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Cottages in New Haven County

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Top Cities in New Haven County

A church with a tall spire, surrounded by trees and a stone bridge.
CottagesCottages

Wallingford

Wallingford

Our top choices for New Haven County cottages

A seaside patio with white wicker chairs, a table, and a beige umbrella.

1. Charming 3 Bedroom Beach Front Cottage

Charming 3 Bedroom Beach Front Cottage
Milford
9.2 out of 10, Wonderful, (20 reviews)
"Beautiful location and worked very well for our trip to visit with family in the areas over Thanksgiving."
United States
David S.
Charming 3 Bedroom Beach Front Cottage
A living room with a dark grey sofa, two wooden chairs, a small table with a tray, and a large window with a view of the sea.

2. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (101 reviews)
"Unbeatable views and professional hosts."
United States
Russell A.
Direct waterfront renovated cottage.
A white house with green shutters, a front porch, and a garage.

3. 2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
3.0 star property
Madison
10.0 out of 10, Exceptional, (1 review)
"Excellent. The property was simply lovely and the owner was excellent to work with. Location was just what we were looking for, the yard was large and landscaping & outdoor areas were wonderful. Thank you!"
United States
Cindie
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

4. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is AED 403
AED 1,062 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals
A two-story house with a deck overlooking a body of water, stone steps leading to the entrance, and a stone wall.

5. Waterfront Cottage in Branford

Waterfront Cottage in Branford
branford
10.0 out of 10, Exceptional, (110 reviews)
"Beautiful Property "
United States
Todd M.
Waterfront Cottage in Branford
A building with a large sign, a flag, and a small garden area.

6. Beachside Branford- walk to Beach, Grill

Beachside Branford- walk to Beach, Grill
Pine Orchard
9.6 out of 10, Exceptional, (9 reviews)
"Charming little cottage that was just right for our trip to the CT shoreline."
United States
Alex S.
Beachside Branford- walk to Beach, Grill
A white building with green trim and a sign that reads 'CARRIAGE HOUSE.'

7. Guilford Carriage House at Granite Lodge!

Guilford Carriage House at Granite Lodge!
3.0 star property
Guilford
9.0 out of 10, Wonderful, (2 reviews)
"I’m normally not one to leave reviews but I had to for The Carriage House! Everything from the homey, relaxing feel to the great views was amazing! My friends and I wanted to extend our stay lol. We’re already planning another stay here for a summer trip! Also appreciated the host’s friendliness and ensuring we had an enjoyable experience. 10/10"
United States
Anonymous traveler
Guilford Carriage House at Granite Lodge!
A two-story house with a front porch and a small garden.

8. Settle In for Winter: East Haven Extended Stay

Settle In for Winter: East Haven Extended Stay
3.0 star property
Momauguin
10.0 out of 10, Exceptional, (2 reviews)
"This was a fantastic property in a great location. We were able to walk to nearby restaurants. We were there in the off season but enjoyed walking along the beach which is so close. "
United States
Elizabeth
Settle In for Winter: East Haven Extended Stay
A two-story house with a snow-covered roof and a stone foundation.

9. Charming Connecticut Retreat Near Museums & Hiking

Charming Connecticut Retreat Near Museums & Hiking
3.0 star property
Waterbury
Charming Connecticut Retreat Near Museums & Hiking
A covered outdoor deck with a hot tub, lounge chairs, and a pool.

10. Near Yale & Winter Fun: New Haven Home w/ Hot Tub!

Near Yale & Winter Fun: New Haven Home w/ Hot Tub!
3.0 star property
East Shore
Near Yale & Winter Fun: New Haven Home w/ Hot Tub!
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

11. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is AED 471
AED 762 total
includes taxes & fees
17 Nov - 18 Nov
Serene Country Cottage
A two-story house with a porch, a mailbox, and a lawn.

12. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AED 579
AED 1,274 total
includes taxes & fees
6 Nov - 7 Nov
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A living room with a wooden cabinet, a grey sofa, a coffee table, and a painting on the wall.

13. Historic Whitneyville Cottage

Historic Whitneyville Cottage
Hamden
9.0 out of 10, Wonderful, (19 reviews)
"Great place, small and cozy, perfect for a weekend getaway, with great hosts. Would highly recommend!"
United States
Uriah M.
Historic Whitneyville Cottage
A wooden house with a porch, a small deck, and a gravel yard.

14. Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
West Haven
9.6 out of 10, Exceptional, (16 reviews)
"Great option over multiple hotel rooms for my sibs and me.Allowed us to be together in comfort.Thanks Tom!"
United States
David G.
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
A room with a sliding glass door leading to a balcony, a sofa with a cushion, a tray with a candle, and a remote control.

15. Renovated Milford Beach home by Charles Island/Silver Sands Pk

Renovated Milford Beach home by Charles Island/Silver Sands Pk
Milford
10.0 out of 10, Exceptional, (11 reviews)
"Susana is fantastic, location is perfect for us, unit is great in cleanliness, amenities and accommodations. "
United States
Michelle P.
Renovated Milford Beach home by Charles Island/Silver Sands Pk
A two-story house with a gabled roof and a front porch.

16. 1930s Waterfront Cottage on Tuttle's Point

1930s Waterfront Cottage on Tuttle's Point
Guilford
9.6 out of 10, Exceptional, (33 reviews)
"All around nice old fashioned Summer vacation neighborhood."
United States
Vicki M.
1930s Waterfront Cottage on Tuttle's Point
A white building with green trim and a sign that reads 'CARRIAGE HOUSE.'

17. Guilford Carriage House at Granite Lodge!

Guilford Carriage House at Granite Lodge!
Guilford
10.0 out of 10, Exceptional, (19 reviews)
"Cute place, comfy beds, had everything we needed!"
United States
parnpa
Guilford Carriage House at Granite Lodge!
A beachside property with a large house featuring a wrap-around porch, a sandy beach, and a tree.

18. Beachfront Connecticut Retreat w/ Views!

Beachfront Connecticut Retreat w/ Views!
Milford
9.4 out of 10, Exceptional, (11 reviews)
"The owner of the house is very nice and accommodating"
United States
Miriam J.
Beachfront Connecticut Retreat w/ Views!
A two-story house with a front porch, a welcome sign, and a flag.

19. Short Beach Coastal Cottage

Short Beach Coastal Cottage
Branford
10.0 out of 10, Exceptional, (25 reviews)
"Great location, exactly as advertised. Perfect for us while in the area for a wedding."
United States
Ann R.
Short Beach Coastal Cottage
A two-story house with a porch, a white picket fence, and a well-maintained lawn.

20. Available July 1, 2025 2 week or monthly.

Available July 1, 2025 2 week or monthly.
Madison
Available July 1, 2025 2 week or monthly.
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 New Haven County Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent
"It was a good location. Would be nice to have coffee for guest in the morning - no one really likes to make it in the room."
Alycia and or Mike 1-night trip
Posted 8 hours ago
Hotel Marcel New Haven, Tapestry Collection By Hilton

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