Cottage vacation rentals in New Haven

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Top-rated cottage rentals in New Haven

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Guest favorite

Cottage in Guilford

4.96 out of 5 average rating, 158 reviews

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Jan 4 – 11

G$70,001 GYD per night

Guest favorite

Cottage in Milford

4.97 out of 5 average rating, 269 reviews

Spring Sale! Cozy Modern Rustic Cottage |Yard |W/D

Welcome to the Modern Rustic Cottage! Originally constructed in 1835 and remodeled in 2021. A designated Milford landmark, it combines modern amenities with the historic charms of wide wood plank floors, beamed ceilings, and a farmhouse kitchen. This home offers a nearly 1/2 acre backyard, on-site parking (2 cars) and W/D. Located in a charming coastal town, its adjacent to I95, approx. 1.5 -2 mile to beaches, walking distance to train/restaurants, and 15 mins to Yale/New Haven and breweries.

Oct 10 – 17

G$45,225 GYD per night

Guest favorite

Cottage in Guilford

4.93 out of 5 average rating, 245 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Nov 18 – 25

G$59,223 GYD per night

Superhost

Cottage in Branford

4.85 out of 5 average rating, 197 reviews

Cozy Home In Short Beach Community

A cozy home in a beach community which is in a central location with easy access to many outdoor activities(private beach access) & local restaurants. The location is also 5 minutes from the Branford Train Station, Stony Creek Brewery, Branford's town center. New Haven the home of Yale University, Yale Hospital and other colleges in the New Haven area are a short drive The house is across the street from Farm River. across the street in opposite direction is a short walk to Johnsons beach.

Dec 22 – 29

G$45,500 GYD per night

Guest favorite

Cottage in Newtown

4.95 out of 5 average rating, 59 reviews

Private Country Cottage

The little red cottage is simply charming, with privacy, gardens and a large deck, just the perfect get away. This cottage has been completely renovated over two floors. All new appliances, lovely dining and living space. Lots of light, skylights and pine floors throughout. We have styled the house with an eclectic assortment of furniture along with fast WI-FI and a Smart TV! We are located in Newtown CT just an hour and a half from NYC. Close to hiking trails and wonderful restaurants.

Jul 16 – 23

G$30,796 GYD per night

Guest favorite

Cottage in Southbury

4.91 out of 5 average rating, 11 reviews

Sun Filled Cottage

Sweet little front porch overlooks rolling farm land to the West. Light, bright sun filled cottage features great room, Vermont Cast wood stove (fireplace) 70" SMART TV, full size washer/dry, glass doors to back deck for private lounging. kitchen w/ dishwasher, stove/oven & new fridge. 2 bedroom guest cottage on 8 AC estate w/ room to walk & explore! 5 min to groceries, dining & Woodbury Antique district. 7 minutes to Exit 15 on I-84. River front dog-park nearby. WIFI ,Air-conditioning

Sep 16 – 23

G$32,766 GYD per night

Guest favorite

Cottage in Milford

4.99 out of 5 average rating, 75 reviews

Modern Beach Cottage 3BD Walk 2 Beach Full Kitchen

Be Our Guests Our charming and cozy Walnut Beach Cottage is conveniently located in the heart of Walnut Beach in Milford, CT. We offer for your relaxation a modern take on farm style design in a single family 3 bedrooms and 1 bath house with fully equipped kitchen that will allow you the privacy and tranquility you desire, while touting a close proximity to beaches nearby, as well as Yale University. Come stay with us for an unforgettable romantic getaway or vacation with your family!

Sep 19 – 26

G$49,781 GYD per night

Guest favorite

Cottage in Middlefield

4.93 out of 5 average rating, 230 reviews

Lake Beseck cottage

Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

Dec 21 – 28

G$36,043 GYD per night

Guest favorite

Cottage in Branford

4.97 out of 5 average rating, 39 reviews

Enchanted Cottage on the Marsh

THE SPRING BIRDS ARE HERE. Bring your comfortable clothes, hike on the trails, walk on the beach. Beautiful days and nights. Enjoy daily retreat from everyday life, whether in summer, fall or winter. We want you to have a relaxing stay with us, free from worry. Enjoy an idyllic stay at Enchanted Cottage on the Marsh! Private, quiet one bedroom cottage on Farm River with breathtaking views from deck. 10 min walk to a beach. 10 min drive to Yale University.

Aug 15 – 22

G$50,913 GYD per night

Guest favorite

Cottage in Madison

5.0 out of 5 average rating, 102 reviews

Shabby Chic Retreat

Welcome to Greenfield Cottage! We are located in a quiet neighborhood close to the town village and beaches. Hammonasset State Park & Beach is about 4 miles from us. Chatfield Hollow is also nearby. When in CT we stay in the studio apt on the lower level of the cottage. It has a separate entrance & garden space and is soundproof. PLEASE NOTE: The pet fee is $25/night, per pet (not per stay). Laundry Rm is accessible to guests and hosts.

Nov 18 – 25

G$60,177 GYD per night

Guest favorite

Cottage in Branford

4.98 out of 5 average rating, 125 reviews

Shoreline Treasure in Lanphiers Cove

Quaint, romantic beach setting along the CT shoreline. Spectacular water front views and sunrises, 100 steps to the beach, fire pit in the yard. Enjoy swimming and other water activities along with many exceptional local restaurants nearby. Shore Line East train station 5 minutes away, 10 minutes car or train ride to New Haven. 2 hours from NYC and Boston.

Jun 23 – 30

G$57,552 GYD per night

Superhost

Cottage in Milford

4.88 out of 5 average rating, 134 reviews

Direct waterfront beach cottage

Four bedroom beach cottage with direct waterfront. Built in 1910 and maintains its original charm. Sit on the beach or front porch enjoying the views of Long Island Sound. Beach is great for swimming and playing. Perfect for a family vacation or long weekend getaway!

Sep 13 – 20

G$96,072 GYD per night