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42 Houses

(1) Excellent 

27

Quiet Getaway in Historic Village

Connecticut / Southbury

Southbury house

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 3 mi
  • Child Friendly
  • Car not necessary

Price per night from

$182

Price per night from

$182

12

A Historic Home for Guests and Lawns/Facilities for Gatherings such as Weddings

Connecticut / Southbury

Southbury house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Air conditioning
  • Private garden

Price per night from

$228

Price per night from

$228

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

$103

Price per night from

$103

Great rentals within 20 miles that match your search

Distance approx 12.24 km from Southbury

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. 7 minutes

Price per night from

$287

Distance approx 2.92 km from Southbury

(5) Excellent 

24

Its the Perfect Weekend House just 80min from NYC!

Connecticut / Woodbury

Woodbury house

4 8 30 nights min

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

Price per night from

$193

Responds fast!
avg. 3 hours 21 minutes

Price per night from

$193

Distance approx 10.73 km from Southbury

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

$796

Price per night from

$796

Distance approx 17.37 km from Southbury

(1) Excellent 

9

Private 2 bedroom near Yale, downtown, great restaurants and parks

Connecticut / Hamden

Hamden apartment

2 4 2 nights min

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

Price per night from

$115

Price per night from

$115

Distance approx 16.23 km from Southbury

10

Royal Master Suite

Connecticut / Hamden

Hamden room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$103

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$103

Distance approx 13.98 km from Southbury

(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
…see more

Price per night from

$328

Responds fast!
avg. 1 hour 37 minutes

Price per night from

$328

Distance approx 13.56 km from Southbury

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

$228

Responds fast!
avg. 1 hour 16 minutes

Price per night from

$228

Distance approx 15.96 km from Southbury

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

$229

Responds fast!
avg. 7 minutes

Price per night from

$229

Distance approx 9.99 km from Southbury

(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

$916

Price per night from

$916

Distance approx 11.71 km from Southbury

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 18.2 km from Southbury

(1) Excellent 

25

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. 7 minutes

Price per night from

$243

Distance approx 9.99 km from Southbury

(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

$1,031

Price per night from

$1,031

Distance approx 10.47 km from Southbury

27

Apartment in great location, suburban

Connecticut / Seymour

Seymour house

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Nearest beach 4 mi
  • Child Friendly
  • Air conditioning

Price per night from

$89

Responds fast!
avg. 1 hour 31 minutes

Price per night from

$89

Distance approx 9.85 km from Southbury

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

Price per night from

$161

Responds fast!
avg. 24 minutes

Price per night from

$161

Distance approx 18.67 km from Southbury

26

Luxury Executive Estate 1 Hr from New York City

Connecticut / Easton

Easton house

6 20 2 nights min

  • 6 bedrooms
  • sleeps 20
  • 2 nights min
  • Nearest beach 10 mi
  • Child Friendly

Price per night from

$916

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$916

Distance approx 13.84 km from Southbury

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

$401

Price per night from

$401

Distance approx 14.97 km from Southbury

(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

$401

Price per night from

$401

Distance approx 16.37 km from Southbury

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

$1,145

Responds fast!
avg. 1 hour 0 minutes

Price per night from

$1,145

Distance approx 13.93 km from Southbury

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

$301

Price per night from

$301

Distance approx 8.48 km from Southbury

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

$998

Price per night from

$998

Distance approx 13.93 km from Southbury

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 13.93 km from Southbury

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

$340

Price per night from

$340

Distance approx 13.74 km from Southbury

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

$773

Price per night from

$773

Distance approx 13.93 km from Southbury

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

$264

Price per night from

$264

Distance approx 13.93 km from Southbury

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 13.93 km from Southbury

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

$301

Price per night from

$301

Distance approx 10.62 km from Southbury

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 13.77 km from Southbury

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 11.48 km from Southbury

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 13.93 km from Southbury

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

$378

Price per night from

$378

Distance approx 13.93 km from Southbury

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 13.93 km from Southbury

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

$302

Price per night from

$302

Distance approx 13.78 km from Southbury

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

$340

Price per night from

$340

Distance approx 19.42 km from Southbury

17

Global Luxury Suites near The Connecticut Post Mall

Connecticut / Milford

Milford apartment

2 5 10 nights min

  • 2 bedrooms
  • sleeps 5
  • 10 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$228

Responds fast!
avg. 19 minutes

Price per night from

$228

Distance approx 11.04 km from Southbury

(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

$287

Price per night from

$287