticut / Roxbury

Roxbury hotel apartment

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$286

Price per night from

$286