
House vacation rentals in New Haven County
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Top-rated house rentals in New Haven County
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Vacation rentals for every style
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Popular amenities for New Haven County house rentals
House rentals with a pool

Home in Woodbury
4.94 out of 5 average rating, 18 reviewsBeautiful Litchfield - 2 homes in one
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!

Home in Cheshire
5 out of 5 average rating, 131 reviewsPool House
This was our second time back to the pool house and it was amazing, again. We thinks of everything to make you feel welcome. Milk and eggs in the fridge. Muffins and croissants waiting for you. Pristine home. Fully stocked kitchen. I was even able to host a few family members for Christmas dinner and had everything I needed to make a lovely dinner. We also travel with two dogs and Sue is so accommodating, making our pups feel right at home. Thank you, Sue, for making our holidays away from home so peaceful and enjoyable.

Home in Monroe
4.96 out of 5 average rating, 199 reviewsGarden Level Suite with Beautiful Pool
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.

Home in Clinton
4.91 out of 5 average rating, 11 reviewsClinton Beach House & Cottage w/ Pool, Near Shore
We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!

Home in Fairfield
5 out of 5 average rating, 16 reviews4BR/2.5BA Refuge Near University, Downtown & Beach
Our family visited Connecticut for a concert and we absolutely loved our weekend stay at Adam & Shelly’s! The place was clean and beautifully designed. Plus, our kiddos loved the pool! Shelly was responsive and accommodating. We couldn’t have asked for more. Would love to stay again!

Home in Fairfield
4.95 out of 5 average rating, 20 reviewsOld Post Road w/Pool and Cottage, walk to Beach
We had a great stay at Rose and Tom’s place and can’t wait to go back. From the start, Rose’s communication was super timely and clear. Tom met us at check in to show us the property and answer any questions, and remained available the rest of the weekend in case we needed anything. The house is extremely comfortable, clean, spacious. All the bedrooms were comfortable with plenty of towels and linens. The house has plenty locations to work from home as well. The location is a perfect 5 minute walk to town. We didn’t get to go to the beach, but it was very close and the house also had beach chairs/ towels in case we needed them. The pool house was an extra great and comfortable space to watch sports on the big TV with our group. The yard is perfectly manicured and the pool was heated, making our September stay even better. It was truly a great stay and wish we could have stayed longer.

Home in Redding
4.89 out of 5 average rating, 19 reviews5-bedroom modern farmhouse with heated gunite pool
The house and surrounding was beautiful. Brian and sooyun were very nice and very easy to communicate with. This was my first time getting an Airbnb, they made it very easy.

Home in Roxbury
5 out of 5 average rating, 15 reviewsBright Mid-Century Modern Retreat-90 min from NYC
A beautiful location to relax and unwind. Luis's house is gorgeous and just as pictured. Very cozy and comfortable with everything one may need during their stay. The house was modern and everything was spotless and the grounds and surrounding area are bucolic and peaceful. We will definitely be back!
Weekly house rentals

Home in Trumbull
4.87 out of 5 average rating, 38 reviewsBeautiful House to relax with the Family.
One of the best airbnbs I’ve stayed at! The house is so beautiful and clean! Beds are extremely comfortable and the views of the lake is stunning!! Thanks so much again for a wonderful stay with my family!

Home in Fairfield
4.86 out of 5 average rating, 78 reviewsBright 3-bedroom house with ample parking & patio!
3rd bedroom is more like an office space. Air mattress was comfortable. I believe the listing said Fairfield, but it’s actually in Bridgeport. House was clean and my family enjoyed our stay very much!

Home in Milford
4.85 out of 5 average rating, 53 reviewsModern Comfort: 2BR Home with Secure Yard & Intern
Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

Home in West Haven
5 out of 5 average rating, 10 reviews1 Bdrm Apt in West Haven
I love staying here and trying to stay here. Every chance I get. Donna is truly a great person and I enjoy my stay every time. She truly makes me feel like Family and makes me feel like there’s a home away from home. I can’t wait till my next stay.

Home in Milford
4.99 out of 5 average rating, 70 reviewsSeaside Cottage: water views, walk to beaches!
We really enjoyed our stay. The place was extremely clean and well furbished. We were 2 families, with 4 kids ranging from 6m to 4Y and felt comfortable. I think the pictures of the house while nice do not do justice to the actual size of the house, which is spacious and exceeded my expectations. I would recommend this house to anyone. Good price/quality ratio!

Home in Fairfield
4.81 out of 5 average rating, 118 reviewsCoastal Charm in Southport
Our second time staying at Drew’s place! We had a great time, Drew was friendly and welcoming to us and our dogs. He even shoveled us out after a snow storm ! Hope to stay again

Home in Madison
4.87 out of 5 average rating, 23 reviewsHistoric Beachside Glamour
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.

Home in Fairfield
4.9 out of 5 average rating, 103 reviewsFairfield 2nd Fl–2 Rms | Exclusive Entry & Parking
even though this is on a fairly busy street., it feels quiet and private. it is bare bones--no kitchen, basically a bed, a tv, and a clean bathroom, which all we wanted. we didn't explore the area too much but it looked several restaurants in the area.
Private house rentals

Home in Milford
5 out of 5 average rating, 23 reviewsModern 3 Bedroom Home with Beach Views
Thank you Rachel for another great stay! The house is so close to a private beach. Well equipped and high end. This is our 2nd year renting Rachel’s place - thank you for being so accommodating!

Home in New Haven
4.67 out of 5 average rating, 39 reviewslarge house near Yale
Suited the needs of my group and I! Plenty of space for sleeping. It’s a good price for the amount of people that can be housed! We may be back if this place is still available next trip!

Home in Madison
5 out of 5 average rating, 14 reviewsBeach Home & Garden Paradise
Little haven on the sound! Cousy and inviting. We very much enjoyed our stay and the house had all amenities and more. It was just lovely!

Home in East Haven
4.89 out of 5 average rating, 98 reviewsWelcome To Piper's Rest
We booked this last minute as we were coming to celebrate Christmas with my family. We were going to be getting in very late, so I asked if that would be ok. Also, we thought it would be easier if my parents checked us in and set up the crib and toddler bed for the kids and she was very understanding and let us make that accommodation. The rooms were all clean and set up and it was perfect for what we needed. Great location. Definitely would book here again if we are in the area

Home in Naugatuck
4.97 out of 5 average rating, 39 reviewsPeace and quite away from home
We were in town for a family party and needed a place to stay. Horace’s place was perfect for us and had everything we needed. I would definitely recommend this place.

Home in Milford
5 out of 5 average rating, 4 reviewsPrivate, beachfront paradise!
Great location on wide, beautiful, private beach! Lots of outdoor space on beach and patio with grill for BBQ. Kayaks and SUPs were at provided, too. House is surprisingly spacious with seating for many in living room and dining table. Kitchen is large and supplied with basics needed for stay. Primary bedroom is huge and all the beds are very comfortable! Jillian was great with communication. Had a great time with our family spending days on beach, grilling dinner and bonfires at night!

Home in Madison
5 out of 5 average rating, 24 reviewsStylish Modern Home, 4-Bedroom, Madison CT
Our stay at Sascha's place couldn't have been better! His home is spacious, warm, inviting, and immaculate. In addition, Sascha's directions and information were clear and thorough, and he was incredibly responsive and easy to communicate with throughout our entire stay. I highly recommend staying at Sascha's place and would definitely stay there again. Thank you for making our girls' weekend so comfortable and for caring so much about your guests.

Home in Milford
5 out of 5 average rating, 8 reviewsHuge Family House w/Waterviews
We had a wonderful stay! The house can accommodate large family gatherings - there were a lot of spaces for folks to spread out as well as gather. The kitchen is very well stocked. We would definitely rent again!
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