36 Best Houses for Rent in Seymour, CT | Peerspace

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Popular houses

Enchanted First Period Country Estate Surrounded by Lakes & Great White Pines

30 guests

From

$180

/hr

2 hr min

Cozy modern one acre home with loft style livingroom

125 guests

From

$600

/hr

10 hr min

Middlebury Countryside With Elegant Light-Filled Home and Breathtaking Scenic Outlook

20 guests

From

$190

/hr

2 hr min

Cozy and Beautiful Retreat Getaway Basement Apartment

9 guests

From

$150

/hr

4 hr min

Beautiful 6 bedroom home in country setting only 90 minutes from NYC.

75 guests

From

$195

/hr

4 hr min

Gorgeous 6500 s.f. home in Tashua area of Trumbull

5.0 (2)

100 guests

From

$375

/hr

4 hr min

4 mins from Yale | 4BD | Fire Pit | Outdoor dining

West River, New Haven, CT

20 guests

From

$150

/hr

4 hr min

6-Acre Luxurious Country Home with Goddess Point Lookout

5.0 (1)

50 guests

From

$250

/hr

5 hr min

Modern Woodland Home with Vaulted Ceilings

50 guests

From

$600

/hr

8 hr min

Private Secluded Estate with Gardens, Forest, and Waterfalls

100 guests

From

$400

/hr

4 hr min

1785 Colonial Farmhouse that Transcends the Ordinary

250 guests

From

$500

/hr

12 hr min

Townhouse with Waterfront View

Fair Haven, New Haven, CT

15 guests

From

$100

/hr

3 hr min

Sage Haven: Elegant, Comfortable, Close to Yale & Downtown New Haven

Prospect Hill Historic District, New Haven, CT

5.0 (1)

8 guests

From

$100

/hr

4 hr min

Modern Open-Concept Gem on 7 Private Acres with Camp Site + Forest

25 guests

From

$250

/hr

6 hr min

The Crawford House

Fair Haven, New Haven, CT

5.0 (1)

12 guests

From

$160

/hr

4 hr min

Center of rural town

20 guests

From

$100

/hr

3 hr min

Stunning And Secluded Stone Estate With Guest House, Pool, Tennis Court And Stables On 25 Acres

201 guests

From

$250

/hr

5 hr min

Spacious Shaded Side Yard in Bridgeport, CT

North End, Bridgeport, CT

15 guests

From

$100

/hr

3 hr min

Starlight: Beautiful third floor apartment. Tons of natural light!

Prospect Hill Historic District, New Haven, CT

5.0 (2)

8 guests

From

$100

/hr

4 hr min

A Modern Family Farm

5.0 (5)

200 guests

From

$300

/hr

4 hr min

Cape Cod Style Country Dream Home in Connecticut

25 guests

From

$1,000

/hr

5 hr min

Secluded Woodland Cabin Retreat

5.0 (1)

8 guests

From

$150

/hr

3 hr min

Beautiful Chic Home By the Beach, with lots of natural light, a floor to ceiling marble fireplace.

West Haven, New Haven, CT

10 guests

From

$200

/hr

2 hr min

Modern Luxury Home in Milford, CT – Perfect for Events & Productions

20 guests

From

$100

/hr

5 hr min

Beautiful Chic Home by the Beach

10 guests

From

$200

/hr

2 hr min

Coastal New England Historic Home

40 guests

From

$150

/hr

4 hr min

HISTORIC LONETOWN MANOR - 1930's Sprawling Country Colonial on 13 Acres near NYC

150 guests

From

$250

/hr

5 hr min

1960s Midcentury Modern Home, Pristine Condition

20 guests

From

$250

/hr

6 hr min

Modern Colonial Meets Zen Escape

5.0 (2)

75 guests

From

$300

/hr

2 hr min

charming, cozy two-story house near Candlewood lake

30 guests

From

$150

/hr

5 hr min

Crisp Colonial- Seasonal Lake Views

5.0 (1)

40 guests

From

$200

/hr

2 hr min

Beach Town House

35 guests

From

$150

/hr

5 hr min

Private Multi-Use Event & Meeting Space – Parking for 20 | Quiet Neighborhood

5.0 (1)

50 guests

From

$75

/hr

3 hr min

Medical Office with a zen ambiance

15 guests

From

$300

/hr

4 hr min

Luxury French Colonial Home with Picturesque Lake Views

30 guests

From

$500

/hr

4 hr min

Private Garden, Outdoor Event Space, Historic Residence

60 guests

From

$400

/hr

4 hr min

Similar searches in Seymour, CT

Updated October 21, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.