Holiday Rentals in New Haven County

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Top Cities in New Haven County

New Haven which includes a high-rise building, a city and central business district
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New Haven

New Haven
Lighthouse Point Park featuring a lighthouse and a beach
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East Haven

East Haven

Featured Holiday Rentals in New Haven County

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Enjoy a refreshing dip in the pool surrounded by a deck and basketball hoop.

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (132)
"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Apartments by Hyatus at Pierpont
Relax by the rooftop pool with a stunning city view, surrounded by lounge chairs and a railing.

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.4 out of 10, Exceptional, (18)
"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."
Luxury Apartments by Hyatus at Pierpont
Minutes to Walnut Beach, newly renovated 3 bedroom home
Enjoy a serene beachside retreat with a balcony overlooking the tranquil ocean.

Minutes to Walnut Beach, newly renovated 3 bedroom home

10.0 out of 10, Exceptional, (5)
"Very nice place."
Minutes to Walnut Beach, newly renovated 3 bedroom home
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!
Stunning two-story home with a central entrance, double doors, and a charming porch.

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

8.8 out of 10, Excellent, (6)
"Very nice property and close to the Shubert Theatre for my event. I would stay at the property again."
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Guests can enjoy a serene beach experience with calm seas and fine sand.

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

10.0 out of 10, Exceptional, (45)
"Home was very comfortable and a great location. The views were spectacular. Owner gave us great recommendations for restaurants and nearby attractions. "
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Bright Milford Beach House w/ Outdoor Shower
Relax on the covered porch with two Adirondack chairs, taking in the views of the neighborhood.

Bright Milford Beach House w/ Outdoor Shower

9.2 out of 10, Wonderful, (10)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Escape to a serene cabin surrounded by nature, featuring a wooden staircase leading to a deck.

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

10.0 out of 10, Exceptional, (27)
"Very much enjoyed our stay!"
The price is €440
includes taxes & fees
29 Jul - 30 Jul
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Cozy 3 bedroom minutes from Yale and the beach
Kitchen features a central island, oven, and white cabinetry with a patterned backsplash.

Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops
Stunning marina views with boats docked, surrounded by beautifully lit buildings.

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

9.8 out of 10, Exceptional, (9)
"5 Star stay!"
The Daydreamer - Walk To Walnut Beach, Restaurant + Shops
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
Enjoy the ocean view from this room, featuring a sofa, chair, and small table.

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (7)
"The water just steps from the front door was beautiful and enticing. Being able to carry our kayak & SUP just across the street for some time on the water was a dream. The entire neighborhood was quiet and everyone was friendly. But it's not just the location. The apartment itself is beautiful, very comfortable, and a joy to visit. I actually did nap on the sleeping porch one day! Spent too much time with coffee in the front porch enjoying the view. Best bed in a VRBO we ever slept in. And,...
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
Relax in style with a comfortable sofa, small table, and barbecue grill in this modern outdoor space.

StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.

2.0 star property
10.0 out of 10, Exceptional, (8)
"What a great place. We will be back!"
The price is €353
includes taxes & fees
21 Jul - 22 Jul
StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
Relax in this stylish living room with a high ceiling, leather sofa, and comfortable armchair.

42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!

8.6 out of 10, Excellent, (7)
"I rented this place because of the location and convenience to the many things we enjoy about Milford CT. The master bedroom is top-notch as well as the living space downstairs. We hoped to use the outdoor fire place make smores, but due to a medical emergency our trip was cut short. Regardless, we enjoyed our stay at 42 Wood Ave. Thank you, Tiffany, for supplying an awesome rental."
42 Wood Ave · 5 Minute Walk To Beach! Amazing Backyard Space!
New Madison beach house - Ocean front- Great views- booking Summer 2025
Enjoy waterfront views and beach access from this coastal property.

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (62)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025
🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass
Enjoy cooking and dining in this kitchen with a central island and dining table.

🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass

9.2 out of 10, Wonderful, (88)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
The price is €569
includes taxes & fees
16 Jul - 17 Jul
🏡🐕Large Hist. New England home❤🐕Pet❤Reunions😎Beach pass
Updated ranch Home 4 minutes from the beach on a quiet end street.
Enjoy cooking in this well-equipped kitchen with a microwave, toaster, and oven.

Updated ranch Home 4 minutes from the beach on a quiet end street.

8.4 out of 10, Very good, (7)
"It was everything that I expected. Fabian was very attentive and responsive. I would definitely rent again. "
Updated ranch Home 4 minutes from the beach on a quiet end street.
Heavenly Home in New Haven /5 mins drive from Yale
Fridge, microwave, oven, stovetop

Heavenly Home in New Haven /5 mins drive from Yale

9.0 out of 10, Wonderful, (19)
"Place was so cute and spacious. Owner was awesome too! Definitely recommend."
The price is €898
includes taxes & fees
16 Jul - 17 Jul
Heavenly Home in New Haven /5 mins drive from Yale
New One Bedroom Apartment Centrally Located in Southbury
Enjoy a meal or relax with friends on the deck, surrounded by a lush yard and trees.

New One Bedroom Apartment Centrally Located in Southbury

9.8 out of 10, Exceptional, (6)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is €125
includes taxes & fees
12 Aug - 13 Aug
New One Bedroom Apartment Centrally Located in Southbury
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
Enjoy cooking in this well-equipped kitchen with a central island and stainless steel appliances.

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

10.0 out of 10, Exceptional, (31)
"We went for a family vacation and we had a great time - location is close to lots of great places - house was clean and very roomy"
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
Cozy Home near private beach , close to New Haven area colleges Hospitals
Relax in this serene outdoor seating area with a bird-patterned cushion and a vase of fresh flowers.

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

9.6 out of 10, Exceptional, (64)
"Exactly as advertised, very friendly and accommodating. "
Cozy Home near private beach , close to New Haven area colleges Hospitals
Cozy 2 bedroom home located minutes from downtown
Kitchen features a central island, microwave, coffee maker, and dining table with four chairs.

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (25)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown
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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