Holiday Homes in New Haven

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Featured Holiday Homes in New Haven

Frene Valley Guest House

10.0 out of 10, Exceptional, (77)
"The house is super cute and exactly as listed. It is SO convenient to downtown Hermann shopping and restaurants. Loved having off street parking for our group. Would definitely recommend for a weekend girls trip!"
Frene Valley Guest House

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (82)
"Great time wonderful town"
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

10.0 out of 10, Exceptional, (152)
"It was a great weekend in a cozy cottage "
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

Katy Haus: Hot tub, Wineries, Fenced yard, Dog-friendly

10.0 out of 10, Exceptional, (88)
"This is the perfect little nook for a slower pace of life. The quaint town is quiet and relaxing if you’re looking to decompress. We had our two dogs accompanying us and it was the perfect amount of space for us and them. The house had enough entertainment with having WiFi and board games. Would definitely recommend and will be looking forward to renting this place again!"
Katy Haus: Hot tub, Wineries, Fenced yard, Dog-friendly

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

9.8 out of 10, Exceptional, (42)
"Have stayed here twice now and will ALWAYS choose this house! Beautifully decorated home, ideal location in town, and hosts are the best! Great communication!"
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

A Stunning Home, newly constructed & furnished

10.0 out of 10, Exceptional, (55)
"Beautiful home with private baths in every bedroom plus a guest bath. Excellent arrangement for adults coming together for our daughter's Wedding weekend. "
A Stunning Home, newly constructed & furnished

Wine Country Getaway | JZ Vacation Rentals

8.4 out of 10, Very good, (6)
"The pictures in listing were accurate. Very clean and easy to check in and out. Beds were comfortable. The bathroom upstairs is very easy to share with several people. Close to downtown Washington. Would stay here again."
The price is NZ$622
includes taxes & fees
2 Dec - 3 Dec
Wine Country Getaway | JZ Vacation Rentals

Spectacular Innsbrook House on Alpine Lake

10.0 out of 10, Exceptional, (157)
"If you think the online pictures of the property are beautiful, which you get actually what you see, just wait until you drive through the beautiful tree lined roads in this gated community. So beautiful, but drive careful as you are sure to see many deer. Mama’s with their babies. So cute. Alpine lake is Beautiful too. This is a wonderful quiet getaway in to nature. Many walks were takin by our group. We never needed to leave the area as it had all the necessities we needed near by. We only...
Spectacular Innsbrook House on Alpine Lake

Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

10.0 out of 10, Exceptional, (82)
"Perfect getaway! Location is amazing. Property set up is wonderful. Will be coming back! "
Gorgeous Lakefront Getaway - Innsbrook Chalet with Outdoor Spa!

The Farmhouse Inn: 3 bed, 3.5 whole house rental

10.0 out of 10, Exceptional, (93)
"What an adorable find! So many bathrooms!!! Great location with easy walking distance to many of the uptown shops and night life. The host was very responsive to messages. I would definitely stay here again!"
The price is NZ$718
includes taxes & fees
1 Dec - 2 Dec
The Farmhouse Inn: 3 bed, 3.5 whole house rental

BACKYARD OASIS! Cozy and charming 60s Brick ranch with relaxing gazebo over pond

9.8 out of 10, Exceptional, (26)
"The house was very spacious and clean. Worked well for our family. I would stay here again."
BACKYARD OASIS! Cozy and charming 60s Brick ranch with relaxing gazebo over pond

Ash Creek Guesthouse - Downtown Historic Hermann

10.0 out of 10, Exceptional, (41)
"We stayed for a weekend during Oktoberfest. We stayed up late playing games, we used the trolley to visit the wineries, and did a little shopping. "
The price is NZ$789
includes taxes & fees
28 Nov - 29 Nov
Ash Creek Guesthouse - Downtown Historic Hermann

Innsbrook Luxe Escape

10.0 out of 10, Exceptional, (58)
"The space is really well set up not just for a lot of people to sleep at, but to spend time together as well. Our group all fit comfortably at the dinner table and around the fire pit. And the area around the house is gorgeous! "
Innsbrook Luxe Escape

Downtown Boho Bungalow

10.0 out of 10, Exceptional, (27)
"Property just as listed-our family enjoyed our stay."
Downtown Boho Bungalow

TJ’s Country Getaway- Dog Friendly

10.0 out of 10, Exceptional, (33)
"We were and this was our last night. VIVO is comfortable and fit our needs. It was my daughter, our friend and me. Fortunately, our friend was in a car because it was quite a distance from the Katy Trail, But we knew that in advance."
The price is NZ$240
includes taxes & fees
15 Dec - 16 Dec
TJ’s Country Getaway- Dog Friendly

Cozy Historic WashMo home

9.8 out of 10, Exceptional, (14)
"Was a lovely stay for our Bridal Party, in downtown Washington, with plenty of beds for 4-6. Nicely decorated, plenty of parking, clean & comfortable. Owner was easy to communicate with & answered quickly. Bridal party enjoyed being able to walk to restaurants & bars near by . "
The price is NZ$406
includes taxes & fees
2 Dec - 3 Dec
Cozy Historic WashMo home

Modern Victorian - 1910 Guesthaus

10.0 out of 10, Exceptional, (25)
"The house is very clean and the beds are comfy!"
Modern Victorian - 1910 Guesthaus

The Artists Suites, Leonardo da Vinci Suite

9.8 out of 10, Exceptional, (28)
"The room was very cute located within a lovely building. Good walking distance from all the things. The patio and deck were nice. The street traffic from Market street was a little loud at night. Overall it was a nice trip. "
The Artists Suites, Leonardo da Vinci Suite

The Bittersweet Inn: Brand new 6 bed 5 bath house

10.0 out of 10, Exceptional, (69)
"We could not have been happier with our stay at The Bittersweet Inn. The house was spotless, spacious, and bright. All furnishings are new and comfortable. The host was prompt with communication, friendly, and helpful. "
The Bittersweet Inn: Brand new 6 bed 5 bath house

Historical home in Downtown Washington

10.0 out of 10, Exceptional, (50)
"Very clean and nice location."
The price is NZ$735
includes taxes & fees
30 Nov - 1 Dec
Historical home in Downtown Washington
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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Other property types in New Haven

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

10.0 out of 10, Exceptional, (1)
"This is our second stay at this beautiful property. We rang in the New Year at Mandolin Ridge and it was beautiful. We were greeted with the birth of two baby goats which was quite auspicious. The home is spacious and like going to a comfortable, beautifully appointed museum. Each room has hidden delights. A feast for the eyes indeed. The host, Loribeth, is considerate and warm as well detail oriented. It is clear she wants to provide excellence! Mandolin Ridge and Loribeth really deliver."
The price is NZ$1,174
includes taxes & fees
28 Nov - 29 Nov
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

Authentic Log cabin with something for everyone!

9.6 out of 10, Exceptional, (343)
"Great experience with an annual get together of friends. Plenty of room. Great atmosphere. Large table for all of us to gather around. Beautiful surroundings. We’re likely to use again! "
Authentic Log cabin with something for everyone!

Cozy Cottage, we're told it's heavenly!

10.0 out of 10, Exceptional, (171)
"This was our second time staying here. We have loved it both times. They provide everything you would need. Cristina is a very gracious host. "
Cozy Cottage, we're told it's heavenly!
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.