Top Cottages in New Haven County in 2026

New Haven County Cottages
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Top Cities in New Haven County

Our top choices for New Haven County cottages

4 bedrooms, iron/ironing board, free WiFi, bed sheets

Cottage in branford

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (100 reviews)

10/10

Exceptional

(100 reviews)

"Beautiful location "

Anne d.

Waterfront Cottage in Branford

3 bedrooms, iron/ironing board, WiFi, bed sheets

Cottage in Milford

Charming 3 Bedroom Beach Front Cottage

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"Beautiful location. Just like the pictures"

Lisa R.

Charming 3 Bedroom Beach Front Cottage

Cottage in West Haven

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

9.4 out of 10, Exceptional, (13 reviews)

9.4/10

Exceptional

(13 reviews)

"Tom is excellent host. Great house, clean and very nicely set up. Great care to details. House comes with everything you need. "

Brandon R.

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

Cottage in Madison Center

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (84 reviews)

10/10

Exceptional

(84 reviews)

"Excellent property and great location. Will stay there again. "

Brian L.

Direct waterfront renovated cottage.

Cottage in Guilford

Guilford Carriage House at Granite Lodge!

3.0 star property

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

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"

Anonymous traveller

Guilford Carriage House at Granite Lodge!

Cottage in Branford

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

9.4 out of 10, Exceptional, (73 reviews)

9.4/10

Exceptional

(73 reviews)

"The property was everything we could hope for."

Kelli S.

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

Cottage in Morgan Point

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"The cottage was wonderful!"

Matt P.

Direct waterfront cottage on private sandy beach

Cottage in East Shore

New Haven Gem w/ Private Pool, Walk to Beach!

3.0 star property

New Haven Gem w/ Private Pool, Walk to Beach!

Cottage in Milford

Beachfront Connecticut Retreat w/ Views!

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great spot on the ocean with an amazing host!"

Joan

Beachfront Connecticut Retreat w/ Views!

Cottage in Hamden

Historic Whitneyville Cottage

9.4 out of 10, Exceptional, (17 reviews)

9.4/10

Exceptional

(17 reviews)

"Thanks. The little house was lovely."

Christina M.

Historic Whitneyville Cottage

Cottage in Waterbury

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property

Charming Connecticut Retreat Near Museums & Hiking

Cottage in Wolcott

Lakefront Home, Close to Mt Southington!

3.0 star property

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Beautiful house with great views of the lake. "

Darrell

Lakefront Home, Close to Mt Southington!

Cottage in Waterbury

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property

Upscale Waterbury Retreat w/ Indoor Hot Tub!

Cottage in Milford

Renovated Milford Beach home by Charles Island/Silver Sands Pk

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"This place was perfection for my mom and I. The location was easy to get to from highway, the inside of the place was spotless, updated and cozy and property owner Susana was highly responsive to any questions we had. The location was ideal for walks both on the beach and on walking paths. We will definitely stay again in the future. "

Michelle P.

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Cottage in Milford

Bright Milford Beach House w/ Outdoor Shower

3.0 star property

Bright Milford Beach House w/ Outdoor Shower

Cottage in Momauguin

Walk to Beaches: Sunny East Haven Home w/ Grill

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

Walk to Beaches: Sunny East Haven Home w/ Grill

Beach nearby, sun-loungers, beach towels

Cottage in Branford

Short Beach Coastal Cottage

10.0 out of 10, Exceptional, (19 reviews)

10/10

Exceptional

(19 reviews)

"Loved everything about our stay. Catherine and Ken are perfect hosts and the cottage is thoughtfully appointed with everything we needed for our 2 week stay. Can't wait to come back next year! "

Diane D.

Short Beach Coastal Cottage

Cottage in East Shore

Walkable New Haven Retreat w/ Ocean Views!

3.0 star property

Walkable New Haven Retreat w/ Ocean Views!

On the beach, sun-loungers, beach towels

Cottage in East Shore

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"This is a nice spot to enjoy the Long Island Sound."

Susan N.

The Island Sound: Ocean View Cottage near Yale, Beach, Downtown, Hikes

Cottage in Pine Orchard

Beachside Branford- walk to Beach, Grill

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"We absolutely loved our stay here — from ease of check-in, to the coziness of the house, to the unique touches in the kitchen and bathroom — the host made us feel at home. Major bonus points for proximity to a lovely beach, several excellent restaurants (and great recommendations from the host team), and overall feeling of safety in the community. "

Kelly L.

Beachside Branford- walk to Beach, Grill

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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