Holiday rentals with a pool in New Haven County

Find and book unique homes with a pool on Airbnb

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Popular amenities for New Haven County rentals with a pool

House rentals with a pool

Guest favourite
Home in Fairfield
4.95 out of 5 average rating, 21 reviews

Once a Pond - time and stress slow down.

LindaRating, 5 stars2 weeks ago
This was a beautiful home to stay at for our visit to Fairfield University. It was peaceful location near the school. The house itself was gorgeous with everything we needed for our stay. Thank you.
Superhost
Home in Milford
4.85 out of 5 average rating, 84 reviews

Spacious 4 bedroom, oasis with ocean views galore

CharlesRating, 5 stars1 week ago
The absolute best Air B & B we ever stayed at. Allana was a pleasure to work with. The home was spacious, and fully stocked with everything you could possibly need, and more. Fireplace, pool, enclosed porch, sun room with coffee bar, sitting room, sunken living room, dining room with tons of chairs, kitchen bar with stools, dining room bar with stools, mud room with extra refrigerator and freezer, storage space galore, closets stocked with games, linen closets with anything you might need, big bedrooms, master bedroom with en-suite bathroom, balconies to soak in the sun, crib, high chair… too much more to even list. Our family had a fabulous time; the energy in the house is so welcoming! The soft blues are soothing, and quaint beach theme accents throughout the home lend to the relaxed vibe. The rooms flow perfectly, and provided ample space for different family members to have their own area to unwind in. Steps from beach & playground, the neighborhood is perfect for a stroll.
Home in West Haven
4.81 out of 5 average rating, 186 reviews

Beautiful Modern house By the Bay w out door Spa

JenniferRating, 5 stars2 weeks ago
A group of us came into town for a long weekend and loved staying here. Check in/out was very flexible which helped with not having to sit around after/before flights. Comfy and big hang out space. Loved the hot tub and view of the bay!!
Home in Hamden
4.92 out of 5 average rating, 109 reviews

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

RaymondRating, 5 stars1 week ago
One of the best airbnbs I’ve ever stayed at. Hot tub was amazing! Host was excellent. Thank you so much
Home in Waterbury
4.71 out of 5 average rating, 75 reviews

Cozy vacation home presenting 2 bedrooms, 1 bath

TaiwanRating, 5 stars5 months ago
The neighbor was very quiet and it easy access to the interstate the host was very friendly and very responsive it was a nice stay for my mini getaway. I will revisit again.
Guest favourite
Home in Milford
5 out of 5 average rating, 9 reviews

Huge Family House w/Waterviews

LynnRating, 5 stars6 months ago
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!
Guest favourite
Home in Wallingford
4.94 out of 5 average rating, 48 reviews

Family Oasis 4bd/2ba Private Home & Yard

AnitaRating, 5 stars1 month ago
Jill’s place was perfect for our family of 6 with 2 kids (ages: 6&2). There was plenty of space and beds and bedrooms. Jill had very useful and clear instructions around the house. There were also toys for the kids to play with so that was a very fun surprise. It was well heated while we were there and there were extra comfy blankets anyways. Jill gave many good restaurant suggestions! Would recommend!
Guest favourite
Home in Fairfield
5 out of 5 average rating, 5 reviews

Beach Area Home with Pool

AlannaRating, 5 stars3 months ago
We loved our stay at Amy's place! The house was a great size for our family of 3 (2 adults and 1 infant) and it came with everything that we could need to relax for a few days. It was the perfect distance between the beach and the town, so we were able to get out and take a few walks. The beds were really comfortable, the water pressure in the shower was a dream and the kitchen was stocked with everything that we could possibly need to host my family for the holidays. We really appreciated how responsive and helpful Amy was as well. She was accommodating to lend us gear for our infant and to help us navigate our stay. Overall, great amenities, charming spot in town and an amazing house. Highly recommend and wouldn't hesitate to return!

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