
Holiday rentals in New Haven County
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Top-rated holiday rentals in New Haven County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for New Haven County holiday rentals
Other great holiday rentals in New Haven County
Guest favourite

Guest house in Southbury
4.93 out of 5 average rating, 318 reviewsCharming Guest Cottage with Modern Amenities
CarolineRating, 5 stars3 months ago
John’s place was the perfect respite for our multi-day stay! The clean and cozy space is perfectly situated close to trails and parks for our Australian shepherd, but only a short drive to all the shopping you’d need (e. g. ShopRite for groceries and necessities). We thoroughly enjoyed our stay and know you will too!
Guest favourite

Guest suite in Wolcott
4.93 out of 5 average rating, 56 reviewsModern cozy, pet friendly
MelissaRating, 5 stars2 weeks ago
Had a wonderful time at Altin’s place - perfect for a quick overnight near my in-laws. The space was gorgeous, clean & well-appointed. Had everything we needed and more!
Guest favourite

Home in East Haven
4.89 out of 5 average rating, 101 reviewsWelcome To Piper's Rest
JamesRating, 5 stars2 weeks ago
It was wonderful stay and I’d go back anytime
Guest favourite

Home in West Haven
4.95 out of 5 average rating, 19 reviewsBeach House steps from sand & Amazing Views
DonnaRating, 5 stars1 week ago
Beautiful home with lovely views. Great kitchen for cooking. We had 8 of us and the house was spacious and welcoming for the group.
Guest favourite

Home in Middletown
4.95 out of 5 average rating, 40 reviewsHot Tub and pool Home away from home
KristenRating, 5 stars3 months ago
Jan's house was a great stay with plenty of room for six adults. We loved the game room and outdoor hot tub. Instructions for the hot tub were clear and easy to follow. We'd definitely stay again!
Superhost

Home in Fairfield
4.71 out of 5 average rating, 7 reviewsModern Beach Area Vacation Home With Pool
VRating, 5 stars17 months ago
We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.
Guest favourite

Home in Milford
4.98 out of 5 average rating, 43 reviewsBeachfront paradise- come, stay, relax!
TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Guest favourite

Guest house in Trumbull
4.95 out of 5 average rating, 22 reviewsCozy in laws suite in the woods
LiamRating, 5 stars2 months ago
Diana’s apartment was private and extremely comfortable. Big bright sunny rooms with space to relax. She was very responsive and check in was very easy. Quiet neighborhood yet close enough to the highway and stores.
Destinations to explore
- Rentals with a kayak New Haven County
- Rentals with a patio New Haven County
- House rentals New Haven County
- Rentals with an EV charger New Haven County
- Rentals with a hot tub New Haven County
- Rentals with pools New Haven County
- Rentals with a fireplace New Haven County
- Private suite rentals New Haven County
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- Rentals with lake access New Haven County
- Smoking-friendly rentals New Haven County
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- Rentals with a cinema New Haven County
- Rentals with outdoor seating New Haven County
- Waterfront rentals New Haven County
- Family-friendly rentals New Haven County
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- Apartment rentals New Haven County
- Rentals with beach access New Haven County
- Flat rentals New Haven County
- Rentals with a washing machine and dryer New Haven County
- Hotel rentals New Haven County
- Fitness-friendly rentals New Haven County
- Rentals with a firepit New Haven County
- Beachfront rentals New Haven County
- Bed and breakfasts New Haven County
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Amagansett Beach
- Thunder Ridge Ski Area
- Marvin Beach
- Jennings Beach
- Seaside Beach
- Shennecossett Beach
- Connetquot River State Park Preserve
- Long Island Aquarium
- Attawan Beach
- Groton Long Point Main Beach
- Mohawk Mountain Ski Area
- Bushnell Park